New rubrolides from the marine-derived fungus Aspergillus terreus OUCMDZ-1925

J Antibiot (Tokyo). 2014 Apr;67(4):315-8. doi: 10.1038/ja.2013.135. Epub 2013 Dec 11.

Abstract

Two new rubrolides, rubrolides R (1) and S (2), were isolated from the fermentation broth of the marine-derived fungus Aspergillus terreus OUCMDZ-1925. Their structures were elucidated on the basis of spectroscopic analysis and X-ray single crystal diffraction. Compound 1 showed comparable or superior antioxidation against 2,2'-azino-di(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radicals to those of trolox and ascorbic acid with an IC₅₀ value of 1.33 mM. Compound 2 showed comparable or superior anti-influenza A (H1N1) virus activity to that of ribavirin with an IC₅₀ value of 87.1 μM. Both compounds 1 and 2 showed weak cytotoxicity against the K562 cell line with IC₅₀ values of 12.8 and 10.9 μM, respectively.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / metabolism
  • Antioxidants / pharmacology
  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / metabolism
  • Antiviral Agents / pharmacology
  • Aspergillus / growth & development
  • Aspergillus / metabolism*
  • Cell Survival / drug effects
  • China
  • Crystallography, X-Ray
  • Drug Discovery*
  • Estuaries
  • Fermentation
  • Fishes / microbiology
  • Furans / chemistry
  • Furans / isolation & purification*
  • Furans / metabolism
  • Furans / pharmacology
  • Humans
  • Influenza A Virus, H1N1 Subtype / drug effects*
  • Influenza A Virus, H1N1 Subtype / growth & development
  • Inhibitory Concentration 50
  • K562 Cells
  • Leukemia, Myelogenous, Chronic, BCR-ABL Positive / drug therapy
  • Magnetic Resonance Spectroscopy
  • Molecular Structure

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Antiviral Agents
  • Furans
  • rubrolide R
  • rubrolide S