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Mar. Drugs 2019, 17(2), 98; https://doi.org/10.3390/md17020098

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

1
Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea
2
New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea
3
Laboratories of Marine New Drugs, REDONE Seoul, Seoul 08594, Korea
4
Graduate School of Industrial Pharmaceutical Sciences, Ewha Womans University, Seoul 03760, Korea
5
Department of Convergence Study on the Ocean Science and Technology, Korea Maritime and Ocean University, Busan 49112, Korea
6
College of Pharmacy, Yeungnam University, Gyeongsan, Gyeongsangbukdo 38541, Korea
7
Basic Research & Innovation Division Amorepacific R&D Unit, Yongin 17074, Korea
8
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, CA 92093-0204, USA
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Received: 31 December 2018 / Revised: 25 January 2019 / Accepted: 29 January 2019 / Published: 2 February 2019
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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. View Full-Text
Keywords: Saccharomonospora sp.; meroterpenoid; marine natural product; cytotoxicity Saccharomonospora sp.; meroterpenoid; marine natural product; cytotoxicity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Le, T.C.; Lee, E.J.; Lee, J.; Hong, A.; Yim, C.-Y.; Yang, I.; Choi, H.; Chin, J.; Cho, S.J.; Ko, J.; Hwang, H.; Nam, S.-J.; Fenical, W. Saccharoquinoline, a Cytotoxic Alkaloidal Meroterpenoid from Marine-Derived Bacterium Saccharomonospora sp.. Mar. Drugs 2019, 17, 98.

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