title: Synthesis and biological evaluation of new fragments from kirromycin antibiotic.
abstract: New N-acyl derivatives of 1-N-desmethyl goldinamine were obtained from degradation of kirromycin. Periodate-oxidation of these derivatives provided new aldehydic fragments that were further elaborated. Both N-phenyl ureido and N-phthalimido derivatives of 1-N-desmethyl goldinamine are able to inhibit bacterial protein synthesis in cell-free assay and are active against whole microorganisms, although with lower potency than kirromycin. The derivatives from the aldehydic fragments are totally inactive.
authors.affiliation: Lepetit Research Center, Gerenzano (VA), Italy.
authors.forename: P
authors.initials: P
authors.lastname: Tavecchia
authors.forename: A
authors.initials: A
authors.lastname: Marazzi
authors.forename: C
authors.initials: C
authors.lastname: Dallanoce
authors.forename: A
authors.initials: A
authors.lastname: Trani
authors.forename: I
authors.initials: I
authors.lastname: Ciciliato
authors.forename: P
authors.initials: P
authors.lastname: Ferrari
authors.forename: E
authors.initials: E
authors.lastname: Selva
authors.forename: R
authors.initials: R
authors.lastname: Ciabatti
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D001426:Bacterial Proteins / Q000096:biosynthesis; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010671:Phenylurea Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D010797:Phthalimides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011728:Pyridones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C104492:1-N-desmethyl-25-N-phenylureidogoldinamine; C104493:1-N-desmethyl-25-N-phthaloylgoldinamine; D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D010671:Phenylurea Compounds; D010797:Phthalimides; D011728:Pyridones; C008536:mocimycin