Synthesis,biological evaluation and molecular docking studies of novel 3,5-disubstituted 2,4-thiazolidinediones derivatives
Affiliation:
1. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Babu Banarasi Das National Institute of Technology and Management, Lucknow 226028, Uttar Pradesh, India;2. Department of Pharmaceutical Chemistry, Indo-Soviet Friendship College of Pharmacy, Moga 142001, Punjab, India;1. Department of Chemistry, Kalasalingam University, Anand nagar, Krishnankoil, 626126, Tamilnadu, India;2. Department of Chemistry, Arignar Anna Government Arts College for Women, Walajapet, 632513, Tamilnadu, India;1. Laboratory of Natural Drugs, Department of Pharmacy, Birla Institute of Technology and Science, Pilani (BITS Pilani), Pilani Campus, Pilani 333 031, Rajasthan, India;2. Department of Pharmaceutical Chemistry, Rajendra Institute of Technology & Sciences, Sirsa 125 055, Haryana, India;1. Pharmaceutical Chemistry Department, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt;2. Pharmaceutical Chemistry Department, Faculty of Pharmacy, Heliopolis University for Sustainable Development, Cairo, Egypt;3. MD in Clinical Pathology, Blood Bank Specialist, Blood Bank Directorate Manager, Ministry of Health, Cairo, Egypt;1. Medicinal Chemistry and Molecular Modelling Lab, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi 110062, India;2. Department of Pharmacology and Toxicology, National Institute of Pharmaceutical Education and Research, Hyderabad 500037, India;3. Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector-67, S.A.S Nagar, Punjab 160062, India;1. Department of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Lovely Professional University, Jalandhar-Delhi G.T. Road, Phagwara, Punjab 144411, India;2. Department of Pharmacology & Toxicology, National Institute of Pharmaceutical Education and Research, S.A.S. Nagar, Mohali, Punjab 160062, India;3. Department of Biotechnology, School of Bioscience, Lovely Professional University, Jalandhar-Delhi G.T. Road, Phagwara, Punjab 144411, India;4. Department of Pharmacology, School of Pharmaceutical Sciences, Lovely Professional University, Jalandhar-Delhi G.T. Road, Phagwara, Punjab 144411, India
Abstract:
A series of thirteen novel 2,4-thiazolidinedione derivatives were synthesized through three step reaction procedure. The title compounds were synthesized by Knoevenagel condensation at the 5th position of the 2,4-thiazolidinedione ring. Various physicochemical and spectral studies were conducted to characterize the synthesized derivatives including- IR, Mass, 1H NMR, 13C NMR and elemental analysis. The derivatives were screened for in vivo anti diabetic, in vivo anti-inflammatory and in vitro free radical scavenging activities by carrageenan induced rat paw edema method, alloxan induced diabetes in wistar rats method and FRAP (ferric reducing antioxidant power) method respectively. Some of the derivatives emerged out as potent antidiabetic, anti inflammatory and free radical scavenging agents. Molecular docking was carried out to investigate some possible structural insights into the potential binding patterns of the most potent anti-diabetic molecules NB7,NB12 and NB13 with the active sites of target PPARγ (PDB ID: 2PRG) using MOE software. Dichloro derivative compound NB-7 has shown great potential in the present study as it not only has maximum antidiabetic activity but also possess excellent anti-inflammatory and antioxidant potential.
