@article {1240, title = {Coordination chemistry of P,O-bidentate phosphinophenolates with Ga3+ and In3+}, journal = {Dalton Transactions}, number = {13}, year = {2005}, note = {ISI Document Delivery No.: 936NJTimes Cited: 4Cited Reference Count: 63}, pages = {2268-2274}, type = {Article}, abstract = {Novel complexes of Ga3+ and In3+ were synthesized with two hetero donor phosphinophenolate ligands (PO-, ortho-phenoxydiphenylphosphine; MePO-, 5-methyl-2-phenoxydiphenylphosphine). RPO- (R = H, Me) binds in a bidentate fashion through both the hard O and the soft P donor atoms to In3+, whereas, it only binds Ga3+ through the O donor. Electrochemical synthesis proved to be a practical synthetic approach to In-2(PO)(3)Cl-3, In(PO)(3) and In(MePO)(3). [In(MePO)(H2O)Cl-2](2) and Ga(HPO)Cl-3 were synthesized from MCl3 (M = In and Ga, respectively). Both dimetallic indium complexes, [In(MePO)(H2O)Cl-2](2) and In-2(PO)(3)Cl-3, incorporate phenolate oxygen atoms bridging the two metal ions. Each pair of In atoms are in a distorted octahedral geometry in each complex, with the former complex having a coordination sphere of PO3Cl2 for both indium metal ions and the latter showing a coordination sphere of PO3Cl2 for one indium and P2O3Cl for the other. Ga(HPO)Cl-3 is a zwitterionic complex, with Ga having a OCl3 coordination core. All these complexes were fully characterized by a variety of techniques including X-ray crystallography.}, keywords = {aluminum, CRYSTAL, DERIVATIVES, gallium, INDIUM TRICHLORIDE, LIGANDS, METAL CHELATE COMPLEXES, MOLECULAR-STRUCTURE, phosphine, THALLIUM}, isbn = {1477-9226}, url = {://000229862400008}, author = {Saatchi, K. and Patrick, B. O. and Orvig, Chris} } @article {1208, title = {Group 13 and lanthanide complexes with mixed O,S anionic ligands derived from maltol}, journal = {Inorganic Chemistry}, volume = {44}, number = {8}, year = {2005}, note = {ISI Document Delivery No.: 916GWTimes Cited: 23Cited Reference Count: 61}, month = {Apr}, pages = {2666-2677}, type = {Article}, abstract = {Four mixed O,S binding ligand precursors derived from maltol (3-hydroxy-2-methyl-4-pyrone) have been chelated to gallium(III), indium(III), and lanthanide(III) ions to yield a series of metal complexes. The four ligand precursors include two pyranthiones, 3-hydroxy-2-methyl-4-pyranthione, commonly known as thiomaltol (Htma), and 2-ethyl-3-hydroxy-4-pyranthione, commonly known as ethylthiornaltol (Hetma), and two pyridinethiones, 3-hydroxy-2-methyl-4(H)-pyridinethione (Hmppt) and 3-hydroxy-1,2-dimethyl-4-pyridinethione (Hdppt). Dimeric forms of the pyridinethiones, Hmppt dimer and Hdppt dimer, were also isolated and characterized. Complete characterization of the monomeric organic compounds is reported including acidity constants and crystal structures of Htma, Hetma, and Hdppt dimer. Reacting the four monomeric ligand precursors with Ga3+ and In3+ ions yielded new tris(bidentate ligand) complexes. X-ray-quality crystals of the fac isomer of Ga(tma)(3) were also obtained. New complexes with a range of anthanicles (Ln(3+)) were also synthesized with the two pyranthiones, Htma and Hetma. The synthesis reactions yielded complexes of the type LnL(3)center dot xH(2)O and LnL(2)(OH)center dot xH(2)O, as indicated by elemental analysis and spectroscopic evidence such as mass spectral data and IR and NMR spectra.}, keywords = {ACID, aluminum, CHELATE COMPLEXES, CHEMISTRY, CRYSTAL-STRUCTURE, DIAGNOSTIC-TOOLS, gallium, indium, METAL-COMPLEXES, RADIOPHARMACEUTICALS}, isbn = {0020-1669}, url = {://000228374400017}, author = {Monga, V. and Patrick, B. O. and Orvig, Chris} } @article {1208, title = {Group 13 and lanthanide complexes with mixed O,S anionic ligands derived from maltol}, journal = {Inorganic Chemistry}, volume = {44}, number = {8}, year = {2005}, note = {ISI Document Delivery No.: 916GWTimes Cited: 23Cited Reference Count: 61}, month = {Apr}, pages = {2666-2677}, type = {Article}, abstract = {Four mixed O,S binding ligand precursors derived from maltol (3-hydroxy-2-methyl-4-pyrone) have been chelated to gallium(III), indium(III), and lanthanide(III) ions to yield a series of metal complexes. The four ligand precursors include two pyranthiones, 3-hydroxy-2-methyl-4-pyranthione, commonly known as thiomaltol (Htma), and 2-ethyl-3-hydroxy-4-pyranthione, commonly known as ethylthiornaltol (Hetma), and two pyridinethiones, 3-hydroxy-2-methyl-4(H)-pyridinethione (Hmppt) and 3-hydroxy-1,2-dimethyl-4-pyridinethione (Hdppt). Dimeric forms of the pyridinethiones, Hmppt dimer and Hdppt dimer, were also isolated and characterized. Complete characterization of the monomeric organic compounds is reported including acidity constants and crystal structures of Htma, Hetma, and Hdppt dimer. Reacting the four monomeric ligand precursors with Ga3+ and In3+ ions yielded new tris(bidentate ligand) complexes. X-ray-quality crystals of the fac isomer of Ga(tma)(3) were also obtained. New complexes with a range of anthanicles (Ln(3+)) were also synthesized with the two pyranthiones, Htma and Hetma. The synthesis reactions yielded complexes of the type LnL(3)center dot xH(2)O and LnL(2)(OH)center dot xH(2)O, as indicated by elemental analysis and spectroscopic evidence such as mass spectral data and IR and NMR spectra.