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Huangqiyenins G – J, Four New 9,10‐Secocycloartane (=9,19‐Cyclo‐9,10‐secolanostane) Triterpenoidal Saponins from Astragalus membranaceus Bunge Leaves
Author(s) -
Kuang HaiXue,
Wang QiuHong,
Yang BingYou,
Wang ZhiBin,
Okada Yoshihito,
Okuyama Tohru
Publication year - 2011
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.201100174
Subject(s) - chemistry , stereochemistry , astragalus , hydrolysis , acid hydrolysis , organic chemistry , pathology , traditional chinese medicine , medicine , alternative medicine
Four new 9,10‐secocycloartane (=9,19‐cyclo‐9,10‐secolanostane) triterpenoidal saponins, named huangqiyenins G–J ( 1 – 4 , resp.), were isolated from Astragalus membranaceus Bunge leaves. The acid hydrolysis of 1 – 4 with 1 M aqueous HCl yielded D ‐glucose, which was identified by GC analysis after treatment with L ‐cysteine methyl ester hydrochloride. The structures of 1 – 4 were established by detailed spectroscopic analysis as (3 β ,6 α ,10 α ,16 β ,24 E )‐3,6‐bis(acetyloxy)‐10,16‐dihydroxy‐12‐oxo‐9,19‐cyclo‐9,10‐secolanosta‐9(11),24‐dien‐26‐yl β ‐ D ‐glucopyranoside ( 1 ), (3 β ,6 a ,10 α ,24 E )‐3,6‐bis(acetyloxy)‐10‐hydroxy‐12,16‐dioxo‐9,19‐cyclo‐9,10‐secolanosta‐9(11),24‐dien‐26‐yl β ‐ D ‐glucopyranoside ( 2 ), (3 β ,6 α ,9 α ,10 α ,16 β ,24 E )‐3,6‐bis(acetyloxy)‐9,10,16‐trihydroxy‐9,19‐cyclo‐9,10‐secolanosta‐11,24‐dien‐26‐yl β ‐ D ‐glucopyranoside ( 3 ), and (3 β ,6 α ,10 α ,24 E )‐3,6‐bis(acetyloxy)‐10‐hydroxy‐16‐oxo‐9,19‐cyclo‐9,10‐secolanosta‐9(11),24‐dien‐26‐yl β ‐ D ‐glucopyranoside ( 4 ).