A novel carbon skeletal trichothecane, tenuipesine A, isolated from an entomopathogenic fungus, Paecilomyces tenuipes

Haruhisa Kikuchi; Yasuhiro Miyagawa; Koji Nakamura; Yuko Sahashi; Satoshi Inatomi; Yoshiteru Oshima

doi:10.1021/ol048141j

A novel carbon skeletal trichothecane, tenuipesine A, isolated from an entomopathogenic fungus, Paecilomyces tenuipes

Haruhisa Kikuchi, Yasuhiro Miyagawa, Koji Nakamura, Yuko Sahashi, Satoshi Inatomi, Yoshiteru Oshima

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

33 Citations (Scopus)

Abstract

(Chemical equation presented) Tenuipesine A (1), a novel trichothecane with an unprecedented carbon-migrated skeleton that embodies of a cyclopropane ring, was isolated from cultivated fruiting bodies of Paecilomyces tenuipes (Isaria japonica), a popular entomopathogenic fungi employed in folk medicine and health foods in China, Korea, and Japan. The structure was determined on the basis of two-dimensional NMR data. Its stereochemistry was elucidated by spectroscopic data and the chemical transformation of the coexisting trichothecene, 4β-acetoxy-12,13-epoxytrichothec-9-ene-3α,15-diol (2).

Original language	English
Pages (from-to)	4531-4533
Number of pages	3
Journal	Organic Letters
Volume	6
Issue number	24
DOIs	https://doi.org/10.1021/ol048141j
Publication status	Published - 2004 Nov 25
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(Chemical equation presented) Tenuipesine A (1), a novel trichothecane with an unprecedented carbon-migrated skeleton that embodies of a cyclopropane ring, was isolated from cultivated fruiting bodies of Paecilomyces tenuipes (Isaria japonica), a popular entomopathogenic fungi employed in folk medicine and health foods in China, Korea, and Japan. The structure was determined on the basis of two-dimensional NMR data. Its stereochemistry was elucidated by spectroscopic data and the chemical transformation of the coexisting trichothecene, 4β-acetoxy-12,13-epoxytrichothec-9-ene-3α,15-diol (2).",

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AU - Kikuchi, Haruhisa

AU - Miyagawa, Yasuhiro

AU - Nakamura, Koji

AU - Sahashi, Yuko

AU - Inatomi, Satoshi

AU - Oshima, Yoshiteru

PY - 2004/11/25

Y1 - 2004/11/25

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AB - (Chemical equation presented) Tenuipesine A (1), a novel trichothecane with an unprecedented carbon-migrated skeleton that embodies of a cyclopropane ring, was isolated from cultivated fruiting bodies of Paecilomyces tenuipes (Isaria japonica), a popular entomopathogenic fungi employed in folk medicine and health foods in China, Korea, and Japan. The structure was determined on the basis of two-dimensional NMR data. Its stereochemistry was elucidated by spectroscopic data and the chemical transformation of the coexisting trichothecene, 4β-acetoxy-12,13-epoxytrichothec-9-ene-3α,15-diol (2).

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A novel carbon skeletal trichothecane, tenuipesine A, isolated from an entomopathogenic fungus, Paecilomyces tenuipes

Abstract

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