A novel carbon skeletal trichothecane, tenuipesine A, isolated from an entomopathogenic fungus, Paecilomyces tenuipes.
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, 4beta-acetoxy-12,13-epoxytrichothec-9-ene-3alpha,15-diol (2). [structure: see text]
Kikuchi
Haruhisa
H
Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai 980-8578, Japan.
Miyagawa
Yasuhiro
Y
Nakamura
Koji
K
Sahashi
Yuko
Y
Inatomi
Satoshi
S
Oshima
Yoshiteru
Y
D003521:Cyclopropanes; D009682:Magnetic Resonance Spectroscopy; D008519:Medicine, Traditional; D015394:Molecular Structure; D010143:Paecilomyces / Q000737:chemistry*; D014255:Trichothecenes / Q000737:chemistry* / Q000302:isolation & purification
D003521:Cyclopropanes; D014255:Trichothecenes; C507167:tenuipesine A; C030797:cyclopropane