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Author: Yuen-Ting Shum Publisher: Open Dissertation Press ISBN: 9781361428108 Category : Languages : en Pages :
Book Description
This dissertation, "Functionalized Platinum (II) and Gold (I) Acetylide Complexes: Structural and Spectroscopic Properties and Anticancer Activities" by Yuen-ting, Shum, 岑婉婷, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled FUNCTIONALIZED PLATINUM(II) AND GOLD(I) ACETYLIDE COMPLEXES. STRUCTURAL AND SPECTROSCOPIC PROPERTIES AND ANTICANCER ACTIVITIES Submitted by SHUM YUEN TING For the degree of Doctor of Philosophy at The University of Hong Kong in April 2007 Planar [Pt(terpy)X] complexes (terpy = 2,2':6',2''-terpyridine; X = Cl, SR) have frequently been cited as classic DNA metallointercalators in bioinorganic chemistry; + however, application studies of [Pt(terpy)L] (L = monoanionic ligand) and its derivatives in metal-based therapeutics are limited. In this work, a series of platinum(II) terpyridine complexes containing different glycosylated acetylide and arylacetylide ligands were prepared and characterized, the photophysical properties of which were investigated. A low-energy absorption band at 409-476 nm, which was assignable to a MLCT transition was observed in its electronic absorption spectra. Upon photoexcitation, intense emission bands at 513-733 nm were observed and were believed to originate from the excited states of 3 3 MLCT and LLCT character. Cytotoxic activities of the ''Pt(terpy)(glycosylated arylacetylide)'' system with significant inhibitory effect toward a series of carcinoma cell lines were discovered. [Pt( Bu terpy)(L3)](CF SO ) (L3 = 4-ethynylphenoxy 3 3 3 -2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside) (IC = 0.06-0.1 M) was found to be 50 i260-fold more effective in growth inhibition of the human brain cancer cell line (SF-268) than cisplatin. The binding interactions of selected platinum(II) complexes 4 5 -1 3 to calf-thymus DNA featured binding constants of 10-10 mol dm . Significantly, the spectral data were found to support a specific binding mode at the AT sequences of DNA for selected complexes. The results of cytometry experiments showed that [Pt( Bu terpy)(L3)](CF SO ) 3 3 3 induce 52.4% apoptosis in NCI-H460 cells. Based on microarray and Western blotting analyses, down-regulation of anti-apoptotic proteins, including Bcl-2 and caspase-3, were observed for platinum-treated NCI-H460 cells. When taken together, the [Pt( Bu terpy)(L3)](CF SO)-induced apoptosis in NCI-H460 cells should 3 3 3 normally occur via the mitochondrial pathway. A family of mono- and binuclear Cy P-supported gold(I) complexes which contained various π-conjugated arylacetylide ligands, were prepared and characterized. The lowest-energy singlet transitions were predominately intraligand in nature and exhibited both phenyl and acetylenic (ππ*) character. The organic triplet emissions of arylacetylide groups were thus "illuminated" at ambient conditions by ligation to the [Au(PCy )] fragment. Strong photoluminescence was detected in solid and solution states of the gold(I) complexes under ambient conditions with lifetimes in the microsecond regime. Selected gold(I) complexes were also subjected to cytotoxicity analysis; only [Au(PCy )(C≡CC H )] showed cytotoxicities (IC = 3 10 7 50 4.9-14.5 M) that were comparable to clinical cisplatin. An acetylide ligand that was appended with lomefloxacin moiety was coordinated to ii with gold(I) and platinum(II) complexes to form [CyPAu(lome)] and [Pt( Bu tpy)(lome)] (CF SO ) (lome = modified lomefloxacin), both of which were 3 3 3 structurally characterized. Tw
Author: Yuen-Ting Shum Publisher: Open Dissertation Press ISBN: 9781361428108 Category : Languages : en Pages :
Book Description
