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Pyrrolizidine alkaloids; Leaves & Flowers Dye (Disputed); Various; WoundsFamily: Boraginaceae (Borage) [E-flora]
"[Annual] perennial herb (may flowering 1st year); hairs bristly, bases bulbous or not. Stem: ± erect. Leaf: basal and cauline, petioled to sessile, clasping, lance-linear [oblong to oblanceolate], ± entire. Inflorescence: axillary or terminal, generally spike-like cymes; tip coiled. Flower: corolla funnel-shaped to salverform, pale blue to violet, appendages 5, ovate to oblong, ± puberulent; stamens included to exserted. Fruit: nutlets 1–4, erect, ± ovoid, irregularly angled or wrinkled, exposed attachment scar basal or oblique, scar surrounded by thick rim.
± 35 species: Eurasia, Africa. Ornamental, cultivated for drugs, dyes. (Greek: ancient name for alkanet) Anchusa arvensis (L.) M. Bieb. occasionally in orchards.
Unabridged references: [Greuter 1965 Candollea 20:192–210]" [Jepson]
"There are 30 species in the genus Anchusa found in Europe and Asia, several growing in open fields and waste places." [Bajaj MAPS 6]
Anchusa tinctoria - (now Alkanna lehmannii Tineo) [Eastaugh PC]
"Use internally with caution, the plant contains the alkaloid cynoglossine which can have a paralyzing effect(12) and carcinogenic.(13)" (Hussain et al., 2019)
"Pyrrolizidine alkaloids. PAs occur mainly in members of the families Boraginaceae (e.g. Symphytum, Echium, Anchusa, Heliotropium), Asteraceae (e.g. Senecio, Adenostyles) and Fabaceae (mainly tribe Crotalarieae) (Wink and Van Wyk, 2008). Many representatives of these families are used for medicinal purposes (Roder, 1995). More than 6000 species contain alkaloids with this basic structure." [Wink APR39]
"In his works, he equally presented Hungarian and Romanian folk names of plants. He examined Romanian historical sources in many cases, such as in his paper on the written records on food plants (Amaranthus, Anchusa, Rumex and Tussilago) consumed by Romanians during the 19th century famines (Gunda 1966a)." [Svanberg EE]
"The genus Anchusa (Boraginaceae) consists of about 170 taxa native worldwide (32). Some Anchusa species are used as diuretic, analgesic, sedative and hypotensive agents in traditional medicine. Anchusa species contain some triterpene glycosides and flavonoids (38)." (Taskin&Bitis.,2016)
"Anchusa species are used in folk medicine for wound healing and as a diuretic agent.(11) The whole plant is antitussive, depurative and diuretic. It is harvested when in flower and dried for later use. The dried and powdered herb is used as a poultice to treat inflammations." (Hussain et al., 2019)
Origin Status: Exotic [E-flora]
"Anchusa arvensis (Linnaeus) M. Bieberstein
Lycopsis arvensis Linnaeus
bugloss
Europe, western Asia; introduced into North America
(Name confusion suspected) A herb described by Dioscorides under the
name Anchusa, which means ‘ox-tongue’ in Greek, has been identified with
various plants with rough and prickly leaves. The bugloss which occurs in
light cultivated soils across much of the British Isles, A. arvensis, is a likely
plant to have attracted herbal use, but the one or two records in the folk lit-
erature ascribed to that lack botanical authentication and could equally well
belong to other species. In Ireland, the similar name boglus has also been
applied too variously for any certainties." [MPFT]
Synonyms
General: "Perennial herb from a taproot, spreading stiff-hairy; stems mostly single, 0.4-1.5 m tall." [IFBC-E-flora]
Habitat / Range
"Mesic to dry waste places, forest edges and shrubby banks in the lowland zone; rare on Vancouver Island, known only from Malahat area; introduced from Europe."[IFBC-E-flora]
"Sides of arable fields, waste places, roadsides and steppes on stony hills[45, 187]. Europe - Caucasus. An occasional garden escape in Britain[17]." [PFAF]
"Anchusa azurea (Syn. Anchusa italica) belong to the Boraginaceae family and were distributed in the temperate, especially in Mediterranean regions." (Hussain et al., 2019)
"It is also found in Western Asia (Iraq, Pakistan, Israel, Cyprus, Turkey, etc), Causcasus (e.g.: Azerbaijan. Soviet and Middle Asia: Kazakhstan etc.) and Tropical Asia (e.g.: Pakistan). It is believed to be originated from the Mediterranean areas from Portugal and east to the Caucasus.[9]" (Hussain et al., 2019)
Status: Exotic.[E-flora]
"Other toxic compounds distributed widely in wild greens are pyrrolizidine alkaloids, which occur in some botanical families, mainly in Boraginaceae species, most of them being not only hepatotoxic (Smith & Culvenor, 1981) but also having carcinogenic, mutagenic, genotoxic, foetotoxic, and teratogenic properties (Wiedenfeld & Edgar, 2011). The presence of such compounds is reported to occur in Anchusa species (Boraginaceae) (Boeder, (1999); however, A. azurea (alkanet) has been discussed as a wild green due to its favourable fatty acid composition (Morales et al., 2012), without warning about its possible toxicity and/or providing any indication about safe preparation. In this sense, a suitable culinary preparation for removing toxins is crucial." (Guil-Guerrero, José Luis, 2014)
"European Food Safety Authority (EFSA) shows that the plant contains toxic pyrrolizidine alkaloids: lycopsamine and untoxicpyrrolizidine alkaloids: laburnine and acetyllaburnine.[21] The plant shows positive tests for alkaloids and tannins and it contained oil rich in Vitamin E." (Hussain et al., 2019)
"The consumption of the fruits of the nettle tree (Celtis australis, »almez« in Spanish) is a good example of uses that were clearly practiced in Spain in the seventeenth century. He observed that they were given to children in Aragon as a medicinal food when they overate and had a stomach ache to aid in their digestion (ms 3363: 129). Cienfuegos also reported many original data about food, preservatives, fodder, fertilizer and ornamental plants. For instance, regarding the local consumption of some wild vegetables, he mentioned the use of the rounded-leaved sorrel (Rumex scutatus) as a raw vegetable in Aragon and even it being sold in the city of Zaragoza in spring (ms 3359: 51). He also cited the local consumption in stews of other wild vegetables, such as Allium ampeloprasum, Rumex pulcher, Anchusa azurea and Silene vulgaris, particularly important in times of scarcity (ms 3358: 521)." [Svanberg EE]
"The Mediterranean native A. azurea has long been utilized in folk medicine because of its wound-healing properties [14]." (Al-Qaisi, Talal, et al.)
"A. azurea was used traditionally as stimulant, tonic, demulcent, in bilious complaints, fever, cough and asthma and as diuretic in bladder and kidney stones.[4-6] It was also used as diaphoretic, narcotic, hypnotic, antiarthritis, antirheumatic and cathartic.[7] The leaves of the plant were used as decoction in cold, sore throat and chest pain.[8]" (Hussain et al., 2019)
"A list of 158 plant species which was still gathered and consumed by traditional Lebanese communities was compiled. The species belonged to 21 families and the most diverse families were Asteraceae (77 species), Brassicaceae (22), and Apiaceae (11). Native species accounted for 147 of the cited species, five of which were endemics to Lebanon and Syria. According to the Relative Frequency of Citation (RFC) index, Anchusa azurea, Centaurea hyalolepis, Chondrilla juncea, Eruca vesicaria, Pseudopodospermum molle, Pseudopodospermum papposum, and Taraxacum sect. Taraxacum were reported for the first time among the top popular species." (Baydoun, Safaa, et al.)
