Influence of Stereochemistry on the Bioactivation and Glucuronidation of 4-Ipomeanol (Q58584200)

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2 May 2020

title

Influence of Stereochemistry on the Bioactivation and Glucuronidation of 4-Ipomeanol (English)

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2 May 2020

1

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author name string

Matthew G McDonald

2

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2 May 2020

John P Kowalski

3

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2 May 2020

Oliver T Parkinson

4

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Michele Scian

5

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2 May 2020

Dale Whittington

6

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Katharina Roellecke

7

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Helmut Hanenberg

8

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2 May 2020

Constanze Wiek

9

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2 May 2020

Allan E Rettie

10

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2 May 2020

language of work or name

English

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publication date

8 November 2018

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Journal of Pharmacology and Experimental Therapeutics

2 May 2020

published in

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volume

368

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issue

2

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page(s)

308-316

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Species and strain differences in target organ alkylation and toxicity by 4-ipomeanol. Predictive value of covalent binding in studies of target organ toxicities by reactive metabolites

2 May 2020

cites work

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12 December 2020

Toxicity of novel sesquiterpenoids from the stressed sweet potato (Ipomoea batatas)

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12 December 2020

Optimal detergent activation of rat liver microsomal UDP-glucuronosyl transferases toward morphine and 1-naphthol: contribution to induction and latency studies

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Drug glucuronidation in humans

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12 December 2020

Metabolic activation and cytotoxicity of 4-ipomeanol in human non-small cell lung cancer lines

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12 December 2020

Preclinical toxicology studies of 4-ipomeanol: a novel candidate for clinical evaluation in lung cancer

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12 December 2020

Confirmation by Chemical Synthesis of the Structure of 4-Ipomeanol, a Lung-toxic Metabolite of the Sweet Potato, Ipomoea batatas

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12 December 2020

Ipomeanol 4-glucuronide, a major urinary metabolite of 4-ipomeanol in the rat

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12 December 2020

In vitro metabolic activation of the pulmonary toxin, 4-ipomeanol, in nonciliated bronchiolar epithelial (Clara) and alveolar type II cells isolated from rabbit lung

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12 December 2020

Effect of Pentobarbital on the Formation of Diastereomeric Oxazepam Glucuronides in Man: Analysis by High Performance Liquid Chromatography

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12 December 2020

4-Ipomeanol and 2-aminoanthracene cytotoxicity in C3H/10T1/2 cells expressing rabbit cytochrome P450 4B1.

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12 December 2020

CYP4B1 activates 4-ipomeanol in rat lung

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12 December 2020

Phase I and pharmacological study of the pulmonary cytotoxin 4-ipomeanol on a single dose schedule in lung cancer patients: hepatotoxicity is dose limiting in humans

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12 December 2020

Chemically reactive intermediates and pulmonary xenobiotic toxicity

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12 December 2020

New Prodrug Activation Gene Therapy for Cancer Using Cytochrome P450 4B1 and 2-Aminoanthracene/4-Ipomeanol

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12 December 2020

Phase I study of a five-day dose schedule of 4-Ipomeanol in patients with non-small cell lung cancer

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12 December 2020

A chimeric fusion protein of cytochrome CYP4B1 and green fluorescent protein for detection of pro-drug activating gene delivery and for gene therapy in malignant glioma

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12 December 2020

Enhanced green fluorescent protein fusion proteins of herpes simplex virus type 1 thymidine kinase and cytochrome P450 4B1: applications for prodrug-activating gene therapy

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12 December 2020

Rabbit cytochrome P450 4B1: A novel prodrug activating gene for pharmacogene therapy of hepatocellular carcinoma.

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Differential cytotoxicity and bystander effect of the rabbit cytochrome P450 4B1 enzyme gene by two different prodrugs: implications for pharmacogene therapy

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12 December 2020

Co-regulation of CYP3A4 and CYP3A5 and contribution to hepatic and intestinal midazolam metabolism

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12 December 2020

Combined radiation and cytochrome CYP4B1/4-ipomeanol gene therapy using the EGR1 promoter.

