In vitro biological evaluation and molecular docking studies of natural and semisynthetic flavones from Gardenia oudiepe (Rubiaceae) as tyrosinase inhibitors.

Agaricales / enzymology Catalytic Domain Enzyme Inhibitors / chemistry Flavones / chemistry Gardenia / chemistry Histidine / chemistry Molecular Docking Simulation Molecular Structure Monophenol Monooxygenase / antagonists & inhibitors Structure-Activity Relationship
Gardenia oudiepe Molecular docking Polymethoxylated flavones Structure-activity relationships Tyrosinase inhibitory activity

Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
02 2019
Historique:
received: 15 03 2018
revised: 13 10 2018
accepted: 17 10 2018
pubmed: 6 11 2018
medline: 31 8 2019
entrez: 5 11 2018
Statut: ppublish

Résumé

Hyperpigmentation disorders are difficult to treat without causing permanent depigmentation or irritation. The most effective hypopigmenting agents are tyrosinase inhibitors, however some of those currently used have shown serious side effects. As several classes of flavonoids have already demonstrated ability to inhibit tyrosinase, a library of natural polymethoxyflavones isolated (1-7) from the bud exudate of Gardenia oudiepe and semi-synthetic derivatives (8,9) were evaluated. IC

Identifiants

DOI: 10.1016/j.bioorg.2018.10.034 PMID: 30391854
pubmed: 30391854
pii: S0045-2068(18)30258-X
doi: 10.1016/j.bioorg.2018.10.034
pii:
doi:

Substances chimiques

Enzyme Inhibitors 0
Flavones 0
Histidine 4QD397987E
Monophenol Monooxygenase EC 1.14.18.1

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

241-245

Informations de copyright

Copyright © 2018 Elsevier Inc. All rights reserved.

Auteurs

M D Santi (MD)

Farmacognosia, Departamento de Ciencias Farmacéuticas, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, Haya de la torre y Medina Allende, Edificio Ciencias II, X5000HUA Córdoba, Argentina; Instituto Multidisciplinario de Biología Vegetal (IMBIV-CONICET), Ciudad Universitaria, X5000HUA Córdoba, Argentina.

C Bouzidi (C)

Laboratoire de Pharmacognosie, UMR/CNRS 8638, Faculté des Sciences Pharmaceutiques et Biologiques, Université Paris Descartes, Sorbonne Paris Cité, 4, Avenue de l'Observatoire, 75006 Paris, France.

N S Gorod (NS)

Instituto de Investigaciones en Físico-Química de Córdoba (INFIQC), Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, Haya de la torre y Medina Allende, Edificio Ciencias II, X5000HUA Córdoba, Argentina.

M Puiatti (M)

Instituto de Investigaciones en Físico-Química de Córdoba (INFIQC), Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, Haya de la torre y Medina Allende, Edificio Ciencias II, X5000HUA Córdoba, Argentina.

S Michel (S)

Laboratoire de Pharmacognosie, UMR/CNRS 8638, Faculté des Sciences Pharmaceutiques et Biologiques, Université Paris Descartes, Sorbonne Paris Cité, 4, Avenue de l'Observatoire, 75006 Paris, France.

R Grougnet (R)

Laboratoire de Pharmacognosie, UMR/CNRS 8638, Faculté des Sciences Pharmaceutiques et Biologiques, Université Paris Descartes, Sorbonne Paris Cité, 4, Avenue de l'Observatoire, 75006 Paris, France.

M G Ortega (MG)

Farmacognosia, Departamento de Ciencias Farmacéuticas, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, Haya de la torre y Medina Allende, Edificio Ciencias II, X5000HUA Córdoba, Argentina; Instituto Multidisciplinario de Biología Vegetal (IMBIV-CONICET), Ciudad Universitaria, X5000HUA Córdoba, Argentina. Electronic address: gortega@fcq.unc.edu.ar.

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Classifications MeSH

questionsmedicales.fr › Eucaryotes › Champignons › Basidiomycota › Agaricales › In vitro biological evaluation and molecular...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes biochimiques › Conformation moléculaire › Conformation des protéines › Éléments structuraux des protéines › Domaine catalytique › In vitro biological evaluation and molecular...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Mécanismes moléculaires de l'action pharmacologique › Antienzymes › In vitro biological evaluation and molecular...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Benzopyranes › 4H-1-Benzopyran-4-ones › Flavonoïdes › Flavones › In vitro biological evaluation and molecular...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Tracheobionta › Magnoliopsida › Gentianales › Rubiaceae › Gardenia › In vitro biological evaluation and molecular...
questionsmedicales.fr › Acides aminés, peptides et protéines › Acides aminés › Acides aminés essentiels › Histidine › In vitro biological evaluation and molecular...
questionsmedicales.fr › Sciences de l'information › Méthodologies informatiques › Simulation numérique › Simulation de docking moléculaire › In vitro biological evaluation and molecular...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › In vitro biological evaluation and molecular...
questionsmedicales.fr › Enzymes et coenzymes › Enzymes › Oxidoreductases › Oxygénases › Mixed function oxygenases › Catechol oxidase › Monophenol monooxygenase › In vitro biological evaluation and molecular...
questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes pharmacologiques › Relation structure-activité › In vitro biological evaluation and molecular...