Three dimeric naphtho-γ-pyrones from the mangrove endophytic fungus Aspergillus tubingensis isolated from Pongamia pinnata

Planta Med. 2010 Nov;76(16):1888-91. doi: 10.1055/s-0030-1249955. Epub 2010 May 26.

Abstract

Three new dimeric naphtho-γ-pyrones, named rubasperone A (1), rubasperone B (2), and rubasperone C (3), together with two known compounds, rubrofusarin (4) and rubrofusarin B (5), were isolated from the mangrove endophytic fungus Aspergillus tubingensis (GX1-5E). Their structures were determined by spectroscopic methods, including IR, MS, and 1D and 2D NMR. The structures of 1 and 2 were further confirmed by X-ray crystallography. In the bioactivity assays against tyrosinase and α-glucosidase, rubrofusarin (4) exhibited moderate tyrosinase inhibitory activity, with an IC(50) value of 65.6 µM, and rubasperone C (3) showed mild α-glucosidase inhibitory activity, with an IC(50) value of 97.3 µM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspergillus / chemistry*
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology
  • Glycoside Hydrolase Inhibitors*
  • Millettia / microbiology*
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Naphthalenes / chemistry
  • Naphthalenes / isolation & purification*
  • Plant Roots / microbiology
  • Pyrones / chemistry
  • Pyrones / isolation & purification*
  • Pyrones / pharmacology

Substances

  • Enzyme Inhibitors
  • Glycoside Hydrolase Inhibitors
  • Naphthalenes
  • Pyrones
  • rubasperone A
  • rubasperone B
  • rubasperone C
  • rubrofusarin
  • Monophenol Monooxygenase