This dissertation, "Functionalized Platinum (II) and Gold (I) Acetylide Complexes: Structural and Spectroscopic Properties and Anticancer Activities" by Yuen-ting, Shum, 岑婉婷, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled FUNCTIONALIZED PLATINUM(II) AND GOLD(I) ACETYLIDE COMPLEXES. STRUCTURAL AND SPECTROSCOPIC PROPERTIES AND ANTICANCER ACTIVITIES Submitted by SHUM YUEN TING For the degree of Doctor of Philosophy at The University of Hong Kong in April 2007 Planar [Pt(terpy)X] complexes (terpy = 2,2':6',2''-terpyridine; X = Cl, SR) have frequently been cited as classic DNA metallointercalators in bioinorganic chemistry; + however, application studies of [Pt(terpy)L] (L = monoanionic ligand) and its derivatives in metal-based therapeutics are limited. In this work, a series of platinum(II) terpyridine complexes containing different glycosylated acetylide and arylacetylide ligands were prepared and characterized, the photophysical properties of which were investigated. A low-energy absorption band at 409-476 nm, which was assignable to a MLCT transition was observed in its electronic absorption spectra. Upon photoexcitation, intense emission bands at 513-733 nm were observed and were believed to originate from the excited states of 3 3 MLCT and LLCT character. Cytotoxic activities of the ''Pt(terpy)(glycosylated arylacetylide)'' system with significant inhibitory effect toward a series of carcinoma cell lines were discovered. [Pt( Bu terpy)(L3)](CF SO ) (L3 = 4-ethynylphenoxy 3 3 3 -2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside) (IC = 0.06-0.1 M) was found to be 50 i260-fold more effective in growth inhibition of the human brain cancer cell line (SF-268) than cisplatin. The binding interactions of selected platinum(II) complexes 4 5 -1 3 to calf-thymus DNA featured binding constants of 10-10 mol dm . Significantly, the spectral data were found to support a specific binding mode at the AT sequences of DNA for selected complexes. The results of cytometry experiments showed that [Pt( Bu terpy)(L3)](CF SO ) 3 3 3 induce 52.4% apoptosis in NCI-H460 cells. Based on microarray and Western blotting analyses, down-regulation of anti-apoptotic proteins, including Bcl-2 and caspase-3, were observed for platinum-treated NCI-H460 cells. When taken together, the [Pt( Bu terpy)(L3)](CF SO)-induced apoptosis in NCI-H460 cells should 3 3 3 normally occur via the mitochondrial pathway. A family of mono- and binuclear Cy P-supported gold(I) complexes which contained various π-conjugated arylacetylide ligands, were prepared and characterized. The lowest-energy singlet transitions were predominately intraligand in nature and exhibited both phenyl and acetylenic (ππ*) character. The organic triplet emissions of arylacetylide groups were thus "illuminated" at ambient conditions by ligation to the [Au(PCy )] fragment. Strong photoluminescence was detected in solid and solution states of the gold(I) complexes under ambient conditions with lifetimes in the microsecond regime. Selected gold(I) complexes were also subjected to cytotoxicity analysis; only [Au(PCy )(C≡CC H )] showed cytotoxicities (IC = 3 10 7 50 4.9-14.5 M) that were comparable to clinical cisplatin. An acetylide ligand that was appended with lomefloxacin moiety was coordinated to ii with gold(I) and platinum(II) complexes to form [CyPAu(lome)] and [Pt( Bu tpy)(lome)] (CF SO ) (lome = modified lomefloxacin), both of which were 3 3 3 structurally characterized. Tw
Author: Wei Lu Publisher: Open Dissertation Press ISBN: 9781374799653 Category : Science Languages : en Pages : 324
Book Description
