Synthesis and Evaluation of Antimicrobial Antidiabetic Analgesic and CNS Depressant Activities of Mannich Bases

Abstract

Imidazole and thiazolidinediones are an example of heterocyclic aromatic organic compounds. Imidazole (1,3-diaza-2,4- cyclopentadiene) is a planar five-member ring system. All members have in common a thiazolidine-2, 4- dione group and differ by their side chain. A large number of 2,4-thiazolidinediones have activities like antifungal, antibacterial and antileukemic activities. Various drugs obtained from Mannich reaction have proved more effective and less toxic than their parent drugs. Mannich bases of 2,4,5-Triphenyl Imidazoles were synthesized by conventional method by using Benzoin and Formaldehyde as starting material via multiple steps reaction. Maximum yield of 78 % was obtained from compound 74c. All the synthesized compounds were evaluated for various pharmacological activities. newlineDiclofenac was used as standard drug. Compound 74c showed maximum CNS newlinedepressant and analgesic activity at a dose of 200 mg/kg. In the case of antibacterial newlineactivity compound 74a was most active against Eschericha coli. Compound 74a newlineshowed broad spectrum activity against both the strains Eschericha coli and newlineStaphlococcus aureus at a concentration of 200 and#956;g/ml. The mixture of secondary amine (76a-76e) and Pioglitazone were stirred and then refluxed for 4 hours to obtain Mannich bases of Pioglitazone. Compound 76e was obtained with maximum yield of 78.6 %. Compounds showed comparable results with the standard. Compound 76b showed good CNS depressant activity at a dose of 200 mg/kg. For Analgesic activity, compound 76b showed maximum analgesic activity as compared to standard. Acute Toxicity studies were also conducted for all the synthesized compounds for a period of 14 days. Changes in body weight and change in behavior pattern were kept as parameters which were studies on 1st day, 7th day and 14th day of drug administration. It was concluded that the dose of 500mg/kg was safe for all the compounds while the dose of 2000 mg/kg was found to cause mortality in rats. newline newline