Two New Taxoids from the Stem Bark of Taxus baccata

Abstract

Two new taxoids, 13-deoxo-13 alpha-acetyloxy-7 beta,9 alpha-diacetyl-1,2-dideoxytaxine B[1] and 7 beta-xylosyl-10-deacetyltaxol D [7], were isolated from the stem bark of Taxus baccata cv. stricta. Their structures were elucidated using spectroscopic methods and their bioactivity was evaluated using an in vitro microtubule assembly assay.

Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei

“…[9][10][11][12][13][14] In our screening program aimed at the discovery of structurally unique and biologically significant taxanes from Taxus plants, a new taxane glucoside, 7b,9a,10b-triacetoxy-13a-hydroxy-5a-O-(b-D-glucopyranosyl) taxa-4(20),11-diene (1), and 14 known analogues ( Fig. 1), 2-deacetoxytaxinine J 15 (2), 2-deacetoxyaustrospicatine 16 (3), cephalomannine 17 (4), 10-deacetyl-7-epi-taxol 18 (5), taxol 19 (6), 7-xylosyl-10-deacetyl taxol 20 (7), 7-b-xylosyl-cephalomannine 20 (8), 7-b-xylosyl-taxol 20 (9), 7-b-xylosyl-10-deacetyl-cephalomannine 20 (10), 7-xylosyl-10-deacetyl taxol C 20 (11), taxinine M 21 (12), taxacin 22 (13), 10-deacetylbaccatin III 23 (14), and baccatin III 17,20 (15) were isolated from the barks of T. wallichiana var. mairei.…”

“…However, selective cytotoxicity was also observed within To evaluate the preliminary safety of the active compounds, we tested their cytotoxicity by using the mouse embryonic fibroblast cell line NIH-3T3, a cell line close to normal cell line, as a model. The results ( Table 2) showed that the isolated compounds were much less active than the clinical drugs docetaxol (16). In particular, comparing with taxol and docetaxol, 13 with a taxagifine-type structural features (possessing C-12,17-ether ring and D 4,20 ) exhibited stronger inhibitory activity on A2780/TAX but weaker activity on NIH-3T3, suggesting it might be served as a drug lead with little side effects to treat ovarian cancer.…”

Immunological Detection and Isolation of a New Taxoid from the Stem Bark of Taxus baccata

“…We have previously reported the isolation of these four xylosyl taxoids using HPLC. 12 It was laborious to purify them by HPLC. However, relatively pure xylosyl taxoids could be obtained after only one course of HSCCC, and their yields were higher than those from HPLC.…”