Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides

Zafer Şahin; Sevde Nur Biltekin; Leyla Yurttaş; Şeref Demirayak

Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides

Abstract

Background and Aims: Sulfonamide drugs are a very old and noted group of small molecules, and are still one of the most important antimicrobial compounds. In this study, starting from sulfonamide drugs, new original compounds containing frequent and functional rings such as thiazole and pyridine were synthesized and their antimicrobial effects were evaluated. Methods: Eighteen new compounds were synthesized by converting the 4-amino group of the sulfonamides to thiourea, and continued by thiazole ring closure. Characterization of the compounds was carried out by FT-IR, 1H-NMR and 13C-NMR and HRMS. MIC values were obtained in antimicrobial activity studies, which were carried out by Broth Microdilution method. Results: Compounds 3p-r had an effect of 32 μg/ml against B. spizizenii. In addition, compounds 3d-f and 3p-r each showed effect against different gram-positive bacteria. Compound 3r had an MIC of 128 μg/mL against gram-negative organisms. The rest of the series did not affect gram-negative bacteria. In the study, chloramphenicol and sulfamethoxazole were used as standards. Conclusion: Sulfanilamide and sulfadiazine derivatives showed higher inhibitory effects compared to the rest of the series. 3d-f and 3p-r showed inhibitor activity against gram-positive bacteria, conversely to the standard drug sulfamethoxazole, which possibly means that the mechanism of action is not same.

Keywords

References

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Details

Primary Language

English

Subjects

Pharmacology and Pharmaceutical Sciences, Health Care Administration

Journal Section

Research Article

Authors

Zafer Şahin ^* This is me
0000-0002-5976-676X
Türkiye

Sevde Nur Biltekin This is me
0000-0003-1896-2729
Türkiye

Leyla Yurttaş This is me
0000-0002-0957-6044
Türkiye

Şeref Demirayak This is me
0000-0002-0841-1299
Türkiye

Publication Date

April 30, 2021

Submission Date

September 30, 2020

Acceptance Date

October 14, 2020

Published in Issue

Year 2021 Volume: 51 Number: 1

IZ

https://izlik.org/JA59DM48KB

Cite

RIS / Bibtex

APA

Şahin, Z., Biltekin, S. N., Yurttaş, L., & Demirayak, Ş. (2021). Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides. İstanbul Journal of Pharmacy, 51(1), 67-72. https://izlik.org/JA59DM48KB

AMA

1.Şahin Z, Biltekin SN, Yurttaş L, Demirayak Ş. Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides. iujp. 2021;51(1):67-72. https://izlik.org/JA59DM48KB

Chicago

Şahin, Zafer, Sevde Nur Biltekin, Leyla Yurttaş, and Şeref Demirayak. 2021. “Synthesis, Characterization and Antibacterial Evaluation of New Pyridyl-Thiazole Hybrids of Sulfonamides”. İstanbul Journal of Pharmacy 51 (1): 67-72. https://izlik.org/JA59DM48KB.

EndNote

Şahin Z, Biltekin SN, Yurttaş L, Demirayak Ş (April 1, 2021) Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides. İstanbul Journal of Pharmacy 51 1 67–72.

IEEE

[1]Z. Şahin, S. N. Biltekin, L. Yurttaş, and Ş. Demirayak, “Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides”, iujp, vol. 51, no. 1, pp. 67–72, Apr. 2021, [Online]. Available: https://izlik.org/JA59DM48KB

ISNAD

Şahin, Zafer - Biltekin, Sevde Nur - Yurttaş, Leyla - Demirayak, Şeref. “Synthesis, Characterization and Antibacterial Evaluation of New Pyridyl-Thiazole Hybrids of Sulfonamides”. İstanbul Journal of Pharmacy 51/1 (April 1, 2021): 67-72. https://izlik.org/JA59DM48KB.

JAMA

1.Şahin Z, Biltekin SN, Yurttaş L, Demirayak Ş. Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides. iujp. 2021;51:67–72.

MLA

Şahin, Zafer, et al. “Synthesis, Characterization and Antibacterial Evaluation of New Pyridyl-Thiazole Hybrids of Sulfonamides”. İstanbul Journal of Pharmacy, vol. 51, no. 1, Apr. 2021, pp. 67-72, https://izlik.org/JA59DM48KB.

Vancouver

1.Zafer Şahin, Sevde Nur Biltekin, Leyla Yurttaş, Şeref Demirayak. Synthesis, characterization and antibacterial evaluation of new pyridyl-thiazole hybrids of sulfonamides. iujp [Internet]. 2021 Apr. 1;51(1):67-72. Available from: https://izlik.org/JA59DM48KB