Insights into the stereoisomerism of dihydroquercetin: analytical and pharmacological aspects.

HPLC NMR spectroscopy dihydroquercetin flavonoid optical activity pharmacodynamics pharmacokinetics stereoisomerism

Journal

Frontiers in chemistry
ISSN: 2296-2646
Titre abrégé: Front Chem
Pays: Switzerland
ID NLM: 101627988

Informations de publication

Date de publication:
2024
Historique:
received: 27 05 2024
accepted: 11 06 2024
medline: 26 7 2024
pubmed: 26 7 2024
entrez: 25 7 2024
Statut: epublish

Résumé

Dihydroquercetin (DHQ) is a representative of flavonoids that is available on the market as a food supplement and registered as an active pharmaceutical ingredient. The structure of this compound is characterized by the presence of two chiral centers in positions 2 and 3 of the pyranone ring. Current regulatory documentation on DHQ lacks quantitative analysis of the stereoisomers of this flavanonol. This poses potential risks for consumers of DHQ-based dietary supplements and developers of new drugs. This review was conducted to systematize data on the pharmacology of DHQ stereoisomers and the possible methods of controlling them in promising chiral drugs. We found that relying on literature data of polarimetry for the identification of DHQ stereoisomers is currently impossible due to these heterogeneities. NMR spectroscopy allows to distinguishing between

Identifiants

pubmed: 39050369
doi: 10.3389/fchem.2024.1439167
pii: 1439167
pmc: PMC11267486
doi:

Types de publication

Journal Article Review

Langues

eng

Pagination

1439167

Informations de copyright

Copyright © 2024 Terekhov, Savina, Pankov, Korochkina, Taldaev, Yakubovich, Zavadskiy, Zhevlakova and Selivanova.

Déclaration de conflit d'intérêts

The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.

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Auteurs

Roman P Terekhov (RP)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Anastasiya D Savina (AD)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Denis I Pankov (DI)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Maria D Korochkina (MD)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Amir Taldaev (A)

Institute of Biomedical Chemistry, Moscow, Russia.
Research Center for Molecular Mechanisms of Aging and Aging-Related Diseases, Moscow Center for Advanced Studies, Moscow, Russia.

Liubov M Yakubovich (LM)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Sergey P Zavadskiy (SP)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Anastasiya K Zhevlakova (AK)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Irina A Selivanova (IA)

Nelyubin Institute of Pharmacy, Sechenov First Moscow State Medical University, Moscow, Russia.

Classifications MeSH