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New Triterpenoid Glycosides from Centella asiatica
Author(s) -
Jiang ZhiYong,
Zhang XueMei,
Zhou Jun,
Chen JiJun
Publication year - 2005
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.200590011
Subject(s) - chemistry , centella , triterpenoid , glycoside , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , triterpene , traditional medicine , medicine , alternative medicine , pathology
Four new triterpenoid glycosides named asiaticoside C ( 1 ), D ( 2 ), E ( 3 ), and F ( 4 ) were isolated from the BuOH fraction of the EtOH extract of whole plants of Centella asiatica , together with three known compounds, asiaticoside ( 5 ), madecassoside ( 6 ), and scheffuroside B ( 7 ). Based on FAB‐MS, IR, 1 H‐ and 13 C‐NMR, and 2D‐NMR data (HMQC, HMBC, COSY), the structures of the new compounds were determined as (2 α ,3 β ,4 α )‐23‐(acetyloxy)‐2,3‐dihydroxyurs‐12‐en‐28‐oic acid O ‐ α ‐ L ‐rhamnopyranosyl‐(1→4)‐ O ‐ β ‐ D ‐glucopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl ester ( 1 ), (2 α ,3 β )‐2,3‐dihydroxyurs‐12‐en‐28‐oic acid O ‐ α ‐ L ‐rhamnopyranosyl‐(1→4)‐ O ‐ β ‐ D ‐glucopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl ester ( 2 ), asiatic acid 6‐ O ‐ β ‐ D ‐glycopyranosyl‐ β ‐ D ‐glucopyranosyl ester ( 3 ), (3 β ,4 α )‐3,23‐dihydroxyurs‐12‐en‐28‐oic acid O ‐ α ‐ L ‐rhamnopyranosyl‐(1→4)‐ O ‐ β ‐ D ‐glucopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl ester ( 4 ).