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Kinetics and Mechanism of the Base-Catalyzed Oxygenation of Flavonol in DMSO−H2O Solution

https://doi.org/10.1021/jo015517n
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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

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Bacterial Degradation of Quinoline and Derivatives—Pathways and Their Biocatalysts
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A modification of the algar‐flynn‐oyamada preparation of flavonols
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Flavonoids and insects
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Anti-Inflammatory Substances of Plant Origin
inferredcites →https://doi.org/10.1007/978-94-011-5442-0_2openalex-snapshot
Dioxygenases
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Production of carbon monoxide in the enzymatic degradation of rutin
inferredcites →https://doi.org/10.1016/0022-328x(87)80317-0openalex-snapshot
The manipulation of air-sensitive compounds
inferredcites →https://doi.org/10.1016/0022-328x(89)85446-4openalex-snapshot
Purification of Laboratory Chemicals
inferredcites →https://doi.org/10.1016/0040-4020(77)88020-4openalex-snapshot
Bio-mimetic oxygenation
inferredcites →https://doi.org/10.1016/0304-5102(92)80002-xopenalex-snapshot
Oxidation of 3-hydroxyflavones in the presence of copper(I) and copper(II) chlorides
inferredcites →https://doi.org/10.1016/0378-1097(94)90575-4openalex-snapshot
A novel type of oxygenolytic ring cleavage: 2,4-oxygenation and decarbonylation of 1H-3-hydroxy-4-oxoquinaldine and 1H-3-hydroxy-4-oxoquinoline
inferredcites →https://doi.org/10.1016/b978-0-12-312401-2.x5001-4openalex-snapshot
Hazard Assessment of Chemicals
inferredcites →https://doi.org/10.1016/s0006-291x(71)80076-1openalex-snapshot
Quercetinase, a dioxygenase containing copper
inferredcites →https://doi.org/10.1016/s0020-1693(39)60540-7openalex-snapshot
Synthesis and characterization of copper(I) and copper(II) flavonolate complexes with phthalazine ligand, and their oxygenation and relevance to quercetinase
inferredcites →https://doi.org/10.1016/s0021-9258(18)63258-2openalex-snapshot
Degradation of Rutin by Aspergillus flavus
inferredcites →https://doi.org/10.1016/s0031-9422(00)90385-6openalex-snapshot
The flavonoids advances in research since 1986:
inferredcites →https://doi.org/10.1016/s0040-4020(01)97840-8openalex-snapshot
Photoinduced reactions—XXXVI
inferredcites →https://doi.org/10.1016/s0040-4039(00)99663-1openalex-snapshot
Substrate anion cobalt(III) complex intermediate in model quercetinase reaction using cobalt schiff base complex
inferredcites →https://doi.org/10.1016/s0040-4039(01)82948-8openalex-snapshot
Mechanism of quercetin oxygenation a possible model for haem degradation
inferredcites →https://doi.org/10.1016/s1381-1169(97)00208-2openalex-snapshot
Quercetinase model studies. The oxygenation of flavonol catalyzed by a cationic 2,2′-bipyridine copper(II) flavonolate complex1Dedicated to Professor Gottfried Huttner on the occasion of his 60th birthday.1
inferredcites →https://doi.org/10.1021/ic990175dopenalex-snapshot
Quercetin 2,3-Dioxygenase Mimicking Ring Cleavage of the Flavonolate Ligand Assisted by Copper. Synthesis and Characterization of Copper(I) Complexes [Cu(PPh3)2(fla)] (fla = Flavonolate) and [Cu(PPh3)2(O-bs)] (O-bs = O-Benzoylsalicylate)
inferredcites →https://doi.org/10.1021/ic990521ropenalex-snapshot
Preparation and Oxygenation of (Flavonolato)copper Isoindoline Complexes with Relevance to Quercetin Dioxygenase
