1981
DOI: 10.1016/0031-9422(81)85277-6
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Withanolides of Acnistus breviflorus

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Cited by 31 publications
(20 citation statements)
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“…1 Plants of this genus biosynthesize a complex group of natural C 28 steroidal lactones, known as acnistins, 2 withanolides, 3 and jaborols. 4 As part of a collaborative search program to identify novel naturally occurring anticancer agents, we have investigated Acnistus arborescens (L.) Schlecht.…”
Section: Introductionmentioning
confidence: 99%
“…1 Plants of this genus biosynthesize a complex group of natural C 28 steroidal lactones, known as acnistins, 2 withanolides, 3 and jaborols. 4 As part of a collaborative search program to identify novel naturally occurring anticancer agents, we have investigated Acnistus arborescens (L.) Schlecht.…”
Section: Introductionmentioning
confidence: 99%
“…The IR spectrum revealed the presence of several OH groups (3560 and 3405 cm À1 ), and included bands at 1692 and 1708 cm À1 typical for a six-membered cyclic ketone and an a,bunsaturated d-lactone, respectively. The 1 H-NMR spectrum of 1 closely resembled that of 5,6-deoxywithaferin A revealing the same substitution pattern in rings A and B [6]. The spectrum included signals for three tertiary Me groups (d 1.54, 1.32, and 1.04) and one vinylic Me group (d 1.98).…”
mentioning
confidence: 65%
“…The spectrum included signals for three tertiary Me groups (d 1.54, 1.32, and 1.04) and one vinylic Me group (d 1.98). The absence of a signal corresponding to Me(27) and the presence of a 2-H ABd pattern at d 4.73 and 4.68, which was shifted downfield to d 5.23 and 5.18 in diacetate 1a, suggested a substitution with a OH group at C(27) [6]. The olefinic signals at d 6.69 (dd, J 10.0, 4.5 Hz, 1 H ), 5.73 (d, J 9.6 Hz, 1 H ), and 5.50 (br.…”
mentioning
confidence: 99%
“…A MeOH extract of leaves and twigs of aeroponically grown W. somnifera, after removing water and hexane soluble constituents, was subjected to size-exclusion, diol, and reversed-phase column chromatography, prep TLC and HPLC affording compounds 1, 3, and 10 known withanolides identified as withaferin A (Xu et al, 2009), 2,3-dihydrowithaferin A-3b-O-sulfate (Xu et al, 2009), viscosalactone B (Pelletier et al, 1981, 27-deoxywithaferin A (Kirson et al, 1970), withanolide A (Neogi et al, 1988), 27-hydroxywithanolide B (Anjaneyulu and Rao, 1997), pubesenolide (Sahai, 1985), jaborosalactone D (Veleiro et al, 1985), 4b,27-dihydroxy-l-oxo-22R-witha-2,5,24-trienolide (Nittala and Lavie, 1981), and 2,3-didehydrosomnifericin (Kuroyanagi et al, 1999) by comparison of their spectroscopic data ( 1 H NMR and LRMS) with those reported. Withanolide 2 was encountered in a fraction generated during the isolation of withaferin A from a 60% aq.…”
Section: Resultsmentioning
confidence: 96%