}, keywords = {ACID, aluminum, CHELATE COMPLEXES, CHEMISTRY, CRYSTAL-STRUCTURE, DIAGNOSTIC-TOOLS, gallium, indium, METAL-COMPLEXES, RADIOPHARMACEUTICALS}, isbn = {0020-1669}, url = {://000228374400017}, author = {Monga, V. and Patrick, B. O. and Orvig, Chris} } @article {1204, title = {Synthesis and characterization of dual function vanadyl, gallium and indium curcumin complexes for medicinal applications}, journal = {Journal of Inorganic Biochemistry}, volume = {99}, number = {11}, year = {2005}, note = {ISI Document Delivery No.: 984RUTimes Cited: 22Cited Reference Count: 41}, month = {Nov}, pages = {2217-2225}, type = {Article}, abstract = {Novel bis[4-hydroxy-3-methoxyphenyl]-1,6-heptadiene-3,5-dione (curcumin) complexes with the formula, ML3, where M is Ga(III) or In(III), or of the formula, ML2 where M is [Vo](2+), have been synthesized and characterized by mass spectrometry, infrared and absorption spectroscopies, and elemental analysis. A new ligand, bis[4-acetyl-3-hydroxyphenyl]-1,6-heptadiene-3,5-dione (diacetylbisdemethoxycurcumin, DABC) was similarly characterized; an X-ray structure analysis was performed. Vanadyl complexes tested in an acute i.p. testing protocol in STZ-diabetic rats showed a lack of insulin enhancing potential. Vanadyl complexes were, however, more cytotoxic than were the ligands alone in standard MTT (3-[4,5-dimethylthiazole-2-yl]ate, -2.5-diphenyl-tetrazolium bromide) cytotoxicity testing, using mouse lymphoma cells. With the exception of DABC, that was not different from VO(DABC)(2), the complexes were not significantly different from one another, with IC50 values in the 5-10 mu M range. Gallium and indium curcumin complexes had IC50 values in the same 5-10 mu M range; whereas Ga(DAC)(3) and In(DAC)(3) (where DAC = diacetylcurcumin) were much less cytotoxiC (IC50 = 20-30 mu M). Antioxidant capacity was decreased in VO(DAC)(2), Ga(DAC)(3), and In(DAC)(3),, compared to vanadyl, gallium and indium curcumin, corroborating the importance of curcumin{\textquoteright}s free phenolic OH groups for scavenging oxidants, and correlated with reduced cytotoxic potential. (c) 2005 Elsevier Inc. All rights reserved.}, keywords = {ANALOGS, antioxidant capacity, ANTIOXIDANT MECHANISM, ANTITUMOR ACTIVITY, BINDING, COORDINATION CHEMISTRY, curcumin, cytotoxicity, DERIVATIVES, diacetylcurcumin, gallium, GROUP, indium, INSULIN MIMICS, MANGANESE COMPLEXES, RADICAL SCAVENGING ABILITY, TOXICITY, VANADIUM}, isbn = {0162-0134}, url = {://000233322800012}, author = {Mohammadi, K. and Thompson, K. H. and Patrick, B. O. and Storr, T. and Martins, C. and Polishchuk, E. and Yuen, V. G. and McNeill, J. H. and Orvig, Chris} } @article {5232, title = {Chemistry of Re with N,N {\textquoteright}-bis(2-pyridylmethyl)ethylenediamine (H(2)pmen): Hydrolysis, dehydrogenation, and ternary complexes}, journal = {Inorganic Chemistry}, volume = {40}, number = {9}, year = {2001}, note = {ISI Document Delivery No.: 423DBTimes Cited: 13Cited Reference Count: 49}, month = {Apr}, pages = {2005-2010}, type = {Article}, abstract = {A number of Re complexes with N,N {\textquoteright} -bis(2-pyridylmethyl)ethylenediamine (H(2)pmen) have been made from [NH4]-[ReO4]. . [ReOCl(2)H(2)pmen)]Cl, [ReOCl(Hpmen)][ReO4], and [ReO2(H(2)pmen)] [ReO4] are related by hydrolysis/HCl substitution [ReOCl(Hpmen)] [ReO4] was structurally characterized and found to contain a water-stable amido-Re bend. Dehydrogenation of the N-donor ligand from each amine to imine with concomitant two-electron reduction of the Re center occurs readily in these systems. With suitable 3-hydroxy-4-pyrones, ternary complexes such as [(ReCl)-Cl-III(ma)(C14H14N4)][ReO4]. CH3OH, 5, were made from [NH4][ReO4], H(2)pmen . 4HCl and pyrones in one-pot syntheses. 5, a seven-coordinate Re-III complex, was structurally characterized.