Taxanes with C-5-amino-side chains from the needles of Taxus canadensis.
作者： Qing-wen Shi , Xiuhong Ji , Alain Lesimple , Françoise Sauriol , Lolita O. Zamir
DOI: 10.1016/J.PHYTOCHEM.2004.08.042
关键词:
摘要: Five taxanes with an amino-side chain on C-5 were identified for the first time in needles of Canadian yew, Taxus canadensis. Their structures characterized as 2alpha,7beta,9alpha,10beta,13-pentaacetoxy-11beta-hydroxy-5alpha-(3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),12-diene (1), 2alpha,9alpha-dihydroxy-10beta,13alpha-diacetoxy-5alpha-(3'-methylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (2), 2alpha17-dihydroxy-9alpha,10beta,13alpha-triacetoxy-5alpha-(3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (3), 2alpha-hydroxy-7beta,9alpha,10beta,13alpha-tetraacetoxy-5alpha-(2'-hydroxy-3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (4), and 9alpha-hydroxy-2alpha,10beta,13alpha-triacetoxy-5alpha-(3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (5) basis 1D-, 2D-NMR spectroscopic data high-resolution fast atom bombardment MS analyses. Metabolite (1) was isolated from yew but had previously been detected stems Japanese whereas (2-5) are only now reported. (3) is reported nitrogen-containing taxane a 17-hydroxyl substitution.
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