Synthesis and biological evaluation of conformationally flexible as well as restricted dimers of monastrol and related dihydropyrimidones

A series of conformationally flexible and restricted dimers of monastrol as well as related dihydropyrimidones have been synthesized by employing one-pot Biginelli multicomponent reaction. These dimers have been evaluated for cytotoxic potency against selected human cancer cell lines and some of the compounds have exhibited more cytotoxic potency than the parent monastrol. Further, the DNA binding ability by thermal denaturation studies and antimicrobial activities of these compounds are also discussed.

Conformationally flexible, restricted dimers of monastrol and related dihydropyrimidones were synthesized by Biginelli protocol. Some of the dimers on evaluation for anticancer, antimicrobial properties and DNA binding ability provided promising results.Figure optionsDownload as PowerPoint slideHighlights
► Twenty dimers of monastrol and related dihydropyrimidones synthesized.
► Simple and efficient multicomponent Biginelli protocol utilized.
► Five dimers exhibited higher cytotoxic potency than monastrol.
► Increase in DNA helix melting temperature observed with few dimers.