}, keywords = {aluminum, CHELATE COMPLEXES, COORDINATION-COMPOUNDS, gallium, LIGANDS, RADIOPHARMACEUTICALS, RAY CRYSTAL-STRUCTURE, Rhenium complexes, technetium, TRIS(2-PYRIDYLMETHYL)AMINE}, isbn = {0020-1669}, url = {://000168159200007}, author = {Xu, L. and Pierreroy, J. and Patrick, B. O. and Orvig, Chris} } @article {5148, title = {Insulin-enhancing vanadium(III) complexes}, journal = {Inorganic Chemistry}, volume = {40}, number = {18}, year = {2001}, note = {ISI Document Delivery No.: 466JNTimes Cited: 67Cited Reference Count: 54}, month = {Aug}, pages = {4686-4690}, type = {Article}, abstract = {Simple, high-yield, large-scale syntheses of the V(III) complexes tris(maltolato)vanadium(III), V(ma)(3), tris-(ethyhmaltolato)vanadium(HI), V(ema)(3), tris(kojato)vanadium(III) monchydrate, V(koj)(3).H2O, and tris(1,2-dimethyl-3-hydroxy-4-pyridinonato)vanadium(III) dodecahydrate, V(dpp)(3). 12H(2)O, are described; the characterization of these complexes by various methods and, in the case of V(dpp)(3). 12H(2)O, by an X-ray crystal structure determination, is reported. The ability of these complexes to normalize glucose levels in the STZ-diabetic rat model has been examined and compared with that of the benchmark compound BMOV (bis(maltolato)oxovanadium(IV)), an established insulin-enhancing agent.}, keywords = {AGENT, aluminum, BIS(MALTOLATO)OXOVANADIUM(IV), CHELATE COMPLEXES, COORDINATION CHEMISTRY, CRYSTAL-STRUCTURE, DIABETIC RATS, gallium, GLUCOSE, LIGANDS, MIMETIC}, isbn = {0020-1669}, url = {://000170642600028}, author = {Melchior, M. and Rettig, S. J. and Liboiron, B. D. and Thompson, K. H. and Yuen, V. G. and McNeill, J. H. and Orvig, Chris} } @article {4661, title = {Cationic iron(III) complex with a hexadentate N-2,N {\textquoteright}(2),O-2-aminopyridylphenolate ligand}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {77}, number = {12}, year = {1999}, note = {ISI Document Delivery No.: 262KYTimes Cited: 14Cited Reference Count: 34}, month = {Dec}, pages = {2033-2038}, type = {Article}, abstract = {{Iron(III) complexation with potentially hexadentate H(2)bbpen (N,N{\textquoteright}-bis(2-hydroxybenzyl)-N,N{\textquoteright}-bis(2-methylpyridyl)ethylenediamine) was studied. The resulting monocationic complex, [Fe(bbpen)](+) as its NO3- and PF6- salts, was characterized by infrared spectroscopy, mass spectrometry, elemental analyses, cyclic voltammetry, and X-ray crystallographic analysis. Crystals of [Fe(bbpen)]NO3. CH3OH are monoclinic, space group P2(1)/c}, keywords = {ANALOGS, BINDING-SITE, CATIONIC, CRYSTAL-STRUCTURE, gallium, hexadentate, indium, iron( III), LACTOFERRIN, MODEL, OXO, phenolate, PROTEINS, pyridyl}, isbn = {0008-4042}, url = {://000084067500004}, author = {Setyawati, I. A. and Rettig, S. J. and Orvig, Chris} } @article {4642, title = {The methylgallium-2-carboxylatobenzimidazolato hexamer, [MeGa center dot C8H4N2O2](6)center dot C6H6 center dot(Me2C6H4)(2); synthesis and X-ray crystal structure}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {77}, number = {4}, year = {1999}, note = {ISI Document Delivery No.: 204JXTimes Cited: 12Cited Reference Count: 18}, month = {Apr}, pages = {434-438}, type = {Article}, abstract = {{The room-temperature reaction of Me3Ga with benzimidazole 2-carboxylic acid in xylene solvent has yielded a novel crystalline hexameric gallium compound with "MeGa" moieties bridged by the doubly depronotated ligand precursor. Crystals of [MeGa(4,5-benzimidazolato-2-carboxylato)](6).(C6H6).(m-Me2C6H4)(2) are monoclinic}, keywords = {3, 5-DIMETHYLPYRAZOLATE, benzene intercalate, benzimidazolecarboxylic acid, COMPLEXES, crystal structure, gallium, METALLOCENES}, isbn = {0008-4042}, url = {://000080762100004}, author = {Rettig, S. J. and Storr, A. and Trotter, J.} } @article {4642, title = {The methylgallium-2-carboxylatobenzimidazolato hexamer, [MeGa center dot C8H4N2O2](6)center dot C6H6 center dot(Me2C6H4)(2); synthesis and X-ray crystal structure}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {77}, number = {4}, year = {1999}, note = {ISI Document Delivery No.: 204JXTimes Cited: 12Cited Reference Count: 18}, month = {Apr}, pages = {434-438}, type = {Article}, abstract = {{The room-temperature reaction of Me3Ga with benzimidazole 2-carboxylic acid in xylene solvent has yielded a novel crystalline hexameric gallium compound with "MeGa" moieties bridged by the doubly depronotated ligand precursor. Crystals of [MeGa(4,5-benzimidazolato-2-carboxylato)](6).(C6H6).(m-Me2C6H4)(2) are monoclinic}, keywords = {3, 5-DIMETHYLPYRAZOLATE, benzene intercalate, benzimidazolecarboxylic acid, COMPLEXES, crystal structure, gallium, METALLOCENES}, isbn = {0008-4042}, url = {://000080762100004}, author = {Rettig, S. J. and Storr, A. and Trotter, J.