Journal of the Brazilian Chemical Society
versão impressa ISSN 0103-5053
CANTO, Rômulo F. S et al. Synthesis of dihydropyrimidin-2-one/thione library and cytotoxic activity against the human U138-MG and Rat C6 glioma cell lines. J. Braz. Chem. Soc. [online]. 2011, vol.22, n.7, pp. 1379-1388. ISSN 0103-5053. http://dx.doi.org/10.1590/S0103-50532011000700025.
Two series of 4-aryl-3,4-dihydropyrimidin-2(1H)-(thio)ones including monastrol (1a), have been synthesized by an environment-friendly methodology based on the combined use of citric acid or oxalic acid and TEOF (triethylorthoformate). The library was evaluated as inhibitor of cell proliferation on two glioma cell lines (human-U138-MG and Rat-C6). The compounds derived from thiourea 1f and 1d were more cytotoxic than monastrol. The compound derived from urea 2d showed the highest cytotoxic activity among the analyzed compounds.
Palavras-chave : dihydropyrimidin-2(1H)-ones; Biginelli reaction; triethylorthoformate; TEOF; monastrol; cancer; glioma.