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Chaga · 2020 · Research Support, Non U.S. Gov'T

High relevance

Highly modified steroids from Inonotus obliquus.

Inonotus obliquus

Metabolic healthSkin & hydration
SpeciesChaga
JournalOrganic & biomolecular chemistry
Year2020

Key points

  • 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

Metadata-grounded summary

Citation 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.

Citation

Zou CX, Hou ZL, Bai M, Guo R, Lin B, Wang XB, et al. (2020). Highly modified steroids from Inonotus obliquus. Organic & biomolecular chemistry https://doi.org/10.1039/d0ob00474j PMID: 32400796

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