"According to RFC of the cited species, among the most popular species cited by interviewed informants were Anchusa azurea Mill. (0.76), Amaranthus graecizans L. (0.75), Centaurea hyalolepis Boiss. (0.78), Chondrilla juncea L. (0.75), Cichorium intybus (1.00), Eruca vesicaria (1.00), Eryngium creticum Lam. (1.00), Foeniculum vulgare Mill. (1.00), Gundelia tournefortii L. (1.00), Malva sylvestris (1.00), Nasturtium officinale W.T. Aiton (1.00), Origanum syriacum L. (1.00), Portulaca oleracea (1.00), Pseudopodospermum molle (M. Bieb.) Kuth. (0.75), Pseudopodospermum phaeopappum (Boiss.) Zaika, Sukhor. and N. Kilian (0.75), and Taraxacum sect. Taraxacum F.H.Wigg. (0.80; Table 1)." (Baydoun, Safaa, et al.)
"In addition, studies form other Mediterranean countries have also shown high levels of folates (vitamin B9) and ascorbic acid in the leaves and shoots of Anchusa azurea, Cichorium intybus, Foeniculum vulgare, Malva sylvestris, and Portulaca oleracea (Pinela et al., 2017). Such species are now well recognized for their high adaptive capacities to unique climatic and environmental conditions which makes their integration in agricultural production systems very important for the sustainability, climate resilience and diversification of food (Padulosi et al., 2011; Food Agriculture Organization of the United Nations (FAO), 2018; Ulian et al., 2020)." (Baydoun, Safaa, et al.)
"Because of its potential as a medication, A. azurea is an intriguing blooming plant that has attracted attention [10]. The tender young leaves and young flowering shoots have long been used for a variety of purposes, such as reducing inflammation, stopping bleeding [11], acting as a diuretic for kidney and bladder stones, and acting as a stimulant, tonic, and demulcent when used for fever, coughing, and asthma [12]. To treat burns and wounds, A. azurea is also administered externally as an ointment [13]." (Al-Qaisi, Talal, et al.)
"A. azurea possessed many pharmacological effects; these included anticancer, antioxidant and antiviral effects etc." (Hussain et al., 2019)
Anchusa azurea
Melancholy (FontQuer) [Duke]
under syn. Anchusa italica
Diaphoretic ; Diuretic ; Lower ; Tea ; Tonic (Al-Rawi) [Duke2]
Anchusa italica Retz. / Boraginaceae / As sedative, diaphoretic, hypotensive [UNIDO Asia]
"This genus could be a promising source for the development of novel strategies to cure fatal maladies. Further consideration, standardization and clinical trials of pharmacological potential of A. azurea is essential for its recommendation as a medicine at safer level. The information summarized above will serve as a reference tool for the research groups working in the area of developing alternatives of synthetic drug. However, there is a need to evaluate the therapeutic potential on modern scientific lines through clinical trials, phytochemicals and pharmacological studies. Experimental studies have demonstrated its anticancer, neuroprotective, antimalarial, anthelmintic, antipyretic, antidepressant, antiulcer, antibacterial and antioxidant activities." (Hussain et al., 2019)
"Anchusa italica Retz is a perennial plant bearing flowers [7]. Kurds used this plant in food preparation; it was also used as an antitussive, depurative, diuretic, and anti-inflammatory. The flower is harvested and dried for further use. The plant is rich in the alkaloid cynoglossine, which is known for its carcinogenic and paralyzing effects [8]. The flowers of the plant have been traditionally used as a tonic for children and also lower heart rate [9]. This plant is also used to treat cerebrovascular and cardiovascular diseases and diabetes [10,11]. Many studies have shown its anti-inflammatory, neuroprotective and antioxidants activities [4,12]. Plants are an important source of phenolic compounds, which are known for their antibacterial properties and can have applications as natural preserva- tives either in the food field or in the cosmetic field [4,12-14]. Previous chemical studies have shown that Anchusa italic Retz is rich in polyphenols, flavonoids, saponins, tannins, vitamin E [15-18]. The seeds of the plant are rich in saturated fatty acids, unsaturated fatty acids, and alkaloids [19-22]." (Khomsi, M. E., et al.)
"The antiinfluenza virus activity of aqueous and alcoholic extract of Anchusa italica plant (2.5-80 µg/ml) was investigated on the viral infected Madin Darbey -Canine Kidney cell monolayer. A. azurea extracts possessed higher antiviral properties when used one hour before infection compared to their usage after infection. However, the antiviral effect of alcoholic extract was more pronounced than that of the aqueous preparation. The antiviral activity of A. azurea was likely due to interference with viral replication and transcription; accordingly, A. azurea can be use such as amantadin for the treatment of influenza.[26]" (Hussain et al., 2019)
"We first determined the content of phenolic compounds and flavonoids using Folin—Ciocalteu reagents and aluminum chloride (AICl3). The antioxidant activity was de- termined using three methods: reducing power (FRAP), 2.2-diphenyl-1-picrylhydrazyl (DPPH), total antioxidant capacity (TAC). The antimicrobial activity was investigated against four strains of Escherichia coli, two strains of Klebsiella pneumoniae and coagulase-negative Staphylococcus, and one fungal strain of Candida albicans. The results showed that the root extract was rich in polyphenols (43.29 mg GAE/g extract), while the leave extract was rich in flavonoids (28.88 mg QE /g extract). The FRAP assay showed a strong iron reduction capacity for the root extract (IC50 of 0.11 pg/mL) in comparison to ascorbic acid (IC50 of 0.121 pg/mL). The DPPH test determined an IC50 of 0.11 ng/mL for the root extract and an IC50 of 0.14 pg/mL for the leaf extract. These values are low compared to those for ascorbic acid (IC50 of 0.16 pg/mL) and BHT (IC50 0.20 ng/mL). The TAC values of the leaf and root extracts were 0.51 and 0.98 mg AAE/g extract, respectively. In vitro, the extract showed inhibitory activity against all strains studied, with diameters of zones of inhibition in the range of 11.00-16.00 mm for the root extract and 11.67-14.33 mm for the leaf extract. The minimum inhibitory concentration was recorded for the leaf extract against E. coli (ATB:57), corresponding to 5 mg/mL. Overall, this research indicates that the extracts of Anchusa italica Retz roots and leaves exert significant antioxidant and antibacterial activities, probably because of the high content of flavonoids and polyphenols." (Khomsi, M. E., et al.)
"As per the results of the diameter of inhibition zones (DIZ) presented in Table 4, the extracts showed moderate antibacterial activity against all eight strains studied (E. coli (ATB: 97) BGM, E. coli (ATB: 57) B6N, E. coli (ESBL), E. coli sensible, K. pneumoniae (ESBL-KP), K. pneumoniae sensible, coagulase-negative staphylococci and C. albicans), with diameters of inhibition zones ranging from 11 to 16 mm. The largest zones of inhibition were found for coagulase-negative staphylococci (16.00 £ 1.00 mm) in the presence of the root extract and the leaf extract (13.67 =1.15 mm), followed by E. coli (ATB: 97) BGM, with an inhibition zone for the root extract of 15.00 & 1.00 mm and for the leaf extract of 12.33 £ 1.15 mm, and then by E. coli sensible, with inhibition diameters for the root and leaf extracts of 13.67 £ 0.58 mm and 14.33 + 0.58 mm, respectively, followed by C. albicans, E. coli (ATB: 57) B6N, E. coli (ESBL), K. pneumoniae, and lastly K. pneumoniae (ESBL-KP)." (Khomsi, M. E., et al.)
"Anchusa azurea one of the medicinal plants that has been traditionally used for treat burn wounds. However, the traditional claim that A.azurea can hasten burn wound healing has not been supported by scientific studies. This experiment used a male Wistar rats model to investigate the activity of A. azurea aerial parts methanolic extract in burn wound healing. To determine their ability to help in healing burn wounds in rat models, the active components of the aerial parts of A. azurea were extracted with 80% methanol, then, 1% and 10% ointments were prepared from the extract, and applied topically." (Al-Qaisi, Talal, et al.)
