Research Article

Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives

Volume: 12 Number: 2 May 1, 2025
EN

Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives

Abstract

In this study, some 1,3,4-thiadiazine derivatives were synthesized by condensation of appropriate acetophenone derivatives and thiosemicarbazides because of their wide range of biological applications. Structures of synthesized compounds characterized by 1H NMR and FTIR techniques and evaluated as potential antibacterial or antioxidant agents. The activities of the compounds against Staphylococcus aureus (S. aureus), Bacillus cereus (B. cereus), Escherichia coli (E. coli), and Salmonella typhimurium (S. typhimurium) were evaluated by the Kirby-Bauer disk diffusion method. From the results, it is clear that the compounds (4) and (5) have stronger activity against Gram-positive bacteria but show no inhibition against Gram-negative bacteria. In addition, the DPPH radical scavenging activity of the compounds was determined by microplate assay with various concentrations of the test compounds. Among the synthesized compounds, (4), (5) and (2) showed the highest interactions. The result showed that the DPPH scavenging activity of compounds also appeared to depend on an increase in concentration. The findings of this work have significance in view of the possibility to design new 1, 3, 4-thiadiazine derivatives with improved potency and activity.

Keywords

Supporting Institution

Necmettin Erbakan University.

Thanks

The authors would like to acknowledge the support of Necmettin Erbakan University.

References

  1. [1] M. Dinarvand and M. Spain, ‘‘Identification of bioactive compounds from marine natural products and exploration of structure-activity relationships (sar),’’ Antibiotics, vol. 10, no. 3, p. 337, 2021.
  2. [2] E. Bentivegna, M. Luciani, L. Arcari, I. Santino, M. Simmaco, and P. Martelletti, ‘‘Reduction of multidrug-resistant (mdr) bacterial infections during the covid-19 pandemic: a retrospective study,’’ International journal of environmental research and public health, vol. 18, no. 3, p. 1003, 2021.
  3. [3] T. M. Terreni, Marco and M. Pregnolato, ‘‘New antibiotics for multidrug-resistant bacterial strains: latest research developments and future perspectives,’’ Molecules, vol. 26, no. 9, p. 2671, 2021.
  4. [4] P. C. Jilloju, L. Persoons, S. K. Kurapati, D. Schols, S. De Jonghe, D. Daelemans, and R. R. Vedula, ‘‘Discovery of (±)-3-(1 h-pyrazol-1-yl)-6, 7-dihydro-5 h-[1, 2, 4] triazolo [3, 4-b][1, 3, 4] thiadiazine derivatives with promising in vitro anticoronavirus and antitumoral activity,’’ Molecular Diversity, vol. 26, no. 3, pp. 1357–1371, 2022.
  5. [5] S. Chhabra and K. Shah, ‘‘The novel scaffold 1, 2, 4-benzothiadiazine-1, 1-dioxide: a review,’’ Medicinal Chemistry Research, vol. 30, pp. 15–30, 2021.
  6. [6] C. Kamoutsis, M. Fesatidou, A. Petrou, A. Geronikaki, V. Poroikov, M. Ivanov, M. Soković, A. Ćirić, A. Carazo, and P. Mladěnka, ‘‘Triazolo based-thiadiazole derivatives. synthesis, biological evaluation and molecular docking studies,’’ Antibiotics, vol. 10, no. 7, p. 804, 2021.
  7. [7] F. Hassanzadeh, E. Jafari, F. Shojaei, and H. Sadeghi-Aliabadi, ‘‘Synthesis and cytotoxic activity evaluation of some new 1, 3, 4-oxadiazole, 1, 3, 4-thiadiazole and 1, 2, 4-triazole derivatives attached to phthalimide,’’ Research in Pharmaceutical Sciences, vol. 16, no. 6, pp. 634–642, 2021.
  8. [8] A. M. A. Ouf, H. A. Allam, M. Kamel, F. A. Ragab, and S. A. Abdel-Aziz, ‘‘Design, synthesis, cytotoxic and enzyme inhibitory activities of 1, 3, 4-oxadiazole and 1, 3, 4-thiadiazine hybrids against non-small cell lung cancer,’’ Results in Chemistry, vol. 4, p. 100373, 2022.

Details

Primary Language

English

Subjects

Engineering Practice

Journal Section

Research Article

Publication Date

May 1, 2025

Submission Date

July 22, 2024

Acceptance Date

November 25, 2024

Published in Issue

Year 2025 Volume: 12 Number: 2

APA
Kaymakçı Buldu, Ş., Kocabaş, E., Algan, D. T., Sarıgüney, A. B., Erci, F., & Acoskun42@gmail.com, A. (2025). Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives. El-Cezeri, 12(2), 121-126. https://doi.org/10.31202/ecjse.1433362
AMA
1.Kaymakçı Buldu Ş, Kocabaş E, Algan DT, Sarıgüney AB, Erci F, Acoskun42@gmail.com A. Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives. El-Cezeri Journal of Science and Engineering. 2025;12(2):121-126. doi:10.31202/ecjse.1433362
Chicago
Kaymakçı Buldu, Şerife, Erdal Kocabaş, Deniz Tuğçe Algan, Ahmet Burak Sarıgüney, Fatih Erci, and Acoskun42@gmail.com Acoskun42@gmail.com. 2025. “Synthesis and Biological Activities of Some 1, 3, 4-Thiadiazine Derivatives”. El-Cezeri 12 (2): 121-26. https://doi.org/10.31202/ecjse.1433362.
EndNote
Kaymakçı Buldu Ş, Kocabaş E, Algan DT, Sarıgüney AB, Erci F, Acoskun42@gmail.com A (May 1, 2025) Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives. El-Cezeri 12 2 121–126.
IEEE
[1]Ş. Kaymakçı Buldu, E. Kocabaş, D. T. Algan, A. B. Sarıgüney, F. Erci, and A. Acoskun42@gmail.com, “Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives”, El-Cezeri Journal of Science and Engineering, vol. 12, no. 2, pp. 121–126, May 2025, doi: 10.31202/ecjse.1433362.
ISNAD
Kaymakçı Buldu, Şerife - Kocabaş, Erdal - Algan, Deniz Tuğçe - Sarıgüney, Ahmet Burak - Erci, Fatih - Acoskun42@gmail.com, Acoskun42@gmail.com. “Synthesis and Biological Activities of Some 1, 3, 4-Thiadiazine Derivatives”. El-Cezeri 12/2 (May 1, 2025): 121-126. https://doi.org/10.31202/ecjse.1433362.
JAMA
1.Kaymakçı Buldu Ş, Kocabaş E, Algan DT, Sarıgüney AB, Erci F, Acoskun42@gmail.com A. Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives. El-Cezeri Journal of Science and Engineering. 2025;12:121–126.
MLA
Kaymakçı Buldu, Şerife, et al. “Synthesis and Biological Activities of Some 1, 3, 4-Thiadiazine Derivatives”. El-Cezeri, vol. 12, no. 2, May 2025, pp. 121-6, doi:10.31202/ecjse.1433362.
Vancouver
1.Şerife Kaymakçı Buldu, Erdal Kocabaş, Deniz Tuğçe Algan, Ahmet Burak Sarıgüney, Fatih Erci, Acoskun42@gmail.com Acoskun42@gmail.com. Synthesis and biological activities of some 1, 3, 4-thiadiazine derivatives. El-Cezeri Journal of Science and Engineering. 2025 May 1;12(2):121-6. doi:10.31202/ecjse.1433362
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