Article ID Journal Published Year Pages File Type
5219925 Tetrahedron 2012 7 Pages PDF
Abstract

One new sesquiterpene with a novel carbon skeleton, flammulinol A (1), one new isolactarane sesquiterpene and six isolactarane-related norsesquiterpenes, flammulinolides A–G (2–8), as well as sterpuric acid, were isolated from the solid culture of Flammulina velutipes. The structures of the new compounds were elucidated by spectroscopic methods. The absolute configuration of C-3 in 1 was determined via the circular dichroism data analysis based on the octane rule of cyclopentenone, whereas the absolute configurations of compounds 2, and 5–8 were assigned using the circular dichroism data of the [Rh2(OCOCF3)4] complex. Compounds 2, 3, and 7 showed strong cytotoxicity against KB cell line with the IC50 of 3.9, 3.6, and 4.7 μM, respectively. Compound 4 showed strong cytotoxicity against Hela cell line with the IC50 of 3.0 μM. The plausible biosynthetic pathway for 2–9 in F. velutipes was discussed.

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Physical Sciences and Engineering Chemistry Organic Chemistry