Search Results - "Keith M. Davies"
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Chemistry of the Diazeniumdiolates. 2. Kinetics and Mechanism of Dissociation to Nitric Oxide in Aqueous Solution
Published in Journal of the American Chemical Society (13-06-2001)“…Diazeniumdiolate ions of structure R2N[N(O)NO]- (1) are of pharmacological interest because they spontaneously generate the natural bioregulatory species,…”
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Esterase-Sensitive Nitric Oxide Donors of the Diazeniumdiolate Family: In Vitro Antileukemic Activity
Published in Journal of medicinal chemistry (27-01-2000)“…We have designed a novel prodrug class that is stable in neutral aqueous media but releases bioactive nitric oxide (NO) on metabolism by esterase…”
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Nitric Oxide-Releasing Polymers Containing the [N(O)NO]- Group
Published in Journal of medicinal chemistry (01-03-1996)“…Ions of structure X[N(O)NO]- display broad-spectrum pharmacological activity that correlates with the rate and extent of their spontaneous, first-order…”
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HNO and NO Release from a Primary Amine-Based Diazeniumdiolate As a Function of pH
Published in Inorganic chemistry (18-04-2011)“…The growing evidence that nitroxyl (HNO) has a rich pharmacological potential that differs from that of nitric oxide (NO) has intensified interest in HNO…”
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JS-K, a glutathione/glutathione S-transferase-activated nitric oxide donor of the diazeniumdiolate class with potent antineoplastic activity
Published in Molecular cancer therapeutics (01-04-2003)“…We have previously shown that nitric oxide (NO) inhibits growth and induces differentiation and apoptosis in acute myeloid leukemia cells, with the HL-60 human…”
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PABA/NO as an Anticancer Lead: Analogue Synthesis, Structure Revision, Solution Chemistry, Reactivity toward Glutathione, and in Vitro Activity
Published in Journal of medicinal chemistry (09-02-2006)“…PABA/NO is a diazeniumdiolate of structure Me2NN(O)NOAr (where Ar is a 5-substituted-2,4-dinitrophenyl ring whose 5-substituent is N-methyl-p-aminobenzoic…”
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Conversion of a polysaccharide to nitric oxide-releasing form. Dual-mechanism anticoagulant activity of diazeniumdiolated heparin
Published in Bioorganic & medicinal chemistry letters (17-04-2000)“…We describe heparin/diazeniumdiolate conjugates that generate nitric oxide (NO) at physiological pH. Like the heparin from which they were prepared, they…”
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The Secondary Amine/Nitric Oxide Complex Ion R2N[N(O)NO]- as Nucleophile and Leaving Group in SNAr Reactions
Published in Journal of organic chemistry (04-05-2001)“…Ions of structure R2N[N(O)NO]- and their alkylation products have seen increasing use as nitric oxide (NO)-generating agents for biomedical research…”
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Diazeniumdiolate reactivity in model membrane systems
Published in Nitric oxide (01-03-2008)“…The effect of small unilamellar phospholipid vesicles on the acid-catalyzed dissociation of nitric oxide from diazeniumdiolate ions, R 1R 2N[N(O)NO] −, [ 1: R…”
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Thiol activation of a model O2-aryl diazeniumdiolate prodrug in phospholipid vesicle media
Published in Nitric oxide (01-12-2008)“…Thiolysis of the model diazeniumdiolate prodrug, O2-(2,4-dinitrophenyl) 1-(N,N-diethylamino)diazen-1-ium-1,2-diolate (DNP-DEA/NO), by glutathione (GSH),…”
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Diazeniumdiolate Ions as Leaving Groups in Anomeric Displacement Reactions: A Protection−Deprotection Strategy for Ionic Diazeniumdiolates
Published in Journal of the American Chemical Society (19-10-2005)“…Diazeniumdiolate ions [R2N−N(O)N−O-] are of growing interest pharmacologically for their ability to generate up to two molar equivalents of bioactive nitric…”
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Hydrolytic Reactivity Trends among Potential Prodrugs of the O2-Glycosylated Diazeniumdiolate Family. Targeting Nitric Oxide to Macrophages for Antileishmanial Activity
Published in Journal of medicinal chemistry (10-07-2008)“…Glycosylated diazeniumdiolates of structure R2NN(O)NO−R′ (R′ = a saccharide residue) are potential prodrugs of the nitric oxide (NO)-releasing but…”
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Chemistry of the Diazeniumdiolates. 3. Photoreactivity
Published in Journal of the American Chemical Society (13-06-2001)“…We have found O2-substituted diazeniumdiolates, compounds of structure R2N−N(O)NOR‘ that are under development for various possible pharmaceutical uses, to be…”
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Chemistry of the Diazeniumdiolates: Z ⇌ E Isomerism
Published in Journal of the American Chemical Society (20-04-2005)“…Here, we explore the chemistry of the previously undocumented E form of diazeniumdiolates having the structure R1R2NN(O)NOR3. Reported crystallographic…”
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Localizing Antithrombotic and Vasodilatory Activity with a Novel, Ultrafast Nitric Oxide Donor
Published in Journal of medicinal chemistry (25-10-1996)“…Reaction of nitric oxide (NO) with l-proline in methanolic sodium methoxide yields a diazeniumdiolate product, C5H7N3O4Na2·CH3OH (PROLI/NO), that can be…”
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Piperazine as a Linker for Incorporating the Nitric Oxide-Releasing Diazeniumdiolate Group into Other Biomedically Relevant Functional Molecules
Published in Journal of organic chemistry (09-07-1999)“…Synthetic procedures have been devised to exploit the bifunctional amine piperazine (pip) as a linker capable of attaching the nitric oxide (NO)-releasing…”
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Effect of hydrophobic structure on the catalysis of nitric oxide release from zwitterionic diazeniumdiolates in surfactant and liposome media
Published in Nitric oxide (01-11-2005)“…The effect of phospholipid liposomes and surfactant micelles on the rate of nitric oxide release from zwitterionic diazeniumdiolates, R 1R 2N[N(O)NO] −, with…”
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Injectable formulation of disodium 1-[2-(carboxylato)pyrrolidin-1-yl]diazen-1-ium-1,2-diolate (PROLI/NO), an ultrafast nitric oxide donor prodrug
Published in Journal of pharmaceutical sciences (01-01-2006)“…PROLI/NO is an agent of structure XN(O)==NONa (X = L-prolyl) whose 2-s half-life for nitric oxide (NO) release at physiological pH makes it an excellent…”
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