"The LCMS chromatography of A. azurea plant extract showed different active ingredients, including phenolic compounds, flavonoids, fatty acids, and others. The plant extract's investigated as anti-inflammatory, antioxidant, and histological effects on the burn wound healing process." (Al-Qaisi, Talal, et al.)
"The results showed a significant (p-value < 0.025) rate of burn wound healing with 78.6% and 84.8% contraction, respectively using 1% and 10% (w/w) extract ointments after 12 days. These results were corroborated by histological observations such as collagen deposition, re-epithelialization, and repair of the remaining skin tissues without any sign of cutaneous toxicity. The plant extract showed significant (p-value < 0.025) antioxidant effect at the highest tested dose of 500 µg/mL, scavenging 89.78% of the DPPH with an IC50 of 213.6 µg/mL. These results confirmed by histological changes observations of collagen deposition, re-epithelialization, and reformation of remaining skin tissues without any signs of dermal toxicity. The plant extract exhibited significant (p-value < 0.025) level of antioxidant agents, by scavenging 89.78% of the DPPH at 500 µg/mL with IC50 of 213.6 µg/mL. Additionally, all pro-inflammatory cytokines examined, including IL-6 and IL-10, the results exhibited reduction in IL-6 level and increase IL-10 level. The aerial extract of the A. azurea plant revealed a wealth of several significant active ingredients, including phenolic compounds, flavonoids, fatty acids, and others, suggesting the potential for anti-inflammatory, burn wound-healing, and antioxidant medications. These findings can open an avenue to find new therapeutics for burn wounds healing, anti-inflammatory and antioxidant properties." (Al-Qaisi, Talal, et al.)
"Previous research indicates that the plant has several bioactive compounds with antioxidant and anti-inflammatory qualities[15]. Reactive oxygen species (ROS) are created during the healing process of a wound. These molecules inhibited tissue recovery by causing oxidative stress. Antioxidants are essential for scavenging reactive oxygen species (ROS) and shielding cells from oxidative damage [16]. Antioxidant-rich plant extracts have been demonstrated to speed up tissue regeneration and lower oxidative stress, which promotes wound healing [17]. Long-term inflammation can result in hypertrophic scarring and hinder healing [18]. Thus, encouraging efficient wound healing requires reducing inflammation, plant extracts with anti-inflammatory qualities are utilized to control the immune system and reduce wound inflammation [19]." (Al-Qaisi, Talal, et al.)
"An acute toxicity investigation indicated that the 200, 400, 600, 800, and 1000 mg/kg oral administration doses of the A. azurea methanol extract utilized were safe and non-toxic." (Al-Qaisi, Talal, et al.)
"Chemical studies showed that A. azurea contains mainly triterpenes and polyphenols." (Hussain et al., 2019)
"A. italica belongs to the Boraginaceae family [15]. Triterpenes, alkaloids, lignans, megasigmans, and flavonoids have been isolated from the plant [15]." (Shahsavari & Derikvand,2022)
"The other compound[s] isolated from A. italica include anchusoside-3, viscoside A, 21β- (β-D glucopyranosyloxy) -2α, 3α-dihydroxyolean-12 28-oic acid-, accigenin, niga-ichigoside F1, glucosyl pinfaensate, daidzein, tormentic acid, and pinfaenoic acid [16-22]. Research shows that this plant has anti-inflammatory, anti-cancer, and antiviral effects." (Shahsavari & Derikvand,2022)
"The seeds of A. azurea are rich sources of many unsaturated fatty acids like; linoleic acid, oleic acid, γ- linolenic acid, eicosenoic acid. Also, the plant is containing some other saturated fatty acids like; palmitic acid. The seeds of A. azurea contained 21 % (v/w) oil. The gamma-linolenic acid represented 13% (v/v) of the oil and 2.7% (v/w) of the seeds.[19]" (Hussain et al., 2019)
Table 10. Examples of plant species rich in y-linolenic acid (GLA)
Anchusa azurea - Oil content of seed 21(%) / GLA content in oil 11–13(%) [Gunstone LFFN]
"Anchusa azurea Mill (A. italica Retz.)
Family: Boraginaceae
"Seed
Mass of 1,000, g: 31.25 [1]
Moisture, %: 7.26 [1]" [LLCEOPS]
"Seed + Pericarp
Mass of 1,000, g: 16.4 [2]
Oil (petroleum ether), % on dry wt: 15.8–21.4 [2–4]
Oil (petroleum ether), % on absolutely dry wt:
26.84 [1]
Oil (skellysolve F), % on fresh wt: 25.0 [5]
d420: 0.9194 [1]
nD20: 1.4730 [1]; nD20: 1.4684 [2]; 1.4665 [3]
Acid value, mg KOH: 1.82 [1]
Hehner’s value, %: 95.55 [1]
Iodine value, % J2: 108.5–137.0 [1–4]
Phosphatides, %: 0.21 [1]
Relative viscosity, E0 at 20 : 7.82 [1]
Saponification value, mg KOH: 191.60 [1]; 180.0 [3]
Unsaponifiables, %: 1.46 [1]
Tocopherols, mg %: 720.0 [4]
Composition of hydrocarbons (CC, IR; GLC, 1%
OV 17 on Cas-Chrom Z), %: C15 – 7.3; C17 –
81.4; C27 – 6.8; C29 – 3.3; C31 – 1.4 [6]
FAs
Iodine value, % J2: 141.19 [1]
Mass of saturated acids, %: 10.01 [1]
Mean mol. wt of saturated acids: 261.25 [1]
Mean mol. wt: 280.51 [1]
Neutralization value of saturated acids, mg KOH:
214.71 [1]
Neutralization value, mg KOH: 199.74 [1]
Composition (Ag+-CC; oxidative degradation of
unsaturated FAs; GLC), %: 16:0 – 9.0–10.40;
16:1 – 0.40; 18:0 – 0.79–1.50; 18:1 – 22.4–
32.0; 18:2 – 31.80–45.59; 18:3 – tr – 17.9; 18:3
(6,9,12) – 7.46–13.0; 18:4 (6,9,12,15) – 0.0–3.5;
20:0 – tr; 20:1 (11) – 1.06–3.30; 22:0 – 0.70; 22:1
(13) – 1.49 – 4.0; others – tr [2, 3, 5, 7]
TAG
FAs
Composition (GLC), %: 16:0 – 8.2; 16:1 – 0.8; 18:0
– 1.5; 18:1 – 23.1; 18:2 – 32.5; 18:3 – 18.4; 18:3
(6,9,12) – 10.8; 18:4 (6,9,12,15) – 2.5; 20:1
(11) – 2.2 [8]
Composition of 2-MAG (Coleman, GLC), %: 16:0 –
0.7; 18:1 – 16.7; 18:2 – 51.9; 18:3 – 6.7; 18:3
(6,9,12) – 17.5; 18:4 (6,9,12,15) – 6.5 [8]" [LLCEOPS]
"Kernel of Seed
Oil, %: 53.23 [4]
Iodine value, % J2: 133.43–145.12 [4]" [LLCEOPS]
"Peshawa et al.[23] characterized eleven fatty acids in triglycerides isolated from the seeds of traditional Kurdish medicinal plant A. azurea by GC MS analysis, the main components were oleic, palmitic, palmitoleic, 11-eicosenoic, erucic and two ω-9 acids. Totally, eleven fatty acids were analyzed from the seeds of the studied plant using GC-MS analysis. The results showed that the plant seeds contain high percentage of elaidic acid (46.42%), palmitic acid (18.9%), linoleic acid (14.59%) and the other main fatty acids (FAs) are erucic acid (6.33%), 11-eicosenoic acid (5.02%), stearic acid (4.55%) and 6,9,12-octadecatrienoic acid (2.43%). The percentage of minor FAs is (0.78%) nervonic acid, (0.46%) myristic acid, (0.38%) palmitoleic acid and (0.14%) for 11-hexadecenoic acid. Major chemical constituents of A. azurea shown in Figure 2." (Hussain et al., 2019)
"Four new triterpene glycosides (saponins), named oleanazuroside 1 (1), oleanazuroside 2 (2), ursolazuroside 1 (3) and ursolazuroside 2 (4), together with the seven known compounds named (2α, 3β, 4α, 19α)- 2,3 19,23 -tetrahydroxyurs- 1 2-en-28-oic acid p-glucopyranosyl ester (=quercilicoside A; 5), kaempferol 3-0-glucopyranoside) (=astragalin; 6), quercetin 3-(fi glucopyranoside) (=isoquercitrin; 7), quercetin 3-(a-rhamnopyranosyl-(1 6)-P-glucopyTanoside) (=rutin; 8), kaempferol (α-rhamnopyranosyl-(1 6)-p-glucopyranoside) (9), rosmarinic acid (10) and 3-(3,4-dihydroxyphenyl) lactic acid (11), were isolated from the methanolic extract of the aerial parts of A. azurea.[20]" (Hussain et al., 2019)
