Inhibition of urease enzyme activity by urea and thiourea derivatives of dipeptides conjugated 2, 3-dichlorophenyl piperazine

Suyoga Vardhan, D. M. and Kumara, H. K. and Pavan Kumar, H. and Channe Gowda, D. (2017) Inhibition of urease enzyme activity by urea and thiourea derivatives of dipeptides conjugated 2, 3-dichlorophenyl piperazine. International Journal of Pharmacy and Pharmaceutical Sciences, 9 (9). pp. 92-99. ISSN 0975-1491

Text INHIBITION OF UREASE ENZYME ACTIVITY BY UREA AND THIOUREA DERIVATIVES OF.pdf - Published Version Restricted to Registered users only Download (282kB) | Request a copy

Abstract

Objective: Studies on enzyme inhibition remain an important area of pharmaceutical research since these studies have led to the discoveries of drugs used in a variety of physiological conditions. In search of novel urease enzyme inhibitors, four dipeptides were synthesized, conjugated to 2,3-dichlorophenyl piperazine analogue and converted into urea/thiourea derivatives. Methods: The peptides were synthesized by solution phase method and conjugated to 2,3-dichlorophenyl piperazine (PZN) using 1-ethyl-3-(3-dimethyl aminopropyl)carbodiimide (EDCI)/hydroxybenzotriazole (HOBt) as a coupling agent and N-methylmorpholine (NMM) as a base. The tert-butyloxycarbonyl (Boc) group was removed using trifluoroacetic acid (TFA), neutralized with NMM and converted to urea and thiourea derivatives using substituted phenyl isocyanates and isothiocyanates respectively. Results: Most of the synthesized analogues were found to be good inhibitors of urease enzyme activity. The conjugates of thiourea with F and Cl substituents at meta or para positions showed predominant urease inhibitory activity. The analogue 23 was nearly 10 fold (2 µM) more potent than the reference standard, 21.0±0.11 µM. Conclusion: The reported activity was correlated with some of the literature reported urease inhibitors and found that our compound 23 was more potent than the existing ones.Â

Item Type:	Article
Uncontrolled Keywords:	Amino acids, Piperazine, Conjugation, Urea/thiourea, Urease inhibitors
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	C Swapna Library Assistant
Date Deposited:	07 Jun 2019 05:22
Last Modified:	07 Jun 2019 05:22
URI:	http://eprints.uni-mysore.ac.in/id/eprint/2706

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