Structures of withanosides I, II, III, IV, V, VI, and VII, new withanolide glycosides, from the roots of Indian Withania somnifera Dunal. and inhibitory activity for tachyphylaxis to clonidine in isolated guinea-pig ileum

Matsuda, Hisashi; Murakami, Toshiyuki; Kishi, Akinobu; Yoshikawa, Masayuki

doi:10.1016/s0968-0896(01)00024-4

Cited by 189 publications

(139 citation statements)

References 26 publications

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“…4.2.5.). Other variations found were the reduced 1a-alcohol 23 (25) and the related glycosides withanoside II (24), withanoside I (25), and withanoside III (26) (27), with the 1a,3b-dihydroxy arrangement being fairly common among withanolides (see next section). Also, the chlorinated withanolide Z (27) (28), arising from trans-diaxial cleavage of the 6,7-epoxide and the D 7 -withanolide 28 (24) are known.…”

Section: B6b-epoxywithanolides and Related Compoundsmentioning

confidence: 96%

Withanolides and Related Steroids

Misico

Nicotra

Oberti

et al. 2011

Progress in the Chemistry of Organic Natural Products Vol. 94

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Section: B6b-epoxywithanolides and Related Compoundsmentioning

confidence: 96%

Withanolides and Related Steroids

Misico

Nicotra

Oberti

et al. 2011

Progress in the Chemistry of Organic Natural Products Vol. 94

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“…7). Within 5 min after the addition of cysteamine to a solution of WA in DMSO-d 6 , the enone signals at ␦ 7.08 and 6.12 ppm disappeared and did not reappear after 5 h or upon dilution in CDCl 3 , indicating a fast and completely irreversible trapping reaction. In contrast, the corresponding enone signals in WLA decreased by only 25% after 5 min and reappeared in full intensity after 5 h, corresponding to a slow addition and a thermodynamically unfavorable process.…”

Section: Overexpression Of Copper/zinc Superoxide Dismutase Fails To mentioning

confidence: 97%

“…The anticancer effect of W. somnifera is ascribed to steroidal lactones collectively known as withanolides (5,6). Even though multiple withanolides with side chain alterations have been isolated from W. somnifera, withaferin A (WA), 2 a C 5 ,C 6 -epoxy steroidal lactone, is one of the best characterized and the most active compound, exerting anti-inflammatory, antiproliferative, pro-apoptotic, anti-invasive, and anti-angiogenic effects (7).…”

mentioning

confidence: 99%

Growth Arrest by the Antitumor Steroidal Lactone Withaferin A in Human Breast Cancer Cells Is Associated with Down-regulation and Covalent Binding at Cysteine 303 of β-Tubulin

Antony¹,

Lee

Hahm

et al. 2014

Journal of Biological Chemistry

114

117

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Background:The tubulin microtubule network remains an attractive anticancer target. Results: The antitumor steroidal lactone withaferin A (WA) down-regulates tubulin and binds to Cys 303 of ␤-tubulin. Conclusion: Tubulin is a novel target of WA-mediated growth arrest in human breast cancer cells. Significance: Favorable safety and pharmacokinetic profiles merit clinical investigation of WA for prevention and/or treatment of breast cancer.

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“…It has active constituents like withaferin A and withanolide D which are responsible for its bio-preventive properties [5]. These constituents are known to elevate the levels of endogenous antioxidants such as superoxide dismutase (SOD), catalase (CAT), ascorbic acid and decrease lipid peroxidation (LPO) [6,7].…”

Section: Withania Somnifera (Ws) Is Popularly Known As Ashwagandha Ismentioning

confidence: 99%

Evaluating the Protective Efficacy of Combination and Withania Somnifera and Vitamin E Against Cadmium Induced Oxidative Stress Mediated Hepatic Histopathology and Genotoxicity in Murine Model

Rani

Sharma

Chopra

2017

Int J Pharm Pharm Sci

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Objective: Cadmium (Cd) exposure develops various serious pathological conditions because of its long-term retention in tissues. Withania somnifera (WS) is a known antioxidant due to its pharmacological properties, whereas vitamin E (VE) is a dietary antioxidant. The present study tries to study the combinational effect of WS and VE against Cd-induced toxicity.Methods: Amelioration of Cd-induced toxicity by WS and VE was evaluated in mice liver by studying biochemical, morphological and genotoxic parameters. For this study mice (n=6) were given short-term Cd exposure of 5 mg/kg b. wt. intraperitoneally (ip) for 5 d. WS leaf extract was given orally (500 mg/kg b. wt.) and in combination with VE (100 mg/kg b. wt.) to study its preventive effects against Cd-induced oxidative stressmediated histopathological and genotoxic alterations.Results: Cd significantly enhanced lipid peroxidation (LPO (p<0.0001) and declined the levels of antioxidant viz. reduced glutathione (GSH (p ≤ 0.0001), glutathione-S-Transferase (GST (p ≤ 0.0001 ), superoxide dismutase (SOD (p ≤ 0.0001 ) and catalase (CAT) (p ≤ 0.0001) activity. Histopathological examination of Cd-treated mice liver exhibited marked structural damage. Metal generated oxidative stress and imbalance of proand antioxidants forms the basis for marked structural changes and genotoxicity. Individual treatments of WS and VE reduced the Cd-induced toxicity but when WS was given in combination with VE for the same period, levels of antioxidants were brought to near normal levels.Conclusion: WS in combination with VE reduced Cd-induced oxidative burden and restored the levels of anti-oxidant enzymes resulting into improved histoarchitecture and reduced genotoxic insult.

show abstract

Structures of withanosides I, II, III, IV, V, VI, and VII, new withanolide glycosides, from the roots of Indian Withania somnifera Dunal. and inhibitory activity for tachyphylaxis to clonidine in isolated guinea-pig ileum

Cited by 189 publications

References 26 publications

Withanolides and Related Steroids

Withanolides and Related Steroids

Growth Arrest by the Antitumor Steroidal Lactone Withaferin A in Human Breast Cancer Cells Is Associated with Down-regulation and Covalent Binding at Cysteine 303 of β-Tubulin

Evaluating the Protective Efficacy of Combination and Withania Somnifera and Vitamin E Against Cadmium Induced Oxidative Stress Mediated Hepatic Histopathology and Genotoxicity in Murine Model

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