This dissertation, "Light-emitting Platinum (II) and Gold (I) Complexes Containing Cyclometalated and Alkynyl Ligands" by Wei, Lu, 陸為, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled LIGHT-EMITTING PLATINUM(II) AND GOLD(I) COMPLEXES CONTAINING CYCLOMETALATED AND ALKYNYL LIGANDS Submitted by Lu Wei for the degree of Doctor of Philosophy at The University of Hong Kong in July 2003 The syntheses, characterizations, spectroscopic properties and applications of light-emitting platinum(II) and gold(I) complexes containing cyclometalated and alkynyl ligands are described and five systems are explored in detail. The tuning of the photoluminescent properties of tridentate cyclometalated platinum(II) complexes bearing σ-alkynyl auxiliaries, namely [(C DEGREESN DEGREESN)Pt(C≡C) R] [H(C DEGREESN DEGREESN) = 6-aryl- 2,2'-bipyridine; n = 1-4; R = aryl, alkyl or trimethylsilyl], through modifications of both the cyclometalating and acetylide ligands, is presented. These neutral Pt(II) materials exhibit enhanced stability during vacuum deposition. Organic light-emitting devices (OLEDs) based on these emitters display orange to red electrophosphorescence with low turn-on voltages ( 4 V), maximum luminance -2 -1 approaching 10,000 cd m and efficiencies up to 4.2 cd A . The crystal structures and photoluminescence of tethered trinuclear cyclometalated platinum(II) complexes, 3+ namely [{R(C DEGREESN DEGREESN)} Pt ( -dpmp)] (R denotes substituent(s) on the (C DEGREESN DEGREESN) 3 3 3 ligand, dpmp = bis(diphenylphosphinomethyl)phenylphosphine), were investigated and compared with their mono- and binuclear analogues to yield insight into the nature of their respective excited states. The emission energies were found to be dependent on the substituents on the cyclometalating ligands and the oligophosphine 8 8 ligands, and sensitive to d -d and π-π interactions. Intermolecular π-stacking interactions were found to affect the crystal packing, solid-state emission energy and vapochromic behavior of mono- and multinuclear dicyclometalated Pt(II) complexes, 1 1 namely [Pt(C DEGREESN DEGREESC)L ] [HC DEGREESN DEGREESCH = 2,6-diphenylpyridine; L = pyridine, isocyanide, 2 2 phosphine], [Pt (C DEGREESN DEGREESC) (-L )] [L = pyrazine, bidentate phosphine] and 2 2 [Pt (C DEGREESN DEGREESC) ( -dpmp)], and aromatic α-diimine Pt(II) complexes bearing 3 3 3 t t functionalized σ-alkynyl auxiliaries, namely [( Bu bpy)Pt(C≡CAr) ] ( Bu bpy = 4,4'- 2 2 2 bis-tert-butyl-2,2'-bipyridine, Ar = 4-pyridyl, 3-pyridyl, 2-pyridyl, 4-ethynylpyridyl, 2-thienyl and pentafluorophenyl). The weak non-covalent interactions observed in the solvated crystal structures, such as π-π, C-H---π(C≡C), C-H---N(py), C-H---F-C and Cl---Cl contacts, were invoked to rationalize the reversible VOC (volatile organic compound) sensing and signaling capabilities of these materials. The syntheses, crystal structures and spectroscopic properties of several π-conjugated carbon-rich scaffolds bearing [Au(PCy )] (Cy = cyclohexyl) termini are described. The ν of the 3 0-0 acetylenic (ππ*) emission for [(Cy P)Au(C≡C) Au(PCy )] (n = ∞) was estimated to 3 n 3 -1 1 occur at 11000 cm by extrapolation of the plot of ν versus 1/n. Prompt (ππ*) 0-0 fluorescence only was detected from the cross-conjugated species [TEE][Au(PCy )] 3 4 ([TEE]H = tetraethynylethene). A correlation between the solid-state emissions and crystal structures of the phosphorescent polymorphic complex [4-NO - C H C≡CAu(PCy )] and their related complexes was observed, and a rationale based 6 4 3 on excitonic coupling is proposed. DOI: 10.5353/th_b
Author: Zikang Tang Publisher: Springer Science & Business Media ISBN: 0387730486 Category : Technology & Engineering Languages : en Pages : 246
Book Description
This book collects selected lectures from the Third Workshop of the Croucher Advanced Study Institute on Nano Science and Technology, and showcases contributions from world-renowned researchers. The book presents in-depth articles on the latest developments in nanomaterials and nanotechnology, and provides a cross-disciplinary perspective covering physics and biophysics, chemistry, materials science, and engineering.
