A taxane with a novel 9α,13α-oxygen bridge from Taxus cuspidata needles

Man Li Zhang; Qing Wen Shi; Mei Dong; Yu Fang Wang; Chang Hong Huo; Yu Cheng Gu; Bin Cong; Hiromasa Kiyota

doi:10.1016/j.tetlet.2007.12.045

A taxane with a novel 9α,13α-oxygen bridge from Taxus cuspidata needles

Man Li Zhang, Qing Wen Shi, Mei Dong, Yu Fang Wang, Chang Hong Huo, Yu Cheng Gu, Bin Cong, Hiromasa Kiyota

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

A novel taxane with an unprecedented hemiacetal ring between C-13 and C-9 was isolated from the needles of Taxus cuspidata. The structure was characterized as (12αH)-2α,10β-diacetoxy-5α-cinnamoyloxy-9α,13α-epoxytax-4(20)-ene-11β,13β-diol (1). This is the first example of a natural taxane with a C-13 and C-9 oxygen bridge to form an unusual 6/8/6/6-membered ring system.

Original language	English
Pages (from-to)	1180-1183
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	7
DOIs	https://doi.org/10.1016/j.tetlet.2007.12.045
Publication status	Published - 2008 Feb 11

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2007.12.045

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title = "A taxane with a novel 9α,13α-oxygen bridge from Taxus cuspidata needles",

abstract = "A novel taxane with an unprecedented hemiacetal ring between C-13 and C-9 was isolated from the needles of Taxus cuspidata. The structure was characterized as (12αH)-2α,10β-diacetoxy-5α-cinnamoyloxy-9α,13α-epoxytax-4(20)-ene-11β,13β-diol (1). This is the first example of a natural taxane with a C-13 and C-9 oxygen bridge to form an unusual 6/8/6/6-membered ring system.",

author = "Zhang, {Man Li} and Shi, {Qing Wen} and Mei Dong and Wang, {Yu Fang} and Huo, {Chang Hong} and Gu, {Yu Cheng} and Bin Cong and Hiromasa Kiyota",

note = "Funding Information: The work reported in this Letter was financially supported by Scientific Research Foundation for the Returned Overseas Chinese Scholars from Hebei Province and State Education Ministry of PR China. We also appreciate the financial support from Syngenta Ltd (2005-Hebei Medical University-Syngenta-01).",

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doi = "10.1016/j.tetlet.2007.12.045",

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T1 - A taxane with a novel 9α,13α-oxygen bridge from Taxus cuspidata needles

AU - Zhang, Man Li

AU - Shi, Qing Wen

AU - Dong, Mei

AU - Wang, Yu Fang

AU - Huo, Chang Hong

AU - Gu, Yu Cheng

AU - Cong, Bin

AU - Kiyota, Hiromasa

N1 - Funding Information: The work reported in this Letter was financially supported by Scientific Research Foundation for the Returned Overseas Chinese Scholars from Hebei Province and State Education Ministry of PR China. We also appreciate the financial support from Syngenta Ltd (2005-Hebei Medical University-Syngenta-01).

PY - 2008/2/11

Y1 - 2008/2/11

N2 - A novel taxane with an unprecedented hemiacetal ring between C-13 and C-9 was isolated from the needles of Taxus cuspidata. The structure was characterized as (12αH)-2α,10β-diacetoxy-5α-cinnamoyloxy-9α,13α-epoxytax-4(20)-ene-11β,13β-diol (1). This is the first example of a natural taxane with a C-13 and C-9 oxygen bridge to form an unusual 6/8/6/6-membered ring system.

AB - A novel taxane with an unprecedented hemiacetal ring between C-13 and C-9 was isolated from the needles of Taxus cuspidata. The structure was characterized as (12αH)-2α,10β-diacetoxy-5α-cinnamoyloxy-9α,13α-epoxytax-4(20)-ene-11β,13β-diol (1). This is the first example of a natural taxane with a C-13 and C-9 oxygen bridge to form an unusual 6/8/6/6-membered ring system.

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JO - Tetrahedron Letters

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A taxane with a novel 9α,13α-oxygen bridge from Taxus cuspidata needles

Abstract

ASJC Scopus subject areas

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