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The Resource Anti-Cancer N-Heterocyclic Carbene Complexes of Gold(III), Gold(I) and Platinum(II) : Thiol Switch-On Fluorescent Probes, Thioredoxin Reductase Inhibitors and Endoplasmic Reticulum Targeting Agents

Anti-Cancer N-Heterocyclic Carbene Complexes of Gold(III), Gold(I) and Platinum(II) : Thiol Switch-On Fluorescent Probes, Thioredoxin Reductase Inhibitors and Endoplasmic Reticulum Targeting Agents

Label
Anti-Cancer N-Heterocyclic Carbene Complexes of Gold(III), Gold(I) and Platinum(II) : Thiol Switch-On Fluorescent Probes, Thioredoxin Reductase Inhibitors and Endoplasmic Reticulum Targeting Agents
Title
Anti-Cancer N-Heterocyclic Carbene Complexes of Gold(III), Gold(I) and Platinum(II)
Title remainder
Thiol Switch-On Fluorescent Probes, Thioredoxin Reductase Inhibitors and Endoplasmic Reticulum Targeting Agents
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Subject
Language
eng
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Cataloging source
MiAaPQ
Literary form
non fiction
Nature of contents
dictionaries
Series statement
Springer Theses Ser
Anti-Cancer N-Heterocyclic Carbene Complexes of Gold(III), Gold(I) and Platinum(II) : Thiol Switch-On Fluorescent Probes, Thioredoxin Reductase Inhibitors and Endoplasmic Reticulum Targeting Agents
Label
Anti-Cancer N-Heterocyclic Carbene Complexes of Gold(III), Gold(I) and Platinum(II) : Thiol Switch-On Fluorescent Probes, Thioredoxin Reductase Inhibitors and Endoplasmic Reticulum Targeting Agents
Link
http://libproxy.rpi.edu/login?url=https://ebookcentral.proquest.com/lib/rpi/detail.action?docID=4415589
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Copyright
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Carrier category
online resource
Carrier category code
cr
Carrier MARC source
rdacarrier
Color
multicolored
Content category
text
Content type code
txt
Content type MARC source
rdacontent
Contents
  • Parts of this thesis have been published in the following journal articles: -- Supervisor's Foreword -- Acknowledgments -- Contents -- 1 Introduction -- 1.1 Inorganic Medicines -- 1.2 Lessons from Cisplatin and Its Derivatives -- 1.2.1 Overview of Platinum Drugs -- 1.2.2 Anticancer Mechanism of Cisplatin -- 1.2.3 Transplatin and Its Analogues -- 1.2.4 Cisplatin Resistance and Side Effect Problems -- 1.3 The Chemistry and Anticancer Properties of Gold -- 1.3.1 The Chemical Properties of Gold Complexes [32] -- 1.3.1.1 Gold(I) Complexes -- 1.3.1.2 Gold(III) Complexes -- 1.3.2 Gold Complexes Inhibit Thiol-Containing Enzyme Activities -- 1.3.2.1 Inhibition of Disulfide Reductase -- 1.3.2.2 Inhibition of Cysteine Protease -- 1.3.2.3 Inhibition of Other Thiol-Containing Enzymes -- 1.3.2.4 Inhibition via Au--His Binding -- 1.3.3 Current Status of Gold(I) Anticancer Agents -- 1.3.3.1 Gold(I)--Phosphine Complexes -- 1.3.3.2 Clinically Used Antiarthritis Drugs with Anticancer Properties -- 1.3.3.3 Gold(I)--NHC Complexes as Anticancer Agents -- 1.3.3.4 Gold(I)--Alkyne Complexes as Anticancer Agents -- 1.3.3.5 Gold(I)--Thiourea Complexes as Anticancer Agents -- 1.3.4 Current Status of Anticancer Gold(III) Complexes -- 