Water soluble glucose derivative of thiocarbohydrazone acts as ionophore with cytotoxic effects on tumor cells (414 views)
J Chem Res (ISSN: 0162-0134, 1873-3344, 1873-3344electronic), 2018; 182: 92-102.
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Paper type: Journal Article,
Impact factor: 3.317, 5-year impact factor: 3.386
Url: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85041802059&doi=10.1016%2fj.jinorgbio.2018.01.019&partnerID=40&md5=9da557283d09a48777fe7a8267f3e3d7
Keywords: Cancer, Copper, Glycoconjugates, Ionophores, Thiocarbohidrazones, Zinc, 1 Amino 3 [1 (2 Pyridyl)ethylideneamino]thiourea, 1 [1 (2 Pyridyl)ethylideneamino] 3 [[3, 5 Trihydroxy 6 (hydroxymethyl)tetrahydropyran 2 Yl]amino]thiourea, Copper Complex, Cytotoxic Agent, Fluorouracil, Glucose Derivative, Hydrazone Derivative, Unclassified Drug, Zinc Complex, Antiproliferative Activity, Article, Cancer Cell Line, Carbon Nuclear Magnetic Resonance, Cell Survival, Circular Dichroism, Column Chromatography, Cytotoxicity Assay, Density Functional Theory, Drug Cytotoxicity, Electrospray Mass Spectrometry, Human, Human Cell, Mda-Mb-231 Cell Line, Nctc 2544 Cell Line, Nuclear Overhauser Effect, Prostate Adenocarcinoma Cell Line, Proton Nuclear Magnetic Resonance, Stoichiometry, Ultraviolet Spectroscopy, Ultraviolet Visible Spectroscopy,
Affiliations:
*** IBB - CNR ***
Dipartimento di Scienze Chimiche, Università degli Studi di Catania, Viale A. Doria 6, Catania, 95125, Italy
Consorzio Interuniversitario di Ricerca in Chimica dei Metalli nei Sistemi Biologici, via Celso Ulpiani, 27, Bari, 70125, Italy
Consiglio Nazionale delle Ricerche, Istituto di Biostrutture e Bioimmagini (IBB-CNR), Via P. Gaifami 18, Catania, 95126, Italy
Dipartimento Scienze Biomediche e Biotecnologiche, Sez. Biochimica Medica, via S. Sofia 64, Catania, I-95125, Italy
Dipartimento di Farmacia, Università di Pisa, Via Bonanno Pisano 6, Pisa, 56126, Italy
References:
Not available.
J Chem Res (ISSN: 0162-0134, 1873-3344, 1873-3344electronic), 2018; 182: 92-102.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 3.317, 5-year impact factor: 3.386
Url: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85041802059&doi=10.1016%2fj.jinorgbio.2018.01.019&partnerID=40&md5=9da557283d09a48777fe7a8267f3e3d7
Keywords: Cancer, Copper, Glycoconjugates, Ionophores, Thiocarbohidrazones, Zinc, 1 Amino 3 [1 (2 Pyridyl)ethylideneamino]thiourea, 1 [1 (2 Pyridyl)ethylideneamino] 3 [[3, 5 Trihydroxy 6 (hydroxymethyl)tetrahydropyran 2 Yl]amino]thiourea, Copper Complex, Cytotoxic Agent, Fluorouracil, Glucose Derivative, Hydrazone Derivative, Unclassified Drug, Zinc Complex, Antiproliferative Activity, Article, Cancer Cell Line, Carbon Nuclear Magnetic Resonance, Cell Survival, Circular Dichroism, Column Chromatography, Cytotoxicity Assay, Density Functional Theory, Drug Cytotoxicity, Electrospray Mass Spectrometry, Human, Human Cell, Mda-Mb-231 Cell Line, Nctc 2544 Cell Line, Nuclear Overhauser Effect, Prostate Adenocarcinoma Cell Line, Proton Nuclear Magnetic Resonance, Stoichiometry, Ultraviolet Spectroscopy, Ultraviolet Visible Spectroscopy,
Affiliations:
*** IBB - CNR ***
Dipartimento di Scienze Chimiche, Università degli Studi di Catania, Viale A. Doria 6, Catania, 95125, Italy
Consorzio Interuniversitario di Ricerca in Chimica dei Metalli nei Sistemi Biologici, via Celso Ulpiani, 27, Bari, 70125, Italy
Consiglio Nazionale delle Ricerche, Istituto di Biostrutture e Bioimmagini (IBB-CNR), Via P. Gaifami 18, Catania, 95126, Italy
Dipartimento Scienze Biomediche e Biotecnologiche, Sez. Biochimica Medica, via S. Sofia 64, Catania, I-95125, Italy
Dipartimento di Farmacia, Università di Pisa, Via Bonanno Pisano 6, Pisa, 56126, Italy
References:
Not available.
Water soluble glucose derivative of thiocarbohydrazone acts as ionophore with cytotoxic effects on tumor cells
A novel water-soluble ionophore based on the thiocarbohydrazone moiety conjugated with glucose (GluTch) was synthesized through a simple two-step procedure. Structural elucidation was carried out in water solution by means of various spectroscopic techniques (NMR, UV–Vis, and CD), electrospray ionization mass spectrometry and density functional theory calculations. The flexible nature of the thiocarbohydrazone moiety of the new glycoderivative compound induced both different coordination motifs and stoichiometry towards copper and zinc. Cytotoxicity assays of the ligands on the human normal keratinocyte NCTC-2544, MDA-MB-231 breast cancer and PC-3 human prostate adenocarcinoma cell lines demonstrated that i) higher activity on cancer cells growth inhibition compared to a normal cell line; ii) the introduction of the glucose unit does not alter the cytotoxic activity of the underivatized ionophore ligand and iii) the presence of copper ion improves the activity of the thiocarbohydrazones. © 2018 Elsevier Inc.
A novel water-soluble ionophore based on the thiocarbohydrazone moiety conjugated with glucose (GluTch) was synthesized through a simple two-step procedure. Structural elucidation was carried out in water solution by means of various spectroscopic techniques (NMR, UV–Vis, and CD), electrospray ionization mass spectrometry and density functional theory calculations. The flexible nature of the thiocarbohydrazone moiety of the new glycoderivative compound induced both different coordination motifs and stoichiometry towards copper and zinc. Cytotoxicity assays of the ligands on the human normal keratinocyte NCTC-2544, MDA-MB-231 breast cancer and PC-3 human prostate adenocarcinoma cell lines demonstrated that i) higher activity on cancer cells growth inhibition compared to a normal cell line; ii) the introduction of the glucose unit does not alter the cytotoxic activity of the underivatized ionophore ligand and iii) the presence of copper ion improves the activity of the thiocarbohydrazones. © 2018 Elsevier Inc.
Water soluble glucose derivative of thiocarbohydrazone acts as ionophore with cytotoxic effects on tumor cells
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Water soluble glucose derivative of thiocarbohydrazone acts as ionophore with cytotoxic effects on tumor cells
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6 Records (6 excluding Abstracts).
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