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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...

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Autores principales: Chi, Nguyen Thi Thanh, Thong, Pham Van, Van Meervelt, Luc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
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.
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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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