Four new epoxy taxanes from needles of Taxus cuspidata (Taxaceae)

Qing Wen Shi; Cong Mei Cao; Ji Shun Gu; Hiromasa Kiyota

doi:10.1080/14786410500049426

Four new epoxy taxanes from needles of Taxus cuspidata (Taxaceae)

Qing Wen Shi, Cong Mei Cao, Ji Shun Gu, Hiromasa Kiyota

Research output: Contribution to journal › Article

5 Citations (Scopus)

Abstract

Four new epoxy taxoids were isolated from the needles of Taxus cuspidata. Their structures were established as 2α,9α-diacetoxy-5α-cinnamoyloxy-11,12-epoxy-10β -hydroxytax-4(20)-en-13-one (1), 2α,10β-diacetoxy-5α -cinnamoyloxy-11,12-epoxy-9α-hydroxytax-4(20)-en-13-one (2), 2α,9α-diacetoxy-11,12-epoxy-10β,20-dihydroxytax- 4-en-13-one (3) and 2α,10β-diacetoxy-11,12-epoxy-9α,20 -dihydroxytax-4-en-13-one (4) on the basis of spectral analysis including ¹H-NMR, ¹³C-NMR, ¹H-¹ H-COSY, HSQC, HMBC and HRFABMS. Compounds 3 and 4 are the first example of 11,12-epoxy taxoids with C-4 double bond found in T. cuspidata.

Original language	English
Pages (from-to)	173-179
Number of pages	7
Journal	Natural Product Research
Volume	20
Issue number	2
DOIs	https://doi.org/10.1080/14786410500049426
Publication status	Published - Feb 1 2006
Externally published	Yes

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Keywords

11,12-Epoxy taxanes
Structure' elucidation
Taxanes
Taxus cuspidata
Yew

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Plant Science
Organic Chemistry

Cite this

Shi, Q. W., Cao, C. M., Gu, J. S., & Kiyota, H. (2006). Four new epoxy taxanes from needles of Taxus cuspidata (Taxaceae). Natural Product Research, 20(2), 173-179. https://doi.org/10.1080/14786410500049426

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abstract = "Four new epoxy taxoids were isolated from the needles of Taxus cuspidata. Their structures were established as 2α,9α-diacetoxy-5α-cinnamoyloxy-11,12-epoxy-10β -hydroxytax-4(20)-en-13-one (1), 2α,10β-diacetoxy-5α -cinnamoyloxy-11,12-epoxy-9α-hydroxytax-4(20)-en-13-one (2), 2α,9α-diacetoxy-11,12-epoxy-10β,20-dihydroxytax- 4-en-13-one (3) and 2α,10β-diacetoxy-11,12-epoxy-9α,20 -dihydroxytax-4-en-13-one (4) on the basis of spectral analysis including 1H-NMR, 13C-NMR, 1H-1 H-COSY, HSQC, HMBC and HRFABMS. Compounds 3 and 4 are the first example of 11,12-epoxy taxoids with C-4 double bond found in T. cuspidata.",

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Access to Document

10.1080/14786410500049426