Dammarane Glycosides from the Root of Machilus yaoshansis

被引:44
作者
Gan, Maoluo [1 ,2 ,3 ]
Liu, Mingtao [1 ,2 ]
Gan, Lishe [4 ]
Lin, Sheng [1 ,2 ]
Liu, Bo [1 ,2 ]
Zhang, Yanling [1 ,2 ]
Zi, Jiachen [1 ,2 ]
Song, Weixia [1 ,2 ]
Shi, Jiangong [1 ,2 ]
机构
[1] Chinese Acad Med Sci, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
[2] Peking Union Med Coll, Beijing 100050, Peoples R China
[3] Chinese Acad Med Sci, Inst Med Biotechnol, Beijing 100050, Peoples R China
[4] Zhejiang Univ, Coll Pharmaceut Sci, Inst Modern Chinese Med, Hangzhou 310058, Zhejiang, Peoples R China
来源
JOURNAL OF NATURAL PRODUCTS | 2012年 / 75卷 / 07期
关键词
ELECTRONIC CIRCULAR-DICHROISM; ABSOLUTE-CONFIGURATION; GYNOSTEMMA-PENTAPHYLLUM; THEORETICAL CALCULATION; TRITERPENE SAPONINS; STEM BARKS; DERIVATIVES; ASSIGNMENT; CELLS; CONSTITUENTS;
D O I
10.1021/np300310a
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Nine new dammarane triterpene glycosides (1-3 and 8-13) and 12 known analogues have been isolated from an ethanol extract of the roots of Machilus yaoshansis. Compounds 1-7 have an uncommon 20,23-dihydroxydammar-24-en-21-oic acid-21,23-lactone moiety that was previously reported in compounds isolated from Gynostemma pentaphyllum. The configurations of the lactone moieties in 1-3 were determined by comparison of the experimental ECD spectra of 1-3 and the hydrolysates, 1a and 1b, with the corresponding calculated ECD spectra. On the basis of NMR and ECD data analysis of 1-7, the previously reported C-20 and C-23 configurations of 4-7 and related derivatives from Gynostemma pentaphyllum were revised. In addition, the application of NMR data and Cotton effects to the determination of the relative and absolute configurations of the gamma-lactone moiety in 3 beta,20,23-trihydroxydammar-24-en-21-oic acid-21,23-lactone derivatives is discussed.
引用
收藏
页码:1373 / 1382
页数:10
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