"The flowers yield anthocyanins and the leaf, stem yield bornesitol.(4)" (Hussain et al., 2019)
"... A. italica contains 42 chemical compounds including trans-caryophyllene (13.26%), allospathulenol (11.27%), germacrene D (10.47%), bicyclogermacrene (9.77%), safranal (7.62%), δ-cadinene (6.42%), and α-pinene (4.38%) are α-copaene (3.96%) and β-myrcene (3.75%)." (Shahsavari & Derikvand,2022)
"After measurement of the wavelengths at 570 nm, the antioxidant property of ... A. italica at 2.9 mmol Fe2+/L." (Shahsavari & Derikvand,2022)
"The total lipid content of A. azurea leaves was 0.93 g / 100 g. It contained 16.59% saturated fatty acids, 3.15% monounsaturated fatty acids and 4.85% polyunsaturated fatty acids. Oil contained the following compounds: capric acid (0.07%), undecanoic acid (0.01%), lauric acid (0.07%), tridecanoic acid (0.01%), myristic acid (0.35%), myristoleic acid (0.16%), pentadecanoic acid (0.12%), palmitic acid (10.45%), palmitoleic acid (0.14%), heptadecanoic acid (0.22%), stearic acid (1.67%), oleic acid (2.20%), linoleic acid (12.16%), γ-linolenic acid (1.46%), α-linolenic acid (64.74%), arachidic acid (1.64%), eicosenoic acid (0.17%), cis-8.11.14-eicostrienoic acid (1.69%), cis-11.14.17 eicosatrienoic acid, heneicosanoic acid (0.21%), behenic acid (1.25%), eruicic acid (0.07 %), tricosanoic acid (0.02%), lignoceric acid (0.72%) and nervonic acid (0.40%). However, Conforti et al. showed that A. azurea yield linoleic acid 2.57 % and linolenic acid 5.02 %. It also contained hydroalcoholic extracts 23.8 % and the total phenolics content (using Folin– Ciocalteau method) was 85.5 chlorogenic acid equivalents (mg/g).[22]" (Hussain et al., 2019)
"Succeeds in most soils, preferring a sunny position[1, 111]. Prefers a fertile well-drained soil[111]. Tolerates heavy clay[200]. Requires a deep well-drained soil[187]. Established plants tolerate drought[187]. Plants are hardy to about -15°c[187]. The flowers are a good source of food for bees[1]. Many named forms have been selected for their ornamental value[187]. The plants tend to be short-lived perennials but they can be propagated by means of root cuttings[187]." [PFAF]
"Seed - sow spring in pots of sandy soil[200]. An overnight drop in temperature helps germination[133]. The seed usually germinates in 1 - 4 weeks at 21°c[133]. When large enough to handle, prick the seedlings out into individual pots and plant them out in the summer. Division in early spring[200]. Root cuttings in autumn or early winter. Late winter is best[200]." [PFAF]
"The plants tend to be short-lived perennials but they can he propagated by means of root cuttings.[16]" (Hussain et al., 2019)
"The flowers are a good source of food for bees.[15] Many named forms been selected for their ornamental value." (Hussain et al., 2019)
Synonyms
This biennial member of the Boraginaceae is widespread in central Europe, growing in open fields and waste places. The basal rosette of hairy leaves supports a central stalk (20-120 cm) which bears terminal and axillary clusters of pink, red, or violet tubular blossoms." [Bajaj MAPS 1]
"Anchusa officinalis is a BIENNIAL/PERENNIAL growing to 0.6 m (2ft).
It is hardy to zone (UK) 5 and is not frost tender. It is in flower from June to October, and the seeds ripen from July to October. The species is hermaphrodite (has both male and female organs) and is pollinated by Bees.
It is noted for attracting wildlife.
Suitable for: light (sandy), medium (loamy) and heavy (clay) soils and prefers well-drained soil. Suitable pH: acid, neutral and basic (alkaline) soils. It cannot grow in the shade. It prefers moist soil." [PFAF]
General: "Biennial or perennial herb from a taproot, softly spreading-hairy; stems often several, 30-80 cm tall.[IFBC-E-flora]
Habitat/Range:
"Anchusa
officinalis is native to the Mediterranean region, but is now found in much of
Europe, such as France, Holland, Germany, Denmark, south Norway, and
south Sweden. It is also present in west Asia (Blarney and Grey-Wilson 1989)." [Bajaj MAPS 6]
"Dry roadsides and waste places in the lowland, steppe and lower montane zones; rare in SC BC and S Vancouver
Island; introduced from Europe.[IFBC-E-flora]
Status: Exotic.[E-flora]
Greens given (T) rating in [Turner, Kuhnlein]. defined as "toxin reported in a look-alike species (not closely related) or in a part of the plant not listed as edible; or toxin at relatively low levels" [Turner, Kuhnlein]
"Anchusa. Anchusa officinalis, L. Bugloss. Ox-tongue. (Fam. Boraginaceae.)—The root, leaves, and flowers of this European biennial plant were at one time recognized by the U. S. Pharmacopoeia, but probably are practically devoid of medicinal properties. In France the Anchusa italica, which is there known as buglosse, is substituted for A. officinalis and is still in popular use as a diaphoretic and diuretic." [Remington USD20]
"All parts of the plant are demulcent and expectorant[9]. They are used externally to treat cuts, bruises and phlebitis and internally to treat coughs and bronchial catarrh[9]. A homeopathic remedy is made from the plant[9]. It is used in the treatment of stomach and duodenal ulcers[9]." [PFAF]
Anchusa officinalis; - astringent, diuretic, emollient, expectorant; (6) cancer [CRC Eth]
Anchusa officinalis L. (Boraginaceae) - Aerial parts/Flowers - Tea for pulmonary ailments (Hypericum, Pulmonaria, Symphytum) (Saric-kundalic et al., 2010)
In habit, and in medicinal folklore uses, it has many features in common with Lycopsis, Symphytum and Lithospermum. The medicinal effects are probably due, at least in part, to the content of caffeic acid esters in these plants (Auf'Mkolk et al. 1985 a)." [Bajaj MAPS 1]
(Anchusa officinalis) “The gentlewomen of Francedo paint their faces with these roots. as it is said” (Gerard). Anchusa is from the Greek meaning to paint or dye (another species is Dyer’s Bugloss (A tinctoria). Alkanet seems to be one of the most ancient of face cosmetics (Clair). This use of the rootsfor making rouge led to the plant becoming known as a symbol of falsehood (Folkard)." [MPFT]
Doctrine of Signatures
"Anchusa officinalis belongs to the Boraginaceae family. Genus Anchusa (Boraginaceae) is one of the major genera of flowering plants with major diversity center in the southern part of the Balkan Peninsula (Selvi and Bigazzi 2003). The plant is native to the Europe, but absent from the extreme North, much of the West and parts of theMediterraneanregion (Jakovljevic et al. 2016). Among the people it is known as blush, duck nest and healing common bugloss. Numerous studies of various species of the Anchusa genus indicated their wide application in folk medicine (Khare 2007; Amin 2005). The presence of numerous phytochemicals, alkaloids, tannins, oils, polyphenols, pyrrolizine alkaloids, triterpenoids, in the Anchusa genus was confirmed in research by Al-Snafi (2014). HPLC analysis of polyphenol components confirmed the presence of rosmarinic, benzoic acid, rutin and catechin in a methanolic extract of the Anchusa undulata subsp. hybdrida (Zengin et al. 2015)." (Boskovic, Ivana, et al.)
