PHENYLBUTANOID AND TAXANE-LIKE METABOLITES FROM NEEDLES OF TAXUS-BREVIFOLIA
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Elsevier B.V.
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The structures for brevifoliol and three baccatin VI derivatives were revised to possess the novel 11(15 --> 1)-abeotaxane tricylic skeleton based on X-ray crystallographic studies. Four more new rearranged taxane derivatives related to brevifoliol and the unusual phenylbutanoid, (-)-rhododendrol, were isolated from the needles of Taxus breuifolia. Their structures were established as 10 beta-benzoxy-5 alpha-(3'-dimethylamino-3'-phenyl)-propanoxy-1 beta-hydroxy- 7 beta,9 alpha,13 alpha-triacetoxy-11(15 --> 1)-abeotaxa-4(20),11-diene; 10 beta-benzoxy-1 beta-hydroxy-5 alpha-(3'-methylamino-3'-phenyl)- propanoxy-7 beta,9 alpha,l3 alpha-triacetoxy-11(15 --> 1)-abeotaxa-4(20),11-diene; 10 beta-benzoxy-5 alpha-cinnamoxy-1 beta-hydroxy-7 beta,9 alpha,13 alpha-triacetoxy-1 1(15 --> 1)-abeotaxa-4(20),11-diene; 10 beta-benzoxy-1 beta,5 alpha-dihydroxy-7 beta,9 alpha,13 alpha-triacetoxy-11(15 --> 1)-abeotaxa-4(20),11-diene and 2(R)-hydroxy-4-(4'-hydroxyphenyl)-butane.
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TAXUS BREVIFOLIA, TAXACEAE, YEW, NEEDLES, CRYSTAL STRUCTURE, TAXOL, DITERPENOIDS, TAXANES, 11(15 -]1)-ABEOTAXANES, BREVIFOLIOL, BACCATIN VI, 10-DEACETYL BACCATIN III, WINTERSTEIN ESTER, PHENYLBUTANOIDS, (-)-RHODODENDROL
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Phytochemistry. Oxford: Pergamon-Elsevier B.V., v. 36, n. 4, p. 975-985, 1994.
