Abstract
A novel diketopiperazine, named cyclo-(D-pipecolinyl-L-isoleucine) (DKP 1), and 7 known diketopiperazines were isolated from the cell-free culture supernatant of the Antarctic psychrophilic bacterium Pseudoalteromonas haloplanktis TAC125. Two diketopiperazines containing pipecolinyl moiety were isolated for the first time from a natural source. Two new linear peptides, stable to bacterial proteolytic enzymes, were also characterized. The structures of the isolated compounds were elucidated by means of spectroscopic data (1D-, 2D-NMR, EIMS, FABMS, and ESIMS/MS) and chiral high-performance liquid chromatography. The potential antioxidant activity of the isolated compounds was evaluated by a DPPH free radical scavenging assay.
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Acknowledgments
This research was supported by a Marie Curie Research Training Grant of the European Community programme “Quality of life and management of living resources” contract No QLK5-CT-2001-50974, a grant of Ministero dell’Università e della Ricerca Scientifica (Progetti di Rilevante Interesse Nazionale 2002 – UO G. Marino) and by CNR-Roma. “Servizio di Spettrometria di Massa del CNR-Napoli and Servizio NMR, ICB-CNR” provided the MS and NMR spectra, respectively. The technical assistance of Ms. M. Bianco, Mr. C. Iodice, Mr. V. Mirra, and Dr. R. Varlese is gratefully acknowledged.
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Mitova, M., Tutino, M.L., Infusini, G. et al. Exocellular Peptides from Antarctic PsychrophilePseudoalteromonas Haloplanktis. Mar Biotechnol 7, 523–531 (2005). https://doi.org/10.1007/s10126-004-5098-2
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DOI: https://doi.org/10.1007/s10126-004-5098-2