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5119-48-2

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2,3-Dihydrowithaferin A-3β-O-sulfate, a new potential prodrug of withaferin A from aeroponically grown Withania somnifera
Preparations of the roots of the medicinal plant Withania somnifera (L.) Dunal commonly called ashwagandha have been used for millennia in the Ayurvedic medical tradition of India as a general tonic to relieve stress and enhance health, especially in the
Xu, Ya-ming,Marron, Marilyn T.,Seddon, Emily,McLaughlin, Steven P.,Ray, Dennis T.,Whitesell, Luke,Leslie Gunatilaka
p. 2210 - 2214
(2009)
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WITHAFERIN A ANALOGS AND USES THEREOF
The present invention provides a novel class of withanolides that have been isolated from W. somnifera under aeroponic conditions or produced semi-synthetically from withanolide natural products. The invention also provides pharmaceutical compositions thereof and methods for using the same in proliferative diseases, neurodegenerative diseases, autoimmune, and inflammatory diseases.
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Page/Page column 70

(2010/04/06)

BIOSYNTHESIS OF WITHANOLIDES IN ACNISTUS BREVIFLORUS
Acnistus breviflorus; Solanaceae; withaferin A; withanolide; biosynthesis.Administration of mevalonolactone to excised leaves of Acnistus breviflorus produced labelled withaferin A and jaborosalactone A.The former was degraded leading to the isolation of glyceric acid from C-25-C-27 of the withanolide.These carbons represented only 2percent of the total radioactivity of withaferin A.The relative radioactivity of these carbons indicated that C-26 is directly derived from C-2 of mevalonolactone suggesting that the 25-pro-R-methyl group of cholesterol or any other sterol intermediate had been oxidized to form the lactone ring of the withanolide.The total radioactivity value found for C-25-C27 was much lower than the expected 20percent of the total value for the withanolide indicating that the side chain of the sterol precursor had been partially cleaved during the biosynthetic process.
Veleiro, Adriana S.,Burton, Gerardo,Gros, Eduardo G.
p. 2263 - 2266
(2007/10/02)

Stereoselective synthesis of withaferin A and 27-deoxywithaferin A
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Hirayama,Gamoh,Ikekawa
p. 4725 - 4728
(2007/10/02)

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Chemical Properties

Melting Point: 252-253℃
Boiling Point: 680.7°C at 760 mmHg
Flash Point:226.7°C
Density: 1.28
Solubility:Soluble in DMSO (up to 20 mg/ml)
Storage Temp.:Desiccate at -20°C
Vapor Pressure: 1.85E-21mmHg at 25°C
PKA: 13.49±0.70(Predicted)
PSA: 96.36000
LogP: 3.35290

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