4β-Hydroxywithanolide E, a new natural steroid with a 17α-oriented side-chain

Kirson, I.; Abraham, Arie; Sethi, P. D.; Subramanian, S.Sankara; Glotter, E.

doi:10.1016/s0031-9422(00)89029-9

Cited by 39 publications

(21 citation statements)

References 5 publications

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“…General experimental procedures IR spectra were determined on a Nicolet FTIR-Magna 750 spectrometer. 1 H-and 13 C-NMR spectra were recorded either on a Varian XR-300 ( 1 H at 300 MHz; 13 C at 75 MHz) or a Varian Unity Plus 500 ( 1 H at 500 MHz; 13 C at 125 MHz) with TMS as internal standard. FAB-MS were determined on a JEOL JMS-SX102A mass spectrometer, using dinitrobenzyl alcohol as matrix.…”

Section: Methodsmentioning

confidence: 99%

Androstane and Withanolides fromPhysalis cinerascens

et al. 2005

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Two new withanolides, cinerolide and 24,25-dihydrowithanolide S, together with the new androstane, cinedione, and the known withanolides, visconolide, physalactone, withanolide S and 4beta-hydroxywithanolide E were isolated from the EtOAc extract of leaves, flowers and stems of Physalis cinerascens. The structures of these compounds were established by spectroscopic methods and that of cinerolide was confirmed by X-ray diffraction analysis.

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Section: Methodsmentioning

confidence: 99%

Androstane and Withanolides fromPhysalis cinerascens

et al. 2005

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“…BUD HI RAJA et al (248) demonstrated the antiinflammatory activity of 313-hydroxy-2,3-dihydrowithanolide F (137) by testing against subacute models of inflammation and claimed its effect to be comparable to that of hydrocortisone. The compound has been reported to be superior to hydrocortisone in its activity as a hepatoprotective agent against CCI 4 -induced liver damage (249).…”

Section: Biological Activity Of Withasteroidsmentioning

confidence: 99%

Withasteroids, a Growing Group of Naturally Occurring Steroidal Lactones

Ray¹,

Gupta²

1994

Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products

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“…in EI-MS is informative and the first step in withanolide identification. Breaks often occur at the C-20/C-22, C-17/C-20, C 1,10 /C 4,5 , C 5,6 /C 9,10 and C 13,17 /C 14,15 bonds (226-229) (Reddy et al 1985;Kirson et al 1972Kirson et al , 1976. In addition, if there is an epoxy group between C-5 and C-6, the fissions invariably occur at C 6,7 /C 9,10 and C 9,10 /C 7,8 (230) (Veleiro et al 1985).…”

Section: Msmentioning

confidence: 99%

Phytochemistry and biosynthesis of δ-lactone withanolides

et al. 2015

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Withanolides are highly oxygenated natural products. These C 28 steroids with ergostane-based skeletons functionalized at C-22 and C-26 form sixmembered d-lactone rings. Withanolides containing a d-lactone side chain often occur in Solanaceae and have a variety of biological activities because of their complicated structures. Characteristic spectroscopic behaviors and biosynthesis of withanolides are conducive to their structural elucidation and ''biomimetic synthesis'', respectively. However, the last review to summarize their spectroscopic features and biosynthesis was in 1996. Since then, many withanolides with novel structures have been described by their spectra with biosynthesis investigated with many bioassays. This review surveys d-lactone withanolides and emphasizes their spectral features, configurations and biosynthetic genes. The period reviewed includes through January 2014. We also include phytochemical species.

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4β-Hydroxywithanolide E, a new natural steroid with a 17α-oriented side-chain

Cited by 39 publications

References 5 publications

Androstane and Withanolides fromPhysalis cinerascens

Androstane and Withanolides fromPhysalis cinerascens

Withasteroids, a Growing Group of Naturally Occurring Steroidal Lactones

Phytochemistry and biosynthesis of δ-lactone withanolides

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