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海洋来源细菌 sp.产生的具有细胞毒性的生物碱倍半萜类化合物糖醛酸奎宁

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

机构信息

Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea.

New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea.

出版信息

Mar Drugs. 2019 Feb 2;17(2):98. doi: 10.3390/md17020098.

DOI:10.3390/md17020098
PMID:30717397
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6410326/
Abstract

A cytotoxic alkaloidal meroterpenoid, saccharoquinoline (), has been isolated from the fermentation broth of the marine-derived bacterium sp. CNQ-490. The planar structure of was elucidated by 1D, 2D NMR, and MS spectroscopic data analyzes, while the relative configuration of was defined through the interpretation of NOE spectroscopic data. Saccharoquinoline () 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 () was found to have cytotoxicity against the HCT-116 cancer cell line by inducing G1 arrest, which leads to cell growth inhibition.

摘要

从海洋来源的细菌 sp. CNQ-490 的发酵液中分离得到一种细胞毒性生物碱倍半萜类化合物,糖基喹啉()。通过 1D、2D NMR 和 MS 光谱数据分析阐明了的平面结构,而通过对 NOE 光谱数据的解释确定了的相对构型。糖基喹啉()由一个倍半萜单元与一个明显的 6,7,8-三羟基喹啉-2-羧酸组成。这种生物合成途径的组合在天然微生物产物中是首次观察到的。糖基喹啉()通过诱导 G1 期阻滞导致细胞生长抑制,对 HCT-116 癌细胞系具有细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0b77/6410326/96fbf0df6733/marinedrugs-17-00098-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0b77/6410326/e6386e392c60/marinedrugs-17-00098-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0b77/6410326/96fbf0df6733/marinedrugs-17-00098-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0b77/6410326/e6386e392c60/marinedrugs-17-00098-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0b77/6410326/96fbf0df6733/marinedrugs-17-00098-g002.jpg

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