Novel Pyrimidine Associated Thiazolidines: Design, Synthesis, Characterization and Evaluation as Antibacterial Agents

Chandra Sekhara Reddi Maddireddi; Uma Devi Parimi; Sreenivasa Reddy Bhimi Reddy; V.V.V. Satyanarayana Kasapu

doi:10.14233/ajchem.2017.20692

Issue

Vol. 29 No. 9 (2017): Vol 29 Issue 9

Issue Published : July 15, 2017

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

Novel Pyrimidine Associated Thiazolidines: Design, Synthesis, Characterization and Evaluation as Antibacterial Agents

https://doi.org/10.14233/ajchem.2017.20692

Chandra Sekhara Reddi Maddireddi

Department of Chemistry, GITAM Institute of Science, GITAM University, Rushikonda, Visakhapatnam-530 045, India

Uma Devi Parimi

Department of Chemistry, GITAM Institute of Science, GITAM University, Rushikonda, Visakhapatnam-530 045, India

Sreenivasa Reddy Bhimi Reddy

Coastal Chemical Research Society, Visakhapatnam-530 045, India

V.V.V. Satyanarayana Kasapu

Coastal Chemical Research Society, Visakhapatnam-530 045, India

Corresponding Author(s) : Chandra Sekhara Reddi Maddireddi

csreddimelpl@gmail.com

Asian Journal of Chemistry, Vol. 29 No. 9 (2017): Vol 29 Issue 9
Article Published : July 15, 2017

Abstract

Several novel pyrimidine associated thiazolidines (5a-f) have been synthesized by using 6-trifluoromethyl-pyrimidine-4-ol (1) as starting material and by participating (6-trifluoromethylpyrimidine-4-yloxy)acetic acid ethyl ester (2) (6-trifluoromethyl-pyrimidine-4-yloxy)acetic acid hydrazide (3) and (6-trifluoromethyl-pyrimidine-4-yloxy)acetic acid benzylidene-hydrazides (4a-f) as intermediates through substitution, condensation and cyclization. The chemical structures of all the newly synthesized compounds were confirmed by IR, ¹H and ¹³C NMR, mass spectral studies and elemental analysis. Further, the synthesized products were screened for their antibacterial activity and the zone of inhibition was measured.

Keywords

Pyrimidine Thiazolidines Antibacterial activity

Reddi Maddireddi, C. S., Parimi, U. D., Bhimi Reddy, S. R., & Kasapu, V. S. (2017). Novel Pyrimidine Associated Thiazolidines: Design, Synthesis, Characterization and Evaluation as Antibacterial Agents. Asian Journal of Chemistry, 29(9), 1972–1976. https://doi.org/10.14233/ajchem.2017.20692

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References

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References

J.O. Ban, D.H. Kwak, J.H. Oh, E.J. Park, M.C. Cho, H.S. Song, M.J. Song, S.B. Han, D.C. Moon, K.W. Kang and J.T. Hong, Chem. Biol. Interact., 188, 75 (2010); https://doi.org/10.1016/j.cbi.2010.06.001.

F.E. Onen-Bayram, I. Durmaz, D. Scherman, J. Herscovici and R.A. Cetin-Atalay, Bioorg. Med. Chem., 20, 5094 (2012); https://doi.org/10.1016/j.bmc.2012.07.016.

C.D. Barros, A.A. Amato, T.B. Oliveira, K.B.R. Iannini, A.L. Silva, T.G. Silva, E.S. Leite, M.Z. Hernandes, M.C.A. Lima and S.L. Galdino, Bioorg. Med. Chem., 18, 3805 (2010); https://doi.org/10.1016/j.bmc.2010.04.045.

N.C. Desai, K.M. Rajpara and V.V. Joshi, J. Fluor. Chem., 145, 102 (2013); https://doi.org/10.1016/j.jfluchem.2012.10.012.

M. D’Ascenzio, B. Bizzarri, C. De Monte, S. Carradori, A. Bolasco, D. Secci, D. Rivanera, N. Faulhaber, C. Bordon and L. Jones-Brando, Eur. J. Med. Chem., 86, 17 (2014); https://doi.org/10.1016/j.ejmech.2014.08.046.

A.K. Soares e Silva, D. de Oliveira Cipriano Torres, S.W. Santos Rocha, F.O. dos Santos Gomes, B. dos Santos Silva, M.A.M. Donato, C. Raposo, A.C.O. Santos, M.C.A. de Lima, S.L. Galdino, I. da Rocha Pitta, J.R.B. de Souza and C.A. Peixoto, Cardiovasc. Pathol., 22, 81 (2013); https://doi.org/10.1016/j.carpath.2012.05.006.

R.B. Patel, P.S. Desai, K.R. Desai and K.H. Chikhalia, Indian J. Chem., 45B, 773 (2006).

A.E.-G.E. Amr, N.M. Sabry and M.M. Abdulla, Monatsh. Chem., 138, 699 (2007); https://doi.org/10.1007/s00706-007-0651-0.

N. Fujiwara, T. Nakajima, Y. Ueda, H. Fujita and H. Kawakami, Bioorg. Med. Chem., 16, 9804 (2008); https://doi.org/10.1016/j.bmc.2008.09.059.

L. Ballell, R.A. Field, G.A.C. Chung and R.J. Young, Bioorg. Med. Chem. Lett., 17, 1736 (2007); https://doi.org/10.1016/j.bmcl.2006.12.066.

E. Wagner, K. Al-Kadasi, M. Zimecki and W. Sawka-Dobrowolska, Eur. J. Med. Chem., 43, 2498 (2008); https://doi.org/10.1016/j.ejmech.2008.01.035.

L. Cordeu, E. Cubedo, E. Bandrés, A. Rebollo, X. Sáenz, H. Chozas, M. Victoria Domínguez, M. Echeverría, B. Mendivil, C. Sanmartin, J.A. Palop, M. Font and J. García-Foncillas, Bioorg. Med. Chem., 15, 1659 (2007); https://doi.org/10.1016/j.bmc.2006.12.010.

K. Gorlitzer, S. Herbig and R.D. Walter, Pharmazie, 52, 670 (1997).

I.V. Ukrainets, I.A. Tugaibei, N.L. Bereznyakova, V.N. Kravchenko and A.V. Turov, Chem. Hetercycl. Comp., 44, 565 (2008); https://doi.org/10.1007/s10593-008-0076-7.

M. Kurono, M. Hayashi, K. Miura, Y. Isogawa and K. Sawai, Chem. Abstr., 109, 37832t (1988).

W.L. Wu, D.A. Burnett, M. Domalski, W.J. Greenlee, C. Li, R. Bertorelli, S. Fredduzzi, G. Lozza, A. Veltri and A. Reggiani, J. Med. Chem., 50, 5550 (2007); https://doi.org/10.1021/jm070590c.

A.I. Barry, The Antimicrobial Susceptibility Test, Principles and Practices, ELBS, edn 4, pp. 80-93 (1976).

Issue

Vol. 29 No. 9 (2017): Vol 29 Issue 9

Novel Pyrimidine Associated Thiazolidines: Design, Synthesis, Characterization and Evaluation as Antibacterial Agents

Corresponding Author(s) : Chandra Sekhara Reddi Maddireddi

Abstract

Keywords

Full Article

Download Citation

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