Acetylcholinesterase enzyme inhibitor activity of some novel pyrazinamide condensed 1,2,3,4-tetrahydropyrimidines

Karthikeyan Elumalai; Mohammed Ashraf Ali; Manogaran Elumalai; Kalpana Eluri; Sivaneswari Srinivasan

doi:10.1016/j.btre.2014.10.007

Acetylcholinesterase enzyme inhibitor activity of some novel pyrazinamide condensed 1,2,3,4-tetrahydropyrimidines

Biotechnol Rep (Amst). 2014 Oct 29:5:1-6. doi: 10.1016/j.btre.2014.10.007. eCollection 2015 Mar.

Authors

Karthikeyan Elumalai^{1

2}, Mohammed Ashraf Ali¹, Manogaran Elumalai³, Kalpana Eluri³, Sivaneswari Srinivasan²

Affiliations

¹ New Drug Discovery Research, Department of Medicinal Chemistry, Sunrise University, Alwar, Rajasthan 301030, India.
² College of Pharmacy, Sree Vidyanikethan Educational Trust, Tirupati 517102, India.
³ Faculty of Pharmaceutical Sciences, UCSI University, Cheras, Kuala Lumpur 56000, Malaysia.

Abstract

A new series of some novel pyrazinamide condensed 1,2,3,4-tetrahydropyrimidines was prepared by reacting of N-(3-oxobutanoyl)pyrazine-2-carboxamide with urea/thiourea and appropriate aldehyde in the presence of catalytic amount of laboratory made p-toluenesulfonic acid as an efficient catalyst. Confirmation of the chemical structure of the synthesized compounds (4a-l) was substantiated by TLC, different spectral data IR, ¹H NMR, mass spectra and elemental analysis. The synthesized compounds were evaluated for acetyl and butyl cholinesterase (AChE and BuChE) inhibitor activity. The titled compounds exhibited weak, moderate or high AChE and BuChE inhibitor activity. Especially, compound (4l) showed the best AChE and BuChE inhibitory activity of all the 1,2,3,4-tetrahydropyrimidine derivatives, with an IC₅₀ value of 0.11 μM and 3.4 μM.

Keywords: Acetyl cholinesterase inhibitor; Biginelli reaction; Pyrazinamide; Tetrahydropyrimidines.