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


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.

SUBMITTER: Le TC 

PROVIDER: S-EPMC6410326 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature

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Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium <i>Saccharomonospora</i> sp.

Le Tu Cam TC   Lee Eun Ju EJ   Lee Jihye J   Hong Ahreum A   Yim Chae-Yoon CY   Yang Inho I   Choi Hyukjae H   Chin Jungwook J   Cho Sung Jin SJ   Ko Jaeyoung J   Hwang Hayoung H   Nam Sang-Jip SJ   Fenical William W  

Marine drugs 20190202 2


A cytotoxic alkaloidal meroterpenoid, saccharoquinoline (<b>1</b>), has been isolated from the fermentation broth of the marine-derived bacterium <i>Saccharomonospora</i> sp. CNQ-490. The planar structure of <b>1</b> was elucidated by 1D, 2D NMR, and MS spectroscopic data analyzes, while the relative configuration of <b>1</b> was defined through the interpretation of NOE spectroscopic data. Saccharoquinoline (<b>1</b>) is composed of a drimane-type sesquiterpene unit in combination with an appar  ...[more]

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