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Formation of mixed-ligand complexes of Pd2+ with nucleoside 5'-monophosphates and some metal-ion-binding nucleoside surrogates.

ABSTRACT: Formation of mixed-ligand Pd2+ complexes between canonical nucleoside 5'-monophosphates and five metal-ion-binding nucleoside analogs has been studied by 1H-NMR spectroscopy to test the ability of these nucleoside surrogates to discriminate between unmodified nucleobases by Pd2+-mediated base pairing. The nucleoside analogs studied included 2,6-bis(3,5-dimethylpyrazol-1-yl)-, 2,6-bis(1-methylhydrazinyl)- and 6-(3,5-dimethylpyrazol-1-yl)-substituted 9-(?-d-ribofuranosyl)purines 1-3, and 2,4-bis(3,5-dimethylpyrazol-1-yl)- and 2,4-bis(1-methylhydrazinyl)-substituted 5-(?-d-ribofuranosyl)-pyrimidines 4-5. Among these, the purine derivatives 1-3 bound Pd2+ much more tightly than the pyrimidine derivatives 4, 5 despite apparently similar structures of the potential coordination sites. Compounds 1 and 2 formed markedly stable mixed-ligand Pd2+ complexes with UMP and GMP, UMP binding favored by 1 and GMP by 2. With 3, formation of mixed-ligand complexes was retarded by binding of two molecules of 3 to Pd2+.

SUBMITTER: Golubev O

PROVIDER: S-EPMC6271181 | biostudies-literature | 2014 Oct

REPOSITORIES: biostudies-literature

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Formation of mixed-ligand complexes of Pd2+ with nucleoside 5'-monophosphates and some metal-ion-binding nucleoside surrogates.

Golubev Oleg O Lönnberg Tuomas T Lönnberg Harri H

Molecules (Basel, Switzerland) 20141022 10

Formation of mixed-ligand Pd2+ complexes between canonical nucleoside 5'-monophosphates and five metal-ion-binding nucleoside analogs has been studied by 1H-NMR spectroscopy to test the ability of these nucleoside surrogates to discriminate between unmodified nucleobases by Pd2+-mediated base pairing. The nucleoside analogs studied included 2,6-bis(3,5-dimethylpyrazol-1-yl)-, 2,6-bis(1-methylhydrazinyl)- and 6-(3,5-dimethylpyrazol-1-yl)-substituted 9-(β-d-ribofuranosyl)purines 1-3, and 2,4-bis(3 ...[more]

PMID: 25340302

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Project description:This paper reports the mixed ligand–metal complexes of CuSO4·5H2O and ZnSO4·7H2O with salicylaldehyde thiosemicarbazone (2-hydroxybenzaldehyde thiosemicarbazone) as primary ligand and imidazole (im), pyridine (py) and triphenylphosphine (PPh3) as secondary ligands through a general preparatory route. The ligand and complexes were characterized by FTIR, UV, 1H-NMR and molar conductance techniques. Computational studies to know the physicochemical parameters, bioactivity scores, absorption, distribution, metabolism, excretion and toxicity (ADMET) properties were carried out through Molinspiration, SwissADME and admetSAR softwares. Molecular docking was perfomed with Mproof SARS-CoV-2 (PDB i.d.6LU7), Aspartate Kinase (PDB i.d.5YEI) and Transforming Growth Factor β (PDB i.d. 3KFD) using PyRx automated docking software. The antibacterial activity was tested using Agar well method. Computational findings revealed that almost all the complexes had clogP values less than 5 indicating their bioavailability. The bioactivity scores of the complexes were between moderate to good. The mixed ligand complexes having imidazole as secondary ligand displayed relatively high FCsp3, indicating their potential as lead candidates. [Zn(C8H9N3OS)(PPh3)2(SO4)] and [Cu(C8H9N3OS)(im)2(SO4)] exhibited appreciable binding affinity against the selected proteins. Furthermore, the molecular simulation findings with the ligated [Cu(C8H9N3OS)(im)2(SO4)] and aspartate kinase showed compact folding, less deviations and significant stability. The stability of the ligand was further confirmed by the frontier molecular orbitals (FMOs) gap. The energy gap (− 0.423 eV) indicated molecular stability. The ligand was active against L. monocytogenes, S. aureus and E.coli having zone of inhibition of 11, 11 and 10 mm respectively. Among the complexes, [Cu(C8H9N3OS)(im)2(SO4)] had the minimum inhibitory concentrations (MIC) ranging between 32 and 128 µg/mL against the selecetd bacterial strains. Graphical Abstract Supplementary Information The online version contains supplementary material available at 10.1007/s42250-023-00640-4.

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Formation of mixed-ligand complexes of Pd2+ with nucleoside 5'-monophosphates and some metal-ion-binding nucleoside surrogates.

Publications

Formation of mixed-ligand complexes of Pd2+ with nucleoside 5'-monophosphates and some metal-ion-binding nucleoside surrogates.

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