201. Spiroseoflosterol, a Rearranged Ergostane-Steroid from the Fruiting Bodies of Butyriboletus roseoflavus .
- Author
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Su LH, Geng CA, Li TZ, Huang XY, Ma YB, Zhang XM, Wu G, Yang ZL, and Chen JJ
- Subjects
- Antineoplastic Agents chemistry, Antineoplastic Agents isolation & purification, Ascomycota chemistry, Ergosterol analogs & derivatives, Humans, Molecular Structure, Steroids chemistry, Triterpenes chemistry, Triterpenes isolation & purification, Antineoplastic Agents pharmacology, Basidiomycota chemistry, Fruiting Bodies, Fungal chemistry, Triterpenes pharmacology
- Abstract
Spiroseoflosterol ( 1 ), a 7(8→9)- abeo -ergostane steroid with a unique spiro[4.5]decan-6-one system, was isolated from the fruiting bodies of Butyriboletus roseoflavus . Its structure was determined by interpretation of comprehensive spectroscopic, X-ray, and computational data. A plausible biogenetic pathway for spiroseoflosterol ( 1 ) was postulated based on a key semipinacol rearrangement. Compound 1 was cytotoxic to HepG2 and Huh7/S (sorafenib-resistant Huh7) with IC
50 values of 9.1 and 6.2 μM, respectively.- Published
- 2020
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