Ursane-type nortriterpenes with a five-membered A-ring from Rubus innominatus

被引:32
作者
Chen, Zhenzhong [1 ]
Tong, Ling [1 ]
Peng, Yuanli [1 ]
Wu, Jizhou [1 ]
Zhao, Xiaoya [2 ]
Ruan, Hanli [1 ]
Pi, Huifang [1 ]
Zhang, Peng [1 ]
机构
[1] Huazhong Univ Sci & Technol, Tongji Sch Pharm, Wuhan 430030, Peoples R China
[2] Hubei Entry Exit Inspect & Quarantine Bur, Wuhan, Peoples R China
关键词
Rubus innominatus; Rosaceae; Triterpenes; Anti-inflammatory activity; TRITERPENE; ACID; INFLAMMATION;
D O I
10.1016/j.phytochem.2015.04.006
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two nortriterpenes (rubuminatus A and B), which contain a distinctive contracted a five-membered A-ring ursane-type skeleton, and six triterpenes along with 17 known triterpenes were isolated from the roots of Rubus innominatus S. Moore. These structures were determined to be 19 alpha-hydroxy-2-oxonor- A(3)-urs-12-en-28-oic acid, 1 beta,19 alpha-dihydroxy-2-oxo-nor-A(3)-urs-12-en-28-oic acid, 1 beta,2 alpha,3 alpha, 19 alpha-tetrahy droxyurs-12-en-23-formyl-28-oic acid, 1 beta,2 alpha,3 alpha,19 alpha,23- pentahydroxyurs-11-en-28-oic acid, 1-oxo-siaresinolic acid, 2 alpha,3 alpha-dihydroxyolean-11,13(18)-dien-19 beta,28-olide, 1 beta,2 alpha,3 alpha-trihydroxy-19-oxo- 18,19-seco-urs-11,13(18)-dien-28-oic acid, and 2-O-benzoyl alphitolic acid based on extensive spectroscopic analyses. In vitro anti-inflammatory abilities to modulate the production of TNF-alpha, and IL-6 in LPS-induced RAW 264.7 macrophages of the compounds were determined. Rubuminatus A and B, as well as 1-oxo-siaresinolic acid and 2 alpha,3 alpha-dihydroxyolean-11,13(18)-dien-19 beta,28-olide, exhibited significant inhibitory effects on these cytokines. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:329 / 336
页数:8
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