- One-Pot Synthesis and in Silico Molecular Docking Studies of Arylselanyl Hydrazides as Potential Antituberculosis Agents
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The present study reports a simple two-step method for the synthesis of arylselanyl hydrazide derivatives using hypophosphorous acid and polyethylene glycol (H3PO2/PEG-400) as an alternative reducing system and hydrazine hydrate (NH2NH2?xH2O/50–60 %). This single-vessel procedure was employed with methyl acrylate 2a and methyl bromoacetate 2b using diaryl diselenides to generate the nucleophile species to produce, respectively, 3-(arylselanyl)propane-hydrazides 4a–e and 2-(arylselanyl)acetohydrazides 5a–e with good yields by accelerating the reduction of ?Se?Se? bond, when compared to available methods. The synthesized molecules are structurally similar to the isoniazid (INH). Therefore, we perform in silico molecular docking studies, using the lactoperoxidase enzyme, in order to verify whether the INH Se derivatives could interact in a similar way to INH at the active site of the mammalian enzyme. The in silico results indicated a similar type of interaction of the arylselanyl hydrazide derivatives with that of INH. In view of the similar in silico interaction of the selenium derivatives of INH, the arylselanyl hydrazide derivatives reported here should be tested against Mycobacterium tuberculosis in vitro.
- Borges, Elton L.,Goulart, Helen A.,Nogara, Pablo A.,Perin, Gelson,Rieder, Guilherme S.,Schneider, Paulo H.,da Rocha, Jo?o B. T.
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- An efficient route to vinyl substituted oxadiazoles and triazoles using phenylselanyl derivatives as precursor
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Vinyl substituted oxadiazoles and triazoles were obtained from selenoxide syn-elimination of phenylselanylethyl substituted oxadiazoles and triazoles, which were prepared through hydrazinolysis, acylation, and cyclocondensation reactions of phenylselanyl-
- Wang, Yu-Guang,Huang, Xian,Wu, Yu-Zhou
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p. 7866 - 7873
(2008/02/08)
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