Saccharoquinoline, a cytotoxic alkaloidal meroterpenoid from marine-derived bacterium Saccharomonospora sp.

Tu Cam Le; Eun Ju Lee; Jihye Lee; Ahreum Hong; Chae Yoon Yim; Inho Yang; Hyukjae Choi; Jungwook Chin; Sung Jin Cho; Jaeyoung Ko; Hayoung Hwang; Sang Jip Nam; William Fenical

doi:10.3390/md17020098

Saccharoquinoline, a cytotoxic alkaloidal meroterpenoid from marine-derived bacterium Saccharomonospora sp.

Tu Cam Le, Eun Ju Lee, Jihye Lee, Ahreum Hong, Chae Yoon Yim, Inho Yang, Hyukjae Choi, Jungwook Chin, Sung Jin Cho, Jaeyoung Ko, Hayoung Hwang, Sang Jip Nam, William Fenical

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

18 Scopus citations

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.

Original language	English
Article number	98
Journal	Marine Drugs
Volume	17
Issue number	2
DOIs	https://doi.org/10.3390/md17020098
State	Published - 2 Feb 2019

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Publisher Copyright:
© 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/).

Keywords

Cytotoxicity
Marine natural product
Meroterpenoid
Saccharomonospora sp

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title = "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.",

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author = "Le, {Tu Cam} and Lee, {Eun Ju} and Jihye Lee and Ahreum Hong and Yim, {Chae Yoon} and Inho Yang and Hyukjae Choi and Jungwook Chin and Cho, {Sung Jin} and Jaeyoung Ko and Hayoung Hwang and Nam, {Sang Jip} and William Fenical",

note = "Publisher Copyright: {\textcopyright} 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/).",

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AU - Le, Tu Cam

AU - Lee, Eun Ju

AU - Lee, Jihye

AU - Hong, Ahreum

AU - Yim, Chae Yoon

AU - Yang, Inho

AU - Choi, Hyukjae

AU - Chin, Jungwook

AU - Cho, Sung Jin

AU - Ko, Jaeyoung

AU - Hwang, Hayoung

AU - Nam, Sang Jip

AU - Fenical, William

N1 - Publisher Copyright: © 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/).

PY - 2019/2/2

Y1 - 2019/2/2

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AB - 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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KW - Meroterpenoid

KW - Saccharomonospora sp

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JF - Marine Drugs

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ER -

Saccharoquinoline, a cytotoxic alkaloidal meroterpenoid from marine-derived bacterium Saccharomonospora sp.

Abstract

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Keywords

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