2. Academic Validation
  3. Spiroseoflosterol, a Rearranged Ergostane-Steroid from the Fruiting Bodies of Butyriboletus roseoflavus

Spiroseoflosterol, a Rearranged Ergostane-Steroid from the Fruiting Bodies of Butyriboletus roseoflavus

  • J Nat Prod. 2020 May 22;83(5):1706-1710. doi: 10.1021/acs.jnatprod.9b01282.
Li-Hua Su 1 2,  Chang-An Geng 1,  Tian-Ze Li 1,  Xiao-Yan Huang 1,  Yun-Bao Ma 1,  Xue-Mei Zhang 1,  Gang Wu 3,  Zhu-Liang Yang 3,  Ji-Jun Chen 1 2
Affiliations

Affiliations

  • 1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China.
  • 2 University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.
  • 3 CAS Key Laboratory for Plant Diversity and Biogeography of East Asia, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, People's Republic of China.
PMID: 32323991 DOI: 10.1021/acs.jnatprod.9b01282
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 IC50 values of 9.1 and 6.2 μM, respectively.

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