title: Synthesis and antibacterial activity of 5-adamantan-1-yl-methyl analogues of trimethoprim.
abstract: A series of new trimethoprim [5-(3,4,5-trimethoxy-benzyl)-pyrimidine-2,4- diamine] analogues were prepared by condensation of adamantane-1-carbaldehyde with 3-methoxypropionitrile, followed by reaction of resulting mixture of 2-adamantan-1-ylmethyl-3-methoxy-acrylonitrile and 3-adamantan-1-yl-2-methoxymethyl-acrylonitrile with guanidine, acetamidine and thiourea, respectively. The activity of compounds obtained and sulfamethoxazole, alone and in combination, against several bacterial strains, as well as fungi was investigated.
authors.affiliation: Warsaw University of Technology, Faculty of Chemistry, 75 Koszykowa St., 00-662 Warsaw.
authors.forename: Barbara
authors.initials: B
authors.lastname: Orzeszko
authors.forename: Michał
authors.initials: M
authors.lastname: Fedoryński
authors.forename: Agnieszka Ewa
authors.initials: AE
authors.lastname: Laudy
authors.forename: Bohdan Jerzy
authors.initials: BJ
authors.lastname: Starościak
authors.forename: Andrzej
authors.initials: A
authors.lastname: Orzeszko
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D014295:Trimethoprim / Q000031:analogs & derivatives*
chemical_list: D000900:Anti-Bacterial Agents; D014295:Trimethoprim; D000218:Adamantane