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Irpeksins A-E, 1,10- seco-Eburicane-Type Triterpenoids from the Medicinal Fungus Irpex lacteus and Their Anti-NO Activity

J Nat Prod. 2018 Oct 26;81(10):2163-2168. doi: 10.1021/acs.jnatprod.7b00845. Epub 2018 Oct 8.

Abstract

Five new triterpenoids, irpeksins A-E (1-5), were isolated from fruiting bodies of the medicinal fungus Irpex lacteus. The structures as well as absolute configurations of the new compounds were established via extensive spectroscopic analysis, computational methods, and Cotton effects. Compounds 1-4 are featured by a scaffold of 1,10- seco- and ring B aromatic eburicane (24-methyllanostane), and compound 5 is characterized by a scaffold of 1,10-9,11- diseco- and ring B aromatic eburicane, which represents unprecedented cleavage patterns in the lanostane family. Compounds 1-5 showed significant inhibitory activity against NO production in LPS-activated RAW 264.7 macrophage cells with IC50 values varying from 2.2 to 19.6 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Ascomycota
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Polyporales / chemistry*
  • RAW 264.7 Cells
  • Triterpenes / chemistry
  • Triterpenes / pharmacology*

Substances

  • Triterpenes
  • Nitric Oxide