caa a22 4500 605507449 CHVBK 20210128100632.0 cr unu---uuuuu 210128e20150601xx s 000 0 eng 10.1007/s00775-015-1249-3 doi (NATIONALLICENCE)springer-10.1007/s00775-015-1249-3 Synthesis and evaluation of new salicylaldehyde-2-picolinylhydrazone Schiff base compounds of Ru(II), Rh(III) and Ir(III) as in vitro antitumor, antibacterial and fluorescence imaging agents [Elektronische Daten] [Narasinga Palepu, S. Nongbri, J. Premkumar, Akalesh Verma, Kaushik Bhattacharjee, S. Joshi, Scott Forbes, Yurij Mozharivskyj, Romita Thounaojam, K. Aguan, Mohan Kollipara] Reaction of salicylaldehyde-2-picolinylhydrazone (HL) Schiff base ligand with precursor compounds [{(p-cymene)RuCl2}2] 1, [{(C6H6)RuCl2}2] 2, [{Cp*RhCl2}2] 3 and [{Cp*IrCl2}2] 4 yielded the corresponding neutral mononuclear compounds 5-8, respectively. The in vitro antitumor evaluation of the compounds 1-8 against Dalton's ascites lymphoma (DL) cells by fluorescence-based apoptosis study and by their half-maximal inhibitory concentration (IC50) values revealed the high antitumor activity of compounds 3, 4, 5 and 6. Compounds 1-8 render comparatively lower apoptotic effect than that of cisplatin on model non-tumor cells, i.e., peripheral blood mononuclear cells (PBMC). The antibacterial evaluation of compounds 5-8 by agar well-diffusion method revealed that compound 6 is significantly effective against all the eight bacterial species considered with zone of inhibition up to 35mm. Fluorescence imaging study of compounds 5-8 with plasmid circular DNA (pcDNA) and HeLa RNA demonstrated their fluorescence imaging property upon binding with nucleic acids. The docking study with some key enzymes associated with the propagation of cancer such as ribonucleotide reductase, thymidylate synthase, thymidylate phosphorylase and topoisomerase II revealed strong interactions between proteins and compounds 5-8. Conformational analysis by density functional theory (DFT) study has corroborated our experimental observation of the N, N binding mode of ligand. Compounds 5-8 exhibited a HOMO (highest occupied molecular orbital)-LUMO (lowest unoccupied molecular orbital) energy gap 2.99-3.04eV. Graphical Abstract: Half-sandwich ruthenium, rhodium and iridium compounds were obtained by treatment of metal precursors with salicylaldehyde-2-picolinylhydrazone (HL) by in situ metal-mediated deprotonation of the ligand. Compounds under investigation have shown potential antitumor, antibacterial and fluorescence imaging properties. Arene ruthenium compounds exhibited higher activity compared to that of Cp*Rh/Cp*Ir in inhibiting the cancer cells growth and pathogenic bacteria. At a concentration 100µg/mL, the apoptosis activity of arene ruthenium compounds, 5 and 6 (~30%) is double to that of Cp*Rh/Cp*Ir compounds, 7 and 8 (~12%). Among the four new compounds 5-8, the benzene ruthenium compound, i.e., compound 6 is significantly effective against the pathogenic bacteria under investigation. SBIC, 2015 Half-sandwich compounds nationallicence Apoptosis nationallicence Antibacterial nationallicence Bioimaging nationallicence DFT nationallicence AO : Acridine orange nationallicence DFT : Density functional theory nationallicence DL : Dalton's ascites lymphoma nationallicence DMSO : Dimethyl sulfoxide nationallicence EtBr : Ethidium bromide nationallicence FBS : Fetal serum albumin nationallicence HOMO : Highest occupied molecular orbital nationallicence LUMO : Lowest unoccupied molecular orbital nationallicence PBS : Phosphate-buffered saline nationallicence pcDNA : Plasmid circular DNA nationallicence RPMI : Roswell park memorial institute medium nationallicence TAE : Tris-acetate EDTA nationallicence TDDFT : Time-dependant density functional theory nationallicence Palepu Narasinga Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India aut Nongbri S. Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India aut Premkumar J. Centre for Molecular Modeling, CSIR-Indian Institute of Chemical Technology, 500 007, Hyderabad, India aut Verma Akalesh Department of Molecular Oncology, Cachar Cancer Hospital and Research Centre, Meherpur, Silchar, 788015, Cachar, Assam, India aut Bhattacharjee Kaushik Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India aut Joshi S. Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India aut Forbes Scott Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada aut Mozharivskyj Yurij Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada aut Thounaojam Romita Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India aut Aguan K. Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India aut Kollipara Mohan Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India aut JBIC Journal of Biological Inorganic Chemistry Springer Berlin Heidelberg 20/4(2015-06-01), 619-638 0949-8257 20:4<619 2015 20 775 https://doi.org/10.1007/s00775-015-1249-3 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00775-015-1249-3 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Palepu Narasinga Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India aut NATIONALLICENCE 700 1- Nongbri S. Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India aut NATIONALLICENCE 700 1- Premkumar J. Centre for Molecular Modeling, CSIR-Indian Institute of Chemical Technology, 500 007, Hyderabad, India aut NATIONALLICENCE 700 1- Verma Akalesh Department of Molecular Oncology, Cachar Cancer Hospital and Research Centre, Meherpur, Silchar, 788015, Cachar, Assam, India aut NATIONALLICENCE 700 1- Bhattacharjee Kaushik Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India aut NATIONALLICENCE 700 1- Joshi S. Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India aut NATIONALLICENCE 700 1- Forbes Scott Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada aut NATIONALLICENCE 700 1- Mozharivskyj Yurij Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada aut NATIONALLICENCE 700 1- Thounaojam Romita Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India aut NATIONALLICENCE 700 1- Aguan K. Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India aut NATIONALLICENCE 700 1- Kollipara Mohan Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India aut NATIONALLICENCE 773 0- JBIC Journal of Biological Inorganic Chemistry Springer Berlin Heidelberg 20/4(2015-06-01), 619-638 0949-8257 20:4<619 2015 20 775