Solitumergosterol A, a unique 6/6/6/6/5 steroid from the deep-sea-derived MCCC 3A00215.

Org Biomol Chem

Key Laboratory of Marine Biogenetic Resources, South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Third Institute of Oceanography, Ministry of Natural Resources, 184 Daxue Road, Xiamen 361005, China.

Published: November 2021

A unique C30 steroid, solitumergosterol A (1), was isolated from the deep-sea-derived fungus MCCC 3A00215. The planar structure and relative configuration of 1 were established mainly on the basis of extensive analysis of its 1D and 2D NMR as well as HRESIMS data, while its absolute configuration was clarified by comparison of the experimental and theoretical ECD spectra. Noteworthily, 1 is a Diels-Alder adduct of a heterogeneous steroid bearing a 6/6/6/6/5 pentacyclic carbon skeleton. Solitumergosterol A (1) exhibited weak anti-tumor activity against MB231 cells by a RXRα-dependent mechanism.

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Source
http://dx.doi.org/10.1039/d1ob01392kDOI Listing

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