A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities

Abstract

The aim of the present work is to efficiently synthesize promising novel antitumor and antimicrobial active heterocyclic compounds from chalcones 1a and 1b as a precursor which contain naphthalene moiety and indole or piperonal moiety, respectively, using conventional, ultrasonic and microwave irradiation techniques. The best yields and purity were afforded with the microwave irradiation technique. Reaction of 1a and 1b with the appropriate reagent gave the corresponding pyrazolines 2a, 2b, pyrimidine-2-thioneses 3a, 3b, oxazepines 4a, 4b, diazepines 5a, 5b, triazolo-pyrimidines 6a, 6b, and pyrimidine-2-thiols 7a, 7b derivatives. Compounds 7a, 7b were used to produce 8a, 8b. Moreover, pyrimidine-2-thione 3a was used to synthesize pyrimidin2-ylthioacetic acid 9a, and 2-hydrazinylpyrido[2,3-d]pyrimidine derivative 10a which has been used as a functionalizing agent to produce compounds 11a-14a. The structural formulas of the synthesized compounds were confirmed by their spectral data; FT-IR, H NMR, C NMR and MS. Compounds 3a, 5a, 7a, 13a showed a very high activity as antitumor, whereas compounds 4a, 6a, and 13a showed high activity as antibacterial and antifungal agents.