abeo-Taxane Diterpenoids from the Taiwanese Yew Tarus sumatrana

作者:Wang Shih Sheng; Abd El Razek Mohamed H; Chen Yi Cheng; Chien Ching Te; Guh Jih Hwa; Kuo Yao Haur; Shen Ya Ching*
来源:Chemistry and Biodiversity, 2009, 6(12): 2255-2262.

摘要

Chemical investigation of the acetonic extract of the leaves and twigs of Taxus sumatrana (Taxaceae) led to the isolation of four new taxane diterpene esters, taiwantaxins A-D (1-4, resp.). Their structures were determined primarily on the basis of 1D- and 2D-NMR techniques as well as MS. Compound 1 is a rearranged taxane diterpenoid possessing an opened oxetane ring moiety containing C(4), C(5), and C(20). The metabolites 2 and 3 belong to a 5/6/6 taxene system having a rare five-membered gamma-lactone ring comprising C(8), C(9), C(10), and C(19). Compound 4 is an example of a taxane diterpene containing a 6/8/6 ring system with a tetrahydrofuran ring comprising C(2), C(3), C(4), and C(20). The 11(15 -> 1)abeo-taxane diterpenoids, taiwantaxins A-C (1-3, resp.) are lacking an O-bearing functionality at either C(l 3) or C(14). Compound 2 showed significant cytotoxic activity against human PC-3 tumor cells.