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Liquid Chromatography-Mass Spectrometry-Based Rapid Secondary-Metabolite Profiling of Marine Pseudoalteromonas sp. M2
Open accessAbstract
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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Cites
Thompson, J. D., Higgins, D. G., & Gibson, T. J. (1994) · Nucleic Acids Research · doi:10.1093/nar/22.22.4673 · Cited by 64,617
MEGA2: molecular evolutionary genetics analysis software
Kumar, S., Tamura, K., Jakobsen, I. B., & Nei, M. (2001) · Bioinformatics · doi:10.1093/bioinformatics/17.12.1244 · Cited by 6,046
Preparation of transforming deoxyribonucleic acid by phenol treatment
Saito, H., & Miura, K. (1963) · Biochimica et Biophysica Acta (BBA) - Specialized Section on Nucleic Acids and Related Subjects · doi:10.1016/0926-6550(63)90386-4 · Cited by 1,793
Quinolone signaling in the cell-to-cell communication system of Pseudomonas aeruginosa
Pesci, E. C., Milbank, J. B. J., Pearson, J. P., McKnight, S. L., Kende, A. S., Greenberg, E. P., & Iglewski, B. H. (1999) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.96.20.11229 · Cited by 1,115
Potential of metabolomics as a functional genomics tool
Bino, R. J., Hall, R. D., Fiehn, O., Kopka, J., Saito, K., Draper, J., Nikolau, B. J., Mendes, P., Roessner, U., Beale, M. H., et al. (2004) · Trends in Plant Science · doi:10.1016/j.tplants.2004.07.004 · Cited by 781
Mass spectrometry in metabolome analysis
Villas-Bôas, S. G., Mas, S., Åkesson, M., Smedsgaard, J., & Nielsen, J. (2004) · Mass Spectrometry Reviews · doi:10.1002/mas.20032 · Cited by 618
Quinolones: from antibiotics to autoinducers
Heeb, S., Fletcher, M. P., Chhabra, S. R., Diggle, S. P., Williams, P. M., & Cámara, M. (2010) · FEMS Microbiology Reviews · doi:10.1111/j.1574-6976.2010.00247.x · Cited by 610
Holmström, C., & Kjelleberg, S. J. (1999) · FEMS Microbiology Ecology · doi:10.1111/j.1574-6941.1999.tb00656.x · Cited by 597
Rochfort, S. J. (2005) · Journal of Natural Products · doi:10.1021/np050255w · Cited by 468
Holmström, C. (1999) · FEMS Microbiology Ecology · doi:10.1016/s0168-6496(99)00063-x · Cited by 442
GAUTHIER, G., Gauthier, M. J., & Christen, R. (1995) · International Journal of Systematic Bacteriology · doi:10.1099/00207713-45-4-755 · Cited by 441
Lepine, F. L., Milot, S. M., Déziel, É., He, J., & Rahme, L. G. (2004) · Journal of the American Society for Mass Spectrometry · doi:10.1016/j.jasms.2004.02.012 · Cited by 254
The Expanding Role of Mass Spectrometry in Metabolite Profiling and Characterization
Want, E. J., Cravatt, B. F., & Siuzdak, G. E. (2005) · ChemBioChem · doi:10.1002/cbic.200500151 · Cited by 250
de la Cruz, V. P., Carrillo-Mora, P. U., & Santamarı́a, A. (2012) · International Journal of Tryptophan Research · doi:10.4137/ijtr.s8158 · Cited by 193
Krug, D., Zurek, G., Revermann, O., Vos, M., Velicer, G. J., & Müller, R. (2008) · Applied and Environmental Microbiology · doi:10.1128/aem.02863-07 · Cited by 143
Lee, J. S., Kim, Y.-S., Park, S., Kim, J., Kang, S.-J., Lee, M., Ryu, S., Choi, J. M., Oh, T.-K., & Yoon, J. (2011) · Applied and Environmental Microbiology · doi:10.1128/aem.01986-10 · Cited by 132