inferredcites →https://doi.org/10.1021/ja00201a071openalex-snapshot
Time-resolved study of the photooxygenation of 3-hydroxyflavone
inferredcites →https://doi.org/10.1021/ja00232a021openalex-snapshot
Functional models for catechol 1,2-dioxygenase. The role of the iron(III) center
inferredcites →https://doi.org/10.1021/ja00515a055openalex-snapshot
Gas-phase reactions of carbanions with triplet and singlet molecular oxygen
inferredcites →https://doi.org/10.1021/ja01631a044openalex-snapshot
Alkoxide-catalyzed Autoxidative Cleavage of Ketones and Esters1
inferredcites →https://doi.org/10.1021/jo01118a018openalex-snapshot
Absorption Spectra of Metal Complexes of Flavonoid Compounds
inferredcites →https://doi.org/10.1021/jo991926wopenalex-snapshot
Kinetics and Mechanism of the Oxygenation of Potassium Flavonolate. Evidence for an Electron Transfer Mechanism
inferredcites →https://doi.org/10.1038/1841145b0openalex-snapshot
Microbial Degradation of Rutin
inferredcites →https://doi.org/10.1038/189510a0openalex-snapshot
Microbial Production of Carbon Monoxide from Flavonoids
inferredcites →https://doi.org/10.1039/a606417eopenalex-snapshot
Crystal and molecular structure of a ketocarboxylatocopper(ii) intermediate in the oxygenation of a copper(i) flavonolate complex
inferredcites →https://doi.org/10.1039/a905684jopenalex-snapshot
Kinetic studies on the copper(II)-mediated oxygenolysis of the flavonolate ligand. Crystal structures of [Cu(fla)2] (fla = flavonolate) and [Cu(O-bs)2(py)3] (O-bs = O-benzoylsalicylate) †
inferredcites →https://doi.org/10.1039/c39740000896openalex-snapshot
A model catalytic oxygenation for the reaction of quercetinase
inferredcites →https://doi.org/10.1039/c39850001824openalex-snapshot
Copper(II)-catalysed oxidation of quercetin and 3-hydroxyflavone
inferredcites →https://doi.org/10.1039/c39900000512openalex-snapshot
Chelated flavonol co-ordination in flavonolatobis(triphenylphosphine)copper( I )
inferredcites →https://doi.org/10.1039/c39910000551openalex-snapshot
The oxygenation of flavonol by copper(I) and copper(II) flavonolate complexes. The crystal and molecular structure of bis(flavonolato)copper(II)
inferredcites →https://doi.org/10.1039/dt9940000805openalex-snapshot
On the mechanism of a model quercetinase reaction using a cobalt Schiff-base complex
inferredcites →https://doi.org/10.1039/p19790002511openalex-snapshot
Base-catalysed oxygenolysis of 3-hydroxyflavones
inferredcites →https://doi.org/10.1046/j.1432-1327.1999.00574.xopenalex-snapshot
Flavonol 2,4‐dioxygenase from Aspergillus niger DSM 821, a type 2 CuII‐containing glycoprotein
inferredcites →https://doi.org/10.1080/10426919008953291openalex-snapshot
LANGE'S HANDBOOK OF CHEMISTRY
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2,4‐Dioxygenases Catalyzing N‐Heterocyclic‐Ring Cleavage and Formation of Carbon Monoxide
inferredcites →https://doi.org/10.1139/m59-076openalex-snapshot
MICROBIAL DECOMPOSITION OF RUTIN
inferredcites →https://doi.org/10.1139/m71-019openalex-snapshot
Degradation of rutin by Aspergillus flavus. Purification of the dioxygenase, quercetinase
inferredcites →https://doi.org/10.1139/m72-076openalex-snapshot
Degradation of rutin by Aspergillus flavus. Studies on specificity, inhibition, and possible reaction mechanism of quercetinase
inferredcites →https://doi.org/10.1246/cl.1984.635openalex-snapshot
CUPRIC ION-CATALYZED DIOXYGENATION OF 1,2-CYCLOHEXANEDIONES. A NONENZYMATIC ANALOG FOR QUERCETINASE DIOXYGENATION
inferredcites →https://doi.org/10.1248/cpb.25.3218openalex-snapshot
Effects of metal ions and flavonoids on the oxidation of ascorbic acid.