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12 December 2020

Mechanism-based inactivation of cytochrome P450 3A4 by 4-ipomeanol

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12 December 2020

Bioactivation of 4-ipomeanol by CYP4B1: adduct characterization and evidence for an enedial intermediate

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12 December 2020

In vitro inhibition of UDP glucuronosyltransferases by atazanavir and other HIV protease inhibitors and the relationship of this property to in vivo bilirubin glucuronidation

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12 December 2020

Selectivity of substrate (trifluoperazine) and inhibitor (amitriptyline, androsterone, canrenoic acid, hecogenin, phenylbutazone, quinidine, quinine, and sulfinpyrazone) "probes" for human udp-glucuronosyltransferases

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12 December 2020

Isoform-selective probe substrates for in vitro studies of human UDP-glucuronosyltransferases

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12 December 2020

Quantitative prediction of in vivo inhibitory interactions involving glucuronidated drugs from in vitro data: the effect of fluconazole on zidovudine glucuronidation

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12 December 2020

C-440T/T-331C polymorphisms in the UGT1A9 gene affect the pharmacokinetics of mycophenolic acid in kidney transplantation

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12 December 2020

Evidence for oxazepam as an in vivo probe of UGT2B15: oxazepam clearance is reduced by UGT2B15 D85Y polymorphism but unaffected by UGT2B17 deletion

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12 December 2020

Characterization of Niflumic Acid as a Selective Inhibitor of Human Liver Microsomal UDP-Glucuronosyltransferase 1A9: Application to the Reaction Phenotyping of Acetaminophen Glucuronidation

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12 December 2020

Characterization of In Vitro Glucuronidation Clearance of a Range of Drugs in Human Kidney Microsomes: Comparison with Liver and Intestinal Glucuronidation and Impact of Albumin

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12 December 2020

Optimized Assays for Human UDP-Glucuronosyltransferase (UGT) Activities: Altered Alamethicin Concentration and Utility to Screen for UGT Inhibitors

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12 December 2020

Renal drug metabolism in humans: the potential for drug-endobiotic interactions involving cytochrome P450 (CYP) and UDP-glucuronosyltransferase (UGT).

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12 December 2020

The UDP-glucuronosyltransferases: their role in drug metabolism and detoxification

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12 December 2020

Synthesis and evaluation of a 18F-labeled 4-ipomeanol as an imaging agent for CYP4B1 gene prodrug activation therapy

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12 December 2020

Relevance of UDP-glucuronosyltransferase polymorphisms for drug dosing: A quantitative systematic review.

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12 December 2020

A model of in vitro UDP-glucuronosyltransferase inhibition by bile acids predicts possible metabolic disorders.

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12 December 2020

Prodrug-activating Gene Therapy with Rabbit Cytochrome P450 4B1/4-Ipomeanol or 2-Aminoanthracene System in Glioma Cells.

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12 December 2020

Identification of amino acid determinants in CYP4B1 for optimal catalytic processing of 4-ipomeanol.

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12 December 2020

Multiplexed Targeted Quantitative Proteomics Predicts Hepatic Glucuronidation Potential.

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12 December 2020

Characterization of an Additional Splice Acceptor Site Introduced into CYP4B1 in Hominoidae during Evolution

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12 December 2020

Scaling factors for the in vitro-in vivo extrapolation (IV-IVE) of renal drug and xenobiotic glucuronidation clearance

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12 December 2020

Optimized human CYP4B1 in combination with the alkylator prodrug 4-ipomeanol serves as a novel suicide gene system for adoptive T-cell therapies

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12 December 2020

Large-scale multiplex absolute protein quantification of drug-metabolizing enzymes and transporters in human intestine, liver, and kidney microsomes by SWATH-MS: Comparison with MRM/SRM and HR-MRM/PRM.

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12 December 2020

Species Differences in Microsomal Oxidation and Glucuronidation of 4-Ipomeanol: Relationship to Target Organ Toxicity

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12 December 2020

Identifiers

DOI

10.1124/JPET.118.249771

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2 May 2020

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2 May 2020

PubMed publication ID

30409834

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