Efficient Synthesis of a New Class of N-Nucleosides of 4H-Thiochromeno[2,3-d]pyrimidine-10-Sulfone as Potential Anticancer and Antibacterial Agents

Abdulrahman G. Alshammari, Abdel-Rhman B. A. El-Gazzar, Hend N. Hafez

Department of Chemistry, Al-Imam Mohammad Ibn Saud Islamic University (IMSIU), Faculty of Science, Riyadh, KSA.
Department of Chemistry, Al-Imam Mohammad Ibn Saud Islamic University (IMSIU), Faculty of Science, Riyadh, KSA Photochemistry Department, Heterocyclic & Nucleosides Unit, National Research Centre, Cairo, Egypt.

DOI: 10.4236/ijoc.2013.33A003                

Abstract

A highly practical and efficient preparation of 6-methy-4H-thiochromene and 7-methyl-thiochromene[2,3-d]pyrimidine derivatives was developed via a multi-component reaction of 3-methyl-thiophenol (1), aldehydes (2), and malononitrile (3). A series of pyrimidine nucleoside, thiochromene[2,3-d]pyrimidine and thiochromene[2,3-d]pyrimidine-10-sulfone was efficiently obtained. These hybrid compounds were evaluated as potential antibacterial and anticancer agents and showed encouraging biological activities. Some of these derivatives showed broad-spectrum antitumour activity against the nine tumour subpanels tested, and demonstrated significant activity in the in vitro antitumour screening expressed by MG-MID log₁₀GI₅₀ value of －4.55, －4.67 and －4.73 of compounds 9a, 9b and 9c, respectively.

Keywords

Thiochromene; Pyrimidine; Antibacterial; Anticancer Agents

Conflicts of Interest

The authors declare no conflicts of interest.

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