} } @article {4544, title = {Synthesis and characterization of Group 13 hydrides and metal-metal bonded dimers stabilized by the macrocyclic bis(amidophosphine) ligand [P2N2] ([P2N2] = [PhP(CH2SiMe2NSiMe2CH2)2PPh])}, journal = {Journal of Organometallic Chemistry}, volume = {591}, number = {1-2}, year = {1999}, note = {ISI Document Delivery No.: 263HDTimes Cited: 8Cited Reference Count: 39}, month = {Dec}, pages = {63-70}, type = {Article}, abstract = {Addition of LiAlH4 to the monomeric chlorides syn-MCl[P2N2] (M = Al (1), Ga (2), In (3)) results in the formation of the aluminum hydride syn-AlH[P2N2] (4). The solution H-1- and P-31{H-1}-NMR spectra are consistent with a C-20 symmetric species in solution. The X-ray crystal structure shows the hydride to be monomeric, and free from interaction with either salt (LiCl) or external base (Et2O). The coordination of both phosphines of the macrocycle to the metal center is found in the solid state. Solution molecular weight measurements are consistent with a monomeric structure. The gallium hydride syn-GaH[P2N2] (5) is synthesized by the addition of LiGaH4 to syn-MCl[P2N2] (M = Ga (2), In (3)). This species is unstable and could only be characterized in solution. Reduction of syn-MCl[P2N2] (M = Ga (2), In (3)) with KC8 yields the reduced, dimeric species {syn-M[P2N2]}(2) (M = Ga (6), In (7)). The solution H-1- and P-31{H-1}-NMR spectra are consistent with C-2v symmetric species in solution. The X-ray crystal structures of the gallium and indium complexes confirm the presence of unsupported metal-metal bonds in both cases. The features of the solution H-1- and P-31{H-1}-NMR spectra suggest that both dimers are fluxional in solution. (C) 1999 Elsevier Science S.A. All rights reserved.}, keywords = {AL-AL, aluminum, CHEMISTRY, CRYSTAL-STRUCTURE, GA-GA, gallium, GALLIUM-GALLIUM BONDS, hydride, indium, INDIUM HYDRIDE, macrocycle, METAL-METAL BONDS, MOLECULAR-STRUCTURE, NEUTRAL COMPLEXES, SUBSTITUTED DIGALLANE}, isbn = {0022-328X}, url = {://000084118500007}, author = {Fryzuk,Michael D. and Giesbrecht, G. R. and Rettig, S. J. and Yap, G. P. A.} } @article {4409, title = {Complexation of Ni2+ and Cu2+ by tripodal amine phenol ligands in aqueous solution}, journal = {Journal of the Chemical Society-Dalton Transactions}, number = {18}, year = {1998}, note = {ISI Document Delivery No.: 124WDTimes Cited: 5Cited Reference Count: 25}, month = {Sep}, pages = {3049-3056}, type = {Article}, abstract = {The complexation of Ni2+ and Cu2+ by the tripodal amine phenol ligands 1,2,3-tris(2-hydroxy-5-sulfobenzylamino)propane (H(6)TAPS) and 1,1,1-tris(2-hydroxy-5-sulfobenzylaminomethyl)ethane (H(6)TAMS) has been studied by potentiometry and UV/VIS spectrophotometry. Both metals form [M(H3L)](-), [M(H2L)](2-), [M(HL)](3-) and [ML](4-) complexes and in addition Cu2+ forms [ML(OH)](5-) complexes. The complex formation constants for these species have been measured at 25 degrees C (I = 0.16 M NaCl): for Cu2+ (Ni2+) with H(6)TAPS log K{[M(H3L)](-)} = 41.73 (36.88), log K{[M(H2L)](2-)} = 38.53 (31.86), log K{[M(HL)](3-)} = 34.45 (25.79), log K{[ML](4-)} = 28.07 (17.53) and log K{[ML(OH)](5-)} = 18.96. The corresponding values for H(6)TAMS are 40.20 (36.96), 35.99 (31.91), 29.40 (26.33), 20.20 (18.82) and 9.68. The co-ordination number and geometry of these complexes was investigated by variable pH UV/VIS spectrophotometry; Ni2+ and Cu2+ show differing complexation behaviour. With both H(6)TAPS and H(6)TAMS, Ni2+ is co-ordinated by all six ligand donor atoms, probably in an octahedral manner. In the Cu2+ complexes the axial sites are only weakly co-ordinating: with H(6)TAPS the ligand uses an N3O2 donor set to bind Cu2+ and the sixth site is occupied by either hydroxide or phenolate oxygen; with H(6)TAMS, the ligand uses either an N2O3 or an N3O2 donor set to bind Cu2+, and hydroxide co-ordinates in the sixth position.}, keywords = {aluminum, gallium}, isbn = {0300-9246}, url = {://000076205000019}, author = {Stephens, A. K. W. and Orvig, Chris} } @article {4290, title = {Tripodal trisamides based on nicotinic and picolinic acid derivatives}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {76}, number = {4}, year = {1998}, note = {ISI Document Delivery No.: 101TQTimes Cited: 6Cited Reference Count: 46}, month = {Apr}, pages = {414-425}, type = {Article}, abstract = {{A number of polydentate arylamide ligands have been prepared by coupling various acyclic tripodal or linear polyamines with derivatives of nicotinic and picolinic acids. Two synthetic procedures were utilized; tris {[(2-hydroxynicotinyl)carbonyl]-2-aminoethyl} (H3NICTREN) was