Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity
The novel diphenyltin(IV) compound [Ph2(HyFoSc)Sn] (2), where H2HyFoSc (1) is 3-hydroxy-2-formylpyridine semicarbazone, was prepared and characterized by vibrational and NMR (1H, 13C) spectroscopy. The structure of [Ph2(HyFoSc)Sn] was confirmed by single-crystal X-ray crystallography. The doubly de...
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| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2010-01-01
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| Series: | Bioinorganic Chemistry and Applications |
| Online Access: | http://dx.doi.org/10.1155/2010/718606 |
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| author | Joanna Wiecek Dimitra Kovala-Demertzi Zbigniew Ciunik Joanna Wietrzyk Maria Zervou Mavroudis A. Demertzis |
| author_facet | Joanna Wiecek Dimitra Kovala-Demertzi Zbigniew Ciunik Joanna Wietrzyk Maria Zervou Mavroudis A. Demertzis |
| author_sort | Joanna Wiecek |
| collection | DOAJ |
| description | The novel diphenyltin(IV) compound [Ph2(HyFoSc)Sn] (2), where H2HyFoSc (1) is 3-hydroxy-2-formylpyridine semicarbazone, was prepared and characterized by vibrational and NMR (1H, 13C) spectroscopy. The structure of [Ph2(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. |
| format | Article |
| id | doaj-art-51f73dbc1faa448f85c3289f23eb5c8e |
| institution | Kabale University |
| issn | 1565-3633 1687-479X |
| language | English |
| publishDate | 2010-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Bioinorganic Chemistry and Applications |
| spelling | doaj-art-51f73dbc1faa448f85c3289f23eb5c8e2025-02-03T05:44:10ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2010-01-01201010.1155/2010/718606718606Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative ActivityJoanna Wiecek0Dimitra Kovala-Demertzi1Zbigniew Ciunik2Joanna Wietrzyk3Maria Zervou4Mavroudis A. Demertzis5Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceInorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceFaculty of Chemistry, University of Wrocław, 14 F. Joliot-Curie St., 50-383 Wrocław, PolandInstitute of Immunology and Experimental Therapy, Polish Academy of Sciences, 12 R Weigl St, 53-114 Wrocław, PolandLaboratory of Molecular Analysis, Institute of Organic and Pharmaceutical Chemistry, National Hellenic Research Foundation, 48, Vas. Constantinou Ave, 11635 Athens, GreeceInorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceThe novel diphenyltin(IV) compound [Ph2(HyFoSc)Sn] (2), where H2HyFoSc (1) is 3-hydroxy-2-formylpyridine semicarbazone, was prepared and characterized by vibrational and NMR (1H, 13C) spectroscopy. The structure of [Ph2(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.http://dx.doi.org/10.1155/2010/718606 |
| spellingShingle | Joanna Wiecek Dimitra Kovala-Demertzi Zbigniew Ciunik Joanna Wietrzyk Maria Zervou Mavroudis A. Demertzis Organotin Compound Derived from 3-Hydroxy-2-formylpyridine Semicarbazone: Synthesis, Crystal Structure, and Antiproliferative Activity Bioinorganic Chemistry and Applications |
| 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 |
| url | http://dx.doi.org/10.1155/2010/718606 |
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