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
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| 024 | 7 | 0 | |a 10.1007/s00775-015-1249-3 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00775-015-1249-3 | ||
| 245 | 0 | 0 | |a 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 |h [Elektronische Daten] |c [Narasinga Palepu, S. Nongbri, J. Premkumar, Akalesh Verma, Kaushik Bhattacharjee, S. Joshi, Scott Forbes, Yurij Mozharivskyj, Romita Thounaojam, K. Aguan, Mohan Kollipara] |
| 520 | 3 | |a 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. | |
| 540 | |a SBIC, 2015 | ||
| 690 | 7 | |a Half-sandwich compounds |2 nationallicence | |
| 690 | 7 | |a Apoptosis |2 nationallicence | |
| 690 | 7 | |a Antibacterial |2 nationallicence | |
| 690 | 7 | |a Bioimaging |2 nationallicence | |
| 690 | 7 | |a DFT |2 nationallicence | |
| 690 | 7 | |a AO : Acridine orange |2 nationallicence | |
| 690 | 7 | |a DFT : Density functional theory |2 nationallicence | |
| 690 | 7 | |a DL : Dalton's ascites lymphoma |2 nationallicence | |
| 690 | 7 | |a DMSO : Dimethyl sulfoxide |2 nationallicence | |
| 690 | 7 | |a EtBr : Ethidium bromide |2 nationallicence | |
| 690 | 7 | |a FBS : Fetal serum albumin |2 nationallicence | |
| 690 | 7 | |a HOMO : Highest occupied molecular orbital |2 nationallicence | |
| 690 | 7 | |a LUMO : Lowest unoccupied molecular orbital |2 nationallicence | |
| 690 | 7 | |a PBS : Phosphate-buffered saline |2 nationallicence | |
| 690 | 7 | |a pcDNA : Plasmid circular DNA |2 nationallicence | |
| 690 | 7 | |a RPMI : Roswell park memorial institute medium |2 nationallicence | |
| 690 | 7 | |a TAE : Tris-acetate EDTA |2 nationallicence | |
| 690 | 7 | |a TDDFT : Time-dependant density functional theory |2 nationallicence | |
| 700 | 1 | |a Palepu |D Narasinga |u Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India |4 aut | |
| 700 | 1 | |a Nongbri |D S. |u Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India |4 aut | |
| 700 | 1 | |a Premkumar |D J. |u Centre for Molecular Modeling, CSIR-Indian Institute of Chemical Technology, 500 007, Hyderabad, India |4 aut | |
| 700 | 1 | |a Verma |D Akalesh |u Department of Molecular Oncology, Cachar Cancer Hospital and Research Centre, Meherpur, Silchar, 788015, Cachar, Assam, India |4 aut | |
| 700 | 1 | |a Bhattacharjee |D Kaushik |u Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India |4 aut | |
| 700 | 1 | |a Joshi |D S. |u Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India |4 aut | |
| 700 | 1 | |a Forbes |D Scott |u Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada |4 aut | |
| 700 | 1 | |a Mozharivskyj |D Yurij |u Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada |4 aut | |
| 700 | 1 | |a Thounaojam |D Romita |u Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India |4 aut | |
| 700 | 1 | |a Aguan |D K. |u Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India |4 aut | |
| 700 | 1 | |a Kollipara |D Mohan |u Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India |4 aut | |
| 773 | 0 | |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/4(2015-06-01), 619-638 |x 0949-8257 |q 20:4<619 |1 2015 |2 20 |o 775 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00775-015-1249-3 |q text/html |z Onlinezugriff via DOI |
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| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00775-015-1249-3 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Palepu |D Narasinga |u Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Nongbri |D S. |u Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Premkumar |D J. |u Centre for Molecular Modeling, CSIR-Indian Institute of Chemical Technology, 500 007, Hyderabad, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Verma |D Akalesh |u Department of Molecular Oncology, Cachar Cancer Hospital and Research Centre, Meherpur, Silchar, 788015, Cachar, Assam, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Bhattacharjee |D Kaushik |u Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Joshi |D S. |u Department of Biotechnology and Bioinformatics, Microbiology Laboratory, North Eastern Hill University, 793 022, Shillong, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Forbes |D Scott |u Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Mozharivskyj |D Yurij |u Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4M1, Hamilton, ON, Canada |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Thounaojam |D Romita |u Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Aguan |D K. |u Department of Biotechnology and Bioinformatics, North Eastern Hill University, 793 022, Shillong, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Kollipara |D Mohan |u Centre for Advanced Studies in Chemistry, North Eastern Hill University, 793 022, Shillong, India |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/4(2015-06-01), 619-638 |x 0949-8257 |q 20:4<619 |1 2015 |2 20 |o 775 | ||