Planta Med 2013; 79(05): 365-368
DOI: 10.1055/s-0032-1328292
Natural Product Chemistry
Letters
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Pentacyclic Triterpenoids from Prinsepia utilis

Bin Guan
1  School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China
,
Cheng-Cheng Peng
1  School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China
,
Qi Zeng
1  School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China
,
Xiang-Rong Cheng
1  School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China
,
Shi-Kai Yan
1  School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China
,
Hui-Zi Jin
1  School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China
,
Wei-Dong Zhang
1  School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China
2  Department of Phytochemistry, Second Military Medical University, Shanghai, PR China
› Author Affiliations
Further Information

Publication History

received 14 November 2012
revised 13 January 2013

accepted 30 January 2013

Publication Date:
11 March 2013 (eFirst)

Abstract

Phytochemical investigation of the aerial parts of Prinsepia utilis Royle resulted in the isolation and identification of ten pentacyclic triterpenoids, including two new triterpenoids, 2α-O-trans-p-coumaroyl-3β,19α-dihydroxy-urs-12-en-28-oic acid (1) and 2α-O-cis-p-coumaroyl-3β,19α-dihydroxy-urs-12-en-28-oic acid (2), along with eight known pentacyclic triterpenoids (310). The structures were elucidated by extensive spectroscopic methods and by comparison to previously reported spectroscopic data. Most of these compounds showed significant cytotoxic activities against four human cancer cell lines (A549, HCT116, MDA-MB-231, and CCRF-CEM), and the structure-activity relationships are also discussed.

Supporting Information