Download PDF
Planta Med 1999; 65(4): 356-359
DOI: 10.1055/s-1999-14002
Original Paper

Georg Thieme Verlag Stuttgart · New York

Three Novel Bicyclic Taxane Diterpenoids with Verticillene Skeleton from the Needles of Chinese Yew, Taxus chinensis var. mairei

Qing-wen Shi, Takayuki Oritani, Takeyoshi Sugiyama
  • Laboratory of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University, Aoba-ku, Sendai, Japan
Further Information

Publication History

August 25, 1998

December 26, 1998

Publication Date:
31 December 1999 (online)

Also available at
  PDF Download  Permissions and Reprints

Abstract:

Three novel bicyclic taxane diterpenoids with the verticillene skeleton were isolated from the needles of Chinese yew, Taxus chinensis var. mairei. Their structures were established as (3E,7E)-2α,10β,13α,20-tetraacetoxy-5α-hydroxy-3,8-secotaxa-3,7,11-trien-9-one (1), (3E,7 E)-2α,5α,10β,13α-tetraacetoxy-20-hydroxy-3,8-secotaxa-3,7,11-trien-9-one (2), and (3E,7 E)-10β,13α-diacetoxy-2α,5α,20-trihydroxy-3,8-secotaxa-3,7,11-trien-9-one (3) on the basis of 1D, 2D NMR and HR-MS spectroscopic analysis. Verticillene skeleton was considered as the biogenetic intermediate of taxane diterpenoids, isolation of bicyclic taxane diterpenoids with verticillene skeleton from this plant provides direct proof for this hypothesis.

Key words:

Taxus chinensis - Taxaceae - taxanes - diterpenoids - NMR