Author: Publisher: ISBN: Category : Languages : en Pages : 49
Book Description
As part of an ongoing investigation of structure-optical property relationships in asymmetric platinum acetylide complexes, we synthesized the compounds trans-Pt(PBu3)2(C equivalent CC6H5)(C equivalent C-C6H4-C equivalent CC6H5) (PE1-2), trans-Pt(PBu3)2-(C equivalent CC6H5)(C equivalent C-C6H4-C equivalent C-C6H4-C equivalent CC6H5) (PEl-3), and trans-Pt(PBu3)2(C equivalent C-C6H4-C equivalent CC6H5)-(C equivalent C-C6H4-C equivalent C-C6H4-C equivalent CC6H5) (PE2-3) that have different ligands on either side of the central platinum and compared their spectroscopic properties to the symmetrical compounds PEl, PE2, and PE3. We measured trends in ground state absorption, fluorescence, phosphorescence, and triplet state absorption spectra. We also performed density functional theory calculations of the triplet state geometries and energies. The ground state absorption and fluorescence spectra give evidence the singlet exciton is delocalized across the central platinum atom. In contrast, the behavior of the phosphorescence spectra suggests the triplet exciton is confined to one ligand. The phosphorescence from the asymmetric complexes comes from the lowest energy, most delocalized ligand. The triplet state geometries obtained from the density functional theory calculations show distortion on the lowest energy ligand, while the other ligand has the ground state geometry. The calculated trend in the triplet state energies agrees very well with the experimental trend. Calculations of triplet state spin density also show the triplet exciton is confined to one ligand. In the asymmetric complexes the spin density is confined to the more conjugated, lower energy ligand. The results show Kasha's rule applies to these complexes, where following excitation and intersystem crossing, the triplet exciton moves to the lowest energy ligand.
Author: Publisher: ISBN: Category : Languages : en Pages : 8
Book Description
The synthesis of series of 1,2,1' substituted bis(diphenylphosphino)-ruthenocenyl (1-4) and ferrocenyl cis-platinum(II) (5-7) and gold (I) (8-2) complexes are described. Crystal structures of 2 and 4, as well as 5, 6 and 10 confirm the molecular geometry of these ligands and their metal complexes. [partial abstract].
Author: Chun-Hui Huang Publisher: John Wiley & Sons ISBN: 0470824859 Category : Technology & Engineering Languages : en Pages : 601
Book Description
Edited by a highly regarded scientist and with contributions from sixteen international research groups, spanning Asia and North America, Rare Earth Coordination Chemistry: Fundamentals and Applications provides the first one-stop reference resource for important accomplishments in the area of rare earth. Consisting of two parts, Fundamentals and Applications, readers are armed with the systematic basic aspects of rare earth coordination chemistry and presented with the latest developments in the applications of rare earths. The systematic introduction of basic knowledge, application technology and the latest developments in the field, makes this ideal for readers across both introductory and specialist levels.
Author: Richard P. Irwin Publisher: Nova Publishers ISBN: 9781600217807 Category : Science Languages : en Pages : 324
Book Description
Organometallic chemistry is based on the reactions and use of a class of compounds (R-M) that contain a covalent bond between carbon and metal. They are prepared either by direct reaction of the metal with an organic compound or by replacement of a metal from another organometallic substance. This book presents research in this field.
Author: Tim Storr Publisher: John Wiley & Sons ISBN: 1118697898 Category : Science Languages : en Pages : 650
Book Description
Increasing the potency of therapeutic compounds, while limiting side-effects, is a common goal in medicinal chemistry. Ligands that effectively bind metal ions and also include specific features to enhance targeting, reporting, and overall efficacy are driving innovation in areas of disease diagnosis and therapy. Ligand Design in Medicinal Inorganic Chemistry presents the state-of-the-art in ligand design for medicinal inorganic chemistry applications. Each individual chapter describes and explores the application of compounds that either target a disease site, or are activated by a disease-specific biological process. Ligand design is discussed in the following areas: Platinum, Ruthenium, and Gold-containing anticancer agents Emissive metal-based optical probes Metal-based antimalarial agents Metal overload disorders Modulation of metal-protein interactions in neurodegenerative diseases Photoactivatable metal complexes and their use in biology and medicine Radiodiagnostic agents and Magnetic Resonance Imaging (MRI) agents Carbohydrate-containing ligands and Schiff-base ligands in Medicinal Inorganic Chemistry Metalloprotein inhibitors Ligand Design in Medicinal Inorganic Chemistry provides graduate students, industrial chemists and academic researchers with a launching pad for new research in medicinal chemistry.
Author: Yuen-Ting Shum
Author: Yuen-Ting Shum
Author: Wei Lu
Author: Leila Duman
Author: Zikang Tang
Author: 
Author: 
Author: Chun-Hui Huang
Author: Suk-Hang Lam
Author: Richard P. Irwin
Author: Tim Storr