Medicinal Chemistry

Synthesis of Aryl Tetralone Derivatives by Chalcone Route

Abstract

Chaitramallu M, Dakshayinichandrashekarachar, Devaraju Kesagodu, Rekha ND and Ranjini P

The tetralone analogues of podophyllotoxin were synthesized by the chalcone route. This route attracts the attention because of its simple operating conditions and easy availability of the chemicals. Initially, chalcones were prepared in high yields by Claisen-Schmidt reaction of acetophenones derivatives with 3,4,5-trimethylthoxybenzaldehyde. The cyclopropyl ketones were prepared in good yields by Simmon-Smith reaction of chalcones with diiodomethane with Zn-Cu couple in presence of ether. Tetralones were prepared in good yields by the intramolecular cyclization reaction of cyclopropyl ketones in the presence of p-toluene sulphonic acid and acetic anhydride. The structures of the synthesized compounds were confirmed by IR, 1H NMR and Mass spectral technique. The title compounds were screened for their antimitotic and antimicrobial activities.