Synthesis, characterization, antibacterial, antifungal and antithrombotic activity studies of new chiral selenated Schiff bases and their Pd complexes

• Published in: Journal of molecular structure 2022-09, Vol.1264, p.133172, Article 133172
• Main Authors: K．M．, PrabhuKumar, C．E．, Satheesh, P．, RaghavendraKumar, M．N．S．, Kumar, K．, Lingaraju, P．A．, Suchetan, H．, Rajanaika
• Format: Article
• Language: English
• Subjects: Antimicrobial; Antithrombotic; Chiral; Palladium; Selenium
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2022.133172

•Synthesized two new chiral selenated Schiff base ligands and Pd complexes.•The absolute crystal structures of a Schiff base and its Pd complex determined.•The ligands behaved as tridentate (ONSe) chelates in their Pd complexes.•The ligands and complexes showed antimicrobial & antithrombotic activities.•Ortho-vanillin based compounds exhibited higher biological activities. Two new chiral selenated Schiff bases have been synthesized on condensation of a chiral selenated amine, (R)-2-(benzylselanyl)-1-phenylethanamine with 3,5-di-tert-butyl-2-hydroxy benzaldehyde ((R)-L1H) and 2-hydroxy-3-methoxybenzaldehyde ((R)-L2H), respectively. Reactions of ligands (R)-L1H and (R)-L2H with Na2[PdCl4] yielded the corresponding palladium complexes [PdCl((R)-L1–2)] ((R)-1 and (R)-2), respectively. The new ligands and complexes were characterized by 1H, 13C{1H} NMR, FT-IR spectroscopy and elemental analyses. The molecular structures of ligand (R)-L1H and its Pd complex (R)-1 were determined by single crystal X-ray diffraction. These selenated Schiff base ligands and their palladium complexes have been screened for dose-dependant antimicrobial and antithrombotic activities. Among these compounds, the ligand (R)-L2H and its Pd complex (R)-2 which are derived from ortho-vanillin showed higher antimicrobial and antithrombotic activities. [Display omitted]