Two New Alkaloidal Taxoids from the Needles of Taxus canadensis

  title={Two New Alkaloidal Taxoids from the Needles of Taxus canadensis},
  author={Qingwen Shi and Xiao-Tang Si and Yong-ming Zhao and Xiao‐Hui Su and Xingzuo Li and Lolita O. Zamir and Teiko Yamada and Hiromasa Kiyota},
  journal={Bioscience, Biotechnology, and Biochemistry},
  pages={732 - 736}
Two new taxanes with a dimethylamino group on the C-5 side chain were identified for the first time in the needles of the Canadian yew, Taxus canadensis. Their structures were characterized as 7β,10β,13α-triacetoxy-5α-(3′-dimethylamino-3′-phenylpropanoyl)oxy-2α-hydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one (1) and 2α,10β-diacetoxy-9α-hydroxy-5α-(3′-dimethylamino-3′-phenylpropanoyl)oxy-3,11-cyclotax-4(20)-en-13-one (2). 

Chemical Studies on Taxus canadensis

Findings establish the Canadian yew tree as significantly different from the remaining species as well as some chemical modifications on the taxanes isolated from this plant were carried out.

MALDI-MS of Pseudo-Alkaloid Taxanes from Taxus canadensis

Six previously reported taxanes with alkaloid side chains were isolated from the methanol extract of the needles of Taxus canadensis. The structures were established on the basis of 1D and 2D NMR

Natural taxanes: developments since 1828.

Natural Taxanes: Developments Since 1828 by Yu-Fang Wang, Qing-Wen Shi,* Mei Dong, Hiromasa Kiyota,* Yu-Cheng Gu, and Bin Cong is based on research conducted at the School of Pharmaceutical Sciences, Hebei Medical University.

Cardiotoxicity resulting from yew plant (Taxus canadensis) ingestion

A 48-year-old woman with a past medical history of depression presented to the emergency department after eating a handful of branches, leaves, and berries from a yew plant in a suicide attempt who recovered with supportive care.



New 2(3→20)Abeotaxane and 3,11-Cyclotaxane from Needles of Taxus cuspidata

Two new taxoid metabolites were isolated from the methanol extract of needles of the Japanese yew, Taxus cuspidata and 2α-acetoxy-5α-cinnamoyloxy-9α,10β-dihydroxy-3,11-cyclotax-4(20)-en-13-one.

Six new taxane diterpenoids from the seeds of taxus chinensis var. mairei and taxus yunnanensis

Six new taxane diterpenoids and three known 2(3-->20)abeotaxoids were isolated from the seeds of Taxus chinensis var. mairei and of Taxus yunnanensis. Their structures were established as 2alpha,

New 11(15→1) Abeotaxane, 11(15→1), 11(10→9)Bisabeotaxane and 3,11-Cyclotaxanes from Taxus yunnanensis

Chemical examination of the seeds of Chinese yew, Taxus yannanensis Cheng et L.K. Fu resulted in the isolation of an 11(15→1)abeotaxane, an 11(15→1), 11(10→9)bisabeotaxane and two 3,11-cyclotaxanes.

Taxol, a molecule for all seasons

The diterpenoid natural product taxol, first discovered in the 1960’s has proved to be the most important new anticancer drug introduced in the last ten years. A brief history of taxol’s

The taxane diterpenoids.

  • D. KingstonA. A. MolineroJ. Rimoldi
  • Chemistry
    Fortschritte der Chemie organischer Naturstoffe = Progress in the chemistry of organic natural products. Progres dans la chimie des substances organiques naturelles
  • 1993
The structures of over 350 taxane diterpenoids are classified and presented with information on their plant source, yield, melting point, and optical activity. The biotransformations and biosynthesis