European Journal of Chemistry 2012, 3(1), 106-111 | doi: https://doi.org/10.5155/eurjchem.3.1.106-111.489 | Get rights and content






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Synthesis, spectral characterization and biological evaluation of 4H-1,4-benzothiazines, their sulfones and ribofuranosides


Naveen Gautam (1) , Neha Ajmera (2,*) , Shikha Gupta (3) , Dinesh Chand Gautam (4)

(1) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(2) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(3) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(4) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(*) Corresponding Author

Received: 16 Jul 2011 | Revised: 03 Sep 2011 | Accepted: 23 Sep 2011 | Published: 31 Mar 2012 | Issue Date: March 2012

Abstract


Synthesis of heterocyclic compounds like benzothiazines has attracted attention in recent years due to their biological and industrial value. This article reflects up-to-date and comprehensive coverage of biochemical aspects of benzothiazines, their sulfones and ribofuranosides. The nitrogen and sulfur containing heterocycles were prepared by condensation followed by oxidative cyclization of 2-aminobenzenethiol with β-diketones/β-ketoesters in dimethylsulfoxide. These compounds were then used as base to prepare ribofuranosides by treating them with sugar (β-D-ribofuranose-1-acetate-2,3,5-tribenzoate). On refluxing with hydrogen peroxide in glacial acetic acid, these substituted dimethyl 4H-1,4-benzothiazines yielded 4H-1,4-benzothiazine-1,1-dioxides. Antioxidant and antimicrobial activity of these compounds were carried out and structure evaluation was done by spectral and elemental analysis.

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Keywords


Sulfones; Heterocycles; Ribofuranosides; Antioxidant activity; Antimicrobial activity; 4H-1,4-benzothiazines

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DOI: 10.5155/eurjchem.3.1.106-111.489

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Funding information


University Grants Commission (Research Award Scheme) and Council of Scientific and Industrial Research, New Delhi

Citations

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How to cite


Gautam, N.; Ajmera, N.; Gupta, S.; Gautam, D. Eur. J. Chem. 2012, 3(1), 106-111. doi:10.5155/eurjchem.3.1.106-111.489
Gautam, N.; Ajmera, N.; Gupta, S.; Gautam, D. Synthesis, spectral characterization and biological evaluation of 4H-1,4-benzothiazines, their sulfones and ribofuranosides. Eur. J. Chem. 2012, 3(1), 106-111. doi:10.5155/eurjchem.3.1.106-111.489
Gautam, N., Ajmera, N., Gupta, S., & Gautam, D. (2012). Synthesis, spectral characterization and biological evaluation of 4H-1,4-benzothiazines, their sulfones and ribofuranosides. European Journal of Chemistry, 3(1), 106-111. doi:10.5155/eurjchem.3.1.106-111.489
Gautam, Naveen, Neha Ajmera, Shikha Gupta, & Dinesh Chand Gautam. "Synthesis, spectral characterization and biological evaluation of 4H-1,4-benzothiazines, their sulfones and ribofuranosides." European Journal of Chemistry [Online], 3.1 (2012): 106-111. Web. 4 Jul. 2020
Gautam, Naveen, Ajmera, Neha, Gupta, Shikha, AND Gautam, Dinesh. "Synthesis, spectral characterization and biological evaluation of 4H-1,4-benzothiazines, their sulfones and ribofuranosides" European Journal of Chemistry [Online], Volume 3 Number 1 (31 March 2012)

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DOI Link: https://doi.org/10.5155/eurjchem.3.1.106-111.489

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