Chalcone Ditosylates as Potent Precursor for Synthesis of Some 4,5-Disubstituted Isoxazoles with Antioxidant and Anti-inflammatory Activities

Pragi; Jagdeep Singh Dua; Jitender Singh

doi:10.14233/ajchem.2019.22077

Issue

Vol. 31 No. 8 (2019): Vol 31 Issue 8

Issue Published : June 28, 2019

This work is licensed under a Creative Commons Attribution 4.0 International License.

Chalcone Ditosylates as Potent Precursor for Synthesis of Some 4,5-Disubstituted Isoxazoles with Antioxidant and Anti-inflammatory Activities

https://doi.org/10.14233/ajchem.2019.22077

Pragi

Department of Pharmaceutical Sciences, Indra Kumar Gujral Punjab Technical University, Kapurthala- 144603, India

Jagdeep Singh Dua

Shivalik College of Pharmacy, Nangal-140124, India

Jitender Singh

Lord Shiva College of Pharmacy, Sirsa-125055, India

Corresponding Author(s) : Pragi

arorapragi@gmail.com

Asian Journal of Chemistry, Vol. 31 No. 8 (2019): Vol 31 Issue 8
Article Published : June 28, 2019

Abstract

The present work emphasizes on the synthesis of a series of 4,5-disubstituted isoxazole derivatives of α,β-chalcone ditosylates which were synthesized by the reaction of α,β-chalcone ditosylates with hydroxylamine hydrochloride. Various α,β-chalcone ditosylates were prepared by the reaction of respective chalcones with hydroxyl (tosyloxy)iodobenzene.The synthesized compounds were characterized and subsequently evaluated for anti-inflammatory and antioxidant properties.

Keywords

α,β-Chalcone ditosylates 4,5-Disubstituted isoxazoles hydroxyl(tosyloxy)iodobenzene Microbial activity

Pragi, ., Dua, J. S., & Singh, J. (2019). Chalcone Ditosylates as Potent Precursor for Synthesis of Some 4,5-Disubstituted Isoxazoles with Antioxidant and Anti-inflammatory Activities. Asian Journal of Chemistry, 31(8), 1847–1850. https://doi.org/10.14233/ajchem.2019.22077

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References

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References

A.P. Kozikowski and P.D. Stein, J. Am. Chem. Soc., 104, 4023 (1982); https://doi.org/10.1021/ja00378a049.

D.P. Curran, J. Am. Chem. Soc., 105, 5826 (1983); https://doi.org/10.1021/ja00356a021.

B.H. Kim, Y.J. Chung and E.J. Ryu, Tetrahedron Lett., 34, 8465 (1993); https://doi.org/10.1016/S0040-4039(00)61360-6.

S.H. Andersen, K.K. Sharma and K.B.G. Torssell, Tetrahedron, 39, 2241 (1983); https://doi.org/10.1016/S0040-4020(01)91946-5.

P.G. Baraldi, A. Barco, S. Benetti, S. Manfredini and D. Simoni, Synthesis, 276 (1987); https://doi.org/10.1055/s-1987-27915.

J.W. Bode and E.M. Carreira, Org. Lett., 3, 1587 (2001); https://doi.org/10.1021/ol015885d.

A.P. Kozikowski and M. Adamczyk, Tetrahedron Lett., 23, 3123 (1982); https://doi.org/10.1016/S0040-4039(00)88575-5.

A.P. Kozikowski and Y.Y. Chen, J. Org. Chem., 46, 5248 (1981); https://doi.org/10.1021/jo00338a049.

J.W. Bode and E.M. Carreira, Tetrahedron Lett., 23, 4777 (1982); https://doi.org/10.1016/S0040-4039(00)85711-1.

V. Jager and H. Grund, Angew. Chem. Int. Ed. Engl., 15, 50 (1976); https://doi.org/10.1002/anie.197600501.

S.Y. Lee, B.S. Lee, C.W. Lee and D.Y. Oh, J. Org. Chem., 65, 256 (2000); https://doi.org/10.1021/jo991261y.

G.W. Moersch, E.L. Wittle and W.A. Neuklis, J. Org. Chem., 32, 1387 (1967); https://doi.org/10.1021/jo01280a023.

A. Yashiro, Y. Nishida, K. Kobayashi and M. Ohno, Synlett, 361 (2000); https://doi.org/10.1055/s-2000-6548.

P. Conti, C. Dallanoce, M. De Amici, C. De Micheli and K.-N. Klotz, Bioorg. Med. Chem., 6, 401 (1998); https://doi.org/10.1016/S0968-0896(97)10051-7.

A. Mishra, S.K. Jain and J.G. Asthana, Orient. J. Chem., 14, 151 (1998).

D.H. Ko, M.F. Maponya, M.A. Khalil, E.T. Oriaku and Z. You Lee, J. Med. Chem. Res., 8, 313 (1998).

Y.Y. Kang, K.J. Shin, K.H. Yoo, K.J. Seo, C.Y. Hong, C.S. Lee, S.Y. Park, D.J. Kim and S.W. Park, Bioorg. Med. Chem. Lett., 10, 95 (2000); https://doi.org/10.1016/S0960-894X(99)00646-0.

S. Srivastava, L.K. Bajpai, S. Batra, A.P. Bhaduri, J.P. Maikhuri, G. Gupta and J.D. Dhar,, Bioorg. Med. Chem., 7, 2607 (1999); https://doi.org/10.1016/S0968-0896(99)00188-1.

P.A. Brough, W. Aherne, X. Barril, J. Borgognoni, K. Boxall, J.E. Cansfield, K.-M.J. Cheung, I. Collins, N.G.M. Davies, M.J. Drysdale, B. Dymock, S.A. Eccles, H. Finch, A. Fink, A. Hayes, R. Howes, R.E. Hubbard, K. James, A.M. Jordan, A. Lockie, V. Martins, A. Massey, T.P. Matthews, E. McDonald, C.J. Northfield, L.H. Pearl, C. Prodromou, S. Ray, F.I. Raynaud, S.D. Roughley, S.Y. Sharp, A. Surgenor, D.L. Walmsley, P. Webb, M. Wood, P. Workman and L. Wright, J. Med. Chem., 51, 196 (2008); https://doi.org/10.1021/jm701018h.

A.G. Habeeb, P.N. Praveen Rao and E.E. Knaus, J. Med. Chem., 44, 2921 (2001); https://doi.org/10.1021/jm0101287.

B.M. Kwon, K.H. Son, D.C. Han, S.K. Lee, K.D. Shin, S.B. Jeon and J.H. Oh, US Patent 0131036 (2005).

R. Kamal, D. Sharma, D. Wadhwa and O. Prakash, Synlett., 93 (2012); https://doi.org/10.1055/s-0031-1290109.

L. Rebrovic and G.F. Koser, J. Org. Chem., 49, 2462 (1984); https://doi.org/10.1021/jo00187a032.

Issue

Vol. 31 No. 8 (2019): Vol 31 Issue 8

Chalcone Ditosylates as Potent Precursor for Synthesis of Some 4,5-Disubstituted Isoxazoles with Antioxidant and Anti-inflammatory Activities

Corresponding Author(s) : Pragi

Abstract

Keywords

Full Article

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References

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