Volume 24, Issue 121 (2-2015)                   J Mazandaran Univ Med Sci 2015, 24(121): 48-54 | Back to browse issues page

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Bekhradnia A, Gilannejad B, Qaraje S, Irannejad H. Synthesis of New 2,3-diarylquinoxaline and Quinoxaline Oxide Derivatives as Potential Anticancer and Anti-microbial Agents. J Mazandaran Univ Med Sci 2015; 24 (121) :48-54
URL: http://jmums.mazums.ac.ir/article-1-5118-en.html
Abstract:   (6826 Views)
Background and purpose: Quinoxaline derivatives are standing interest of people who work on anti-cancer drugs. There are many reports about using these agents as DNA cleaving, transglutaminase 2 inhibitor, topoisomerase II inhibitor and tumor antibiotic. Other drugs used in treatment of tuberculosis such as isoniazid, pyrazinamide and rifampin have similar structures to quinoxaline and quinoxaline 1, 4-di-N-oxide derivatives. This study aimed to prepare 2, 3 diaryl quinoxaline and quinoxaline oxide as potential anticancer and antituberculosis compounds. Materials and methods: The first step involved the conversion of benzaldehyde to benzoine in the presence of sodium cyanide. Direct oxidation of related benzoines to 1,2-diketon compounds were performed using nitric acid which then underwent a nucleophilic attack by phenylenediamine that led to quinoxaline derivatives in high yield. Subsequently, anhydride acetic acid and hydrogen peroxide was employed for the oxidation quinoxaline derivatives to desired 1,4- N-oxide quinoxaline. Results: The 2,3-diarylquinoxaline and quinoxaline oxide derivatives were synthesized and their chemical structures were confirmed using1H-NMR and IR spectroscopy. Conclusion: In this study an efficient method was developed for the preparation of novel derivatives of quinoxaline and 1,4- N-oxide quinoxaline as potential anticancer and antituberculosis agents.
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Type of Study: Research(Original) | Subject: Medicinal Chemistry

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