Pheophytin analogues from the medicinal lichen Usnea diffracta

Nat Prod Res. 2018 May;32(9):1088-1094. doi: 10.1080/14786419.2017.1380019. Epub 2017 Nov 2.

Abstract

A new pheophytin, (132S, 17S, 18S)-132-hydroxy-20-chloro-ethylpheophorbide a (3), along with two known analogues (1-2) were isolated from the lichen Usnea diffracta Vainio (Parmeliaceae). Among them, compound 3 was a rare C-20-chloro type pheophytin obtained from lichens. Their structures were elucidated by extensive spectroscopic analysis, and all the compounds were obtained for the first time from U. diffracta. Compounds (1-3) were evaluated for their xanthine oxidase (XO) inhibitory activities in vitro, and the results showed that 1-3 possessed significant enzyme inhibitory actions with IC50 values of 46.9 ± 3.8, 75.9 ± 7.4 and 42.1 ± 1.7 μg/mL, respectively.

Keywords: Usnea diffracta; pheophytin; xanthine oxidase.

MeSH terms

  • Drug Evaluation, Preclinical / methods
  • Drugs, Chinese Herbal / chemistry
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Inhibitory Concentration 50
  • Lichens / chemistry*
  • Molecular Structure
  • Pheophytins / chemistry*
  • Pheophytins / pharmacology
  • Plants, Medicinal / chemistry
  • Usnea / chemistry*
  • Xanthine Oxidase / antagonists & inhibitors

Substances

  • Drugs, Chinese Herbal
  • Enzyme Inhibitors
  • Pheophytins
  • Xanthine Oxidase