Self-citationCardozo, V. F., de Oliveira, A. G., Nishio, E. K., Perugini, M. R. E., Andrade, C. G. T. J., da Silveira, W. D., Durán, N., Andrade, G., Kobayashi, R. K. T., & Nakazato, G. (2013) · Annals of Clinical Microbiology and Antimicrobials · doi:10.1186/1476-0711-12-12 · Cited by 122
Long, R. A., Qureshi, A., Faulkner, D. J., & Azam, F. (2003) · Applied and Environmental Microbiology · doi:10.1128/aem.69.1.568-576.2003 · Cited by 95
Greenwood, D. R. (1992) · Journal of Antimicrobial Chemotherapy · doi:10.1093/jac/30.4.417 · Cited by 89
Inhibitory Effects of Cinnamic Acid on Melanin Biosynthesis in Skin
Kong, Y. H., Jo, Y. O., Cho, C., Son, D., Park, S., Rho, J.-H., & Choi, S. Y. (2008) · Biological and Pharmaceutical Bulletin · doi:10.1248/bpb.31.946 · Cited by 67
Zur Biosynthese der 2‐n‐Alkyl‐4‐hydroxychinolinderivate (Pseudane) bei Pseudomonas aeruginosa
Ritter, C., & Luckner, M. (1971) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1971.tb01255.x · Cited by 39
Lee, D., Cha, B., Lee, Y., Kim, G., Noh, H.-J., Kim, S.-Y., Kang, H. K., Kim, J., & Baek, N. (2015) · International Journal of Molecular Sciences · doi:10.3390/ijms16011677 · Cited by 25
Self-citation
Flagged first, then by citations
Research works printed but not linked: 1
- Paul, V.J. (1992). Ecological Roles of Marine Natural Products (Explorations in Chemical Ecology), Cornstock Press.
Cited by
Sorted by citations
Blunt, J. W., Carroll, A. R., Copp, B. R., Davis, R. A., Keyzers, R. A., & Prinsep, M. R. (2018) · Natural Product Reports · doi:10.1039/c7np00052a · Cited by 799
Marine Natural Products: A Source of Novel Anticancer Drugs
Khalifa, S. A. M., Elias, N., Farag, M. A., Chen, L., Saeed, A., Hegazy, M.-E. F., Moustafa, M. S., Abd El-Wahed, A., Al-Mousawi, S. M., Musharraf, S. G., et al. (2019) · Marine Drugs · doi:10.3390/md17090491 · Cited by 555
The art of adapting to extreme environments: The model system Pseudoalteromonas
Parrilli, E., Tedesco, P., Fondi, M., Tutino, M. L., Giudice, A. L., de Pascale, D., & Fani, R. (2019) · Physics of Life Reviews · doi:10.1016/j.plrev.2019.04.003 · Cited by 108
How Do Quorum-Sensing Signals Mediate Algae–Bacteria Interactions?
Dow, L. (2021) · Microorganisms · doi:10.3390/microorganisms9071391 · Cited by 98
Bacterial Alkyl-4-quinolones: Discovery, Structural Diversity and Biological Properties
Saalim, M., Villegas‐Moreno, J., & Clark, B. R. (2020) · Molecules · doi:10.3390/molecules25235689 · Cited by 61
Singh, S., Nerella, S., Pabbaraja, S., & Mehta, G. (2020) · Organic Letters · doi:10.1021/acs.orglett.0c00172 · Cited by 50
Differential priority effects impact taxonomy and functionality of host‐associated microbiomes
Nappi, J., Gonçalves, P., Khan, T., Majzoub, M. E., Grobler, A. S., Marzinelli, E. M., Thomas, T., & Egan, S. (2022) · Molecular Ecology · doi:10.1111/mec.16336 · Cited by 35
Kim, M. K., Jung, I., Lee, J.-S., Na, J., Kim, W., Kim, W., Park, Y., & Lee, J. (2017) · Marine Drugs · doi:10.3390/md15110336 · Cited by 29
Self-citationIndispensable role of microbes in anticancer drugs and discovery trends
Kapoor, R., Saini, A., & Sharma, D. (2022) · Applied Microbiology and Biotechnology · doi:10.1007/s00253-022-12046-2 · Cited by 28
