title: Novel cyclic lipodepsipeptide from Pseudomonas syringae pv. lachrymans strain 508 and syringopeptin antimicrobial activities.
abstract: The syringopeptins are a group of antimicrobial cyclic lipodepsipeptides produced by several plant-associated pseudomonads. A novel syringopeptin, SP508, was shown to be produced as two homologs (A and B) by Pseudomonas syringae pv. lachrymans strain 508 from apple and to structurally resemble syringopeptin SP22. SP508 differed from SP22 and other syringopeptins by having three instead of four alpha,beta-unsaturated amino acids and a longer beta-hydroxy acyl chain. Both SP508 and SP22 displayed growth-inhibitory activities against Mycobacterium smegmatis, other gram-positive bacteria, and yeasts but not against gram-negative bacteria. Structure-activity analyses of the SP508 and SP22 homologs indicated chemical structural features that lead to enhanced antimycobacterial activity by these pseudomonad cyclic lipodepsipeptides.
authors.affiliation: Dipartimento di Scienze Biochimiche A. Rossi Fanelli, Università La Sapienza di Roma, Italy.
authors.forename: Ingeborg
authors.initials: I
authors.lastname: Grgurina
authors.forename: Mekki
authors.initials: M
authors.lastname: Bensaci
authors.forename: Gabriella
authors.initials: G
authors.lastname: Pocsfalvi
authors.forename: Luisa
authors.initials: L
authors.lastname: Mannina
authors.forename: Oscar
authors.initials: O
authors.lastname: Cruciani
authors.forename: Alberto
authors.initials: A
authors.lastname: Fiore
authors.forename: Vincenzo
authors.initials: V
authors.lastname: Fogliano
authors.forename: Kevin N
authors.initials: KN
authors.lastname: Sorensen
authors.forename: Jon Y
authors.initials: JY
authors.lastname: Takemoto
mesh_terms: D000890:Anti-Infective Agents / Q000494:pharmacology*; D047630:Depsipeptides / Q000494:pharmacology*; D008074:Lipoproteins / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D020102:Mycobacterium smegmatis / Q000187:drug effects*; D010456:Peptides, Cyclic / Q000737:chemistry / Q000235:genetics / Q000494:pharmacology*; D044224:Pseudomonas syringae / Q000737:chemistry*
chemical_list: D000890:Anti-Infective Agents; D047630:Depsipeptides; D008074:Lipoproteins; D010456:Peptides, Cyclic; C402636:syringopeptin 22; C508549:syringopeptin 508