title: Synthesis of 3-aryl-5-decapentyl-1,2,4-oxadiazoles possessing antiinflammatory and antitumor properties.
abstract: A simple, convenient and straightforward synthesis of 3-aryl-1,2,4-oxadiazoles 4a-f from arylamidoximes 1a-f and palmitic acid 2 is described. Compounds 4a-f are non-lethal in mice at four times the therapeutic dose (i.p., LD50>1 g kg(-1) of the animals' body weight). These heterocycles have been found to possess antiinflammatory property similar to aspirin and ibuprofen. Three compounds, viz., 4a, d, e have also been evaluated for antitumor activity, where 4d exhibited an excellent activity comparable to lapachol.
authors.affiliation: Departamento de Química Fundamental, Centro de Ciencias Exatas e de Natureza, Universidade Federal de Pernambuco, CEP 50740-540 Recife, PE, Brazil.
authors.forename: Natércia M Miranda
authors.initials: NM
authors.lastname: Bezerra
authors.forename: Shalom P
authors.initials: SP
authors.lastname: De Oliveira
authors.forename: Rajendra M
authors.initials: RM
authors.lastname: Srivastava
authors.forename: Joel R
authors.initials: JR
authors.lastname: Da Silva
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002351:Carrageenan; D004195:Disease Models, Animal; D004354:Drug Screening Assays, Antitumor; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D007928:Lethal Dose 50; D051379:Mice; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D013329:Structure-Activity Relationship
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D000970:Antineoplastic Agents; D010069:Oxadiazoles; D002351:Carrageenan