Novel taxa-4(20),12-diene and 2(3→20)abeotaxane from needles of Taxus canadensis

Zhi Yu Ni; Yi Bing Wu; Man Li Zhang; Yu Fang Wang; Mei Dong; Françoise Sauriol; Chang Hong Huo; Qing Wen Shi; Yu Cheng Gu; Hiromasa Kiyota; Bin Cong

doi:10.1271/bbb.110223

Novel taxa-4(20),12-diene and 2(3→20)abeotaxane from needles of Taxus canadensis

Zhi Yu Ni, Yi Bing Wu, Man Li Zhang, Yu Fang Wang, Mei Dong, Françoise Sauriol, Chang Hong Huo, Qing Wen Shi, Yu Cheng Gu, Hiromasa Kiyota, Bin Cong

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

6 Citations (Scopus)

Abstract

A novel 6/8/6-membered taxane with a rare C-12(13)-double bond and rare 2(3→20)abeotaxane were isolated from the needles of Taxus canadensis. Their structures were characterized as 7β,9α,10β-triacetoxytaxa- 4(20),12-diene-2α,5α,11β-triol (1) and 2α,7β, 10β- triacetoxy-5α-hydroxy-2(3→20)abeotaxa-4(20),11-diene- 9,13-dione (2) on the basis of 1D and 2D spectroscopic data. 1 is the first example of a natural taxane without substitution at both C-13 and C-14.

Original language	English
Pages (from-to)	1698-1701
Number of pages	4
Journal	Bioscience, Biotechnology and Biochemistry
Volume	75
Issue number	9
DOIs	https://doi.org/10.1271/bbb.110223
Publication status	Published - 2011
Externally published	Yes

Keywords

12-diene
Isolation
Needle
Taxa-4(20)
Taxane
Taxus canadensis

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

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10.1271/bbb.110223

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@article{4576a48d7e564a9b96b095b45670b94e,

title = "Novel taxa-4(20),12-diene and 2(3→20)abeotaxane from needles of Taxus canadensis",

abstract = "A novel 6/8/6-membered taxane with a rare C-12(13)-double bond and rare 2(3→20)abeotaxane were isolated from the needles of Taxus canadensis. Their structures were characterized as 7β,9α,10β-triacetoxytaxa- 4(20),12-diene-2α,5α,11β-triol (1) and 2α,7β, 10β- triacetoxy-5α-hydroxy-2(3→20)abeotaxa-4(20),11-diene- 9,13-dione (2) on the basis of 1D and 2D spectroscopic data. 1 is the first example of a natural taxane without substitution at both C-13 and C-14.",

keywords = "12-diene, Isolation, Needle, Taxa-4(20), Taxane, Taxus canadensis",

author = "Ni, {Zhi Yu} and Wu, {Yi Bing} and Zhang, {Man Li} and Wang, {Yu Fang} and Mei Dong and Fran{\c c}oise Sauriol and Huo, {Chang Hong} and Shi, {Qing Wen} and Gu, {Yu Cheng} and Hiromasa Kiyota and Bin Cong",

note = "Funding Information: We are grateful for financial support from National Natural Science Foundation of China (81072551), Scientific Research Foundation for Returned Overseas Chinese Scholars of Hebei Province (2006-02) and Scientific Research Foundation of Hebei Province (08B032 and C2010000489). We also extend our sincere thanks for financial support from Syngenta Ltd. (2011-Hebei Medical University-Syngenta-03).",

year = "2011",

doi = "10.1271/bbb.110223",

language = "English",

volume = "75",

pages = "1698--1701",

journal = "Bioscience, Biotechnology and Biochemistry",

issn = "0916-8451",

publisher = "Japan Society for Bioscience Biotechnology and Agrochemistry",

number = "9",

}

TY - JOUR

T1 - Novel taxa-4(20),12-diene and 2(3→20)abeotaxane from needles of Taxus canadensis

AU - Ni, Zhi Yu

AU - Wu, Yi Bing

AU - Zhang, Man Li

AU - Wang, Yu Fang

AU - Dong, Mei

AU - Sauriol, Françoise

AU - Huo, Chang Hong

AU - Shi, Qing Wen

AU - Gu, Yu Cheng

AU - Kiyota, Hiromasa

AU - Cong, Bin

N1 - Funding Information: We are grateful for financial support from National Natural Science Foundation of China (81072551), Scientific Research Foundation for Returned Overseas Chinese Scholars of Hebei Province (2006-02) and Scientific Research Foundation of Hebei Province (08B032 and C2010000489). We also extend our sincere thanks for financial support from Syngenta Ltd. (2011-Hebei Medical University-Syngenta-03).

PY - 2011

Y1 - 2011

N2 - A novel 6/8/6-membered taxane with a rare C-12(13)-double bond and rare 2(3→20)abeotaxane were isolated from the needles of Taxus canadensis. Their structures were characterized as 7β,9α,10β-triacetoxytaxa- 4(20),12-diene-2α,5α,11β-triol (1) and 2α,7β, 10β- triacetoxy-5α-hydroxy-2(3→20)abeotaxa-4(20),11-diene- 9,13-dione (2) on the basis of 1D and 2D spectroscopic data. 1 is the first example of a natural taxane without substitution at both C-13 and C-14.

AB - A novel 6/8/6-membered taxane with a rare C-12(13)-double bond and rare 2(3→20)abeotaxane were isolated from the needles of Taxus canadensis. Their structures were characterized as 7β,9α,10β-triacetoxytaxa- 4(20),12-diene-2α,5α,11β-triol (1) and 2α,7β, 10β- triacetoxy-5α-hydroxy-2(3→20)abeotaxa-4(20),11-diene- 9,13-dione (2) on the basis of 1D and 2D spectroscopic data. 1 is the first example of a natural taxane without substitution at both C-13 and C-14.

KW - 12-diene

KW - Isolation

KW - Needle

KW - Taxa-4(20)

KW - Taxane

KW - Taxus canadensis

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U2 - 10.1271/bbb.110223

DO - 10.1271/bbb.110223

M3 - Article

C2 - 21897043

AN - SCOPUS:80053134676

VL - 75

SP - 1698

EP - 1701

JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

SN - 0916-8451

IS - 9

ER -

Novel taxa-4(20),12-diene and 2(3→20)abeotaxane from needles of Taxus canadensis

Abstract

Keywords

ASJC Scopus subject areas

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