Structures, biogenesis, and biological activities of pyrano[4,3-c]isochromen-4-one derivatives from the Fungus Phellinus igniarius

J Nat Prod. 2007 Feb;70(2):296-9. doi: 10.1021/np060476h. Epub 2007 Feb 6.

Abstract

Further chemical investigation of the Chinese medicinal fungus Phellinus igniarius has resulted in the isolation and structural elucidation of three pyrano[4,3-c]isochromen-4-one derivatives, phelligridins H (1), I (2), and J (3), together with the known compounds davallialactone (4), scopolin, nebularine, uridine, trehalose, glucitol, and ethyl glucoside. The structures of 1-3 were elucidated by spectroscopic methods. Phelligridins H (1) and I (2) possess unprecedented carbon skeletons, and phelligridin J (3) is an oxidative derivative of the co-occurring phelligridin A. Compounds 1 and 2 inhibited protein tyrosine phosphatase 1B (PTP1B) and rat liver microsomal lipid peroxidation, while compound 3 exhibited cytotoxic activity against several human cancer cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / isolation & purification
  • Antineoplastic Agents* / pharmacology
  • Benzopyrans* / chemistry
  • Benzopyrans* / isolation & purification
  • Benzopyrans* / pharmacology
  • China
  • Drug Screening Assays, Antitumor
  • Humans
  • Lipid Peroxidation / drug effects
  • Liver / drug effects
  • Molecular Structure
  • Polyporaceae / chemistry*
  • Protein Tyrosine Phosphatases / antagonists & inhibitors
  • Rats

Substances

  • Antineoplastic Agents
  • Benzopyrans
  • phelligridin H
  • phelligridin I
  • phelligridin J
  • Protein Tyrosine Phosphatases