"HPLC analysis of examined extracts of the A.officinalis plant showed the presence of the following components: p hydroxybenzoic acid, chlorogenic acid, p-coumaric acid, ferulic acid, sinapinic acid, rutin, lutein glycoside,apigeninglycoside, rosmarinicacid, quercetin, lutein, naringenin and kaempferol, whereas the most dominant were: rosmarinic, chlorogenic acid, naringenin, lutein-glycoside and rutin (Table 3). Petroleum ether extract of A.officinalis had a maximum value(Σ335.185mg/g) of the identified compounds: rosmarinic acid(244.300mg/g), chlorogenic acid(30.925mg/g), naringenin(14.018mg/g), lutein-glycoside(13.038mg/g) and arutin(11.116mg/g)." (Boskovic, Ivana, et al.)
"The results of total phenolic content of the tested plant extracts of A. officinalis using Folin-Ciocalteu’s method and expressed as gallic acid equivalents are presented in Table 1. The obtain ed values were in the range from 87.11±0.54to104.03±0.63 mgGA/g. The phenolic contents in the ethanol (104.03±0.63 mgGA/g) and cloroform extracts (100.26±0.40 GA/g) were higher than in the other three tested extracts. The content of flavonoids was determined using spectrophotometric method with AlCl3 and expressed in terms of rutin equivalents. The ethanol extract had the highest value of flavonoids (30.26 ± 0.40 mgRU/g), followed by acetone extract (29.91±0.44 mgRU/g). The results are shown in Table 1. The highest con tent of tannins achieved in the chloroform (74.65± 0.57 mg GA/g) and acetone extract (74.53±0.46 mg GA/g)." (Boskovic, Ivana, et al.)
"In the summary, this study indicate that Anchusa officinalis have certain high content of phenolic components of various extracts and the evaluation of its antimicrobial, antioxidant and cytotoxic potential, which showed that the extracts of A. officinalis are enriched with pharmacologically active com pounds. This is the first report of citotoxic activity of extract A. officinalis from Balkan region on tumor celllines and there fore could have a medical significance in the future." (Boskovic, Ivana, et al.)
*Figure Notes: "Commercial antibiotics amracin and ketoconasole were used as a positive control." (Boskovic, Ivana, et al.)
"Abstract The investigation of tannins in Anchusa officinalis L. was conducted. As a result, qualitative and quantitative tannins content in the herba and the roots were determined. For this purpose we have used high-performance liquid chromatography, titrimetric and spectrophotometric methods. We have revealed gallocatechin, epigallocatechin, catechin, epicatechin, epicatechingallate, catechingallate and gallic acid, and determined their quantitative content by the high-performance liquid chromatography. The total tannins content established using titrimetric method is between 3,00 - 3,53%, spectrophotometric method - 1,13 - 1,74%, high-performance liquid chromatography - 4,22 - 4,29%. The highest content is recorded for epigallocatechin (51, 79 % and 69, 56 % relative to the total tannins content in Anchusa officinalis L. herba and roots respectively)." (Svirska, S., and A. Grytsyk.)
"Total seed oil (25,80 to 26,10%) and fatty acid compositions of both informal groups of A. officinalis were studied. All analytical results and the ratios of the fatty acids were documented in Table 1. Major fatty acids were linoleic (C18:2n6), oleic (C18:1n9), α-linolenic (C18:3n3), γ-linolenic (C18:3n6), palmitic (C16:0) and stearidonic acid (C18:4n3) respectively. The lower levels were observed in the other fatty acids including stearic (C18:0), eicosenoic (C20:1n9), erucic acids (C22:1n9). The highest quantities were detected for linoleic (24,4 to 25,8%) and oleic acids (23,2 to 25,5%). α-linolenic acid was also at the high concentrations (14,5 to 15,1%). γ-linolenic acid (C18:3n6) as an unusual fatty acid in plants was determined at considerably high concentrations (12,5 to 12,6%) in both groups. Saturated fatty acids including palmitic and stearic acid were observed at the lower levels between the groups generally (1,9 to 8,9%). Significantly different values for fatty acid profiles between the groups was observed (p<0,05). Saturated, unsaturated fatty acids and some of their calculated ratios were also different significantly (p<0,05). Total ratios of poly-unsaturated (56,27 to 56,41%), mono unsaturated (26,47 to 31,38%) and saturated fatty acids (10,12 to 11,95%) were detected parallely at different range in both groups. Total percents of unsaturated fatty acids were between 82,88 to 87,65%. In general, the concentration range of the whole fatty acid profile in Group a of A. officinalis was relatively larger than that of Group b. Relatively higher values in Group b for palmitic, stearic, erucic, α-linolenic and stearidonic acid and in Group a for oleic, linoleic and γ-linolenic acid were observed (Fig.1). But, parallel results were obtained for all examined fatty acids in terms of general aspect of the profiles in both groups. The proportions of linoleic to α-linolenic acids, mono-unsaturated and poly-unsaturated fatty acids to saturated fatty acids were relatively higher in Group a. Especially, total ratio of unsaturated fatty acids to saturated ones in Group a showed remarkably higher value. Relatively higher proportions for α-: γ-linolenic acid and poly-: mono-unsaturated fatty acids were examined in Group b. Two groups were segregated based on six different proportions of fatty acids (Fig.2). Valuable concentrations for essential poly-unsaturated fatty acids (PUFAs) including linoleic, α-linolenic, γ-linolenic and stearidonic acid as special dietetics and nutraceuticals were detected in both groups of A. officinalis suggesting alternative source potential for these fatty acids used in biomedical, cosmetic and food sectors." (Özcan, Tamer. 2008)
"Some variations in seed oil contents and the concentrations of fatty acids were reported from the specimens collected from different localities and climatic conditions of each year, producing decreasing levels of seed oils correlated with dry seasons (Angelini et al. 1997). On the other hand, total seed oil contents in ripened stage between groups examined here were observed at very similar quantities though collected from very different localities, implying possibly its consistent characteristic feature at spesific level. But, relatively lower quantities in total seed oil of A. officinalis (21.6%) compared to our study (25,8 to 26,1%) were obtained likely derived from different growing conditions and theripening stages (Cisowski et al. 2001). However, fatty acid compositions and its some proportions may be more valuable and additional data for the discrimination of two groups of A. officinalis. Our results also provide information for the source potential of the studied fatty acids. Considerable high level of mono- and poly unsaturated fatty acids in addition to total oil contents in A. officinalis suggest the utility of this species as alternative industrial crop. Remarkable concentrations of α-linolenic, γ linolenic and stearidonic acid as unusual fatty acids that are important for biomedical applications were obtained in both groups. This species as an alternative wild resources for unsaturated fatty acids has very large distributional areas in Anatolia. Selected genotypes with high product quality may be cultivated as industrial crops in its natural habitats that is not suitable for conventional agriculture. Fatty acid profiles of seed oils, total ratios of saturated and unsaturated fatty acids and its relative percentages as an additional chemometric data are seem to be useful for the characterization and delineations at infraspesific levels of A. officinalis." (Özcan, Tamer. 2008)
(Özcan, Tamer. 2008)
Anchusa species, such as Bugloss, act as specialized chemical factories that use a rare "alternative route" to build essential ingredients like fragrances and antioxidants. While most organisms follow a standard biological map to create these compounds, Anchusa utilizes a specific process that is remarkably precise and heat-resistant. For anyone looking to use these plants in everyday products, this is a major advantage: the plant’s natural "worker" molecules (enzymes) are tough enough to handle industrial processing and specific enough to create high-quality extracts with very few impurities. Even though the exact genetic blueprint for this process hasn't been fully mapped yet, the plant's unique ability to remain stable under high temperatures makes it a prime candidate for sustainable wellness and cosmetic innovations.
