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Baimantuoluosides A – C, Three New Withanolide Glucosides from the Flower of Datura metel L.
Author(s) -
Kuang Haixue,
Yang Bingyou,
Tang Ling,
Xia Yonggang,
Dou Deqiang
Publication year - 2009
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200800404
Subject(s) - withanolide , chemistry , aglycone , stereochemistry , glucoside , glycoside , medicine , alternative medicine , pathology , withania somnifera
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 .