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

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...

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Autores principales: 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6410326/
https://www.ncbi.nlm.nih.gov/pubmed/30717397
http://dx.doi.org/10.3390/md17020098
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author 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
author_facet 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
author_sort Le, Tu Cam
collection PubMed
description 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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spelling pubmed-64103262019-03-29 Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp. 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 Mar Drugs Article 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. MDPI 2019-02-02 /pmc/articles/PMC6410326/ /pubmed/30717397 http://dx.doi.org/10.3390/md17020098 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
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
Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp.
title Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp.
title_full Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp.
title_fullStr Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp.
title_full_unstemmed Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp.
title_short Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp.
title_sort saccharoquinoline, a cytotoxic alkaloidal meroterpenoid from marine-derived bacterium saccharomonospora sp.
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6410326/
https://www.ncbi.nlm.nih.gov/pubmed/30717397
http://dx.doi.org/10.3390/md17020098
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