prepared by Method A, the HOSu/DCC method, and the other arylamides in this study were prepared by Method B, the CDI method. Method A involved the reaction of N-hydroxysuccinimide with 2-hydroxynicotinic acid (in the presence of dicyclohexylcarbodiimide (DCC) as a dehydrative coupling reagent) to form the succinimide ester, followed by reaction with TREN to yield H3NICTREN. Method B involved reaction of a carboxylic acid (2-hydroxynicotinic, 3-hydroxypicolinic, nicotinic, or picolinic acids) with carbonyldiimidazole (CDI) to form the N-acylimidazolide, followed by reaction with the amine (TREN, TAME, spermidine, or TRPN) to yield the desired arylamide. The X-ray structure of 1,1,1-tris{[(3 -hydroxypicolinyl) carbonyl] -2-aminomethyl} ethane (H3PICTBME) was determined; crystals of H(3)PICTAME are monoclinic}, keywords = {aluminum, arylamide, CHELATE COMPLEXES, COORDINATION CHEMISTRY, DISTANCES, ENTEROBACTIN ANALOGS, FERRIC ENTEROBACTIN, gallium, hydrogen bonding, MICROBIAL IRON TRANSPORT, NEUTRAL WATER, preorganization, STABILITY}, isbn = {0008-4042}, url = {://000074884600007}, author = {Hoveyda, H. R. and Karunaratne, V. and Nichols, C. J. and Rettig, S. J. and Stephens, A. K. W. and Orvig, Chris} } @article {3750, title = {Highly symmetric group 13 metal-phosphinato complexes: Multinuclear NMR (Al-27, P-31, Ga-71) determination of stability constants at low pH}, journal = {Journal of the American Chemical Society}, volume = {118}, number = {43}, year = {1996}, note = {ISI Document Delivery No.: VQ089Times Cited: 12Cited Reference Count: 56}, month = {Oct}, pages = {10446-10456}, type = {Article}, abstract = {{An N4O3 tripodal tren-based (aminomethylene)phosphinato ligand tris(4-(phenylphosphinato)-3-methyl-3-azabutyl)amine (H(3)ppma) has been synthesized, and its complexation properties with the group 13 metals Al, Ga. and In have been investigated. The molecular structure of the indium complex [In(H(3)ppma)(2)](NO3)(3) . 3H(2)O (C60H96InN11O24P6) has been solved by X-ray methods; the complex crystallizes in the trigonal space group R(3) over barc$, with a = 18.984(3) Angstrom}, keywords = {ACID, AL(III), aluminum, AMINE PHENOL LIGANDS, AQUEOUS-SOLUTION, COMPLEXES, gallium, IONS, LANTHANIDE(III), NUCLEAR-MAGNETIC-RESONANCE, PHOSPHONODIPEPTIDES}, isbn = {0002-7863}, url = {://A1996VQ08900015}, author = {Lowe, M. P. and Rettig, S. J. and Orvig, Chris} } @article {3855, title = {Selectivity of potentially hexadentate amine phenols for Ga3+ and In3+ in aqueous solution}, journal = {Inorganic Chemistry}, volume = {35}, number = {3}, year = {1996}, note = {ISI Document Delivery No.: TT717Times Cited: 29Cited Reference Count: 48}, month = {Jan}, pages = {715-724}, type = {Article}, abstract = {{A new series of linear N4O2 amine phenols (H(2)badd, H(2)Brbadd, and H(2)Clbadd) based on N,N{\textquoteright}-bis(3-aminopropyl)-ethylenediamine (tnentn) were prepared and characterized by spectroscopic techniques. Monocationic hexadentate metal complexes with the tnentn-based amine phenols were obtained from the reactions of Ga3+ and In3+ with the Linear amine phenol in the presence of a weak base (acetate). The molecular structure of [Ga(Brbadd)]ClO4 has been determined by X-ray crystallography; crystals of [Ga(Brbadd)][ClO4] (C22H30Br2ClGaN4O6) are orthorhombic: a = 12.462(1) Angstrom}, keywords = {ACID, aluminum, CHELATION, CRYSTAL, GA-68, gallium, IONS, LIGANDS, STABILITIES, TRIVALENT METAL-COMPLEXES}, isbn = {0020-1669}, url = {://A1996TT71700029}, author = {Wong, E. and Caravan, P. and Liu, S. and Rettig, S. J. and Orvig, Chris} } @article {3021, title = {CHARACTERIZATION OF TRIS(N-SUBSTITUTED-2-METHYL-3-HYDROXY-4-PYRIDINONATO)TECHNETIUM(IV) CATIONS}, journal = {Inorganic Chemistry}, volume = {33}, number = {24}, year = {1994}, note = {ISI Document Delivery No.: PU080Times Cited: 14Cited Reference Count: 20}, month = {Nov}, pages = {5607-5609}, type = {Note}, keywords = {3-HYDROXY-4-PYRIDINONES, AGENTS, aluminum, CHEMISTRY, COMPLEXES, gallium, INVIVO, RADIOPHARMACEUTICALS, TC-99M, technetium}, isbn = {0020-1669}, url = {://A1994PU08000042}, author = {Edwards, D. S. and Liu, S. and Poirier, M. J. and Zhang, Z. H. and Webb, G. A. and Orvig, Chris} } @article {2953, title = {PHARMACOKINETICS AND DISTRIBUTION OF TRIS(MALTOLATO)ALUMINUM(III) INTO THE CENTRAL-NERVOUS-SYSTEM}, journal = {Neurotoxicology}, volume = {15}, number = {2}, year = {1994}, note = {ISI Document Delivery No.: PB305Times Cited: 4Cited Reference Count: 37}, month = {Sum}, pages = {371-378}, type = {Article}, abstract = {The maltolate compound of aluminum (Al), tris(maltolato)aluminum(III), has been demonstrated to be quite toxic after central administration and in cell cultures. However, reports of peripheral Al-maltolate administration in vivo demonstrated un impressive neurological effects. We found no reports of Al-maltolate pharmacokinetics or its distribution into the central nervous system (CNS) after systemic administration. In the present study, we evaluated Al pharmacokinetics in serum and Al distribution into brain extracellular fluid (ECF) in rats following Al-maltolate administration. The pharmacokinetic studies revealed that systemic clearance, elimination half-life and mean residence time were 42 (+/- 5) ml/hr/kg, 2.2 (+/- 0.5) hr and 3.1 (+/- 0.7) hr [mean+/-SD), respectively. The steady state volume of distribution (V-ss) for Al-maltolate was 130 ml/kg. This V-ss suggests that Al-maltolate may exhibit limited distribution outside the vascular compartment, which is estimated to be approximate to 80 ml/kg in these rats. Previously, we used microdialysis (MD) probes to assess Al-citrate distribution into the CNS. MD was utilized in the present study to evaluate the CNS distribution of Al as a result of Al-maltolate administration. MD probes were implanted into the frontal cortex (FC) and jugular vein to sample Al from brain and blood ECF, respectively. Al was not measurable in FC MD probe dialysates after a 0.5 mmol/kg Al (as maltolate) bolus, but could be measured after steady state blood and brain ECF Al concentrations had been achieved. The Al brain/blood ra tio calculated from Al-maltolate steady state brain and blood MD samples was 0.04, significantly less than those calculated for other Al salts at equimolar Al doses. The present study suggests that unless it is administered centrally, Al-maltolate might render minimal neurological insult because of its minimal permeation into brain extracellular space. (C) 1994 Intox Press, Inc.}, keywords = {ALUMINUM MALTOL, ALUMINUM NEUROTOXICITY, ALUMINUM PHARMACOKINETICS, ALUMINUM-MALTOLATE, BLOOD-BRAIN-BARRIER, COMPLEXES, DIALYSIS, ENCEPHALOPATHY, EQUILIBRIUM, gallium, INVIVO MICRODIALYSIS, MICRODIALYSIS, permeability, RABBITS, SERUM}, isbn = {0161-813X}, url = {://A1994PB30500014}, author = {Allen, D. D. and Orvig, Chris and Yokel, R. A.} } @article {2952, title = {PHARMACOKINETICS OF ALUMINUM 3-HYDROXYPYRIDIN-4-ONE COMPLEXES - IMPLICATIONS FOR ALUMINUM REDISTRIBUTION SUBSEQUENT TO CHELATION-THERAPY}, journal = {Toxicology}, volume = {92}, number = {1-3}, year = {1994}, note = {ISI Document Delivery No.: PK035Times Cited: 14Cited Reference Count: 34}, month = {Sep}, pages = {193-202}, type = {Article}, abstract = {The pharmacokinetics of selected aluminum-hydroxypyridinone (Al-HP) complexes were determined in rats to better understand the relationship between their disposition and elimination parameters and the safety of HPs in the chelation therapy of Al intoxication. Five complexes were administered as i.v. bolus doses of Al-HP (0.25 mmol/kg Al-0.75 mmol/kg HP). The Al-HP steady state volumes of distribution ranged from 220 to 871 ml/kg, suggesting that each complex distributed out of the vascular compartment (which should have been approximate to 65 ml/kg). Systemic clearances ranged from 189 to 906 ml/h per kg. Elimination half-lives (t(1/2)) and mean residence times ranged from 0.36 to 0.84 and 0.52 to 1.20 h, respectively. The Al-CP20 complex had a short t(1/2) and a midrange volume of distribution. It demonstrated no apparent toxicity, whereas myoclonic seizures were observed after Al-CP22, Al-CP24 and Al-CP94 administration. The most appropriate choice for Al chelation among the HPs tested may be CP20. Characterization of the distribution and elimination of Al-HP complexes improves the understanding of potential toxicity that may be associated with HP therapy of Al intoxication.}, keywords = {3-HYDROXY-4-PYRIDINONES, 3-HYDROXYPYRIDIN-4-ONES, aluminum, ALUMINUM CHELATION, ALUMINUM TOXICITY, CHELATION, DESFERRIOXAMINE, ENCEPHALOPATHY, gallium, INTOXICATION, INVITRO, IRON CHELATORS, OCULAR TOXICITY, pharmacokinetics, RENAL-FAILURE, SUBCUTANEOUS DEFEROXAMINE}, isbn = {0300-483X}, url = {://A1994PK03500015}, author = {Allen, D. D. and Orvig, Chris and Yokel, R. A.