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New Palladium(II) and Platinum(II) Complexes Based on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray Structure, and Anticancer Activity
[Image: see text] New palladium (Pd)II and platinum (Pt)II complexes (C1–C5) from the Schiff base ligands, R-(phenyl)methanamine (L1), R-(pyridin-2-yl)methanamine (L2), and R-(furan-2-yl)methanamine (L3) (R-(E)-N-((1H-pyrrol-2-yl) methylene)) are herein reported. The complexes (C1–C5) were character...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7330904/ https://www.ncbi.nlm.nih.gov/pubmed/32637768 http://dx.doi.org/10.1021/acsomega.0c00360 |
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author | Mbugua, Simon N. Sibuyi, Nicole R. S. Njenga, Lydia W. Odhiambo, Ruth A. Wandiga, Shem O. Meyer, Mervin Lalancette, Roger A. Onani, Martin O. |
author_facet | Mbugua, Simon N. Sibuyi, Nicole R. S. Njenga, Lydia W. Odhiambo, Ruth A. Wandiga, Shem O. Meyer, Mervin Lalancette, Roger A. Onani, Martin O. |
author_sort | Mbugua, Simon N. |
collection | PubMed |
description | [Image: see text] New palladium (Pd)II and platinum (Pt)II complexes (C1–C5) from the Schiff base ligands, R-(phenyl)methanamine (L1), R-(pyridin-2-yl)methanamine (L2), and R-(furan-2-yl)methanamine (L3) (R-(E)-N-((1H-pyrrol-2-yl) methylene)) are herein reported. The complexes (C1–C5) were characterized by FTIR, (1)H and (13)C NMR, UV–vis, and microanalyses. Single-crystal X-ray crystallographic analysis was performed for the two ligands (L1–L2) and a Pt complex. Both L1 and L2 belong to P2(1)/n monoclinic and P-1 triclinic space systems, respectively. The complex C5 belongs to the P21/c monoclinic space group. The investigated molar conductivity of the complexes in DMSO gave the range 4.0–8.8 μS/cm, suggesting neutrality, with log P values ≥ 1.2692 ± 0.004, suggesting lipophilicity. The anticancer activity and mechanism of the complexes were investigated against various human cancerous (Caco-2, HeLa, HepG2, MCF-7, and PC-3) and noncancerous (MCF-12A) cell lines using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) and Apopercentage assays, respectively. C5 demonstrated strong DNA-binding affinity for calf thymus DNA (CT-DNA) with a binding constant of 8.049 × 10(4) M(–1). C3 reduced cell viability of all the six cell lines, which included five cancerous cell lines, by more than 80%. The C5 complex also demonstrated remarkably high selectivity with no cytotoxic activity toward the noncancerous breast cell line but reduced the viability of the five cancerous cell lines, which included one breast cancer cell line, by more than 60%. Further studies are required to evaluate the selective toxicity of these two complexes and to fully understand their mechanism of action. |
format | Online Article Text |
id | pubmed-7330904 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-73309042020-07-06 New Palladium(II) and Platinum(II) Complexes Based on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray Structure, and Anticancer Activity Mbugua, Simon N. Sibuyi, Nicole R. S. Njenga, Lydia W. Odhiambo, Ruth A. Wandiga, Shem O. Meyer, Mervin Lalancette, Roger A. Onani, Martin O. ACS Omega [Image: see text] New palladium (Pd)II and platinum (Pt)II complexes (C1–C5) from the Schiff base ligands, R-(phenyl)methanamine (L1), R-(pyridin-2-yl)methanamine (L2), and R-(furan-2-yl)methanamine (L3) (R-(E)-N-((1H-pyrrol-2-yl) methylene)) are herein reported. The complexes (C1–C5) were characterized by FTIR, (1)H and (13)C NMR, UV–vis, and microanalyses. Single-crystal X-ray crystallographic analysis was performed for the two ligands (L1–L2) and a Pt complex. Both L1 and L2 belong to P2(1)/n monoclinic and P-1 triclinic space systems, respectively. The complex C5 belongs to the P21/c monoclinic space group. The investigated molar conductivity of the complexes in DMSO gave the range 4.0–8.8 μS/cm, suggesting neutrality, with log P values ≥ 1.2692 ± 0.004, suggesting lipophilicity. The anticancer activity and mechanism of the complexes were investigated against various human cancerous (Caco-2, HeLa, HepG2, MCF-7, and PC-3) and noncancerous (MCF-12A) cell lines using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) and Apopercentage assays, respectively. C5 demonstrated strong DNA-binding affinity for calf thymus DNA (CT-DNA) with a binding constant of 8.049 × 10(4) M(–1). C3 reduced cell viability of all the six cell lines, which included five cancerous cell lines, by more than 80%. The C5 complex also demonstrated remarkably high selectivity with no cytotoxic activity toward the noncancerous breast cell line but reduced the viability of the five cancerous cell lines, which included one breast cancer cell line, by more than 60%. Further studies are required to evaluate the selective toxicity of these two complexes and to fully understand their mechanism of action. American Chemical Society 2020-06-19 /pmc/articles/PMC7330904/ /pubmed/32637768 http://dx.doi.org/10.1021/acsomega.0c00360 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Mbugua, Simon N. Sibuyi, Nicole R. S. Njenga, Lydia W. Odhiambo, Ruth A. Wandiga, Shem O. Meyer, Mervin Lalancette, Roger A. Onani, Martin O. New Palladium(II) and Platinum(II) Complexes Based on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray Structure, and Anticancer Activity |
title | New Palladium(II) and Platinum(II) Complexes Based
on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray
Structure, and Anticancer Activity |
title_full | New Palladium(II) and Platinum(II) Complexes Based
on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray
Structure, and Anticancer Activity |
title_fullStr | New Palladium(II) and Platinum(II) Complexes Based
on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray
Structure, and Anticancer Activity |
title_full_unstemmed | New Palladium(II) and Platinum(II) Complexes Based
on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray
Structure, and Anticancer Activity |
title_short | New Palladium(II) and Platinum(II) Complexes Based
on Pyrrole Schiff Bases: Synthesis, Characterization, X-ray
Structure, and Anticancer Activity |
title_sort | new palladium(ii) and platinum(ii) complexes based
on pyrrole schiff bases: synthesis, characterization, x-ray
structure, and anticancer activity |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7330904/ https://www.ncbi.nlm.nih.gov/pubmed/32637768 http://dx.doi.org/10.1021/acsomega.0c00360 |
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