Synthesis, Characterization and Solvatochromic Effect of Some Azo Based 2-Thioxopyrimidine-4,-6-dione Analogues and their Antimicrobial Evaluation

J. Sahoo; S. Sahoo; P. Sudhir Kumar

doi:10.14233/ajchem.2015.19136

Issue

Vol. 27 No. 11 (2015): Vol 27 Issue 11

Issue Published : July 16, 2015

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

Synthesis, Characterization and Solvatochromic Effect of Some Azo Based 2-Thioxopyrimidine-4,-6-dione Analogues and their Antimicrobial Evaluation

https://doi.org/10.14233/ajchem.2015.19136

J. Sahoo

Department of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Siksha 'O' Anusandhan University, Bhubaneswar-751 003, India

S. Sahoo

Pharmaceutical Biotechnology Division, University Department of Pharmaceutical Sciences, Utkal University, Bhubaneswar-751 004, India

P. Sudhir Kumar

Department of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Siksha 'O' Anusandhan University, Bhubaneswar-751 003, India

Corresponding Author(s) : J. Sahoo

jjyotisahoo@rediffmail.com

Asian Journal of Chemistry, Vol. 27 No. 11 (2015): Vol 27 Issue 11
Article Published : July 16, 2015

Abstract

Aim of the present study was to synthesize 5-aryl/heteroaryl azo pyrimidine analogues and to explore their antibacterial activity. A series of 5-aryl/heteroaryl azo bearing pyrimidine analogues (4i-4xii) were synthesized. The compounds were characterized by different modern analytical techniques. Solvatochromic behaviours of these compounds were characterized by UV-visible spectrophotometer. Most of the synthesized compounds possess significant biological activity. The antibiogram pattern revealed that compound 4-nitro phenyl azo substituted thiobarbituric acid (4ii) exhibited broad spectrum antimicrobial activity followed by compounds 4-bromo, 3-methyl, phenyl azo substituted (4v) and 2-methoxy phenyl azo substituted thiobarbituric acid (4vii). The compounds 4iv, 4viii and 4ix exhibited moderate inhibition. However, compound 4iii exhibited least zones of inhibition.

Keywords

Antibiogram LC-MS XRD Exothermic Pyrimidine Solvatochromic

Sahoo, J., Sahoo, S., & Sudhir Kumar, P. (2015). Synthesis, Characterization and Solvatochromic Effect of Some Azo Based 2-Thioxopyrimidine-4,-6-dione Analogues and their Antimicrobial Evaluation. Asian Journal of Chemistry, 27(11), 4145–4152. https://doi.org/10.14233/ajchem.2015.19136

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References

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References

A.M. Alafeefy, A.S. El-Azab, M.A. Mohamed, M.A. Bakhat and S.G. Abdel-Hamid, J. Saudi Chem. Soc., 15, 319 (2011); doi:10.1016/j.jscs.2011.07.005.

D.W. Dougherty and J.W. Friedberg, Curr. Hematol. Malig. Rep., 5, 148 (2010); doi:10.1007/s11899-010-0054-x.

L.L. Thomas, W.A. David, R.F. Victoria and S.W. Williams, Foye’s Principles of Medicinal Chemistry, Wolters Kluwer & Wilkins India Pvt. Ltd., New Delhi, edn 7 (2013).

V.V. Dabholkar and T.D. Ravi, J. Serb. Chem. Soc., 75, 1033 (2010); doi:10.2298/JSC090106060D.

K. Mazaahir, T. Rubz and M. Richa, Acta Chim. Slov., 52, 88 (2005).

Y. Kadoma and S. Fujisawa, Polymers, 4, 1025 (2012); doi:10.3390/polym4021025.

K.M. Khan, F. Rahim, A. Khan, M. Shabeer, S. Hussain, W. Rehman, M. Taha, M. Khan, S. Perveen and M.I. Choudhary, Bioorg. Med. Chem., 22, 4119 (2014); doi:10.1016/j.bmc.2014.05.057.

M.B. Deshmukh, S.M. Salunkhe, D.R. Patil and P.V. Anbhule, Eur. J. Med. Chem., 44, 2651 (2009); doi:10.1016/j.ejmech.2008.10.018.

N. Ingarsal, G. Saravanan, P. Amutha and S. Nagarajan, Eur. J. Med. Chem., 42, 517 (2007); doi:10.1016/j.ejmech.2006.09.012.

G. Sava, T. Giraldi and L. Baldini, Cancer Treat. Rep., 66, 179 (1982).

S.F. Thakor, D.M. Patel, M.P. Patel and R.G. Patel, Saudi Pharm. J., 15, 48 (2007).

J. Kirshner, Am. J. Gastroenterol., 93, 862 (1998).

T.A. Farghaly and Z.A. Abdulla, ARKIVOC, 295 (2008).

N. Parmar, S. Teraiya, R. Patel, H. Barad, H. Jajda and V. Thakkar, J. Saudi Chem. Soc., 19, 36 (2012); doi:10.1016/j.jscs.2011.12.014.

D.K. Sahu, G.K. Ghosh and J. Sahoo, Int. J. Adv. Chem. Sci. App., 1, 25 (2013).

J. Sahoo, S.K. Mekap and P.S. Kumar, J. Taibah Univ. Sci., 9, 187 (2015); doi:10.1016/j.jtusci.2014.08.001.

B. Pradhan, S.K. Dash and S. Sahoo, Asian Pac. J. Trop. Biomed., 3, 936 (2013); doi:10.1016/S2221-1691(13)60182-3.

L. Sahu, S. Jena, S.S. Swain, S. Sahoo and P.K. Chand, Front. Life Sci., 7, 197 (2013); doi:10.1080/21553769.2013.879266.

M. Andrews, J. Antimicrob. Chemother., 48(suppl 1), 5 (2001); doi:10.1093/jac/48.suppl_1.5.

S.A. Sadaphal, P.D. Ghogare, S.G. Gupta, B.B. Shingate and M.S. Shingare, Arab J. Chem., 5, 257 (2012); doi:10.1016/j.arabjc.2010.08.018.

C.M. Sharaby, Spectrochim. Acta A, 66, 1271 (2007); doi:10.1016/j.saa.2006.05.030.

V.K. Ahluwalia and R. Aggarwal, Proc. Ind. Nat. Sci. Acad., 62, 369 (1996).

M.A. Momoh, M.U. Adikwu, C.E. Ibezim, K.C. Ofokansi and A.A. Attama, Asian Pac. J. Trop. Biomed., 3, 458 (2010); doi:10.1016/S1995-7645(10)60110-1.

S.M. Riyadh, J. Chil. Chem. Soc., 52, 545 (2005); doi:10.1002/jccs.200500080.

M.S. Yen and I.J. Wang, Dyes Pigments, 62, 173 (2004); doi:10.1016/j.dyepig.2003.11.018.

Issue

Vol. 27 No. 11 (2015): Vol 27 Issue 11

Synthesis, Characterization and Solvatochromic Effect of Some Azo Based 2-Thioxopyrimidine-4,-6-dione Analogues and their Antimicrobial Evaluation

Corresponding Author(s) : J. Sahoo

Abstract

Keywords

Full Article

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