IMIDAZOLINONE-BASED SULFONAMIDE DERIVATIVES: SYNTHESIS, CHARACTERIZATION, AND INHIBITORY PROPERTY AGAINST SOME METABOLIC ENZYMES

Authors : Mehtap TUĞRAK SAKARYA, Halise İnci GÜL, Cem YAMALI, Yeliz DEMİR, İlhami GÜLÇİN

Pages : 915-926

Doi:10.33483/jfpau.1311157

View : 73 | Download : 93

Publication Date : 2023-09-20

Article Type : Research Paper

Abstract :Objective: The purpose of the work was to investigate new synthetic compounds of imidazolinone-based sulfonamide derivatives as potent and selective enyzme inhibitors. A number of compounds synthesized and their inhibitory action against acetylcholine esterase insert ignore into journalissuearticles values(AChE);, and human insert ignore into journalissuearticles values(h); carbonic anhydrase insert ignore into journalissuearticles values(CA); isoforms I and II were investigated. Material and Method: The identity of the compounds has been confirmed by HRMS, 1H NMR, and 13C NMR. The pharmacological potential of the compounds has been determined by in vitro enzyme-based assays. Result and Discussion: In this study, a series of imidazolinone-based sulfonamide derivatives were synthesized from 4-insert ignore into journalissuearticles values(2,4-dimethoxybenzylidene);-2-phenyloxazol-5insert ignore into journalissuearticles values(4H);-one, sodium acetate, glacial acetic acid, and suitable sulfonamide derivatives such as sulfaguanidine insert ignore into journalissuearticles values(3);, sulfanilamide insert ignore into journalissuearticles values(4);, sulfadiazine insert ignore into journalissuearticles values(5);. These compounds showed potent inhibitory action against acetylcholine esterase insert ignore into journalissuearticles values(AChE);, and human insert ignore into journalissuearticles values(h); carbonic anhydrase insert ignore into journalissuearticles values(CA); isoforms I and II. Compound 4 insert ignore into journalissuearticles values(Ki=19.53±1.23 nM); was a potent and selective inhibitor against hCA I while compound 3 insert ignore into journalissuearticles values(Ki=16.49±2.20 nM); was found to be potent inhibitor against hCA II. Compound 5 with Ki of 11.68±1.45 nM showed a potent inhibitory effect against the AChE enzyme. Imidazolinone-based sulfonamides can be used in the design of selective CAs inhibitors and anti-Alzheimer\`s compounds for further studies.
Keywords : İmidazolin, sentez, asetilkolinesteraz, karbonik anhidraz, Alzheimer hastalığı