Beyond its rare pathway, Anchusa stands out because its biological "on-switch" stays active even when production levels are high, allowing it to churn out antioxidants and fragrances in much larger quantities than typical plants. These internal "worker" molecules are also remarkably heat-tolerant, which is a massive win for industrial manufacturing where high temperatures usually destroy delicate natural compounds. This efficiency makes the plant a direct highway for producing high-value ingredients like rosmarinic acid—a staple in natural skincare and food preservation—with incredible purity. For anyone looking to develop sustainable everyday products, Anchusa offers a cleaner, high-output alternative to lab-made chemicals, delivering potent results without the unwanted byproducts often found in synthetic manufacturing.
"In the classical pathway to phenylalanine and tyrosine the branch point intermediate is prephenate (Figure 4). Prephenate is first converted to phenylpyruvate (PPY) or p- hydroxyphenylpyruvate (HPP) by prephenate dehydratase or prephenate dehydrogenase (oxidative decarboxylation). These aromatic keto-acids are substrates for specific aminotransferases leading to phenylalanine and tyrosine. In an alternative pathway first the transamination of prephenate takes place and the non-aromatic arogenate (the branch point intermediate) formed is subsequently dehydrated or dehydrogenated giving rise to phenylalanine and tyrosine, respectively (Siehl et al., 1985). The two possible routes differ only in the sequence of the transamination and aromatization reactions. Because the prephenate dehydratase activity has never been found in higher plants (Bonner and Jensen, 1987) and the prephenate dehydrogenase was reported to occur only in mung bean (Rubin and Jensen, 1979), the only possibility for biosynthesis of phenylalanine and tyrosine is via the alternative pathway. Prephenate aminotransferase and arogenate dehydrogenase were first described in the mung bean (Rubin and Jensen, 1979). Prephenate aminotransferase has been purified to near homogeneity from cell cultures of Nicotiana silvestris (Bonner and Jensen, 1985, 1987) and Anchusa officinalis (De-Eknamkul and Ellis, 1988). Prephenate aminotransferases studied so far have an unusually high substrate specificity and are highly stable to thermal treatments. Prephenate aminotransferase is located in plastid compartments (Siehl et al., 1986; Jensen, 1986). For this enzyme neither a cDNA nor a gene have been isolated so far." [Bernath Papaver]
"Rosmarinic acid is found spontaneously at high levels in cultures of Anchusa, Coleus, Rosmarinus or Salvia." [Bajaj MAPS 1]
"To determine whether this spontaneous production trait might have commercial potential, and to better understand the molecular basis of selective expression of a specific metabolic sequence in cultured cell systems, a detailed study of rosmarinic acid synthesis and accumulation was undertaken. Some of this work was carried out with cell lines of Coleus blumei, but most was concentrated on cultures of Anchusa ojjicinalis L." [Bajaj MAPS 1]
"Interestingly, upregulation of methylated compounds was underlined in AMF colonized plants, suggesting that these fungi have the potential to alter the plant biosynthetic pathways and to induce the production of different compounds." (Cartabia et al., 2021)
"It will be of great interest to understand the molecular mechanisms behind the accumulation of specific compounds in the presence of AMF and how this could potentially be translated in increasing the production of specific compounds, which were valuable for human purposes." (Cartabia et al., 2021)
Triterpene saponins - Anchusa officinalis
Lucyostde H
Anchusoside-7
Anchusoside-2 [Hostettmann Saponins]
"Rosmarinic acid was ... named ... after the plant it was isolated from, Rosmarinus officinalis. Before elucidation of its chemical structure, rosmarinic acid and similar compounds were collectively known as ‘‘Labiatengerbstoffe,’’ which is a type of tannin that is produced by many species belonging to the family Lamiaceae. .... RosA is produced in suspension cultures of Anchusa officinalis (Boraginaceae) and Coleus blumei (Lamiaceae), which results in accumulation of higher amounts of rosmarinic acid than are found in the plant itself." [Aggarwal MTTUS]
"Anchusa officinalis L.
Family: Boraginaceae
Seed
Mass of 1,000, g: 2.8
Oil (petroleum ether), % on dry wt: 23.0
nD40: 1.4725
Iodine value, % J2: 167.0
FAs
Composition (GLC, 20% Apiezon-L on Celite 545
and 20% LAC-2-R 446 on Celite 545), %: 16:0 –
8.0; 18:0 – 3.0; 18:1 – 22.0; 18:2 – 26.0; 18:3 –
20.0; 18:3 (6,9,12) – 11.0; 18:4 (6,9,12,15) – 5.0;
20:1 (11) – 2.0; 22:1 (13) – 1.0; others – 0.5" [LLCEOPS]
Anchusa angustifolia L. {Anchusa officinalis subsp. officinalis}
"Family: Boraginaceae
Seed + Pericarp
Mass of 1,000, g: 5.6
Oil (petroleum ether), % on dry wt: 16.0
nD40: 1.4706
Iodine value, % J2: 147.0
FAs
Composition (GLC, 20% Apiezon-L on Celite 545
and 20% LAC-2-R 446 on Celite 545), %: 16:0 –
10.0; 18:0 – 2.0; 18:1 – 32.0; 18:2 – 24.0; 18:3 –
13.0; 18:3 (6,9,12) – 11.0; 18:4 (6,9,12,15) – 3.0;
20:1 (11) – 2.0; 22:1 (13) – 2.0; others – 0.6" [LLCEOPS]
"Anchusa officinalis is recognized for its therapeutic properties, which are attributed to the production of different metabolites. This plant interacts with various microorganisms, including the root symbiotic arbuscular mycorrhizal fungi (AMF). Whether these fungi play a role in the metabolism of A. officinalis is unknown." (Cartabia et al., 2021)
"In the present study, two independent experiments, associating A. officinalis with the AMF Rhizophagus irregularis..., were conducted in a semi-hydroponic (S-H) cultivation system. The experiments were intended to investigate the primary and secondary metabolites (PMs and SMs, respectively) content of shoots, roots, and exudates of mycorrhized (M) and non-mycorrhized (NM) plants grown 9 (Exp. 1) or 30 (Exp. 2) days in the S-H cultivation system." (Cartabia et al., 2021)
"Differences in the PMs and SMs were evaluated.... Differences in metabolite production were shown in Exp. 1. Volcano-plots analysis revealed a strong upregulation of 10 PMs and 23 SMs. Conversely, in Exp. 2, no significant differences in PMs and SMs were found in shoots or roots between M and NM plants whereas the coumarin scoparone and the furanocoumarin byakangelicin, accumulated in the exudates of the M plants. In Exp. 1, we noticed an enhanced production of PMs, including organic acids and amino acids, with the potential to act as precursors of other amino acids and as building blocks for the production of macromolecules. Similarly, SMs production was significantly affected in Exp 1." (Cartabia et al., 2021)
