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Marine Drugs  2012 

Five New Amicoumacins Isolated from a Marine-Derived Bacterium Bacillus subtilis

DOI: 10.3390/md10020319

Keywords: antibacterial, cytotoxicity, lipoamicoumacin, Bacillus subtilis

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Abstract:

Four novel amicoumacins, namely lipoamicoumacins A–D ( 1– 4), and one new bacilosarcin analog ( 5) were isolated from culture broth of a marine-derived bacterium Bacillus subtilis, together with six known amicoumacins. Their structures were elucidated on the basis of extensive spectroscopic (2D NNR, IR, CD and MS) analysis and in comparison with data in literature.

References

[1]  Imhoff, J.F.; Labes, A.; Wiese, J. Bio-mining the microbial treasures of the ocean: New natural products. Biotechnol. Adv. 2011, 29, 468–482.
[2]  Dobretsov, S.; Dahms, H.U.; Qian, P.Y. Natural products as antifouling compounds: Recent progress and future perspectives. Biofouling 2006, 22, 43–54.
[3]  Hamdache, A.; Lamarti, A.; Aleu, J.; Collado, I.G. Non-peptide metabolites from the genus Bacillus. J. Nat. Prod. 2011, 74, 893–899.
[4]  Canedo, L.M.; Puentes, J.L.P.; Baz, J.P.; Acebal, C.; De La Calle, F.; Garcia, D.G.; De Quesada, T.G. PM-94128, a new isocoumarin antitumor agent produced by a marine bacterium. J. Antibiot. 1997, 50, 175–176.
[5]  Huang, Y.F.; Li, L.H.; Tian, L.; Qiao, L.; Hua, H.M.; Pei, Y.H. Sg17-1-4, a novel isocoumarin from a marine fungus Aternaria tenuis Sg17-1. J. Antibiot. 2006, 59, 355–357.
[6]  Itoh, J.; Omoto, S.; Shomura, T.; Nishizawa, N.; Miyado, S.; Yuda, Y.; Shibata, U.; Inouye, S. Amicoumacin-A, a new antibiotic with strong anti-inflammatory and antiulcer activity. J. Antibiot. 1981, 34, 611–613.
[7]  Itoh, J.; Omoto, S.; Shomura, T.; Nishizawa, N.; Miyado, S.; Yuda, Y.; Shibata, U.; Inouye, S. Isolation, physicochemical properties and biological activities of amicoumacins produced by Bacillus pumilus. Agric. Biol. Chem. 1982, 46, 1255–1259.
[8]  Shimojima, Y.; Hayashi, H. 1H-2-Benzopyran-1-one derivatives, microbial products with pharmacological activity. Relationship between structure and activity in 6-[[1S-(3S,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyranon-3-yl)-3-methylbutyl]amino]-4S,5S-dihydroxy-6-oxo-3S-ammoniohexanoate. J. Med. Chem. 1983, 26, 1370–1374, doi:10.1021/jm00364a007.
[9]  Shimojima, Y.; Hayashi, H.; Ooka, T.; Shibukawa, M. (Studies on AI-77s, microbial products with pharmacological activity) structures and the chemical nature of AI-77s. Tetrahedron Lett. 1982, 23, 5435–5438.
[10]  Azumi, M.; Ogawa, K.; Fujita, T.; Takeshita, M.; Yoshida, R.; Furumai, T.; Igarashi, Y. Bacilosarcins A and B, novel bioactive isocoumarins with unusual heterocyclic cores from the marine-derived bacterium Bacillus subtilis. Tetrahedron 2008, 64, 6420–6425.
[11]  Berrue, F.; Ibrahim, A.; Boland, P.; Kerr, R.G. Newly isolated marine Bacillus pumilus (SP21): A source of novel lipoamides and other antimicrobial agents. Pure Appl. Chem. 2009, 81, 1027–1031.
[12]  Hashimoto, M.; Taguchi, T.; Nishida, S.; Ueno, K.; Koizumi, K.; Aburada, M.; Ichinose, K. Isolation of 8'-phosphate ester derivatives of amicoumacins: Structure-activity relationship of hydroxy amino acid moiety. J. Antibiot. 2007, 60, 752–756.
[13]  Park, D.; Ciezki, K.; van der Hoeven, R.; Singh, S.; Reimer, D.; Bode, H.B.; Forst, M. Genetic analysis of xenocoumacin antibiotic production in the mutualistic bacterium Xenorhabdus nematophila. Mol. Microbiol. 2009, 73, 938–949.
[14]  Lopez, D.; Fischbach, M.A.; Chu, F.; Losick, R.; Kolter, R. Structurally diverse natural products that cause potassium leakage trigger multicellularity in Bacillus subtilis. Proc. Natl. Acad. Sci. USA 2009, 106, 280–285.
[15]  Kontnik, R.; Bosak, T.; Butcher, R.A.; Brocks, J.J.; Losick, R.; Clardy, J.; Pearson, A. Sporulenes, heptaprenyl metabolites from Bacillus subtilis Spores. Org. Lett. 2008, 10, 3551–3554.
[16]  Shrout, J.D.; Scheetz, T.E.; Casavant, T.L.; Parkin, G.F. Isolation and characterization of autotrophic, hydrogen-utilizing, perchlorate-reducing bacteria. Appl. Microbiol. Biotechnol. 2005, 67, 261–268.
[17]  Altschul, S.F.; Madden, T.L.; Sch?ffer, A.A.; Zhang, J.; Zhang, Z.; Miller, W.; Lipman, D.J. Gapped BLAST and PSI-BLAST: A new generation of protein database search programs. Nucleic Acids Res. 1997, 25, 3389–3402.
[18]  Lau, K.W.; Ng, C.Y.; Ren, J.; Lau, S.C.; Qian, P.Y.; Wong, P.K.; Lau, T.C.; Wu, M. Owenweeksia hongkongensis gen. nov., sp. nov., a novel marine bacterium of the phylum “Bacteroidetes”. Int. J. Syst. Evol. Microbiol. 2005, 55, 1051–1057, doi:10.1099/ijs.0.63155-0.

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