Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp

Mar Drugs. 2019 Feb 2;17(2):98. doi: 10.3390/md17020098.

Abstract

A cytotoxic alkaloidal meroterpenoid, saccharoquinoline (1), has been isolated from the fermentation broth of the marine-derived bacterium Saccharomonospora sp. CNQ-490. The planar structure of 1 was elucidated by 1D, 2D NMR, and MS spectroscopic data analyzes, while the relative configuration of 1 was defined through the interpretation of NOE spectroscopic data. Saccharoquinoline (1) is composed of a drimane-type sesquiterpene unit in combination with an apparent 6,7,8-trihydroxyquinoline-2-carboxylic acid. This combination of biosynthetic pathways was observed for the first time in natural microbial products. Saccharoquinoline (1) was found to have cytotoxicity against the HCT-116 cancer cell line by inducing G1 arrest, which leads to cell growth inhibition.

Keywords: Saccharomonospora sp.; cytotoxicity; marine natural product; meroterpenoid.

MeSH terms

  • Actinobacteria / chemistry
  • Actinobacteria / metabolism*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Terpenes / chemistry*
  • Terpenes / pharmacology*

Substances

  • Antineoplastic Agents
  • Terpenes