Fourteen new 2-benzylbenzofuran glycosides with cardioprotective activity from Heterosmilax yunnanensis

Bioorg Chem. 2024 Feb:143:107079. doi: 10.1016/j.bioorg.2023.107079. Epub 2024 Jan 3.

Abstract

Fourteen new 2-benzylbenzofuran O-glycosides (1-13, 15) and one new key precursor, diarylacetone (14) were isolated from the roots of Heterosmilax yunnanensis Gagnep, which all have characteristic 2,3,4-O-trisubstituted benzyl. Their structures were elucidated by 1D and 2D NMR, HRESIMS, UV and IR. The isolated compounds were assessed for their cardioprotective activities and compounds 1, 3 and 6 could significantly improve cardiomyocytes viability. Moreover, the mechanistic study revealed that these three compounds could significantly decrease intracellular ROS levels and maintain mitochondrial homeostasis upon hypoxia inducement. Consequently, 1, 3 and 6 might serve as potential lead compounds to prevent myocardial ischemia.

Keywords: 2-benzylbenzofuran O-glycosides; Cardioprotective activity; Heterosmilax yunnanensis; Liliaceae; Mitochondria.

MeSH terms

  • Benzofurans* / chemistry
  • Benzofurans* / pharmacology
  • Glycosides* / chemistry
  • Glycosides* / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Roots* / chemistry

Substances

  • Glycosides
  • Benzofurans