Isolation and Characterization of Anaephenes A-C, Alkylphenols from a Filamentous Cyanobacterium ( Hormoscilla sp., Oscillatoriales)

J Nat Prod. 2018 Dec 28;81(12):2716-2721. doi: 10.1021/acs.jnatprod.8b00650. Epub 2018 Nov 29.

Abstract

Three related new alkylphenols, termed anaephenes A-C (1-3), containing different side chains, were isolated from an undescribed filamentous cyanobacterium (VPG 16-59) collected in Guam. Our 16S rDNA sequencing efforts indicated that VPG 16-59 is a member of the marine genus Hormoscilla (Oscillatoriales). The structures of anaephenes A-C (1-3) were elucidated by spectroscopic methods, and compounds assayed for growth inhibitory activity against prokaryotic and eukaryotic cell lines. Anaephene B (2), possessing a terminal alkyne, displayed moderate activity against Bacillus cereus and Staphylococcus aureus with MIC values of 6.1 μg/mL. While 1 and 3 showed no pronounced activity in these assays, their structural features highlight the unusual biosynthetic capacity of this cyanobacterium and warrant further study.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Bacillus cereus / drug effects
  • Cell Survival / drug effects
  • Cyanobacteria / chemistry*
  • HCT116 Cells
  • Humans
  • Molecular Structure
  • Phenols / chemistry
  • Phenols / isolation & purification*
  • Phenols / pharmacology
  • Spectrum Analysis
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Phenols