Akbar, N., Siddiqui, R., Sagathevan, K., & Khan, N. A. (2019) · Applied Microbiology and Biotechnology · doi:10.1007/s00253-019-09783-2 · Cited by 26
Kim, M. E., Jung, I., Na, J. Y., Lee, Y., Lee, J., Lee, J. S., & Lee, J. S. (2018) · Molecules · doi:10.3390/molecules23123196 · Cited by 25
Self-citationRitzmann, N. H., Mährlein, A., Ernst, S., Hennecke, U., Drees, S. L., & Fetzner, S. (2019) · Environmental Microbiology · doi:10.1111/1462-2920.14654 · Cited by 24
Eskandari, S., & Etemadifar, Z. (2021) · Journal of Applied Microbiology · doi:10.1111/jam.15046 · Cited by 21
Yu, Z., Ding, Y., Yin, J., Yu, D., Zhang, J., Zhang, M., Ding, M., Zhong, W., Qiu, J., & Li, J. (2018) · International Journal of Molecular Sciences · doi:10.3390/ijms19113636 · Cited by 21
Lybbert, A. C., Williams, J. L., Raghuvanshi, R., Jones, A. D., & Quinn, R. A. (2020) · Metabolites · doi:10.3390/metabo10110445 · Cited by 22
Wang, J., Li, C., Ying, J., Xu, T., Lü, W., Li, C., & Wu, X. (2022) · Journal of Catalysis · doi:10.1016/j.jcat.2022.02.026 · Cited by 21
Li, J., Sun, W., Saalim, M., Wei, G., Zaleta-Pinet, D. A., & Clark, B. R. (2020) · Journal of Natural Products · doi:10.1021/acs.jnatprod.0c00026 · Cited by 20
Paulsen, S. S., Isbrandt, T., Kirkegaard, M., Buijs, Y., Strube, M. L., Sonnenschein, E. C., Larsen, T. O., & Gram, L. (2020) · Scientific Reports · doi:10.1038/s41598-020-78439-3 · Cited by 19
Supardy, N. A., Ibrahim, D., Nor, S. R. M., & Noordin, W. N. M. (2019) · Polish Journal of Microbiology · doi:10.21307/pjm-2019-003 · Cited by 18
Iqrar, I., Numan, M., Khan, T., Shinwari, Z. K., & Ali, G. S. (2021) · Antonie van Leeuwenhoek · doi:10.1007/s10482-021-01586-8 · Cited by 18
Fluorination of α-Imino Gold Carbenes to Access C3-Fluorinated Aza-Heterocycles
Sancheti, S. P., Mondal, D. J., & Patil, N. T. (2023) · ACS Catalysis · doi:10.1021/acscatal.3c00088 · Cited by 17
Marcharla, E., Vishnuprasadh, A., Gnanasekaran, L., Vinayagam, S., Sundaram, T., & Ganesan, S. (2025) · Probiotics and Antimicrobial Proteins · doi:10.1007/s12602-025-10660-w · Cited by 17
Bech, P. K., Jarmusch, S. A., Rasmussen, J. A., Limborg, M. T., Gram, L., & Henriksen, N. N. S. E. (2024) · ISME Communications · doi:10.1093/ismeco/ycae006 · Cited by 15
Iqrar, I., Shinwari, Z. K., El‐Sayed, A. S. A., & Ali, G. S. (2021) · Archives of Microbiology · doi:10.1007/s00203-021-02237-2 · Cited by 15
Warfare under the waves: a review of bacteria-derived algaecidal natural products
Yang, S., Williams, S. J., Courtney, M., & Burchill, L. (2025) · Natural Product Reports · doi:10.1039/d4np00038b · Cited by 14
An α/β-Hydrolase Fold Subfamily Comprising Pseudomonas Quinolone Signal-Cleaving Dioxygenases
Wullich, S. C., Martín, A. A. S., & Fetzner, S. (2020) · Applied and Environmental Microbiology · doi:10.1128/aem.00279-20 · Cited by 13
Bailly, C. (2023) · Plants · doi:10.3390/plants12040827 · Cited by 12
Chemoselective Transformations of Amides: An Approach to Quinolones from β-Amido Ynones
Chen, W., Yang, F., Wang, T., Zhang, G.-Q., Wei, Y., Wang, M.-H., Chen, Z., & Ji, K. (2023) · Organic Letters · doi:10.1021/acs.orglett.3c01974 · Cited by 11
