Two withanolides fromWithania somnifera

Atta-ur-Rahman, _; Jamal, S. Arshad; Choudhary, M. Iqbal; Asif, Erfan

doi:10.1016/0031-9422(91)80125-k

Cited by 34 publications

(5 citation statements)

References 2 publications

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“…These results are in agreement with previous works reporting that the genus Withania possesses phenols including steroidal lactones, tannin, alkaloids, flavonoids [25][26][27][28]. More than twelve alkaloids, forty withanolides, and many sitoindosides were isolated from the leaves, fruits, and roots of Withania [25]. Crude extracts from the genus Withania are predicted to possess several compounds, such as 2-(4-hydroxy-3,5 dimethoxyphenyl)-3oxetanamine, N-4-(3-furoylamine)-1-butanol, withanolides, apocarotenoids, carotenoid, tetra-acetylated apocarotenoid, glucosides, hydroxywithanolide F, withanolide A, withacoagulin, withanoside IV, physagulin D, 27-hydroxywithanone, withanoside V, withaferin A, withastramonolide, withanone, withanolide B, isopelletierine, anaferine, withaferins, and withanolide D [28].…”

Section: Identification Of Phytochemical Compositionssupporting

confidence: 94%

“…Luteolin and methyl gallate were the predominant compounds in the extract of W. adpressa, representing 86.13 ± 0.58 µg/mg and 54.37 ± 0.61 µg/mg, respectively (Table 1). These results are in agreement with previous works reporting that the genus Withania possesses phenols including steroidal lactones, tannin, alkaloids, flavonoids [25][26][27][28]. More than twelve alkaloids, forty withanolides, and many sitoindosides were isolated from the leaves, fruits, and roots of Withania [25].…”

Section: Identification Of Phytochemical Compositionssupporting

confidence: 93%

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Promising Antioxidant and Insecticidal Properties of Chemically Characterized Hydroethanol Extract from Withania adpressa Coss. ex Batt

Salamatullah

2022

Horticulturae

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Withania adpressa Coss. ex Batt is a wild plant belonging to the family Solanaceae, native to the Mediterranean area. The present work was undertaken to study the chemical composition, antioxidant and insecticidal properties of Withania adpressa Coss. ex Batt (W. adpressa) extract. The plant extract was obtained by use of maceration with hydroethanol, and its chemical composition was characterized by use of HPLC. Evaluation of antioxidant potency was achieved by use of DPPH, TAC and FRAP bioassays. Insecticidal activity was tested against Callosobruchus maculatus (C. maculatus) by investigating its mortality, longevity, fecundity and emergence after being immersed with hydroethanol extract of W. adpressa. HPLC analysis revealed that the studied extract is rich in apigenin, luteolin, rutin hydrate, gallic acid, p-coumaric acid, acid gallate, and ferulic acid. The crude extract of W. adpressa recorded excellent antioxidant potencies with calculated values as follows: IC-50 of 49.01 ± 0.65 µg/mL (DPPH), EC50 of 119.61 ± 1.81 µg/mL (FRAP), and 483.47 ± 5.19 µg EAA/mg (TAC). Regarding insecticidal activity, it was revealed that the mortality of C. maculatus after being treated with hydroethanol extract reached 94.21 ± 2.05%. In addition, hydroethanol extract effectively controlled the longevity, fecundity, and the emergence of C. maculatus. The outcome of the present work suggests that W. adpressa derivatives have promising antioxidant and insecticidal properties, and consequently, they may be used as natural insecticides and antioxidants.

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Section: Identification Of Phytochemical Compositionssupporting

confidence: 94%

Section: Identification Of Phytochemical Compositionssupporting

confidence: 93%

Promising Antioxidant and Insecticidal Properties of Chemically Characterized Hydroethanol Extract from Withania adpressa Coss. ex Batt

Salamatullah

2022

Horticulturae

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“…10) Previous phytochemical investigations of this plant resulted in the isolation of more than 70 compounds. [10][11][12][13][14] We report here the isolation of two new (1, 2) and four known (3)(4)(5)(6) withanolides from the whole plant of W. somnifera, along with their cholinesterase [acetylcholinesterase (AChE) and butyrylcholinesterase (BChE)] inhibitory activity. AChE is a key component of cholinergic brain synapses and neuromuscular junctions.…”

