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Two New Highly Oxidized Humulane Sesquiterpenes from the Basidiomycete Lactarius mitissimus

✍ Scribed by Du-Qiang Luo; Yuan Gao; Xiao-Long Yang; Jian-Guo Tang; Li-Yan Zhao; Ji-Kai Liu

Publisher
John Wiley and Sons
Year
2007
Tongue
German
Weight
78 KB
Volume
90
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Two new highly oxidized humulane sesquiterpenes, mitissimols F (1) and G (2), were isolated from the fruiting bodies of Lactarius mitissimus. Their structures were elucidated by using extensive spectroscopic techniques including 1D‐ and 2D‐NMR experiments. The absolute configuration of mitissimol F (1) was determined by ^1^H‐NMR resolution of its diastereoisomeric α‐methoxy‐α‐(trifluoromethyl)benzeneacetates (MTPA). It was shown to be (1__S__,3__E__,6__S__,8__R__,9__R__,10__S__,11__R__)‐8,9 : 10,11‐diepoxy‐1,6‐dihydroxyhumul‐3‐en‐5‐one (=(1__S__,2__R__,4__R__,6__S__,8__E__,11__S__,12__R__)‐6,11‐dihydroxy‐1,6,10,10‐tetramethyl‐3,13‐dioxatricyclo[10.1.0.0^2,4^]tridec‐8‐en‐7‐one).

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Mitissimolone, a New Sesquiterpene with
Mitissimolone, a New Sesquiterpene with a Novel Carbon Skeleton from the Basidiomycete Lactarius mitissimus
✍ Du-Qiang Luo; Shu-Juan Liang; Yao-Long Shi; Hong-Liang Tang 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 German ⚖ 160 KB 👁 2 views

## Abstract Mitissimolone, a new regular sesquiterpene possessing a novel carbon skeleton, was isolated from the EtOH extract of fruiting bodies of __Lactarius mitissimus.__ Its structure was determined by extensive spectroscopic analyses including 1D‐ and 2D‐NMR spectra. Mitissimolone inhibited mo