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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| Format: | Article |
| Language: | English |
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MDPI AG
2016-01-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/14/1/24 |
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| author | Woo Jung Kim Young Ok Kim Jin Hee Kim Bo-Hye Nam Dong-Gyun Kim Cheul Min An Jun Sik Lee Pan Soo Kim Hye Min Lee Joa-Sup Oh Jong Suk Lee |
| author_facet | Woo Jung Kim Young Ok Kim Jin Hee Kim Bo-Hye Nam Dong-Gyun Kim Cheul Min An Jun Sik Lee Pan Soo Kim Hye Min Lee Joa-Sup Oh Jong Suk Lee |
| author_sort | Woo Jung Kim |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-04-11T21:35:53Z |
| format | Article |
| id | doaj.art-7949d5ac2c09480a9ed7e7c4b2bee300 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-11T21:35:53Z |
| publishDate | 2016-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-7949d5ac2c09480a9ed7e7c4b2bee3002022-12-22T04:01:46ZengMDPI AGMarine Drugs1660-33972016-01-011412410.3390/md14010024md14010024Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2Woo Jung Kim0Young Ok Kim1Jin Hee Kim2Bo-Hye Nam3Dong-Gyun Kim4Cheul Min An5Jun Sik Lee6Pan Soo Kim7Hye Min Lee8Joa-Sup Oh9Jong Suk Lee10Biocenter, Gyeonggi Institute of Science and Technology Promotion (GSTEP), Suwon, Gyeonggi-do 16229, KoreaBiotechnology Research Division, National Fisheries Research and Development Institute (NFRDI), Gijang-gun, Busan 46083, KoreaCollege of Herbal Bio-Industry, Daegu Haany University, Gyeongsan, Gyeongbuk 42158, KoreaBiotechnology Research Division, National Fisheries Research and Development Institute (NFRDI), Gijang-gun, Busan 46083, KoreaBiotechnology Research Division, National Fisheries Research and Development Institute (NFRDI), Gijang-gun, Busan 46083, KoreaBiotechnology Research Division, National Fisheries Research and Development Institute (NFRDI), Gijang-gun, Busan 46083, KoreaDepartment of Biology, Immunology Research Lab, BK21-plus Research Team for Bioactive Control Technology, College of Natural Sciences, Chosun University, Dong-gu, Gwangju 61452, KoreaBiocenter, Gyeonggi Institute of Science and Technology Promotion (GSTEP), Suwon, Gyeonggi-do 16229, KoreaBiocenter, Gyeonggi Institute of Science and Technology Promotion (GSTEP), Suwon, Gyeonggi-do 16229, KoreaBiocenter, Gyeonggi Institute of Science and Technology Promotion (GSTEP), Suwon, Gyeonggi-do 16229, KoreaBiocenter, Gyeonggi Institute of Science and Technology Promotion (GSTEP), Suwon, Gyeonggi-do 16229, KoreaThe 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.http://www.mdpi.com/1660-3397/14/1/24mass spectrometrymarine microbesPseudoalteromonassecondary metabolitequinolone alkaloid |
| spellingShingle | Woo Jung Kim Young Ok Kim Jin Hee Kim Bo-Hye Nam Dong-Gyun Kim Cheul Min An Jun Sik Lee Pan Soo Kim Hye Min Lee Joa-Sup Oh Jong Suk Lee Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2 Marine Drugs mass spectrometry marine microbes Pseudoalteromonas secondary metabolite quinolone alkaloid |
| title | Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2 |
| title_full | Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2 |
| title_fullStr | Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2 |
| title_full_unstemmed | Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2 |
| title_short | Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2 |
| title_sort | liquid chromatography mass spectrometry based rapid secondary metabolite profiling of marine pseudoalteromonas sp m2 |
| topic | mass spectrometry marine microbes Pseudoalteromonas secondary metabolite quinolone alkaloid |
| url | http://www.mdpi.com/1660-3397/14/1/24 |
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