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Baimantuoluosides A – C, Three New Withanolide Glucosides from the Flower of Datura metel L.

✍ Scribed by Haixue Kuang; Bingyou Yang; Ling Tang; Yonggang Xia; Deqiang Dou

Publisher
John Wiley and Sons
Year
2009
Tongue
German
Weight
273 KB
Volume
92
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

In search for bioactive compounds from the flower of Datura metel L., three new withanolide glucosides, namely baimantuoluosides A, B, and C (1–3, resp.) were isolated. Enzymatic hydrolysis of 1–3 afforded the corresponding aglycones 1a, 2a, and 3a, respectively. The structures of the new compounds were elucidated as (5__α__,6__α__,7__α__,12__β__,22__R__)‐5,12‐dihydroxy‐1,26‐dioxo‐6,7 : 22,26‐diepoxyergosta‐2,24‐dien‐27‐yl β‐D‐glucopyranoside (1), (5__α__,6__α__,7__α__,12__α__,22__R__)‐5,12‐dihydroxy‐1,26‐dioxo‐6,7 : 22,26‐diepoxyergosta‐2,24‐dien‐27‐yl β‐D‐glucopyranoside (2), (5__α__,6__α__,7__α__,22__R__)‐5‐hydroxy‐1,26‐dioxo‐6,7 : 22,26‐diepoxyergosta‐2,24‐dien‐27‐yl β‐D‐glucopyranoside (3) on the basis of chemical and physicochemical evidence, and are further confirmed by the structure determination by X‐ray diffraction of withanolide aglycone 1a.

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