Synthesis and antibacterial activity of 5-adamantan-1-yl-methyl analogues of trimethoprim.
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.
Orzeszko
Barbara
B
Warsaw University of Technology, Faculty of Chemistry, 75 Koszykowa St., 00-662 Warsaw.
Fedoryński
Michał
M
Laudy
Agnieszka Ewa
AE
Starościak
Bohdan Jerzy
BJ
Orzeszko
Andrzej
A
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*
D000900:Anti-Bacterial Agents; D014295:Trimethoprim; D000218:Adamantane