p-Aminoacetophenonic acids produced by a mangrove endophyte Streptomyces sp. (strain HK10552)

Molecules. 2010 Apr 16;15(4):2782-90. doi: 10.3390/molecules15042782.

Abstract

Four new p-aminoacetophenonic acids, named (2E)-11-(4'-aminophenyl)-5,9-dihydroxy-4,6,8-trimethyl-11-oxo-undec-2-enoic acid (1), 9-(4'-aminophenyl)-3,7-dihydroxy-2,4,6-trimethyl-9-oxo-nonoic acid(2), (2E)-11-(4'-aminophenyl)-5,9-O-cyclo-4,6,8-trimethyl-11-oxo-undec-2-enoic acid (3) and 9-(4'-aminophenyl)-3,7-O-cyclo-2,4,6-trimethyl-9-oxo-nonoic acid(4), were isolated from an endophyte Streptomyces sp. (strain HK10552) of the mangrove plant Aegiceras corniculatum. The structures of 1-4 were elucidated by using spectroscopic analyses. The relative stereoconfigurations of compounds 3 and 4 were determined by NOESY experiments. In the bioassay test, 1-4 showed no cytotoxicity against the Hela cell lines. Compound 4 also showed no inhibitory bioactivity on HCV protease and SecA ATPase and wasn't active against VSVG/HIV-luc pseudotyping virus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetophenones / chemistry*
  • Acetophenones / isolation & purification
  • Acetophenones / pharmacology
  • Adenosine Triphosphatases / antagonists & inhibitors
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Antiviral Agents / chemistry*
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology
  • Bacterial Proteins / antagonists & inhibitors
  • HeLa Cells
  • Hepacivirus / enzymology
  • Humans
  • Membrane Transport Proteins
  • Primulaceae / microbiology*
  • Protease Inhibitors / chemistry*
  • Protease Inhibitors / isolation & purification
  • Protease Inhibitors / pharmacology
  • SEC Translocation Channels
  • SecA Proteins
  • Streptomyces / chemistry*

Substances

  • Acetophenones
  • Antineoplastic Agents
  • Antiviral Agents
  • Bacterial Proteins
  • Membrane Transport Proteins
  • Protease Inhibitors
  • SEC Translocation Channels
  • Adenosine Triphosphatases
  • SecA Proteins