European Journal of Chemistry

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



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Naveen Gautam
Neha Ajmera
Shikha Gupta
Dinesh Chand Gautam

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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Gautam, N.; Ajmera, N.; Gupta, S.; Gautam, D. C. Synthesis, Spectral Characterization and Biological Evaluation of 4H-1,4-Benzothiazines, Their Sulfones and Ribofuranosides. Eur. J. Chem. 2012, 3, 106-111.

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References

[1]. Gautam, V.; Sharma, M.; Panwar, M.; Gautam, N.; Kumar, A.; Sharma, I. K.; Gautam, D. C. Phosphorus Sulfur 2009, 184(11), 3090-3109.
http://dx.doi.org/10.1080/10426500802704225

[2]. Gupta, S.; Ajmera, N.; Meena, P.; Gautam, N.; Kumar, A.; Gautam, D. C. Jordan J. Chem. 2009, 4(3), 209-221.

[3]. Gupta, V.; Gautam, R. K.; Jain, S. K.; Gupta, R. R. Phosphorus Sulfur 1990, 47(1), 225-228.
http://dx.doi.org/10.1080/10426509008046864

[4]. Clercq, E. D. Nucleos. Nucleot. Nucl. 1985, 4(1), 3-11.
http://dx.doi.org/10.1080/07328318508077826

[5]. Gupta, A.; Saraswat, V.; Mukherji, S. K.; Gupta, R. R. Phosphorus Sulfur 1993, 85(1), 101-106.
http://dx.doi.org/10.1080/10426509308038187

[6]. Kachee, T. L.; Gupta, V.; Gautam, D. C.; Gupta, R. R. Phosphorus Sulfur 2005, 180(10), 2225-2234.
http://dx.doi.org/10.1080/104265090917790

[7]. Gautam, N.; Hans, D.; Gautam, D. C. Oriental J. Chem. 2005, 21(2), 299-302.

[8]. Kumar, N.; Singh, G.; Yadav, A. K. Heteroatom Chem. 2001, 12(1), 52-56.
http://dx.doi.org/10.1002/1098-1071(2001)12:1<52::AID-HC11>3.0.CO;2-0

[9]. Gupta, R. R. Phenothiazines and 1,4-benzothiazines Chemical and Biomedical aspects, Elsevier, Amsterdam, 1988 pp. 160-210.

[10]. Sharma, P. R.; Gupta, V.; Gautam, D. C.; Gupta, R. R. Phosphorus Sulfur 2003, 178(7), 1483-1488.
http://dx.doi.org/10.1080/10426500307883

[11]. Gautam, N.; Sharma, M.; Gautam, V. Asian J. Chem. 2010, 22(7), 5380-5388.

[12]. Cuendet, M.; Hostettmann, K.; Potterat, O.; Dyatmiko, W. Helv. Chim. Acta 1997, 80(4), 1144-1152.
http://dx.doi.org/10.1002/hlca.19970800411

[13]. Re, R.; Pellegrini, N.; Proteggente, A.; Pannala, A.; Yang, M.; Rice-Evans, C. Free Radic. Biol. Med. 1999, 26, 1231-1237.
http://dx.doi.org/10.1016/S0891-5849(98)00315-3

[14]. Gould, J. C.; Browie, J. H. Edinb. Med. J. 1952, 59(4), 178-199.

Supporting Agencies

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