3-Methyl-2-(phenylsulfonamido)butanoic Acid and Its Metal Complexes: Synthesis, Crystal Structure, Antimicrobial, and Enzyme Inhibition Activity

• Published in: Russian journal of general chemistry Vol. 91; no. 2; pp. 294 - 301
• Main Authors: Danish, M., Jabeen, N., Raza, M. A., Mumtaz, M. W., Tahir, M. N.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01.02.2021; Springer Nature; Springer
• Subjects: Analysis; Antifungal agents; Chemistry; Chemistry and Materials Science; Chemistry, Multidisciplinary; Chemistry/Food Science; Crystals; Diffraction; Enzymes; Physical Sciences; Saturated fatty acids; Science & Technology; Structure; Sulfonamides; X-rays; metal complexes; crystal structure; acetylcholine esterase; butyrylcholine esterase; antimicrobial activity; sulfonamide
• ISSN: 1070-3632; 1608-3350
• DOI: 10.1134/S1070363221020183

In this study sulfonamide ligand, 3-methyl-2-(phenylsulfonamido)butanoic acid, has been synthesized and introduced in complexation with metals Cu, Zn, Fe, Ni, and Cd. Diorganotin and triorganotin complexes have been also prepared. The synthesized ligand and its metal complexes have been characterized by FTIR and mass spectrometry, and single crystal X-ray diffraction. The molecules are connected with each other via N–H···O–Hbond forming 2D polymeric network in the crystallographic plane (001) with base vectors [100] and [010]. Intermolecular interactions have been also studied by Hirshfeld surface analysis. Biological activities of the compounds including radical scavenging, total antioxidant potential, enzyme inhibition, antifungal, and antibacterial have been tested. Triorganotin carboxylates demonstrate high activity against four bacterial strains and one fungi ( Aspergillus niger ). Transition metal carboxylates (Ni and Fe) have demonstrated moderate antioxidant activity. Among Sn carboxylates dialkylstannyl complex has exhibited some response. In case of enzymes inhibition, Ni carboxylates have demonstrated the highest activity against butyrylcholine esterase but moderate activity against acetylcholine esterase.