"In particular, the phenolic compounds derived from the phenylpropanoid pathway. Fifteen di-, tri-, and tetra-meric C6-C3 derivatives of caffeic acid were induced mainly in the roots of M plants, while four oleanane-types saponins were accumulated in the shoots of M plants. Two new salvianolic acid B derivatives and one new rosmarinic acid derivative, all presenting a common substitution pattern..., were detected in the roots of M plants." (Cartabia et al., 2021)
"In conclusion, the AMF colonization influenced specific plant’s biosynthetic pathways resulting in a qualitative and quantitative modification of different metabolites production. Colonization by the AMF was followed by an enhanced production of PMs, including organic acids (involved in the energy pathways of the eukaryotic cell) and key amino acids, with the potential to act as precursors of other amino acids and as building blocks for the production of macromolecules. Furthermore, SMs production was significantly affected, especially the phenolic compounds and the oleanane-types glycosidic derived from the phenylpropanoid and mevalonate pathways, respectively. In total, 16 C6-C3 caffeic acid derivatives were induced mainly in the roots of M [mycorrhized] plants while 4 oleanane-types saponins were accumulated in the shoot parts. Besides the well-documented C6 C3 phenolics herein we noticed, for the first time, the production of two new derivatives of SA and one new derivative of RA, all presenting a common substitution pattern (methylation and hydroxylation) in the roots of M plants." (Cartabia et al., 2021)
Cultivation
"Succeeds in most soils, preferring a sunny position(1). Prefers a fertile well-drained soil(111). The flowers are a rich source of nectar and are very attractive to bees(1). The dry leaves emit a rich musky fragrance, rather like wild strawberry leaves drying." [PFAF]
"CATEGORY: Dyeing ORIGIN: Southern Europe TYPE: Biennial or perennial, hardy to zone 5 HEIGHT: 1 to 2 feet OTHER NAMES AND VARIETIES: Orchanet. Common bugloss (Anchusa officinalis) is a closely related garden perennial. HOW TO GROW: Grow from seed or transplants in full sun and moderate soil. Attracts pollinators. SEASON: Summer SAFETY: Not safe for internal consumption since it can be toxic to the liver." [NAH Orr]Synonyms
References
Anchusa Boraginaceae
A. arvensis Aphis fabae
A. azurea Aphis fabae, symphyti; Brachycaudus helichrysi, iranicus;
Geoica anchusae
A. capensis Aulacorthum solani; Macrosiphum euphorbiae;
Myzus ornatus, persicae; Ovatomyzus boraginacearum
A. gmelini Brachycaudus virgatus
A. italica Brachycaudus iranicus, virgatus
A. myosotidiflora Aphis gossypii; Neomyzus circumflexus
A. officinalis Aphis fabae, gossypii, symphyti, [Aphis sp. (Davletshina,
1964: 124)]; [Uroleucon jaceae];
Brachycaudus bicolor, mordvilkoi
A. pseudochroleuca Brachycaudus virgatus
A. sempervirens Aulacorthum solani; Brachycaudus helichrysi;
Ovatomyzus boraginacearum
A. strigosa Brachycaudus iranicus; Myzus persicae
A. undulata Brachycaudus bicolor
Anchusa spp. Brachycaudus cardui; {Macrosiphum ?funestum, Iran}
[Blackman AWHPS]
"The native range of this species is S. Africa. It is an annual or biennial and grows primarily in the subtropical biome." (PWO)
Table 10. Examples of plant species rich in y-linolenic acid (GLA)
Anchusa capensis - Oil content of seed 29(%) / GLA content in oil 10(%) [Gunstone LFFN]
"Anchusa capensis Thunb.
Family: Boraginaceae
Seed + Pericarp
Mass of 1,000, g: 2.2 (1)
Oil (petroleum ether), % on dry wt: 29.0 (1, 2)
nD40: 1.4693 (1, 2)
Iodine value, % J2: 157.0 (1, 2)
Saponification value, mg KOH: 194.0 (2)
Composition (GLC, 20% Apiezon-L on Celite
545 and 20% LAC-2-R 446 on Celite 545), %:
16:0 – 9.0; 18:0 – 2.0; 18:1 – 24.0; 18:2 – 31.0;
18:3 – 17.0; 18:3 (6,9,12) – 10.0; 18:4 (6,9,12,15)
– 3.0; 20:1 (11) – 2.0; 22:1 (13) – 2.0; others – 0.3
(1)
(GLC; Apiezon-L), %: Saturated – 11.0; 18:1 –
28.0; 18:2 – 28.0; 18:3 – 24.0; 18:4 (6,9,12,15)
– 4.4 (2)" [LLCEOPS]
"The native range of this species is Central & E. Medit. It is a biennial or perennial and grows primarily in the subtropical biome." (PWO)
"Anchusa hybrida Ten.
Family: Boraginaceae
Seed + Pericarp
Mass of 1,000, g: 6.0
Oil (petroleum ether), % on dry wt: 20.0
nD40: 1.4700
Iodine value, % J2: 149.0
FAs
Composition (GLC, 20% Apiezon-L on Celite 545
and 20% LAC-2-R 446 on Celite 545), %: 16:0 –
10.0; 18:0 – 2.0; 18:1 – 28.0; 18:2 – 24.0; 18:3 –
13.0; 18:3 (6,9,12) – 13.0; 18:4 (6,9,12,15) – 3.0;
20:1 (11) – 4.0; 22:1 (13) – 4.0; others – 0.2" [LLCEOPS]
"The native range of this species is E. Bulgaria to Caucasus. It is a biennial or perennial and grows primarily in the temperate biome." (PWO)
"Anchusa leptophylla Roem. and Schult.
(subsp. incana (Ledeb.) Chamberlain=A.
incana)
Family: Boraginaceae
Seed + Pericarp
Mass of 1,000, g: 7.1
Oil (petroleum ether), % on dry wt: 21.0
nD40: 1.4682
Iodine value, % J2: 140.0
FAs
Composition (GLC, 20% Apiezon-L on Celite 545
and 20% LAC-2-R 446 on Celite 545), %: 16:0 –
10.0; 18:0 – 2.0; 18:1 – 31.0; 18:2 – 25.0; 18:3 –
9.0; 18:3 (6,9,12) – 14.0; 18:4 (6,9,12,15) – 3.0;
20:1 (11) – 3.0; 22:1 (13) – 2.0; others – 1.0" [LLCEOPS]
"Anchusa strigosa (strigose bugloss or prickly alkanet) is a widespread weed, with a rosette of leaves at its base and an inflorescence stem reaching one meter or more (1). This plant belongs to the Boraginaceae family, and it is native to Greece, Syria, Turkey, Lebanon, Israel, Jordan, and Iran." (Yarmolinsky, Ludmila, et al.)
"Anchusa strigosa Banks et Sol. (Boraginaceae) is a perennial herb that is very common and widely distributed in Mediterranean and Irano-Turanian biotopes in Jordan(1)." (Abbas et al.,2009)
"The native range of this species is E. Medit. to Iran. It is a biennial or perennial and grows primarily in the temperate biome." (PWO)
"This study confirms the presence of alkaloids in A. strigosa roots obtained from Jordan. These findings agree with the results of Siciliano et al.(14) and Braca et al.(15) who purified several pyrrolizidine alkaloids from A. strigosa. Alkaloid content was highest in leaves and lowest in roots according to Siciliano et al.(14). The presence of pyrrolizidine alkaloids even at low concentrations in some medicinal plants may limit their use in folk medicine because of their toxicity(14). Thus, further studies investigating the toxicity of A. strigosa in vivo and in vitro are needed." (Abbas et al.,2009)
"Although many publications are devoted to the plants of this region, to the best of our knowledge, A. strigosa medicinal properties have not been reported. In general, some studies demonstrated medicinal properties of A. strigosa from other regions including anti-ulcer (11), pro-wound healing (WH) (12) and antioxidant activities (13,14). Yet, it is still unknown which compounds are responsible for their therapeutic effects." (Yarmolinsky, Ludmila, et al.)
