Microwave Irradiated Synthesis of Pyrimidine Containing, Thiazolidin-4- ones: Antimicrobial, Anti-Tuberculosis, Antimalarial and Anti-Protozoa Evaluation

Author:

Soni Hetal I.1ORCID,Patel Navin B.2ORCID,Parmar Rahul B.3ORCID,Chan-Bacab Manuel J.4,Rivera Gildardo5

Affiliation:

1. C.B. Patel Computer College & J.N.M. Patel Science College, Surat 395 017, Gujarat, India

2. Organic Research Laboratory, Department of Chemistry, Veer Narmad South Gujarat University, Udhana-Magdalla Road, Surat 395 007, Gujarat, India

3. Atmanand Saraswati Science College, Surat 395006, Gujarat, India

4. Departamento de Microbiología Ambientaly Biotecnología, Universidad Autónoma de Campeche, Av. Agustín Melgar, s/n, Campeche, México

5. Laboratorio de Biotecnología Farmacéutica, Centro de Biotecnología Genómica, Instituto Politécnico Nacional, Reynosa 88710, Mexico

Abstract

Aim: This study aims to synthesize thiazolidine-4-one compounds with a pyrimidine nucleus and evaluate against different species of bacteria, fungi, protozoa, and the malaria parasite. Background: Microwave irradiation was the best method for synthesizing the thiazolidin-4-one ring system. It took only 15 minutes for synthesizing thiazolidin-4-one while the conventional method required 12 hours. The rapid reaction was the main concern of this research. Objective: Pyrimidine and Thiazolidin-4-one nucleus have broad-spectrum biological activity and when it is introduced with other hetero atoms containing moiety, many types of biological activities have been found; antimicrobial, anti-tuberculosis, anti-protozoa, antimalarial are the main activities. The activity of these compounds inspired us to do extra research on Thiazolidin-4-one fused pyrimidines with different functional groups. The aim of this study is to synthesize a combination of these two ring systems in less time by using a microwave irradiation method and to evaluate new compounds for different bioactivity. Method: 2-(4-Chlorophenyl)-3-(4-(substituted phenyl)-6-(substituted aryl) pyrimidin-2-yl) thiazolidin- 4-ones (6A-J) were synthesized by microwave irradiation to save energy and time. The structure of all newly synthesized motifs was characterized by spectral analysis (1H NMR, 13C NMR, IR, spectroscopy) and screened for antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and Streptococcus pyogenes, antifungal activity against Candida albicans, Aspergillus niger, Aspergillus clavatus, anti-tuberculosis activity against M. tuberculosis H37RV, antimalarial activity against Plasmodium falciparum and anti-protozoa activity against L. mexicana and T. cruzi. Result: Because of microwave irradiation synthesis, time period is very less for preparing the new compound. Biological response given by compounds 6B, 6C, 6D, 6E, 6G, 6H, and 6J was found excellent. Conclusion: Good yield with purity of the newly synthesized thiazolidine-4-one compounds obtained in less time by using microwave irradiation. The biological response of some of the compounds of this series was found excellent.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry,Biochemistry

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