Anti-leishmanial Study of Discrete Tetrahedral Zinc(II) β-oxodithioester Complexes

• Published in: New journal of chemistry 2024
• Main Authors: Yadav, Chote Lal, Kushwaha, Anamika, Singh, Rajan, Kumar, Akhilesh, Singh, Rakesh, Drew, Michael G B, Manar, Krishna Kumar, Singh, Nanhai
• Format: Article
• Language: English
• ISSN: 1144-0546; 1369-9261
• DOI: 10.1039/D4NJ04275A

We have synthesized four new oxygen/sulfur(O^S) chelate complexes, [Zn(L)2], where L represents different ligands: methyl-3-hydroxy-3-(furyl)-2-propenedithioate (L1, 1), methyl-3-hydroxy-3-(p-fluorophenyl)-2-propenedithioate (L2, 2), methyl-3-hydroxy-3-(p-chlorophenyl)-2-propenedithioate (L3, 3), and methyl-3-hydroxy-3-(p-bromophenyl)-2-propenedithioate (L4, 4). These complexes have been characterized by using IR, multinuclear NMR (1H, 13C{1H}, and 19F{1H}), and UV-Vis spectroscopy. The structural characterization of complexes 1, 2, and 4 was further confirmed by single crystal X-ray diffraction (SCXRD). The supramolecular structures of these complexesare stabilized by non-covalent C─H•••π (ZnOSC3, chelate), C─S•••π (ZnOSC3, chelate), π•••π(ZnOSC3,), C─H•••O, C─H•••F─C and C─H•••H─C interactions. The luminescent properties of Zn(II) complexes 1─4 were studied at room temperature in the solid phase. The antileishmanial activity was evaluated for all complexes. Complexes 1 and 4 exhibited significant anti-promastigote and anti-amastigote activities, with IC50 values of 2.0 and 1.33 µg/mL, and 2.79 and 2.02 µg/mL, respectively. Additionally, cytotoxicity assays demonstrated that these Zn(II) β-oxodithioester complexes were toxic to promastigotes but showed reduced toxicity towards RAW 264.7 cell lines at varying concentrations. Furthermore, the optical band gap energies of complexes 1─4 were measured and found to exhibit semiconducting behavior.