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Design and Biological Evaluation of Monoterpene-Conjugated (S)-2-Ethoxy-3-(4-(4-hydroxyphenethoxy)phenyl)propanoic Acids as New Dual PPARα/γ Agonists

Title: Design and Biological Evaluation of Monoterpene-Conjugated (S)-2-Ethoxy-3-(4-(4-hydroxyphenethoxy)phenyl)propanoic Acids as New Dual PPARα/γ Agonists
Authors: Sergey A. Borisov; Mikhail E. Blokhin; Yulia V. Meshkova; Maria K. Marenina; Nataliya A. Zhukova; Sophia V. Pavlova; Anastasiya V. Lastovka; Vladislav V. Fomenko; Igor P. Zhurakovsky; Olga A. Luzina; Mikhail V. Khvostov; Dmitry A. Kudlay; Nariman F. Salakhutdinov
Source: Molecules ; Volume 30 ; Issue 24 ; Pages: 4775
Publisher Information: Multidisciplinary Digital Publishing Institute
Publication Year: 2025
Collection: MDPI Open Access Publishing
Subject Terms: dual PPARα/γ agonists; metabolic syndrome; type 2 diabetes mellitus; hypoglycemic activity; hypolipidemic activity; monoterpenoids
Subject Geographic: agris
Description: Metabolic syndrome, a collective term for lipid and carbohydrate disorders in the organism, is the primary cause of type 2 diabetes mellitus development and its associated systemic side effects. The current approach for the medical treatment of this condition usually requires multiple medications, targeting multiple pathophysiological pathways. A promising drug class in that regard is the dual PPARα/γ agonists, which impact both lipid and carbohydrate metabolism, yet to this day the vast majority of them have not passed the clinical trials, due to potential toxicity risks. In the present study we synthesized and tested a series of monoterpene-substituted (S)-2-ethoxy-3-(4-(4-hydroxyphenethoxy)phenyl)propanoic acids as potentially effective and safe novel dual PPARα/γ agonists. In vitro studies showed that nearly all of the tested compounds were sufficiently active towards both PPARα and PPARγ. All compounds were tested in vivo, using C57BL/6 Ay/a mice with T2DM symptoms, in order to evaluate their impact on carbohydrate and lipid metabolism. The most promising of them was found to be compound 5h, containing a cumin fragment, which showed pronounced hypoglycemic activity by boosting tissue insulin sensitivity and hypolipidemic effects manifested by reductions in fat tissue mass and blood triglyceride levels, while simultaneously displaying a relatively safe profile.
Document Type: text
File Description: application/pdf
Language: English
Relation: https://dx.doi.org/10.3390/molecules30244775
DOI: 10.3390/molecules30244775
Availability: https://doi.org/10.3390/molecules30244775
Rights: https://creativecommons.org/licenses/by/4.0/
Accession Number: edsbas.417868F5
Database: BASE