Original Articles

Study of Antibacterial Effect of Novel Thiazole, Imidazole and Tetrahydropyridine Derivatives against Escherichia coli


Background: Escherichia coli is one of the important pathogens in human with global importance. Because of the necessity for identification and the use of novel antibacterial compounds against E. coli, in this present study we focused on the antibacterial effects of synthesized thiazole, imidazole and tetrahydropyridine derivatives on E. coli. Methods: For evaluation of antibacterial effect, the disk diffusion method was applied to measure the growth inhibition zone diameter and broth micro-dilution was performed to determine the minimum inhibitory concentration (MIC). Results: Assessing the antibacterial effect showed that only 6d derivative of thiazole had inhibitory effect on E. coli and the other thiazole, imidazole and tetrahydropyridine derivatives lacked any inhibitory result on this organism. The inhibitory effect of 6d derivative of thiazole was MIC=125 and growth inhibition zone diameter of 16±0.1. Discussion: The antibacterial effect of thiazole, imidazole and tetrahydropyridine derivatives differs from each other and chemical linkages such as oxygen to thiazole ring in 6d derivative, could have reinforced this effect. The next step is determination of the toxicity and therapeutic effects in the laboratory animals.

Jallat C, Darfeuille-Michaud A, Rich C, et al. Survey of clinical isolates of diarrhoeogenic Escherichia coli: diffusely adhering E. coli strains with multiple adhesive factors. Res Microbiol 1994; 145(8): 621–632.

Sahni G, Gopinath P, Jeevanandam P. A novel thermal decomposition approach to synthesize hydroxyapatite–silver nanocomposites and their antibacterial action against GFP-expressing antibiotic resistant E. coli. Colloids Surf B 2013; 103: 441–447.

Bakavoli M, Beyzaei H, Rahimizadeh M, et al. Regioselective synthesis of new 2-(E)-cyano(thiazolidin-2-ylidene)thiazoles. Molecules 2009; 14: 4849‐4857.

Jaishree V, Ramdas N, Sachin J, et al. In-vitro antioxidant properties of new thiazole derivatives. J Saudi Chem Soc 2012; 16(4): 371-376.

Helal MH, Salem MA, El-Gaby MS, et al. Synthesis and biological evaluation of some novel thiazole compounds as potential anti-inflammatory agents. Eur J Med Chem 2013; 65: 517-526.

Venugopla KN, Krishnappa M, Nayak SK, et al. Synthesis and anti-mosquito properties of 2,6-substituted benzo[d]-thiazole and 2,4-substituted benzo[d]-thiazole analogues against Anopheles arabiensis. Eur J Med Chem 2013; 65: 295-303.

Zelisko N, Atamanyuk D, Vasylenko O, et al. Synthesis and anti-trypanosoma activity of new 6,6,7-trisubstituted thiopyrano[2,3-d][1,3] thiazoles. Bioorg Med Chem Lett 2012; 22(23): 7071-7074.

Chimenti F, Bizzarri B, Bolasco A, et al. Synthesis and biological evaluation of novel 2,4-disubstituted-1,3-thiazoles anti-Candida spp. agents. Eur J Med Chem 2011; 46(1): 378-382.

Ghasemi B, Najimi M, Jalaei J. Evaluation of antibacterial effects of benzothiazole derivatives on bacterial food pathogens. Iran J Med Microbiol 2015; 9(1): 35-41.

Brahmayya M, Venkateswararao B, Krishnarao D, et al. Synthesis and fungicidal activity of novel 5-aryl-4-methyl-3yl (imidazolidin-1yl methyl, 2-ylidene nitro imine) isoxazoles. J Pharm Res 2013; 7(6): 516-519.

Robert JM, Sabourin C, Alvarez N, et al. Synthesis and anti-leishmanial activity of new imidazolidin-2-one derivatives. Eur J Med Chem 2003; 38(7-8): 711-718.

Wittine K, Stipković Babić M, Makuc D, et al. Novel 1,2,4-triazole and imidazole derivatives of L-ascorbic and imino-ascorbic acid: Synthesis, anti-HCV and antitumoractivity evaluations. Bioorg Med Chem 2012; 20(11): 3675-3685.

Salhi L, Bouzroura-Aichouche S, Benmalek Y, et al. An efficient conversion of maleimide derivatives to 2-thioxo imidazolidinones. Org Commun 2013; 6(2): 87-94.

Akhaja TN, Raval JP. Design, synthesis, in vitro evaluation of tetrahydropyrimidine– isatin hybrids as potential antibacterial, antifungal and anti-tubercular agents. Chinese Chem Lett 2012; 23(4): 446-449.

