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Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity

The novel diphenyltin(IV) compound [Ph(2)(HyFoSc)Sn] (2), where H(2)HyFoSc (1) is 3-hydroxy-2-formylpyridine semicarbazone, was prepared and characterized by vibrational and NMR ((1)H, (13)C) spectroscopy. The structure of [Ph(2)(HyFoSc)Sn] was confirmed by single-crystal X-ray crystallography. The...

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Autores principales: Wiecek, Joanna, Kovala-Demertzi, Dimitra, Ciunik, Zbigniew, Wietrzyk, Joanna, Zervou, Maria, Demertzis, Mavroudis A.
Formato: Texto
Lenguaje:English
Publicado: Hindawi Publishing Corporation 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2869176/
https://www.ncbi.nlm.nih.gov/pubmed/20490260
http://dx.doi.org/10.1155/2010/718606
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author Wiecek, Joanna
Kovala-Demertzi, Dimitra
Ciunik, Zbigniew
Wietrzyk, Joanna
Zervou, Maria
Demertzis, Mavroudis A.
author_facet Wiecek, Joanna
Kovala-Demertzi, Dimitra
Ciunik, Zbigniew
Wietrzyk, Joanna
Zervou, Maria
Demertzis, Mavroudis A.
author_sort Wiecek, Joanna
collection PubMed
description The novel diphenyltin(IV) compound [Ph(2)(HyFoSc)Sn] (2), where H(2)HyFoSc (1) is 3-hydroxy-2-formylpyridine semicarbazone, was prepared and characterized by vibrational and NMR ((1)H, (13)C) spectroscopy. The structure of [Ph(2)(HyFoSc)Sn] was confirmed by single-crystal X-ray crystallography. The doubly deprotonated ligand is coordinated to the tin atom through the enolic-oxygen, the azomethine-nitrogen, and phenolic-oxygen, and so acts as an anionic tridentate ligand with the ONO donors. Two carbon atoms complete the fivefold coordination at the tin(IV) center. Intermolecular hydrogen bonding, C–H → π, and π → π interactions combine to stabilize the crystal structure. Compounds 1 and 2 have been evaluated for antiproliferative activity in vitro against the cells of three human tumor cell lines: MCF-7 (human breast cancer cell line), T24 (bladder cancer cell line), A549 (nonsmall cell lung carcinoma), and a mouse fibroblast L-929 cancer cell line.
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spelling pubmed-28691762010-05-20 Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity Wiecek, Joanna Kovala-Demertzi, Dimitra Ciunik, Zbigniew Wietrzyk, Joanna Zervou, Maria Demertzis, Mavroudis A. Bioinorg Chem Appl Research Article The novel diphenyltin(IV) compound [Ph(2)(HyFoSc)Sn] (2), where H(2)HyFoSc (1) is 3-hydroxy-2-formylpyridine semicarbazone, was prepared and characterized by vibrational and NMR ((1)H, (13)C) spectroscopy. The structure of [Ph(2)(HyFoSc)Sn] was confirmed by single-crystal X-ray crystallography. The doubly deprotonated ligand is coordinated to the tin atom through the enolic-oxygen, the azomethine-nitrogen, and phenolic-oxygen, and so acts as an anionic tridentate ligand with the ONO donors. Two carbon atoms complete the fivefold coordination at the tin(IV) center. Intermolecular hydrogen bonding, C–H → π, and π → π interactions combine to stabilize the crystal structure. Compounds 1 and 2 have been evaluated for antiproliferative activity in vitro against the cells of three human tumor cell lines: MCF-7 (human breast cancer cell line), T24 (bladder cancer cell line), A549 (nonsmall cell lung carcinoma), and a mouse fibroblast L-929 cancer cell line. Hindawi Publishing Corporation 2010 2010-05-12 /pmc/articles/PMC2869176/ /pubmed/20490260 http://dx.doi.org/10.1155/2010/718606 Text en Copyright © 2010 Joanna Wiecek et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Wiecek, Joanna
Kovala-Demertzi, Dimitra
Ciunik, Zbigniew
Wietrzyk, Joanna
Zervou, Maria
Demertzis, Mavroudis A.
Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity
title Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity
title_full Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity
title_fullStr Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity
title_full_unstemmed Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity
title_short Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity
title_sort organotin compound derived from 3-hydroxy-2-formylpyridine semicarbazone: synthesis, crystal structure, and antiproliferative activity
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2869176/
https://www.ncbi.nlm.nih.gov/pubmed/20490260
http://dx.doi.org/10.1155/2010/718606
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