Issue 20, 2020

Highly modified steroids from Inonotus obliquus

Abstract

Six undescribed steroids were isolated from the fungus Inonotus obliquus. Notably, compounds 1 and 2 represented the first example of 8,14-seco-4-methylpregnane. By spectroscopic data analyses, quantum chemical calculations and DP4+ probability analysis, their structures were unambiguously determined. The absolute configurations of the compounds 1–6 were defined by comparison of their experimental and calculated electronic circular dichroism (ECD) spectra data. The structure of compound 1 was also confirmed by single-crystal X-ray diffraction. All isolated steroids were evaluated for their neuroprotective activities against H2O2-induced cell injury in human neuroblastoma SH-SY5Y cells, among which compound 2 showed moderate activity at 12.5 μM.

Graphical abstract: Highly modified steroids from Inonotus obliquus

Supplementary files

Article information

Article type
Paper
Submitted
05 Mar 2020
Accepted
07 May 2020
First published
07 May 2020

Org. Biomol. Chem., 2020,18, 3908-3916

Highly modified steroids from Inonotus obliquus

C. Zou, Z. Hou, M. Bai, R. Guo, B. Lin, X. Wang, X. Huang and S. Song, Org. Biomol. Chem., 2020, 18, 3908 DOI: 10.1039/D0OB00474J

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