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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...

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Autores principales: Mbugua, Simon N., Sibuyi, Nicole R. S., Njenga, Lydia W., Odhiambo, Ruth A., Wandiga, Shem O., Meyer, Mervin, Lalancette, Roger A., Onani, Martin O.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
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.
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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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