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confidence: 99%

Cholinesterase Inhibiting Withanolides from Withania somnifera

et al. 2004

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A total of two new (1, 2) and four known (3-6) withanolides were isolated from the whole plant of Withania somnifera. Their structures were elucidated on the basis of spectroscopic techniques and were characterized as 6a a,7a a-epoxy-3b b,5a a,20b b-trihydroxy-1-oxowitha-24-enolide (1), 5b b,6b b-epoxy-4b b,17a a,27-trihydroxy-1-oxowitha-2, 24-dienolide (2), withaferin-A (3), 2,3-dihydrowithaferin-A (4), 6a a,7a a-epoxy-5a a,20b b-dihydroxy-1-oxowitha-2,24-dienolide (5), and 5b b,6b b-epoxy-4b b-hydroxy-1-oxowitha-2,14,24-trienolide (6), respectively. Compounds 2, 3, 5, and 6 displayed inhibitory potential against butyrylcholinesterase, but only compounds 3, 4, and 6 were found to be active against acetylcholinesterase.

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“…The hreims of 1 showed the molecular ion peak at mlz 468.2559 indicative of the molecular formula C28H3606. The ion at mlz 141.0654 of composition C7H903 resulted by the cleavage of the C-20/C-22 bond and further confirmed the presence of six- The overall mass fragmentation pattern of 1 was characteristic of withanolides (16). The stereochemistry at various asymmetric centers was assigned on the basis of chemical shift comparisons with known withanolides and from biogenetic considerations.…”

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confidence: 75%

New Withanolides from Withania sp.

Atta-ur-Rahman¹,

Abbas²,

Dur-e-Shahwar³

et al. 1993

J. Nat. Prod.

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l-oxo-(22I?)-witha-3,5,24-trienolide] [1] and withasomidienone [27-hydroxy-3-oxo-(22R)witha-1,4,24-trienolide] [2] have been isolated from Withania coagulante and Withania somnífera, respectively. The structures have been determined on the basis of spectroscopic studies.Withania coagulante Dun. (Solanaceae) is widely distributed throughout the drier parts of the South Asian subcontinent (1). The fruit of the plant is commonly used in Sind (Pakistan), North India, and Afghanistan instead of rennet to coagulate milk (2). It is also used as an emetic and in smaller doses as a remedy for dyspepsia arising from chronic liver diseases (3).Withania somnífera Dun., a perennial plant, is widely distributed along the shores of the Mediterranean sea, as well as in India, South Africa, Pakistan and other countries (4). Various therapeutic properties have been attributed to this plant and it has been used in the indigenous system of medicine for the treatment of ulcers, rheumatism, cough, dropsy, consumption, and sensile debility (5).A number of withanolides have been isolated previously from Withania spp. Some of these compounds have shown interesting biological activities. For instance, withaferin A has shown antibactérica! properties against acid-fast bacilli and Gram-positive microorganisms (6-8). 3 ß-Hyd oxy-2,3-dihydrowithanolide F has hepatoprotective activity against CCl4-induced hepatotoxicity in adult albino rats (9). We now describe the isolation and structure elucidation of two new withanolides, coagulin [1] and withasomidienone [2],RESULTS AND DISCUSSION Coagulin [1], C28H36Oé, isolated from W. coagulance, showed a uv spectrum with an absorption at 226 nm characteristic of an ,ß-unsaturated lactone chromophore (10). The ir spectrum displayed bands at 3350,1705, and 1690 cm 1 indicative of a hydroxyl, a six-membered cyclic ketone, and an ,ß-unsaturated lactone, respectively. Positive

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Two withanolides fromWithania somnifera

Cited by 34 publications

References 2 publications

Promising Antioxidant and Insecticidal Properties of Chemically Characterized Hydroethanol Extract from Withania adpressa Coss. ex Batt

Promising Antioxidant and Insecticidal Properties of Chemically Characterized Hydroethanol Extract from Withania adpressa Coss. ex Batt

Cholinesterase Inhibiting Withanolides from Withania somnifera

New Withanolides from Withania sp.

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