title: Protease inhibitors from Microcystis aeruginosa bloom material collected from the Dalton Reservoir, Israel.
abstract: Nine new metabolites, aeruginosins DA495A (1), DA511 (2), DA642A (3), DA642B (4), DA688 (5), DA722 (6), and DA495B (7), microguanidine DA368 (8), and anabaenopeptin DA850 (9), were isolated along with the known micropeptins MZ924, MZ939A, and MZ1019, cyanopeptolins S and SS, microcin SF608, and aeruginazoles DA1497, DA1304, and DA1274 from bloom material of the cyanobacterium Microcystis aeruginosa collected from the Dalton reservoir, Israel, in October 2007. Their structures were elucidated by a combination of various spectroscopic techniques, primarily NMR and MS, while the absolute configurations of the asymmetric centers were determined by Marfey's and chiral-phase HPLC methods. Two of the new aeruginosins, DA511 (1) and DA495A (2), contain a new Choi isomer, (2S,3aS,6S,7aS)-Choi. The structure elucidation and biological activities of the new metabolites are described.
authors.affiliation: Raymond and Beverly Sackler School of Chemistry and Faculty of Exact Sciences, Tel-Aviv University , Ramat Aviv, Tel-Aviv 69978, Israel.
authors.forename: Simi
authors.initials: S
authors.lastname: Adiv
authors.forename: Shmuel
authors.initials: S
authors.lastname: Carmeli
mesh_terms: D002851:Chromatography, High Pressure Liquid; D047630:Depsipeptides; D007557:Israel; D046931:Microcystis / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009842:Oligopeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010455:Peptides / Q000737:chemistry / Q000302:isolation & purification; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification; D011480:Protease Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014361:Trypsin Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D047630:Depsipeptides; D009842:Oligopeptides; D010455:Peptides; D010456:Peptides, Cyclic; D011480:Protease Inhibitors; D014361:Trypsin Inhibitors; C094593:cyanopeptolin S; C470082:microcin SF608