SYNTHESIS AND CHARACTERIZATION OF SOME NOVEL HETERONUCLEAR BIS-THIAZOLIDINONE DERIVATIVES AND EVALUATION OF ITS ANTIMICROBIAL AND IN VITRO CYTOTOXIC PROPERTY

Authors

  • Sabikun Naher Department of Chemistry, BUET, Dhaka 1000, Bangladesh
  • Dr. Md. Abdur Rashid Department of Chemistry, BUET, Dhaka 1000, Bangladesh

DOI:

https://doi.org/10.53808/KUS.2022.ICSTEM4IR.0010-se

Keywords:

Thiosemicarbazone, 1,3-Thiazoldinone, antimicrobial & antifungal activity, cytotoxic activity.

Abstract

A series of novel bis-thiazolidinone derivatives 3(a-j) have been synthesized by the cyclization of thiosemicarbazones 2(a-j) with chloroacetic acid and sodium acetate. The integrated heterocyclic compounds were featured by chemical and spectroscopic methods such as IR, 1H NMR and 13C NMR. All the synthesized compounds have been screened for their antimicrobial activity against Gram-positive and Gram-negative bacteria such as Staphylococcus Aureus, Bacillus licheniformis, Klebsiella pneumoniae, Esherichia coli and antifungal activity against Aspergillus niger and in vitro cytotoxic activity against human cancer cell line (HeLa cell) and Vero cell line, using MTT assays but showed no activity.

Downloads

Download data is not yet available.

References

Chavan, R. S., More, H. N., & Bhosale, A. V. (2010). Synthesis and evaluation of analgesic and anti-inflammatory activities of a novel series of 3-(4, 5-dihydropyrazolyl)-indoles. International Journal of pharmaceutical and biomedical research, 1(4), 135-143.

Ismail, M. M., Kamel, M. M., Mohamed, L. W., & Faggal, S. I. (2012). Synthesis of new indole derivatives structurally related to donepezil and their biological evaluation as acetylcholinesterase inhibitors. Molecules, 17(5), 4811-4823. https://doi.org/10.3390/molecules17054811.

Zhao, L., Cao, D., Chen, T., Wang, Y., Miao, Z., Xu, Y., ... & Shen, J. (2013). Fragment-based drug discovery of 2-thiazolidinones as inhibitors of the histone reader BRD4 bromodomain. Journal of medicinal chemistry, 56(10), 3833-3851.

Zayda, M. G., Abdel-Rahman, A. A. H., & El-Essawy, F. A. (2020). Synthesis and antibacterial activities of different five-membered heterocyclic rings incorporated with pyridothienopyrimidine. ACS omega, 5(11), 6163-6168. https://doi.org/10.1021/acsomega.0c00188.

Nitsche, C., Schreier, V. N., Behnam, M. A., Kumar, A., Bartenschlager, R., & Klein, C. D. (2013). Thiazolidinone–peptide hybrids as dengue virus protease inhibitors with antiviral activity in cell culture. Journal of Medicinal Chemistry, 56(21), 8389-8403. https://doi.org/10.1021/jm400828u

Parekh, H. H., Parikh, K. A., & Parikh, A. R. (2004). Synthesis of some 4-thiazolidinone derivatives as antitubercular agents. Journal of Sciences, Islamic Republic of Iran, 15(2), 143-148.

Gowda, D. C., & PRAKASHA, K. (2011). Synthesis of 5 arylidine-2, 3, 4, trimethoxyphenyl) 3 (4-phenylthiazol-2-yl) thiazolidinone derivatives as a novel class of antimicrobial agents. International Journal of Chemistry Research, 2(3), 10-14.

Rao, V. K., Rao, M. S., Jain, N., Panwar, J., & Kumar, A. (2011). Silver triflate catalyzed synthesis of 3-aminoalkylated indoles and evaluation of their antibacterial activities. Organic and medicinal chemistry letters, 1(1), 1-7. https://doi.org/10.1186/2191-2858-1-10.

Sameeh, M. Y., Khowdiary, M. M., Nassar, H. S., Abdelall, M. M., Alderhami, S. A., & Elhenawy, A. A. (2021). Discovery Potent of Thiazolidinedione Derivatives as Antioxidant, α-Amylase Inhibitor, and Antidiabetic Agent. Biomedicines, 10(1), 24. https://doi.org/10.3390/biomedicines10010024.

Shinde, R., Masand, V., & Patil, M. (2020). Synthesis of Antimicrobial and Anti-inflammatory Active Triazine Thiazolidinone Derivatives. In Proceedings of International Conference on Drug Discovery (ICDD).

Srivastava, S. K., Srivastava, S., & Srivastava, S. D. (2002). Synthesis of 5-arylidene-2-aryl-3-(1, 2, 4-triazoloacetamidyl)-1, 3-thiadiazol-4-ones as antibacterial, antifungal, analgesic and diuretic agents. Ind. J. Chem., 1937–1945.

Zarghi, A., Tahghighi, A., Soleimani, Z., Daraie, B., Dadrass, O. G., & Hedayati, M. (2008). Design and synthesis of some 5-substituted-2-(4-(azido or methylsulfonyl) phenyl)-1H-indole derivatives as selective cyclooxygenase (COX-2) inhibitors. Scientia Pharmaceutica, 76(3), 361-376. https://doi.org/ 10.3797/scipharm.0805-20.

Zhao, L., Cao, D., Chen, T., Wang, Y., Miao, Z., Xu, Y., ... & Shen, J. (2013). Fragment-based drug discovery of 2-thiazolidinones as inhibitors of the histone reader BRD4 bromodomain. Journal of medicinal chemistry, 56(10), 3833-3851. https://doi.org/10.1021/jm301793a.

Downloads

Published

17-11-2022

How to Cite

[1]
S. . Naher and D. M. A. . Rashid, “SYNTHESIS AND CHARACTERIZATION OF SOME NOVEL HETERONUCLEAR BIS-THIAZOLIDINONE DERIVATIVES AND EVALUATION OF ITS ANTIMICROBIAL AND IN VITRO CYTOTOXIC PROPERTY”, Khulna Univ. Stud., pp. 652–663, Nov. 2022.