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

  • Author(s): Le, Tu Cam
  • Lee, Eun Ju
  • Lee, Jihye
  • Hong, Ahreum
  • Yim, Chae-Yoon
  • Yang, Inho
  • Choi, Hyukjae
  • Chin, Jungwook
  • Cho, Sung Jin
  • Ko, Jaeyoung
  • Hwang, Hayoung
  • Nam, Sang-Jip
  • Fenical, William
  • et al.
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.

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