Quantitative structure–chromatographic retention correlations of quinoline derivatives
Nekrasova, N. A., & Kurbatova, S. V. (2017) · Journal of Chromatography A · doi:10.1016/j.chroma.2017.02.063 · Cited by 9
Han, J., Bruhn, D. F., Roberts, D., Burkman, E. J., Moreno, Y., Bernhardt, P. V., Salim, A. A., & Capon, R. J. (2024) · Journal of Natural Products · doi:10.1021/acs.jnatprod.4c01146 · Cited by 8
Iqrar, I., Shinwari, Z. K., El‐Sayed, A. S. A., & Ali, G. S. (2019) · bioRxiv (Cold Spring Harbor Laboratory) · doi:10.1101/611855 · Cited by 7
Mollova-Sapundzhieva, Y., Angelov, P., Georgiev, D., & Yanev, P. (2023) · Beilstein Journal of Organic Chemistry · doi:10.3762/bjoc.19.132 · Cited by 6
ribeiro, P. R. R., Barbosa, R. R., & de Almeida, C. P. (2019) · Springer eBooks · doi:10.1007/978-981-13-8391-5_2 · Cited by 3
Chitinivorax: The New Kid on the Block of Bacterial 2-Alkyl-4(1H)-quinolone Producers
Savchenko, V., Yu, X. A., Polz, M. F., & Böttcher, T. (2025) · ACS Chemical Biology · doi:10.1021/acschembio.5c00046 · Cited by 1
Zhang, K., Gao, Y., Pei, S., Gao, J., Pei, X., Ban, M., Wen, R., Sun, H., Zhang, W., & Gao, Z. (2026) · New Journal of Chemistry · doi:10.1039/d6nj00355a · Cited by 1
Rakhmawatie, M. D., Mustofa, M., Lisdiyanti, P., Wibawa, T., Ratnaningrum, K., Umam, M. M. C., Alfi, M. H., & Chariri, L. (2024) · Indonesian Journal of Biotechnology · doi:10.22146/ijbiotech.82376
Chen, N., Govindan, K., Chien, C., Duraisamy, T., & Lin, W. (2026) · Asian Journal of Organic Chemistry · doi:10.1002/ajoc.70505
Metadata
- Authors
- Kim, W., Kim, Y., Kim, J., Nam, B.-H., Kim, D.-G., An, C., Lee, J., Kim, P., Lee, H., Oh, J.-S., & Lee, J.
- Affiliations
- Gyeonggido Business and Science Accelerator (KR)
- National Institute of Fisheries Science (KR)
- Daegu Haany University (KR)
- Chosun University (KR)
- Corresponding author
- Lee, Jong
- Venue
- Marine Drugs
- Publisher
- MDPI AG
- Published
- 2016-01-20
- Volume
- 14
- Issue
- 1
- Pages
- 24
- ISSN
- 1660-3397 (ISSN-L)
- PMC
- PMC4728520
- OpenAlex
- W2272503628
- Cited by
- 37
- References
- 21
- Citations by year
- 2026: 2 · 2025: 3 · 2024: 3 · 2023: 4 · 2022: 3 · 2021: 4 · 2020: 6 · 2019: 7 · 2018: 3 · 2017: 2
- FWCI
- 3.23
- Type
- journal article
- Language
- en
- Open access
- gold
- doi.org
- Licence
- Locations
- Marine Drugs (publishedVersion, cc-by)
- PubMed Central (publishedVersion, cc-by)
- PubMed (publishedVersion)
- DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
- Funders
- National Fisheries Research & Development Institute
- Topics
- Life Sciences › Immunology and Microbiology › Applied Microbiology and Biotechnology › Microbial Natural Products and Biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Marine Sponges and Natural Products
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Microbial Metabolism and Applications
- Keywords
- Pseudoalteromonas, marine bacteria, secondary metabolites, quinolone alkaloids, antibacterial activity, melanogenesis inhibition, melan-a cells, marine natural products
- MeSH terms
- Anti-Bacterial Agents, Chromatography, Liquid, Humans, Seawater, Pseudoalteromonas, Tandem Mass Spectrometry
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