Synthesis of 2,3-diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines

Abstract

Uma série de derivados 2,3-diino-1,4-naftoquinona foi sintetizada a partir do 2,3-dibromo-1,4-naftoquinona e diversos alquinos terminais funcionalizados usando a reação de acoplamento de Sonogashira catalisada por paládio. Os compostos foram submetidos à avaliação do potencial citotõxico em três linhagens de células tumorais, OVCAR-8 (ovário), PC-3M (prõstata) e NCI-H358M (pulmão), apresentando, no geral, resultados satisfatõrios para inibição do crescimento celular. A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo-1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth. ©2013 Sociedade Brasileira de Química.