Falcão Emerson Peter da S, de Melo Sebastião J, Srivastava Rajendra M, Catanho Maria Tereza Jansen de A, Do Nascimento Silene Carneiro
Departamento de Antibióticos, Universidade Federal de Pernambuco, 50.670-901 Recife, PE, Brazil.
Eur J Med Chem. 2006 Feb;41(2):276-82. doi: 10.1016/j.ejmech.2005.09.009. Epub 2006 Jan 18.
Six new 4-amino-5-cyano-2,6-diarylpyrimidines 5a-h has been synthesized in a facile manner by reacting the appropriate arylamidines 4a-d with bisnitriles 3a-e. Reduction of the nitro group of 5a-e using Pd in ethyl acetate furnished 6a-e in good yields. Reaction of 6a-e individually with phthalic anhydride yielded 7a-e in good to excellent yields. The newly synthesized heterocycles were characterized by IR, (1)H-NMR and mass spectral data. Compounds 5f-h and 7a-e were also evaluated against inflammation. Pyrimidines 5g, h exhibited better antiinflammatory activity when compared with acetylsalicylic acid (ASA). Phthalimide derivatives 7a-e also presented antiinflammatory activity, and three of them, viz., 7a-c have been found to be twice more active than aspirin. Cytotoxical evaluations of compounds 7a-e using neoplastic cells (NCI-H(292) and Hep-2) presented 41% of growth inhibition of neoplastic cells NCI-H(292).