inferredcites →https://doi.org/10.1515/znb-1992-0821openalex-snapshot
A Simple Model for the Enzyme-Substrate-Complex of the Quercetinase Reaction. Crystal Structure of Flavonolatocobalt(III)(salen)

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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Synthesis, Stuctural Characterization and Biological Activity of Quinolone-Based Photo-Induced Co Release Molecules as Anticancer Agents
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Synthesis, Stuctural Characterization and Biological Activity of Quinolone-Based Photo-Induced Co Release Molecules as Anticancer Agents
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Copper Dioxygenases
inferred← citeshttps://doi.org/10.1002/ange.201510741openalex-snapshot
Quercetin‐2,4‐Dioxygenase aktiviert Sauerstoff in einem “side‐on” gebundenen O2‐Ni‐Komplex
inferred← citeshttps://doi.org/10.1002/anie.201510741openalex-snapshot
Quercetin 2,4‐Dioxygenase Activates Dioxygen in a Side‐On O 2 –Ni Complex
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Activation of dioxygen by copper metalloproteins and insights from model complexes
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Secondary Metabolites from Leaves of Bouea macrophylla
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Monocopper Oxygenases
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HNO as an Oxygen Substitute in Enzymes
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Redox and nonredox metal assisted model systems with relevance to flavonol and 3-hydroxyquinolin-4(1H)-one 2,4-dioxygenase
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Model systems for the CO-releasing flavonol 2,4-dioxygenase enzyme
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Oxidative aliphatic carbon–carbon bond cleavage reactions
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Evaluation of phenolics and sugars as inducers of quercetinase activity inPenicillium olsonii
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The case for an oxidopyrylium intermediate in the mechanism of quercetin dioxygenases
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Synthesis, structural characterization and biological activity of quinolone-based photo-induced CO release molecules as anticancer agents
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Kinetics and mechanism of the base-catalyzed oxygenation of 1H-2-phenyl-3-hydroxy-4-oxoquinolines in DMSO/H2O
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Synthesis of 5-subsituted flavonols via the Algar-Flynn-Oyamada (AFO) reaction: The mechanistic implication
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Nitroxygenation of quercetin by HNO
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Dioxygenase enzymes: catalytic mechanisms and chemical models
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The base-catalyzed oxygenation of quinoline derivatives
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Characterization of the Initial Intermediate Formed during Photoinduced Oxygenation of the Ruthenium(II) Bis(bipyridyl)flavonolate Complex
inferred← citeshttps://doi.org/10.1021/acs.orglett.4c03651openalex-snapshot
Thermal CO Release Reactivity of a π-Extended Flavonol Anion
inferred← citeshttps://doi.org/10.1021/cr400327topenalex-snapshot
Copper Active Sites in Biology
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Acireductone Dioxygenase- (ARD-) Type Reactivity of a Nickel(II) Complex Having Monoanionic Coordination of a Model Substrate: Product Identification and Comparisons to Unreactive Analogues
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Facile Synthesis of Flavonoid 7-O-Glycosides
inferred← citeshttps://doi.org/10.1073/pnas.1111488108openalex-snapshot
Nitrosyl hydride (HNO) replaces dioxygen in nitroxygenase activity of manganese quercetin dioxygenase
inferred← citeshttps://doi.org/10.1080/00397910500406534openalex-snapshot
First Chemical Synthesis of Three Natural Depsides Involved in Flavonol Catabolism and Related to Quercetinase Catalysis
inferred← citeshttps://doi.org/10.1080/10408398.2022.2115456openalex-snapshot
Recent insights into oxidative metabolism of quercetin: catabolic profiles, degradation pathways, catalyzing metalloenzymes and molecular mechanisms
inferred← citeshttps://doi.org/10.1128/aem.07651-11openalex-snapshot
Ring-Cleaving Dioxygenases with a Cupin Fold
inferred← citeshttps://doi.org/10.3390/molecules24071252openalex-snapshot
3-Hydroxyflavones and 3-Hydroxy-4-oxoquinolines as Carbon Monoxide-Releasing Molecules
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Acylation des flavonoides par les llipases de Candida antarctica et Pseudomonas cepacia : études cinétique, structurale et conformationnelle
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Synthèse enzymatique, modélisation moléculaire et caractérisation d'oligomères de flavonoïdes
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