title: Anti-inflammatory activity of diazomethyl ketone and chloromethyl ketone analogs prepared from N-tosyl amino acids.
abstract: A series of diazomethyl ketone and chloromethyl ketone analogs prepared from N-tosyl amino acids was shown to have anti-inflammatory activity in mice at 20 mg/kg and in rats at 10 mg/kg. N-Tosyl-L-alanine and N-tosyl-beta-alanine chloromethyl ketones demonstrated the most potent anti-inflammatory activity. The writhing reflex also was inhibited at 20 mg/kg in mice. In the tail flick test, N-tosyl-D,L-alanine and N-tosyl-D,L-isoleucine chloromethyl ketones demonstrated the highest increase in time. Toxicity studies indicated good therapeutic indexes for most of these agents.
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D000700:Analgesics / Q000138:chemical synthesis; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D051379:Mice; D051381:Rats; D014105:Tosyl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D014108:Tosylphenylalanyl Chloromethyl Ketone / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology
chemical_list: D000596:Amino Acids; D000700:Analgesics; D000893:Anti-Inflammatory Agents; D014105:Tosyl Compounds; D014108:Tosylphenylalanyl Chloromethyl Ketone