Structure Identification: |
Helvetica Chimica Acta, 2010, 92(7):1315-1323. | Baimantuoluosides A – C, Three New Withanolide Glucosides from the Flower of Datura metel L.[Reference: WebLink] | METHODS AND RESULTS:
In search for bioactive compounds from the flower of Datura metel L., three new withanolide glucosides, namely baimantuoluoside A, baimantuoluoside B, and Baimantuoluoside C (1–3, resp.) were isolated. Enzymatic hydrolysis of 1–3 afforded the corresponding aglycones 1a, 2a, and 3a, respectively.
CONCLUSIONS:
The structures of the new compounds were elucidated as (5α,6α,7α,12β,22R)-5,12-dihydroxy-1,26-dioxo-6,7 : 22,26-diepoxyergosta-2,24-dien-27-yl β-D-glucopyranoside (1), (5α,6α,7α,12α,22R)-5,12-dihydroxy-1,26-dioxo-6,7 : 22,26-diepoxyergosta-2,24-dien-27-yl β-D-glucopyranoside (2), (5α,6α,7α,22R)-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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