} } @article {2789, title = {POTENTIAL TC-99M RADIOPHARMACEUTICALS FOR RENAL IMAGING - TRIS(N-SUBSTITUTED-3-HYDROXY-2-METHYL-4-PYRIDINONATO)TECHNETIUM(IV) CATIONS}, journal = {Nuclear Medicine and Biology}, volume = {20}, number = {7}, year = {1993}, note = {ISI Document Delivery No.: LY636Times Cited: 9Cited Reference Count: 21}, month = {Oct}, pages = {857-863}, type = {Article}, abstract = {A series of monocationic complexes of N-substituted-3-hydroxy-2-methyl-4-pyridinones labeled with technetium(IV)-99m have been evaluated in vivo as potential radiopharmaceuticals. The pyridinones have different substituents at the ring nitrogen atom: ethyl, i-propyl, i-butyl, benzyl, phenyl, p-methoxyphenyl, 3-butoxypropyl and cyclohexyl. Biodistribution studies of the Tc-99m complexes have been carried out in rabbits and mice. High kidney uptake and retention of the radionuclide has been shown in rabbits and mice with the cationic complexes of 3-hydroxy-1-(p-methoxyphenyl)-2-methyl-4-pyridinone and 1-(cyclohexyl)-3-hydroxy-2-methyl-4-pyridinone. These (TcL3+)-Tc-99m compounds appear to be morphologic renal agents.}, keywords = {3-HYDROXY-4-PYRIDINONES, aluminum, CHEMISTRY, COMPLEXES, gallium, INVIVO}, isbn = {0883-2897}, url = {://A1993LY63600007}, author = {Edwards, D. S. and Liu, S. N. and Lyster, D. M. and Poirier, M. J. and Vo, C. and Webb, G. A. and Zhang, Z. H. and Orvig, Chris} } @article {7283, title = {COMPLEXATION OF IRON WITH THE ORALLY ACTIVE DECORPORATION DRUG-L1 (3-HYDROXY-1,2-DIMETHYL-4-PYRIDINONE)}, journal = {Clinical Chemistry}, volume = {38}, number = {4}, year = {1992}, note = {ISI Document Delivery No.: HN921Times Cited: 18Cited Reference Count: 37}, month = {Apr}, pages = {562-565}, type = {Note}, abstract = {{The stability constants for the Fe(III) complexes of the orally active iron decorporation drug L1 (3-hydroxy-1,2-dimethyl-4-pyridinone) have been determined by potentiometric titration [glass electrode, 25.0-degrees-C}, keywords = {2-DIMETHYL-3-HYDROXYPYRID-4-ONE L1, aluminum, CHELATOR 1, CHEMISTRY, DESFERRIOXAMINE, EQUILIBRIUM, gallium, HETEROAROMATIC CHELATORS, IRON OVERLOAD, IRON-BINDING DRUGS, LONG-TERM TRIAL, MOBILIZATION, POTENTIOMETRIC TITRATION, PROGRAM}, isbn = {0009-9147}, url = {://A1992HN92100022}, author = {Kline, M. A. and Orvig, Chris} } @article {7398, title = {PHYSICAL AND STRUCTURAL STUDIES OF N-CARBOXYMETHYL-3-HYDROXY-2-METHYL-4-PYRIDINONE AND N-(PARA-METHOXYPHENYL)-3-HYDROXY-2-METHYL-4-PYRIDINONE}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {70}, number = {3}, year = {1992}, note = {ISI Document Delivery No.: JD670Times Cited: 15Cited Reference Count: 40}, month = {Mar}, pages = {763-770}, type = {Article}, abstract = {{3-Hydroxy-1-carboxymethyl-2-methyl-4-pyridinone (Hcmp) and 3-hydroxy-1-(p-methoxyphenyl)-2-methyl-4-pyridine (Hpap) have been prepared and studied by single crystal X-ray diffraction. Crystals of Hcmp are monoclinic}, keywords = {2-DIMETHYL-3-HYDROXYPYRID-4-ONE L1, 3-HYDROXY-4-PYRIDINONE, 3-HYDROXY-4-PYRIDINONES, aluminum, CHELATOR 1, COMPLEXES, CONSTANT, CRYSTALLOGRAPHY, gallium, hydrogen bonding, indium, iron, LONG-TERM TRIAL, protonation, solid state, zwitterion}, isbn = {0008-4042}, url = {://A1992JD67000010}, author = {Zhang, Z. H. and Rettig, S. J. and Orvig, Chris} } @article {7397, title = {POTENTIAL GA-67 RADIOPHARMACEUTICALS FOR MYOCARDIAL IMAGING - TRIS(1-ARYL-3-HYDROXY-2-METHYL-4-PYRIDINONATO)GALLIUM(III) COMPLEXES}, journal = {Nuclear Medicine and Biology}, volume = {19}, number = {3}, year = {1992}, note = {ISI Document Delivery No.: HL213Times Cited: 36Cited Reference Count: 33}, month = {Apr}, pages = {327-335}, type = {Article}, abstract = {A series of highly lipophilic complexes of 1-aryl-3-hydroxy-2-methyl-4-pyridinones with gallium(III)-67 has been evaluated in vitro and in vivo as potential radiopharmaceuticals. The pyridinones have different substituents at the para -position of the phenyl ring: R = H, CH3, OCH3 and NO2. Biodistribution studies of Ga-67 complexes have been carried out in rabbits, mice, rats and a dog. High heart uptake of the radionuclide has been shown in rabbits and the dog. The different biodistribution patterns in mice and rats indicate that there is a species difference in the biodistribution of these complexes. Rabbits and the dog show rapid heart uptake and blood clearance. The speciation of the Ga3+ ion in vivo is simulated in vitro with a simple blood plasma model based on the available thermodynamic data.