Pyrrolactams from Marine Sponge Stylissa massa Collected from Myanmar and Their Anti-Vpr Activities

Chem Pharm Bull (Tokyo). 2021;69(7):702-705. doi: 10.1248/cpb.c21-00227.

Abstract

A new brominated pyrrolactam stylissaol A (1) together with four known analogues, 2-bromoaldisine, aldisine, spongiacidin D, and Z-hymenialdisine, were isolated from the EtOAc extract of marine sponge Stylissa massa collected in Myanmar. The absolute configuration at C-10 of 1 was determined as R by the electronic circular dichroism (ECD) data. Among the isolated compounds, 2-bromoaldisine showed anti-Viral Protein R (Vpr) activity against TREx-HeLa-Vpr cells with an effective dose of 10 µM and its potency was comparable to that of positive control damnacanthal.

Keywords: Stylissa massa; TREx-HeLa-Viral protein R (Vpr); pyrrolactam; stylissaol A.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / metabolism
  • Animals
  • Antiviral Agents / chemistry*
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / metabolism
  • Circular Dichroism
  • HeLa Cells
  • Humans
  • Molecular Conformation
  • Myanmar
  • Porifera / chemistry*
  • Porifera / metabolism
  • vpr Gene Products, Human Immunodeficiency Virus / antagonists & inhibitors
  • vpr Gene Products, Human Immunodeficiency Virus / genetics
  • vpr Gene Products, Human Immunodeficiency Virus / metabolism

Substances

  • Alkaloids
  • Antiviral Agents
  • vpr Gene Products, Human Immunodeficiency Virus
  • vpr protein, Human immunodeficiency virus 1