Long S, Stefani FR, Biondi S, et al. N-Heteroarylmethyl-5-hydroxy-1,2,5,6-tetrahydropyridine-3-carboxylic acid a novel scaffold for the design of funcompetitive α-glucosidase inhibitors. Bioorg Med Chem 2013; 21(18): 5811 – 5822.

Martin HL, Mounsey RB, Sathe K, et al. A peroxisome proliferator-activated receptor-δ agonist provides neuroprotection in the1-methyl-4-pehnyl-1,2,3,6-tetrahydorpyridine model of Parkinson's disease. Neuroscience 2013; 240: 191-203.

Aridoss G, Amirthaganesan S, Tae Jeong Y. Synthesis, crystal and antibacterial studies of diversely functionalized tetrahydropyridin-4-ol. Bioorg Med Chem Lett 2010; 20(7): 2242–2249.

Beyzaei H, Aryan R, Gomroki M. Synthesis of novel heterocyclic 2-(2-ylidene)malononitrile derivatives. Org Chem Indian J 2015; 11(1): 10-13.

Karegoudar P, Karthikeyan MS, Prasad DJ, et al. Synthesis of some novel 2,4-disubstituted thiazoles as possible antimicrobial agents. Eur J Med Chem 2008; 43(2): 261-267.

Prachayasittikul, S, Pingaew, R, Worachartcheewan, A, et al. A new sulfoxide analog of 1,2,3,6- tetrahyarophenylpyridine and antimicrobial activity. Excli Journal 2010; 9: 102-107.

Jamal abdul Nasser A, Idhayadhulla A, Surendra Kumar R, et al. Synthesis and biological activities of new series of imidazolidin-2,4-dione derivatives. Asian J Chem 2010; 22(8): 5853-5858.

Shahid HA, Jahangir S, Yousuf S, et al. Synthesis, crystal structure, structural characterization and in vitro antimicrobial activities of 1-methyl-4-nitro-1H-imidazole. Arabian J Chem 2014; Doi: 10.1016/j.arabjc.2014.11.001 [In Press].

Bozdağ-Dündar O, Ozgen O, Menteşe A, et al. Synthesis and antimicrobial activity of some new thiazolyl thiazolidine-2,4-dione derivatives. Bioorg Med Chem 2007; 15(18): 6012–6017.

Zaky RR, Yousef TA. Spectral, magnetic, thermal, molecular modelling, ESR studies and antimicrobial activity of (E)-3-(2-(2-hydroxybenzylidene)hydrazinyl)-3-oxo-n(thiazole-2-yl) propanamide complexes. J Mol Struct 2011; 1002(1-3): 76–85.

Brvar M, Perdih A, Oblak M, et al. In silico discovery of 2-amino-4-(2,4-dihydroxyphenyl) thiazoles as novel inhibitors of DNA gyrase B.

Bioorg Med Chem Lett 2010; 20(3): 958–962.

Lv PC, Wang KR, Yang Y, et al. Design, synthesis and biological evaluation of novel thiazole derivatives as potent FabH inhibitors.

Bioorg Med Chem Lett 2009; 19(23): 6750– 6754.

Cheng K, Xue JY, Zhu HL. Design, synthesis and antibacterial activity studies of thiazole derivatives as potent ecKAS III inhibitors.

Bioorg Med Chem Lett 2013; 23(14): 4235– 4238.

Shah NK, Shah NM, Patel MP, et al. Synthesis, characterization and antimicrobial activity of some new biquinoline derivatives containing a

thiazole moiety. Chinese Chem Lett 2012; 23(4): 454–457.

Bondock S, Khalifa W, Fadda AA. Synthesis and antimicrobial evaluation of some new thiazole, thiazolidinone and thiazoline derivatives starting from 1-chloro-3,4-dihydronaphthalene-2- carboxaldehyde. Eur J Med Chem 2007; 42(7): 948-954.

Juspin T, Laget M, Terme T, et al. TDAE-assisted synthesis of new imidazo[2,1-b] thiazole derivatives as anti-infectious agents. Eur J Med Chem 2010; 45(2): 840–845.

Sarojini BK, Krishna BG, Darshanraj CG, et al. Synthesis, characterization, in vitro and molecular docking studies of new 2,5-dichloro thienyl substituted thiazole derivatives for antimicrobial properties. Eur J Med Chem 2010; 45(8): 3490-6.

IssueVol 4 No 5-6 (2015) QRcode
SectionOriginal Articles
Antibacterial Effect Imidazole Thiazole Tetrahydropyridine Escherichia coli.

Rights and permissions
Creative Commons License This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
How to Cite
Ghasemi B, Beyzaei H, Hashemi SH, Majidiani H. Study of Antibacterial Effect of Novel Thiazole, Imidazole and Tetrahydropyridine Derivatives against Escherichia coli. J Med Bacteriol. 2015;4(5-6):7-12.