}, keywords = {3-HYDROXY-4-PYRIDINONES, aluminum, BIODISTRIBUTION, CHELATING LIGAND, CHEMISTRY, gallium, INDIUM COMPLEXES, MULTIDENTATE LIGANDS, N, N{\textquoteright}-DIACETIC ACID, N{\textquoteright}-DIPYRIDOXYLETHYLENEDIAMINE-N, TRIVALENT METAL-IONS}, isbn = {0883-2897}, url = {://A1992HL21300012}, author = {Zhang, Z. H. and Lyster, D. M. and Webb, G. A. and Orvig, Chris} } @article {7111, title = {1-NORMAL-PROPYL-3-HYDROXY-2-METHYL-4-PYRIDINONE AND 1-NORMAL-BUTYL-3-HYDROXY-2-METHYL-4-PYRIDINONE COMPLEXES OF GROUP 13 (IIIA) METAL-IONS}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {69}, number = {5}, year = {1991}, note = {ISI Document Delivery No.: FP799Times Cited: 22Cited Reference Count: 22}, month = {May}, pages = {893-900}, type = {Article}, abstract = {{The aluminum, gallium, and indium tris(ligand) complexes of 3-hydroxy-2-methyl-1-n-propyl-4-pyridinone and 1-n-butyl-3-hydroxy-2-methyl-4-pyridinone have been prepared and characterized. All six compounds were prepared in a one-pot synthesis from maltol, n-propyl-, or n-butylamine and an appropriate metal(III) salt, and were completely characterized (IR, FAB-MS, H-1 NMR, Al-27 NMR, elemental analysis). Three of the six complexes were studied by single-crystal X-ray diffraction and were found to form trihydrates, unlike their 1-methyl and 1-ethyl analogues, which formed dodecahydrates. The n-butylpyridinone complex Al(C10H14NO2)3.3H2O (Al(nbp)3.3H2O) and n-propylpyridinone complexes Al(C9H12NO2)3.3H2O (Al(npp)3.3H2O), and Ga(C9H12NO2)3.3H2O (Ga(npp)3.3H2O) were essentially isostructural, crystallizing in the space group P3BAR with the following crystal parameters for Al(nbp)3.3H2O (Al(npp)3.3H2O, Ga(npp)3.3H2O): a = 15.885(1) (15.328(1), 15.367(2)) angstrom}, keywords = {3-HYDROXY-4-PYRIDINONES, aluminum, bonding, CHELATE COMPLEXES, CHEMISTRY, crystal structures, EXOCLATHRATE, gallium, HYDROGEN, HYDROXYPYRIDINONE LIGANDS, indium, INVIVO, LIGANDS, metal complexes}, isbn = {0008-4042}, url = {://A1991FP79900019}, author = {Simpson, L. and Rettig, S. J. and Trotter, J. and Orvig, Chris} } @article {7111, title = {1-NORMAL-PROPYL-3-HYDROXY-2-METHYL-4-PYRIDINONE AND 1-NORMAL-BUTYL-3-HYDROXY-2-METHYL-4-PYRIDINONE COMPLEXES OF GROUP 13 (IIIA) METAL-IONS}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {69}, number = {5}, year = {1991}, note = {ISI Document Delivery No.: FP799Times Cited: 22Cited Reference Count: 22}, month = {May}, pages = {893-900}, type = {Article}, abstract = {{The aluminum, gallium, and indium tris(ligand) complexes of 3-hydroxy-2-methyl-1-n-propyl-4-pyridinone and 1-n-butyl-3-hydroxy-2-methyl-4-pyridinone have been prepared and characterized. All six compounds were prepared in a one-pot synthesis from maltol, n-propyl-, or n-butylamine and an appropriate metal(III) salt, and were completely characterized (IR, FAB-MS, H-1 NMR, Al-27 NMR, elemental analysis). Three of the six complexes were studied by single-crystal X-ray diffraction and were found to form trihydrates, unlike their 1-methyl and 1-ethyl analogues, which formed dodecahydrates. The n-butylpyridinone complex Al(C10H14NO2)3.3H2O (Al(nbp)3.3H2O) and n-propylpyridinone complexes Al(C9H12NO2)3.3H2O (Al(npp)3.3H2O), and Ga(C9H12NO2)3.3H2O (Ga(npp)3.3H2O) were essentially isostructural, crystallizing in the space group P3BAR with the following crystal parameters for Al(nbp)3.3H2O (Al(npp)3.3H2O, Ga(npp)3.3H2O): a = 15.885(1) (15.328(1), 15.367(2)) angstrom}, keywords = {3-HYDROXY-4-PYRIDINONES, aluminum, bonding, CHELATE COMPLEXES, CHEMISTRY, crystal structures, EXOCLATHRATE, gallium, HYDROGEN, HYDROXYPYRIDINONE LIGANDS, indium, INVIVO, LIGANDS, metal complexes}, isbn = {0008-4042}, url = {://A1991FP79900019}, author = {Simpson, L. and Rettig, S. J. and Trotter, J. and Orvig, Chris} } @article {7073, title = {SYNTHESIS AND CHARACTERIZATION OF A PENTADENTATE SCHIFF-BASE N3O2 LIGAND AND ITS NEUTRAL TECHNETIUM(V) COMPLEX - X-RAY STRUCTURE OF (N,N{\textquoteright}-3-AZAPENTANE-1,5-DIYLBIS(3-(1-IMINOETHYL)-6-METHYL-2H-PYRAN-2,4(3H )-DIONATO)(3-)-O,O{\textquoteright},N,N{\textquoteright},N{\textquoteright}{\textquoteright})OXOTECHNETI}, journal = {Inorganic Chemistry}, volume = {30}, number = {26}, year = {1991}, note = {ISI Document Delivery No.: GX615Times Cited: 19Cited Reference Count: 35}, month = {Dec}, pages = {4915-4919}, type = {Article}, abstract = {{Preparations of a potentially pentadentate ligand, N,N{\textquoteright}-3-azapentane-1,5-diylbis(3-(1-iminoethyl)-6-methyl-2H-pyran-2,4-(3H )-dione) (H3apa), and its neutral technetium(V) complex, [TcO(apa)], are described. The C-13 and H-1 NMR, infrared, optical, and mass spectra of the pentadentate ligand and its technetium(V) complex are reported. The X-ray structure of [TcO(apa)] has been determined. Crystals are orthorhombic, space group Pbca, with a = 12.833 (2) angstrom}, keywords = {2+ CORE, AGENTS, CHEMISTRY, CRYSTAL-STRUCTURE, DONOR-ATOM SET, gallium, OXOTECHNETIUM(V) COMPLEXES, REACTIVITY, RHENIUM(V) OXO-COMPLEXES, S-METHYL DITHIOCARBAZATE}, isbn = {0020-1669}, url = {://A1991GX61500013}, author = {Liu, S. and Rettig, S. J. and Orvig, Chris} }