Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening

Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening Publisher

Moghadam ES¹ ; Alsadi AM² ; Talebi M³ ; Amanlou M^{3, 4} ; Shongwe M¹ ; Amini M^{3, 4} ; Abdeljalil R¹

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1. Department of Chemistry, College of Science, Sultan Qaboos University, Al-Khod 123, Muscat, Oman
2. Department of Crop Sciences, College of Agricultural and Marine Sciences, Sultan Qaboos University, Al-Khod 123, Muscat, Oman
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, 1417614411, Iran
4. Drug Design and Development Research Center, Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran

Source: Letters in Drug Design and Discovery Published:2022

Abstract

Background: An enzyme called urease assists highly pathogenic bacteria in colonizing and maintaining themselves. Accordingly, inhibiting urease enzymes has been shown to be a promising strategy for preventing ureolytic bacterial infections. Objective: This study aimed to synthesize and evaluate the bioactivity of a series of semicarbazone derivatives. Methods: A series of piperazine-based semicarbazone derivatives 5a-o were synthesized and isolated, and their structures were elucidated by1H-NMR and13C-NMR spectroscopic techniques besides MS and elemental analysis. The urease inhibition activity of these compounds was evaluated using the standard urease enzyme inhibition kit. An MTT assay was performed on two different cell lines (NIH-3T3 and MCF-7) to investigate the cytotoxicity profile. Results: All semicarbazone 5a-o exhibited higher urease inhibition activity (3.95-6.62 µM) than the reference standards thiourea and hydroxyurea (IC50: 22 and 100 µM, respectively). Derivatives 5m and 5o exhibited the best activity with the IC50 values of 3.95 and 4.05 µM, respectively. Investigating the cytotoxicity profile of the target compound showed that all compounds 5a-o have IC50 values higher than 50 µM for both tested cell lines. Conclusion: The results showed that semicarbazone derivatives could be highly effective as urease inhibitors. © 2022 Bentham Science Publishers.

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Massoud Amanlou (8)

Mohsen Amini (5)

Style	Citing Format
MLA	Moghadam ES, et al.. "Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening." Letters in Drug Design and Discovery, vol. 19, no. 12, 2022, pp. 1111-1120.
APA	Moghadam ES, Alsadi AM, Talebi M, Amanlou M, Shongwe M, Amini M, Abdeljalil R (2022). Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening. Letters in Drug Design and Discovery, 19(12), 1111-1120.
Chicago	Moghadam ES, Alsadi AM, Talebi M, Amanlou M, Shongwe M, Amini M, Abdeljalil R. "Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening." Letters in Drug Design and Discovery 19, no. 12 (2022): 1111-1120.
Harvard	Moghadam ES et al. (2022) 'Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening', Letters in Drug Design and Discovery, 19(12), pp. 1111-1120.
Vancouver	Moghadam ES, Alsadi AM, Talebi M, Amanlou M, Shongwe M, Amini M, et al.. Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening. Letters in Drug Design and Discovery. 2022;19(12):1111-1120.
BibTex	@article{ author = {Moghadam ES and Alsadi AM and Talebi M and Amanlou M and Shongwe M and Amini M and Abdeljalil R}, title = {Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening}, journal = {Letters in Drug Design and Discovery}, volume = {19}, number = {12}, pages = {1111-1120}, year = {2022} }
RIS	TY - JOUR AU - Moghadam ES AU - Alsadi AM AU - Talebi M AU - Amanlou M AU - Shongwe M AU - Amini M AU - Abdeljalil R TI - Piperazine-Based Semicarbazone Derivatives As Potent Urease Inhibitors: Design, Synthesis, and Bioactivity Screening JO - Letters in Drug Design and Discovery VL - 19 IS - 12 SP - 1111 EP - 1120 PY - 2022 ER -

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