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Triterpenoid Saponins from the Spikes of Prunella vulgaris

✍ Scribed by Xiao-Jie Gu; You-Bin Li; Ping Li; Shi-Hui Qian; Jian-Feng Zhang


Publisher
John Wiley and Sons
Year
2007
Tongue
German
Weight
94 KB
Volume
90
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Three new oleanane‐skeleton triterpenoid saponins, 3__β__,4__β__,16__α__‐17‐carboxy‐16,24‐dihydroxy‐28‐norolean‐12‐en‐3‐yl 4‐O‐β‐D‐xylopyranosyl‐β‐D‐glucopyranosiduronic acid (1), (3__β__,4__β__,16__α__)‐17‐carboxy‐16,24‐dihydroxy‐28‐norolean‐12‐en‐3‐yl β‐D‐glucopyranosiduronic acid methyl ester (2), and (3__β__,4__β__)‐24‐hydroxy‐16‐oxo‐28‐norolean‐12‐en‐3‐yl 4‐O‐β‐D‐xylopyranosyl‐β‐D‐glucopyranosiduronic acid (3), together with eight known constituents, i.e., the oleanane‐type triterpenoids 46, and the ursane‐type triterpenoids 711, were isolated from the spikes of Prunella vulgaris. The new structures were established by means of detailed spectroscopic analysis (IR, HR‐ESI‐MS, 1D‐ and 2D‐NMR experiments). Compounds 13 were tested for their inhibition activity against the growth of tumor cell lines; only compound 3 displayed marginal inhibition activity.


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## Abstract magnified image Three new triterpenoids, (3__β__)‐3‐hydroxy‐27‐noroleano‐13(28)‐lactone (**1**), (22__α__)‐22‐hydroxy‐3‐oxo‐urs‐12‐ene‐27,28‐dioic acid (**4**), and (3__β__)‐3‐(__β__‐D‐glucopyranosyloxy)‐12‐oxopyroquinovic acid __β__‐D‐glucopyranosyl ester (**7**), together with four k