"Anchusa strigosa is a plant widely distributed in the Mediterranean region. It is used in local folk medicine as a diuretic, analgesic sedative, sudorific remedies and for treatment of stomach ulcers and externally for skin diseases113 114." [Elsevier ASOL]
"It is used locally and in neighboring countries as antiulcer(2), for wound healing(3), as a tonic and tranquilizer(4), and as a diuretic and for abdominal pain(5)." (Abbas et al.,2009)
Anchusa strigosa; (5) alterative, demulcent, diaphoretic, diuretic, refrigerant, tonic; (9) tea [CRC Eth]
"Abuereish(6) showed that the aqueous root extract of A. strigosa inhibited pepsin activity in vitro. Disi et al.(2) studied the antiulcer activity of the aqueous root extract of A. strigosa in rats after inducing peptic ulcers for them using absolute ethanol." (Abbas et al.,2009)
"The presence of pyrrolizidine alkaloid was confirmed in Anchusa strigosa (Table 1) and its presence is also mentioned in the literature [29], but to the best of our knowledge, the rest of the identified compounds (Table 1) were not reported to be present in the investigated weed. We showed that the crude extract was not toxic at concentrations below 900 µg/mL for HDF cells. Its concentration of 50 µg/mL was sufficient for effective pro-wound healing activity (Figure 1), while each identified compound on its own is not active. We succeeded in finding some effective combinations of compounds (Figure 1), proving that the extract has a pro-wound healing activity because of the synergistic interactions between its components. It is interesting that the absence of the desired activity in individual identified compounds of plant extracts is mentioned in the literature [10,30,31]. Further research to identify other compounds of the extract is necessary." (Yarmolinsky, Ludmila, et al.)
"...six pyrrolizidine alkaloids were detected in Anchusa strigosa Banks and Sol111" [Elsevier ASOL]
"Previously, we reported the results of a phytochemical study on A. strigosa roots in which we isolated a number of PAs esters (Braca et al., 2003). A. strigosa, a plant widely distributed in the Mediterranean region (Feinbrun Dothan, 1978), is used in local folk medicine. The root decoction is used as a diuretic, analgesic, and for treat ment of stomach ulcers (Said et al., 2002), the flower decoction is used for analgesic, sedative, sudorific, and diuretic remedies (Al-Khalil, 1995), and finally the leaf cataplasm is used as an anti-inflammatory remedy or is applied externally for skin diseases and wounds (Al Douri, 2000)." (Siciliano, Tiziana, et al.)
"The phytochemical study of A. strigosa leaves led to the isolation of six PAs: 1–3 and 6 were previous isolated in aphytochemicalinvestigation of the plant roots (Braca et al., 2003), while 7 and 8 were new natural compounds (see Fig. 1). The spectral data of compounds 1–3 and 6 are identical to those reported in our previous study (Braca et al., 2003)." (Siciliano, Tiziana, et al.)
"The profile LC–SIM–MS of PAs from all extracts did not show significant qualitative differences, except for the absence of peak I (compound 7) in the roots, and the presence of peak F in the flowers. From a quantitative point of view the differences are more substantial (Table 3). The quantitative analysis showed that the organs richest in PAs are the leaves, followed by flowers, while the PAs content of the roots is tenfold lower than the other organs. The N-oxide derivatives are the most abundant in all organs. The main differences between leaves and flowers were due to the major amount in compounds 6 and 8." (Siciliano, Tiziana, et al.)
"All PAs isolated from the A. strigosa leaves (1–2 and 4–8) were subjected to free choice feeding assays using the generalist lepidopteran larva of S. exigua and specialist lepidopteran larva of P. brassicae. Compounds 4 and 5 were previously isolated from the roots of A. strigosa collected in a different year and region of Jor- dan (Braca et al., 2003). Out of all choice experiments conducted P. brassicae selected the control over the PA-lined disk in 13 out of 21 tests (v2=1.19, Df=1, NS). S. exigua preferred the control disk over the PA-lined disk in 20 out of 27 tests (v2=6.25, Df=1, p<0.01) (see Table 4).These results demonstrate the overall antifeedant activity of the PAs against S. exi gua. When individual PAs were tested at higher con centrations, PAs 1 and 2 reduced feeding by P. brassicae by 52% and 68% compared to the control. Feeding of S. exigua was significantly reduced by 76%, 61%, and 54% for the higher concentrations of PAs 5, 1, and 2, respectively. From Table 4, it is clear that the antifeedant effect is concentration dependent. Significant feeding effects are only found at higher PA concentrations, although such effects are less pronounced for P. brassicae. The highest PA concentra tion tested is comparable to concentration found in theplant.PAs 4,6,and 8, lacking the 1,2-double bond, showed no deterrent activity, which is in line with the observation that the 1,2-double bond is the structural feature that is converted by cellular cytochrome P450s into a toxic moiety (Hartmann et al., 1999). The larvae of the cabbage specialist P.brassicae, which never encounter PAs in their natural diet, were not more deterred by PAs than the generalist S. exigua (Table4).No synergistic effects were detected in a feeding assay with S. exigua (data not shown)." (Siciliano, Tiziana, et al.)
"In our work, six PAs were detected, characterized, and quantified in flowers, leaves, and roots of A. strigosa. The plant seems to preferentially allocate the PAs to aerial parts, which may results from the important role of defence played by these secondary metabolites. This role is confirmed by results of our antifeedant test. " (Siciliano, Tiziana, et al.)
"Anchusa strigosa Labill.
Family: Boraginaceae
Seed
Oil (petroleum ether), % on dry wt: 22.2
FAs
Composition (GLC, 5% Apiezon L on Chromosorb
W-AN DMCS and 5% LAC-2-R 446 on Gas-
Chrom Q), %: 16:0 – 10.0; 16:1 – tr; 18:0 – 2.1;
18:1 – 38.0; 18:2 – 38.0; 18:3 – tr; 18:3 (6,9,12) –
7.4; 20:1 (11) – 2.2
Content 18:3 (6,9,12), % of seed: 1.6" [LLCEOPS]
"Four compounds: Oleanolic acid (1), Beta-amyrin(2), Crataegolic acid (3) and Beta-sitosteryl glucoside (4) were purified from petroleum ether fraction." (Abbas et al.,2009)
"Anchusa strigosa Banks et Sol (Boraginaceae), commonly known in Jordan as "Hemhem", is a herbaceous perennial plant widely distributed in the Mediterranean and Irano-Turanian regions [1]. In Jordan and Palestine all parts of the plant are largely used in folk medicine for the treatment of several diseases. The roots decoction is used as a diuretic, for abdominal pain, and for the treatment of stomach ulcers, while the leaves cataplasm is applied to bone fractures and as a counter-irritant, and the leaves juice is applied externally for skin diseases, arthritis, and wounds [2], [3]; the flower decoction is taken as a herbal tea as an analgesic, sedative, sudorific, and diuretic remedy [4]. Previous pharmacological work on aqueous extracts of A. strigosa roots reported gastric protection and healing of ethanol-induced stomach ulcer, inhibition of pepsin activity, and a mild antimicrobial activity [5], [6], while no chemical studies on the plant roots are available. As a part of our ongoing study of bioactive compounds from Jordanian medicinal plants [7], we have studied A. strigosa roots." (Alessandra et al.,2003)
"Plants belonging to the family Boraginaceae have attracted attention for their content in pyrrolizidine alkaloids. The chronic use of A. strigosa roots, containing a number of pyrrolizidine alkaloids, in Jordanian and Palestinian traditional medicine should be not recommended to avoid hepatotoxicity, carcinogenicity, and fetotoxicity [19]." (Alessandra et al.,2003)
"The radix and aerial parts of the Anchusa undulata L. subsp. hybrida (Ten.) Coutinho are consumed as vegetables in Turkey. The young flowers of this plant are eaten in soups and salads (18, 37)." (Taskin&Bitis.,2016)
Anchusa undulata L. - Basal leaves, stewed [Tardio,2006]
References