Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2

The ocean is a rich resource of flora, fauna, and food. A wild-type bacterial strain showing confluent growth on marine agar with antibacterial activity was isolated from marine water, identified using 16S rDNA sequence analysis as Pseudoalteromonas sp., and designated as strain M2. This strain was...

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Published inMarine drugs Vol. 14; no. 1; p. 24
Main Authors Kim, Woo Jung, Kim, Young Ok, Kim, Jin Hee, Nam, Bo-Hye, Kim, Dong-Gyun, An, Cheul Min, Lee, Jun Sik, Kim, Pan Soo, Lee, Hye Min, Oh, Joa-Sup, Lee, Jong Suk
Format Journal Article
LanguageEnglish
Published Switzerland MDPI 20.01.2016
MDPI AG
Subjects
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - metabolism
Chromatography, Liquid
Humans
marine microbes
mass spectrometry
Pseudoalteromonas
quinolone alkaloid
Seawater
secondary metabolite
Tandem Mass Spectrometry
mass spectrometry
marine microbes
quinolone alkaloid
Pseudoalteromonas
secondary metabolite
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Summary:The ocean is a rich resource of flora, fauna, and food. A wild-type bacterial strain showing confluent growth on marine agar with antibacterial activity was isolated from marine water, identified using 16S rDNA sequence analysis as Pseudoalteromonas sp., and designated as strain M2. This strain was found to produce various secondary metabolites including quinolone alkaloids. Using high-resolution mass spectrometry (MS) and nuclear magnetic resonance (NMR) analysis, we identified nine secondary metabolites of 4-hydroxy-2-alkylquinoline (pseudane-III, IV, V, VI, VII, VIII, IX, X, and XI). Additionally, this strain produced two novel, closely related compounds, 2-isopentylqunoline-4-one and 2-(2,3-dimetylbutyl)qunoline-4-(1H)-one, which have not been previously reported from marine bacteria. From the metabolites produced by Pseudoalteromonas sp. M2, 2-(2,3-dimethylbutyl)quinolin-4-one, pseudane-VI, and pseudane-VII inhibited melanin synthesis in Melan-A cells by 23.0%, 28.2%, and 42.7%, respectively, wherein pseudane-VII showed the highest inhibition at 8 µg/mL. The results of this study suggest that liquid chromatography (LC)-MS/MS-based metabolite screening effectively improves the efficiency of novel metabolite discovery. Additionally, these compounds are promising candidates for further bioactivity development.
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ISSN:1660-3397
1660-3397
DOI:10.3390/md14010024