Facile synthesis of dithiatetraaza-macrocycles of potential anti-inflammatory activity.
A facile synthetic approach towards dithiatetraaza-macrocycles 4a and b was achieved through reaction of 2,2'-[alkanediylbis(thio)]bisbenzenamines 1a and b with 1,4-phenylenediisocyanate. However, reaction of 1a and b with a variety of aryl-, alkylisocyanates or isothiocyanates 2a-f afforded the corresponding bisurea and their thio-analogues 3a-l. Anti-inflammatory activity of the prepared compounds (in a dose of 50 mg/kg body weight) using in vivo acute carrageenan-induced paw oedema in rats is studied. Compounds 3e and 4b reveal the best anti-inflammatory properties among all the tested compounds with potency (% oedema inhibition of the tested compounds regarding % oedema inhibition of indomethacin "which was used as a reference standard in a dose of 10 mg/kg body weight") 0.90 and 0.85, respectively.
Girgis
Adel S
AS
Pesticide Chemistry Department, National Research Centre, El-Behoos Street, Dokki, 12622 Cairo, Egypt. girgisas10@yahoo.com
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D001372:Aza Compounds / Q000737:chemistry*; D002351:Carrageenan / Q000633:toxicity; D055808:Drug Discovery; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D005260:Female; D007249:Inflammation / Q000188:drug therapy; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D008297:Male; D051379:Mice; D051381:Rats
D000894:Anti-Inflammatory Agents, Non-Steroidal; D001372:Aza Compounds; D047028:Macrocyclic Compounds; D002351:Carrageenan