Transition metal-based complexes have been used to treat various diseases from ancient time and recently there has been a growing trend for development of novel platinum-based compounds. Being an important class of drugs, sulfonamides also possess various biological properties. The objective of the study was to synthesize novel platinum complexes containing sulfonamide ligands towards the discovery of novel drug leads. Two novel ligands; N(SO2methylimidazole)dpa (L1), N(SO2pyridine)dpa (L2) and their corresponding platinum complexes; Pt(N(SO2methylimidazole)dpa)Cl2 (C1), Pt(N(SO2pyridine)dpa)Cl2 (C2) were synthesized and characterized by 1H NMR, FT-IR, UV-Vis and fluorescence spectroscopic methods. Biological target prediction was carried out using ‘SwissTargetPrediction’ and ‘SwissADME’ servers. In 1H NMR spectra of both ligands, peaks related to the aromatic protons were identified in the region of 7.0 – 9.0 ppm. The peaks of L1 were de-shielded upon binding with the metal and the singlet peak observed at 4.65 ppm for methylene protons in the spectrum of L1 appeared as two doublets (5.35 ppm, 6.19 ppm) in the spectrum of C1. Similarly, in L2 a singlet peak observed at 4.62 ppm for methylene protons appeared as two doublets (5.28 ppm, 6.06 ppm) in the spectrum of C2. In FT-IR spectra, peaks attributed to S-N bond in L1 (913 cm-1) and L2 (923 cm-1) have shifted to lower wave numbers in C1 (904 cm-1) and C2 (889 cm-1). High energy absorption bands in the region of 200 nm – 300 nm of UV-Vis spectra indicate the intra-ligand pi to pi star and n to pi star transitions. Ligands display high fluorescence intensities although they were lowered in complexes, possibly due to quenching of fluorescence upon binding to the metal. Both ligands comply with the Lipinski rule of five and GABA-A receptor is a potential target for both L1 and L2. Drug-likeness of ligands indicates that these ligands and platinum complexes are potential candidates to be investigated towards biological applications.

Synthesis and characterization of platinum complexes bearing sulfonamide ligands towards biological applications

ACS Fall 2021

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