Four new epoxy taxanes from needles of Taxus cuspidata (Taxaceae)

Abstract

Four new epoxy taxoids were isolated from the needles of Taxus cuspidata. Their structures were established as 2a,9a-diacetoxy-5a-cinnamoyloxy-11,12-epoxy-10ss-hydroxytax-4(20)-en-13-one (1), 2a,10ss-diacetoxy-5a-cinnamoyloxy-11,12-epoxy-9a-hydroxytax-4(20)-en-13-one (2), 2a,9a-diacetoxy-11,12-epoxy-10ss,20-dihydroxytax-4-en-13-one (3) and 2a,10ss-diacetoxy-11,12-epoxy-9a,20-dihydroxytax-4-en-13-one (4) on the basis of spectral analysis including 1H-NMR, 13C-NMR, 1H-1H-COSY, HSQC, HMBC and HRFABMS. Compounds 3 and 4 are the first example of 11,12-epoxy taxoids with C-4 double bond found in T. cuspidata.

A Novel Taxane 13-Glucoside and Other Taxanes from the Leaves ofTaxus cuspidata

“…T. cuspidata is one of the most extensively investigated yews, and more than 120 taxanes have been isolated from it [1][2][3][4][5][6]. As a continuation of our research on plants from the Taxus genus, we reinvestigated the leaves of T. cuspidata collected at Sendai, Japan [7][8][9][10][11][12][13][14][15], and isolated three new taxanes (l " Fig. 1 [10,11,16]).…”