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Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives
Three new platinum(II) complexes bearing a eugenol and a pyridine derivative, namely (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC (1))chlorido(pyridine-κN)platinum(II), [Pt(C(15)H(19)O(4))Cl(C(5)H(5)N)], (I), (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]meth...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7336793/ https://www.ncbi.nlm.nih.gov/pubmed/32695443 http://dx.doi.org/10.1107/S2056989020006957 |
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author | Chi, Nguyen Thi Thanh Thong, Pham Van Van Meervelt, Luc |
author_facet | Chi, Nguyen Thi Thanh Thong, Pham Van Van Meervelt, Luc |
author_sort | Chi, Nguyen Thi Thanh |
collection | PubMed |
description | Three new platinum(II) complexes bearing a eugenol and a pyridine derivative, namely (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC (1))chlorido(pyridine-κN)platinum(II), [Pt(C(15)H(19)O(4))Cl(C(5)H(5)N)], (I), (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC (1))chlorido(4-methylpyridine-κN)platinum(II), [Pt(C(15)H(19)O(4))Cl(C(6)H(7)N)], (II), and (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC (1))chlorido(pyridine-4-carboxylic acid-κN)platinum(II), [Pt(C(15)H(19)O(4))Cl(C(6)H(5)NO(2))], (III), have been synthesized and further characterized by single-crystal X-ray diffraction. The Pt(II) atoms exhibit the usual distorted square-planar coordination and are surrounded by one Cl atom, one N atom, and a C atom and C=C double bond of the eugenol ligand. The donor N atom of the pyridine ligand occupies a cis position with respect to the double bond. Complexes (I) and (II) crystallize isomorphously in space group P [Image: see text] and display a similar crystal packing characterized by C—H⋯O hydrogen bonding, C—H⋯π and π–π interactions. However, the presence of the additional methyl group in the 4-methylpyridine ligand in (II) disturbs the π–π interactions. The crystal packing of (III) is characterized by O—H⋯O hydrogen bonding, resulting in the formation of chains of molecules connected in a head-to-tail fashion and running in the [101] direction. The IC(50) values for the HepG2 and KB cell lines are 150.9, 122.3 µM for (I) and 138.9, 93.2 µM for (II), respectively. |
format | Online Article Text |
id | pubmed-7336793 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-73367932020-07-20 Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives Chi, Nguyen Thi Thanh Thong, Pham Van Van Meervelt, Luc Acta Crystallogr E Crystallogr Commun Research Communications Three new platinum(II) complexes bearing a eugenol and a pyridine derivative, namely (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC (1))chlorido(pyridine-κN)platinum(II), [Pt(C(15)H(19)O(4))Cl(C(5)H(5)N)], (I), (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC (1))chlorido(4-methylpyridine-κN)platinum(II), [Pt(C(15)H(19)O(4))Cl(C(6)H(7)N)], (II), and (η(2)-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC (1))chlorido(pyridine-4-carboxylic acid-κN)platinum(II), [Pt(C(15)H(19)O(4))Cl(C(6)H(5)NO(2))], (III), have been synthesized and further characterized by single-crystal X-ray diffraction. The Pt(II) atoms exhibit the usual distorted square-planar coordination and are surrounded by one Cl atom, one N atom, and a C atom and C=C double bond of the eugenol ligand. The donor N atom of the pyridine ligand occupies a cis position with respect to the double bond. Complexes (I) and (II) crystallize isomorphously in space group P [Image: see text] and display a similar crystal packing characterized by C—H⋯O hydrogen bonding, C—H⋯π and π–π interactions. However, the presence of the additional methyl group in the 4-methylpyridine ligand in (II) disturbs the π–π interactions. The crystal packing of (III) is characterized by O—H⋯O hydrogen bonding, resulting in the formation of chains of molecules connected in a head-to-tail fashion and running in the [101] direction. The IC(50) values for the HepG2 and KB cell lines are 150.9, 122.3 µM for (I) and 138.9, 93.2 µM for (II), respectively. International Union of Crystallography 2020-06-05 /pmc/articles/PMC7336793/ /pubmed/32695443 http://dx.doi.org/10.1107/S2056989020006957 Text en © Chi et al. 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Chi, Nguyen Thi Thanh Thong, Pham Van Van Meervelt, Luc Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives |
title | Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives |
title_full | Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives |
title_fullStr | Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives |
title_full_unstemmed | Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives |
title_short | Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives |
title_sort | crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7336793/ https://www.ncbi.nlm.nih.gov/pubmed/32695443 http://dx.doi.org/10.1107/S2056989020006957 |
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