Design and synthesis of selective CYP1B1 inhibitor via dearomatization of α-naphthoflavone.

Benzoflavones / chemical synthesis Catalytic Domain Crystallography, X-Ray Cytochrome P-450 CYP1A1 / antagonists & inhibitors Cytochrome P-450 CYP1A2 / chemistry Cytochrome P-450 CYP1A2 Inhibitors / chemical synthesis Cytochrome P-450 CYP1B1 / antagonists & inhibitors Drug Design Escherichia coli / genetics Humans Molecular Docking Simulation Molecular Structure Solubility Structure-Activity Relationship

Journal

Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298

Informations de publication

Date de publication:
15 01 2019
Historique:
received: 09 11 2018
revised: 29 11 2018
accepted: 29 11 2018
pubmed: 17 12 2018
medline: 17 9 2019
entrez: 17 12 2018
Statut: ppublish

Résumé

Selective cytochrome P450 (CYP) 1B1 inhibition has potential as an anticancer strategy that is unrepresented in the current clinical arena. For development of a selective inhibitor, we focused on the complexity caused by sp

Identifiants

DOI: 10.1016/j.bmc.2018.11.045 PMID: 30553624
pubmed: 30553624
pii: S0968-0896(18)31894-7
doi: 10.1016/j.bmc.2018.11.045
pii:
doi:

Substances chimiques

Benzoflavones 0
Cytochrome P-450 CYP1A2 Inhibitors 0
CYP1A1 protein, human EC 1.14.14.1
CYP1A2 protein, human EC 1.14.14.1
CYP1B1 protein, human EC 1.14.14.1
Cytochrome P-450 CYP1A1 EC 1.14.14.1
Cytochrome P-450 CYP1A2 EC 1.14.14.1
Cytochrome P-450 CYP1B1 EC 1.14.14.1

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

285-304

Informations de copyright

Copyright © 2018 Elsevier Ltd. All rights reserved.

Auteurs

Makoto Kubo (M)

Laboratory of Drug Design and Medicinal Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan.

Keiko Yamamoto (K)

Laboratory of Drug Design and Medicinal Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan.

Toshimasa Itoh (T)

Laboratory of Drug Design and Medicinal Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan. Electronic address: titoh@ac.shoyaku.ac.jp.

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Classifications MeSH

questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Benzopyranes › 4H-1-Benzopyran-4-ones › Flavonoïdes › Naphtoflavones › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes biochimiques › Conformation moléculaire › Conformation des protéines › Éléments structuraux des protéines › Domaine catalytique › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Techniques d'investigation › Techniques de chimie analytique › Cristallographie aux rayons X › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Hémoprotéines › Cytochromes › Cytochrome P-450 enzyme system › Famille-1 de cytochromes P450 › Cytochrome P-450 CYP1A1 › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Hémoprotéines › Cytochromes › Cytochrome P-450 enzyme system › Famille-1 de cytochromes P450 › Cytochrome P-450 CYP1A2 › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Mécanismes moléculaires de l'action pharmacologique › Antienzymes › Inhibiteurs des enzymes du cytochrome P-450 › Inhibiteurs du cytochrome P-450 CYP1A2 › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Hémoprotéines › Cytochromes › Cytochrome P-450 enzyme system › Famille-1 de cytochromes P450 › Cytochrome P-450 CYP1B1 › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Techniques d'investigation › Développement de médicament › Découverte de médicament › Conception de médicament › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Bactéries › Proteobacteria › Gammaproteobacteria › Enterobacteriaceae › Escherichia › Escherichia coli › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Primates › Haplorhini › Catarrhini › Hominidae › Humains › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Sciences de l'information › Méthodologies informatiques › Simulation numérique › Simulation de docking moléculaire › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Phénomènes chimiques › Solubilité › Design and synthesis of selective CYP1B1...
questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes pharmacologiques › Relation structure-activité › Design and synthesis of selective CYP1B1...