1.3.4.1 Gold(III)--Porphyrin Complexes as Anticancer Agents -- 1.3.4.2 Cyclometalated Gold(III) Complexes Bearing Tridentate C-Deprotonated CN̂Ĉ Ligands as Anticancer Agents -- 1.3.4.3 Cyclometalated Gold(III) Complexes Bearing C-Deprotonated CN̂ and CN̂N̂ Ligands as Anticancer Agents -- 1.3.4.4 Gold(III) Complexes Containing Bidentate NN̂ and Tridentate NN̂N̂ Ligands as Anticancer Agents -- 1.3.4.5 Gold(III) Complexes Containing Dithiocarbamate Ligand as Anticancer Agents -- 1.4 The Chemistry and Anticancer Properties of Platinum -- 1.4.1 The Chemical Properties of Platinum Complexes -- 1.4.1.1 Pt(II) Complexes -- 1.4.1.2 Pt(IV) Complexes
  • 1.4.2 Physiologically Stable Platinum(II) Complexes as Anticancer Agents -- 1.4.2.1 Platinum(II) Complexes Target Nucleic Acids -- 1.4.2.2 Platinum Complexes with Non-DNA Targets -- 1.5 The Chemistry of N-Heterocyclic Carbene Ligands -- 1.5.1 Electronic Properties of NHC Ligands -- 1.5.2 Steric Effects of NHC Ligands -- 1.5.3 Synthesis of NHC Ligands [125] -- 1.5.4 Synthesis of Metal--NHC Complexes -- 1.6 Luminescent Properties of Platinum(II) and Gold(I)/(III) Complexes -- 1.7 Fluorescent Thiol Probes -- References -- 2 Experimental Section -- 2.1 Materials and Instrumentation -- 2.2 X-Ray Crystallography -- 2.2.1 Crystal Growth -- 2.2.2 Single Crystal Analysis -- 2.3 Stability Testing -- 2.3.1 UV--Vis Absorption Measurements -- 2.3.1.1 Beer-Lambert Law -- 2.3.1.2 Instrumentation -- 2.3.2 ESI-MS Measurements -- 2.3.3 1H NMR Measurements -- 2.4 Emission Measurements -- 2.4.1 Emission Spectra Measurements -- 2.4.2 Emission Lifetime Measurements -- 2.5 Fluorescence Microscopy -- 2.6 Cell Culture and Cytotoxicity Studies -- 2.6.1 Cell Subculture -- 2.6.2 MTT Assay -- 2.7 Gel Mobility Shift Assay -- 2.8 Spectroscopic Binding Studies -- 2.8.1 Determination of DNA-Binding Constants -- 2.8.2 Binding with Proteins -- 2.9 Transfection -- 2.10 Western Blot -- 2.11 Inductively Coupled Plasma Mass Spectrometry -- 2.12 Tube Formation Assay -- 2.13 In Vivo Antitumor Study -- References -- 3 Gold(III) Complexes Containing N-Heterocyclic Carbene Ligand Serve as Dual Fluorescent Thiol S̀̀witch-On'' Probe and Anticancer Agent -- 3.1 Introduction -- 3.2 Experimental Section -- 3.2.1 Materials and Instrumentation -- 3.2.2 Synthesis and Characterization of Gold Complexes -- 3.2.2.1 Synthesis of Gold Complexes -- 3.2.2.2 X-Ray Crystallographic Analysis -- 3.2.3 Reactions with GSH -- 3.2.3.1 UV--Visible Spectroscopic Experiments -- 3.2.3.2 ESI-MS Experiments
  • 3.2.3.3 1H NMR Experiments -- 3.2.4 Luminescent Properties of 3.9 -- 3.2.4.1 In the Presence of Different Analysts -- 3.2.4.2 Fluorescence Microscopic Examination -- 3.2.5 Anticancer Properties -- 3.2.5.1 Cell Lines and Growth Inhibitory Assay -- 3.2.5.2 Cellular Activities of Thioredoxin Reductase (TrxR) -- 3.2.5.3 Lipophilicity Measurement -- 3.2.5.4 Cellular Uptake Experiments -- 3.2.5.5 Western Blot Analysis -- 3.2.5.6 In Vivo Tumor Growth Inhibition Experiments -- 3.3 Results and Discussion -- 3.3.1 Synthesis and Characterization -- 3.3.2 Reactions with GSH -- 3.3.3 Emission Properties of 3.9 Toward Thiols -- 3.3.4 Anticancer Properties -- 3.4 Conclusion -- References -- 4 A Binuclear Gold(I) Complex with Mixed Bridging Diphosphine and Bis(N-Heterocyclic Carbene) Ligands Shows Favorable Thiol Reactivity and Effectively Inhibits Tumor Growth and Angiogenesis In Vivo -- 4.1 Introduction -- 4.2 Experimental Section -- 4.2.1 Materials and Instrumentation -- 4.2.2 Synthesis and Characterization of Complexes -- 4.2.2.1 Synthesis of Complexes -- 4.2.2.2 X-ray Crystallographic Analysis -- 4.2.3 Biological Application -- 4.2.3.1 Characterization of Reaction with Thiols -- ESI-MS (Q-TOF) Experiment of Reaction of 4.1-PF6 with GSH -- Interaction with Bovine Serum Albumin -- ESI-MS (LTQ Orbitrap) Experiment of Reaction of 4.1-PF6 with Tetrapeptide GCUG -- 1H NMR Experiment of Reaction of 4.1-PF6 with GCUG -- 4.2.3.2 Anticancer Properties -- Cell Lines and Growth Inhibitory Assay -- Inhibition of Purified Thioredoxin Reductase (TrxR) -- Inhibition of Purified Glutathione Reductase (GR) -- TrxR Inhibition on Trx System -- Sphere Formation Assay [53] -- In Vivo Tumor Growth Inhibition Experiments -- In Vivo Toxicology Studies -- Determination of Blood Vessel Density in the Tumor Tissues -- Tube Formation Assay -- 4.3 Results and Discussion
  • 4.3.1 Synthesis and Characterization -- 4.3.2 Stability Toward Blood Thiols and In Vitro Cytotoxicity -- 4.3.3 Inhibition of Thioredoxin Reductase -- 4.3.4 Inhibition of Cancer Stem Cell Activity -- 4.3.5 In Vivo Antitumor Activities -- 4.3.6 Safety Pharmacology Study -- 4.4 Conclusion -- References -- 5 Luminescent Organoplatinum(II) Complexes Containing Bis(N-Heterocyclic Carbene) Ligands Selectively Target Endoplasmic Reticulum and Induce Potent Phototoxicity -- 5.1 Introduction -- 5.2 Experimental Section -- 5.2.1 Materials and Methods -- 5.2.2 Experimental Procedure and Compound Characterization -- 5.2.3 Stability Toward Physiological Thiols -- 5.2.3.1 UV--Vis Absorption Experiment -- 5.2.3.2 1H NMR Experiment -- 5.2.4 Photo-physical Properties and Application in Protein Binding and Cell Imaging -- 5.2.4.1 Absorption and Emission -- 5.2.4.2 Protein Binding -- 5.2.4.3 Emission Responses Toward Different Analytes -- 5.2.4.4 Absorption-Titration Experiment -- 5.2.4.5 Fluorescence Quenching Experiment -- 5.2.4.6 Fluorescence Microscopic Examination -- 5.2.5 Anticancer Properties -- 5.2.5.1 Cell Lines and Growth Inhibitory Assay -- 5.2.5.2 Lipophilicity Determination -- 5.2.5.3 Cell Transfection and Fluorescence Microscopic Analysis -- 5.2.5.4 Western Blot Analysis -- 5.2.5.5 Mitochondrial Membrane Depolarization Assay -- 5.2.5.6 Determination of Phototoxicity -- 5.3 Results and Discussion -- 5.3.1 Synthesis of the Complexes -- 5.3.2 Stability Test -- 5.3.2.1 Photo-Physical Properties and Cell Imaging Studies -- 5.3.3 Anticancer Properties -- 5.3.4 Phototoxicities -- 5.4 Conclusion -- References -- 6 Summary and Evaluation
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1 online resource (175 pages)
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online
Isbn
9789811006579
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computer
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rdamedia
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