American Chemical Society
np400212d_si_001.pdf (8.1 MB)

Cytotoxic Clerodane Diterpenoids from the Leaves and Twigs of Casearia balansae

Download (8.1 MB)
journal contribution
posted on 2013-09-27, 00:00 authored by Bo Wang, Xiao-Ling Wang, Shu-Qi Wang, Tao Shen, Yong-Qing Liu, Huiqing Yuan, Hong-Xiang Lou, Xiao-Ning Wang
Ten new clerodane diterpenoids (110), caseabalansins A–G, 18-epicaseabalansin A, 2-epicaseabalansin B, and 2-epicaseabalansin C, one new triterpenoid, balansinone (11), and seven known diterpenoids (1218) were obtained from the leaves and twigs of Casearia balansae. Compounds 1 and 2 are the first examples of clerodane diterpenoids with an oxygen bridge between C-2 and C-19, and compounds 57 are three new diterpenoid artifacts presumably formed during the extraction process. The structures of the new compounds were established on the basis of extensive spectroscopic data, and that of 11 was verified by single-crystal X-ray crystallographic analysis. Compound 15 showed cytotoxic activity against the tumor cell lines PC3, DU145, SKOV3, and A549 with IC50 values of 4.5, 4.3, 5.1, and 5.7 μM, respectively. Compounds 1a, 2a, and 4 showed selective activity against PC3 tumor cells.