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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Synthesis and Antibacterial Evaluation of Thiouracil Derivatives Containing 1,2,4-Triazolo[1,5-a]Pyrimidine

Author(s): Penglei Cui*, Di Zhang, Xiumin Guo, Shujing Ji and Qingmei Jiang

Volume 18, Issue 7, 2021

Published on: 26 August, 2020

Page: [555 - 560] Pages: 6

DOI: 10.2174/1570178617999200826164227

Price: $65

Abstract

A series of new thiouracil compounds containing 1,2,4-triazolo[1,5-a]pyrimidine were designed and synthesized. The in vitro antibacterial activities of the new compounds against Bacillus amyloliquefaciens, Staphylococcus aureus and Bacillus subtilis were tested. The results showed that some of the new compounds had strong inhibitory activities against the tested bacteria. At the concentration of 50 μg/mL, the compound 12d had broad and the highest inhibitory activity with the 100% inhibition against the three tested strains, the same as norfloxacin which was used as the control.

Keywords: Thiouracil, antibacterial activity, triazole, pyrimidine, synthesis, norfloxacin.

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[1]
Arias, C.A.; Murray, B.E. N. Engl. J. Med., 2009, 360(5), 439-443.
[http://dx.doi.org/10.1056/NEJMp0804651] [PMID: 19179312]
[2]
Yong, D.; Toleman, M.A.; Giske, C.G.; Cho, H.S.; Sundman, K.; Lee, K. Antimicrob. Agents Chemother., 2009, 53(12), 5046-5054.
[http://dx.doi.org/10.1128/AAC.00774-09] [PMID: 19770275]
[3]
Nakae, T.; Eisaku, Y.E.; Yoneyama, H.J. Infect. Chemother., 1997, 3(4), 173-183.
[http://dx.doi.org/10.1007/BF02490031]
[4]
Mehrad, B.; Clark, N.M.; Zhanel, G.G. J.P. Chest, 2015, 147(5), 1413-1421.
[http://dx.doi.org/10.1378/chest.14-2171]
[5]
Yang, H.C.; Rosen, B.P. Biomed. J., 2016, 39(1), 5-13.
[http://dx.doi.org/10.1016/j.bj.2015.08.003] [PMID: 27105594]
[6]
Chen, W.; Huang, Y.J.; Gundala, S.R.; Yang, H.; Li, M.; Tai, P.C.; Wang, B. Bioorg. Med. Chem., 2010, 18(4), 1617-1625.
[http://dx.doi.org/10.1016/j.bmc.2009.12.074] [PMID: 20096592]
[7]
Alksne, L.E.; Burgio, P.; Hu, W.; Feld, B.; Singh, M.P.; Tuckman, M.; Petersen, P.J.; Labthavikul, P.; McGlynn, M.; Barbieri, L.; McDonald, L.; Bradford, P.; Dushin, R.G.; Rothstein, D.; Projan, S.J. Antimicrob. Agents Chemother., 2000, 44(6), 1418-1427.
[http://dx.doi.org/10.1128/AAC.44.6.1418-1427.2000] [PMID: 10817687]
[8]
Sugie, Y.; Inagaki, S.; Kato, Y.; Nishida, H.; Pang, C.H.; Saito, T.; Sakemi, S.; Dib-Hajj, F.; Mueller, J.P.; Sutcliffe, J.; Kojima, Y. J. Antibiot. (Tokyo), 2002, 55(1), 25-29.
[http://dx.doi.org/10.7164/antibiotics.55.25] [PMID: 11918061]
[9]
Huang, Y.J.; Wang, H.; Gao, F.B.; Li, M.; Yang, H.; Wang, B.; Tai, P.C. ChemMedChem, 2012, 7(4), 571-577.
[http://dx.doi.org/10.1002/cmdc.201100594] [PMID: 22354575]
[10]
Li, M.; Huang, Y.J.; Tai, P.C.; Wang, B. Biochem. Biophys. Res. Commun., 2008, 368(4), 839-845.
[http://dx.doi.org/10.1016/j.bbrc.2008.01.135] [PMID: 18261984]
[11]
Chaudhary, A.S.; Jin, J.; Chen, W.; Tai, P.C.; Wang, B. Bioorg. Med. Chem., 2015, 23(1), 105-117.
[http://dx.doi.org/10.1016/j.bmc.2014.11.017] [PMID: 25498235]
[12]
Cui, J.; Jin, J.; Chaudhary, A.S.; Hsieh, Y.H.; Zhang, H.; Dai, C.; Damera, K.; Chen, W.; Tai, P.C.; Wang, B. ChemMedChem, 2016, 11(1), 43-56.
[http://dx.doi.org/10.1002/cmdc.201500447] [PMID: 26607404]
[13]
Cui, P.L.; Li, X.L.; Zhu, M.Y.; Wang, B.H.; Liu, J.; Chen, H. Bioorg. Med. Chem., 2017, 27, 2234-2237.
[http://dx.doi.org/10.1016/j.bmcl.2016.11.060]
[14]
Cui, P.; Li, X.; Zhu, M.; Wang, B.; Liu, J.; Chen, H. Eur. J. Med. Chem., 2017, 127, 159-165.
[http://dx.doi.org/10.1016/j.ejmech.2016.12.053] [PMID: 28039774]
[15]
Huang, M.Z.; Cheng, P.; Huang, K.L.; Ren, Y.G.; Lei, M.X.; Ma, Y.G.; Xu, M.C. Youji Huaxue, 2008, 25, 949-953.
[16]
Kumar, K.S.; Singh, S.K.; Pandeya, S.N. Boll. Chim. Farm., 2001, 140(4), 238-242.
[PMID: 11570220]
[17]
Baklykov, A.V.; Rusinov, G.L.; Rusinov, V.L.; Charushin, V.N.; Kopchuk, D.S.; Zyryanov, G.V.; Artem’ev, G.A. Russ. J. Gen. Chem., 2019, 89(1), 151-152.
[http://dx.doi.org/10.1134/S1070363219010274]
[18]
Gilandoust, M.; Harsha, K.B.; Mohan, C.D.; Raquib, A.R.; Rangappa, S.; Pandey, V.; Lobie, P.E. Bioorg. Med. Chem. Lett., 2018, 28(13), 2314-2319.
[http://dx.doi.org/10.1016/j.bmcl.2018.05.020] [PMID: 29789259]
[19]
El-Gendy, M.M.; Shaaban, M.; Shaaban, K.A.; El-Bondkly, A.M.; Laatsch, H. J. Antibiot. (Tokyo), 2008, 61(3), 149-157.
[http://dx.doi.org/10.1038/ja.2008.124] [PMID: 18503193]
[20]
Chen, Q.; Zhu, X.L.; Jiang, L.L. ChemInform, 2008, 39, 595-603.
[21]
Fischer, G. Adv. Heterocycl. Chem., 1993, 57, 81-138.
[http://dx.doi.org/10.1016/S0065-2725(08)60887-9]

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