Research ArticleOpen AccessGoogle Scholar indexed
Synthesis and <i>in vitro</i> antibacterial evaluation of some thiosemicarbazides and thiosemicarbazones
Faculty of Pharmacy, Islamic Azad University of Pharmaceutical Sciences, Tehran, Iran
Agricultural, Medical and Industrial Research School, Nuclear Science and Technology Research Institute (AMIRS-NSTRI), Karaj, Iran
Agricultural, Medical and Industrial Research School, Nuclear Science and Technology Research Institute (AMIRS-NSTRI), Karaj, Iran
Agricultural, Medical and Industrial Research School, Nuclear Science and Technology Research Institute (AMIRS-NSTRI), Karaj, Iran
- 1 Faculty of Pharmacy, Islamic Azad University of Pharmaceutical Sciences, Tehran, Iran
- 2 Agricultural, Medical and Industrial Research School, Nuclear Science and Technology Research Institute (AMIRS-NSTRI), Karaj, Iran
- 3 Agricultural, Medical and Industrial Research School, Nuclear Science and Technology Research Institute (AMIRS-NSTRI), Karaj, Iran
- 4 Agricultural, Medical and Industrial Research School, Nuclear Science and Technology Research Institute (AMIRS-NSTRI), Karaj, Iran
Journal of Biomedical Science and Engineering·Volume 05 (2012)·Pages 39–42·Published 28 February 2012·DOI10.4236/jbise.2012.52006
Copy link · social · email
Abstract
In the present study various thiosemicarbazides and thiosemicarbazones were synthesized and screened for their antimicrobial activity. Among the ligands tested, compounds 1, 3, 4 and 5 demonstrated inhibitory effects at 0.4 - 0.5 μM concentrations against E. coli while 1-(4-fluorobenzoyl)-N4-ethyl-thiosemicar-bazide (3) demonstrated the maximum inhibitory effective compound against E. coli , also possessing high water solubility. Instead, compound 3 demonstrated weak antibiotic effects against S. aurous while compounds 4 - 6 demonstrated significant antibacterial effects at 0.4 - 0.42 μM against the latter organism. Chloramphenicol was used as the positive control.
KeywordsSynthesisAntibacterialThiosemicarbazidesThiosemi-carbazones
- Barchiesi, F., Arzeni, D., Fothergill, A.W., Di Francesco, L.F., Caselli, F., Rinaldi, M.G. and Scalise, G. (1999) In vitro activities of the new antifungal triazole SCH 56592 against common and emerging yeast pathogens. Antimicrob Agents Chemother, 44, 226-229. doi:10.1128/AAC.44.1.226-229.2000
- Shafiee, A., Jalilian, A.R. and Tabatabaiee-Yazdi, M. (1998) Synthesses, antibacterial and antifungal activities of substituted-thiazolo-1,3,4-thiadiazoles, oxadiazoles and 1, 2,4-triazoles. Iranian Journal of Chemistry & Chemical Engineering, 17, 14-20.
- Jalilian, A.R., Sattari, S., Bineshmarvasti, M., Shafiee, A. and Daneshtalab M. (2000) Synthesis and in vitro antifungal and cytotoxicity evaluation of thiazolo-4H-1,2,4-triazoles and 1,2,3-thiadiazolo-4H-1,2,4-triazoles. Arch Pharm (Weinheim), 333, 347-354. doi:10.1002/1521-4184(200010)333:10 3.0.CO;2-6
- Jalilian, A.R., Sattari, S., Bineshmarvasti, M. and Daneshtalab, M. (2003) A shafiee, synthesis and in vitro antifungal and cytotoxicity evaluation of substituted 4,5-dihydronaphtho[1,2-d][1,2,3]thia(or selena)diazoles. Il Farmaco, 58, 63-68.
- Shafiee, A.R. and Jalilian, B. (2000) Rezaei, selenium heterocycles XLIV. Syntheses of 8,9-dihydro-1,2,3-thiadiazolo[4,5-a]-4,7-dihydronaphthalene and 1,2,3-selena- diazolo[4,5-a]-4,7-dimethoxynaphthalene. Journal of Heterocyclic Chemistry, 37, 1325-1327. doi:10.1002/jhet.5570370551
- Varvaresou, T., Siatra-Papastaikoudi, A., Tsotinis, D., Tsantili-Kakoulidou, A. and Amvakides, V.A. (1998) Synthesis, lipophilicity and biological evaluation of indole-containing derivatives of 1,3,4-thiadiazole and 1,2, 4-triazole. Farmaco, 53, 320-326.
- Bineshmarvasti, M., Sharifzadeh, M., Jalilian, A.R., Soltaninejad, K. and Shafiee, A. (2003) Syntheses and anticonvulsant activity of N4-substituted triazolylthiazoles. Daru, 11, 74-78.
- Boon, W.R. (1945) The action of thionyl chloride on 2: 4-dimethylthiazole-5-carboxylic acid. Journal of the Chemical Society, 162, 601-603. doi:10.1039/jr9450000601
- Kane, J.M., Staeger, M.A., Dalton, C.R., Miller, F.P., Dudley, M.W., Ogden, A.M., Kehne, J.H., Ketteler, H.J., McCloskey, T.C. and Senyah, Y. (1994) 5-Aryl-3-(alkylthio)-4H-1,2,4-triazoles as selective antagonists of stry-chnine-induced convulsions and potential antispastic agents. Journal of Medicinal Chemistry, 37, 125-132. doi:10.1021/jm00027a015
- Gingras, B.A., Suprunchuk, T. and Bayley, C.H. (1962) The preparation of some thiosemicarbazones and their copper complexes, Part III. Canadian Journal of Chemistry, 40, 1053-1057. doi:10.1139/v62-161