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The Study of Hypoglycemic Activity of 7-Terpenylcoumarins

Natural and synthetic coumarins are often considered privileged scaffolds for obtaining pharmacological agents with hypoglycemic activity. Chemical modification of coumarins often leads to antidiabetic agents with greater efficacy. In the present work, twenty monoterpene-substituted 7-hydroxycoumari...

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Autores principales: Kuranov, Sergey, Marenina, Mariya, Ivankin, Dmitriy, Blokhin, Mikhail, Borisov, Sergey, Khomenko, Tatyana, Luzina, Olga, Khvostov, Mikhail, Volcho, Konstantin, Tolstikova, Tatyana, Salakhutdinov, Nariman
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9785006/
https://www.ncbi.nlm.nih.gov/pubmed/36557798
http://dx.doi.org/10.3390/molecules27248663
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author Kuranov, Sergey
Marenina, Mariya
Ivankin, Dmitriy
Blokhin, Mikhail
Borisov, Sergey
Khomenko, Tatyana
Luzina, Olga
Khvostov, Mikhail
Volcho, Konstantin
Tolstikova, Tatyana
Salakhutdinov, Nariman
author_facet Kuranov, Sergey
Marenina, Mariya
Ivankin, Dmitriy
Blokhin, Mikhail
Borisov, Sergey
Khomenko, Tatyana
Luzina, Olga
Khvostov, Mikhail
Volcho, Konstantin
Tolstikova, Tatyana
Salakhutdinov, Nariman
author_sort Kuranov, Sergey
collection PubMed
description Natural and synthetic coumarins are often considered privileged scaffolds for obtaining pharmacological agents with hypoglycemic activity. Chemical modification of coumarins often leads to antidiabetic agents with greater efficacy. In the present work, twenty monoterpene-substituted 7-hydroxycoumarins were synthesized. A new approach using the Mitsunobu reaction was shown to be effective for the synthesis of target compounds. All of the synthesized compounds were evaluated in an oral glucose tolerance test, and two of them containing geranyl and (-)-myrtenyl substituents showed in vivo hypoglycemic action. A possible mechanism of action of these compounds may include inhibition of DPP IV, which was proved in an in vitro test.
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spelling pubmed-97850062022-12-24 The Study of Hypoglycemic Activity of 7-Terpenylcoumarins Kuranov, Sergey Marenina, Mariya Ivankin, Dmitriy Blokhin, Mikhail Borisov, Sergey Khomenko, Tatyana Luzina, Olga Khvostov, Mikhail Volcho, Konstantin Tolstikova, Tatyana Salakhutdinov, Nariman Molecules Article Natural and synthetic coumarins are often considered privileged scaffolds for obtaining pharmacological agents with hypoglycemic activity. Chemical modification of coumarins often leads to antidiabetic agents with greater efficacy. In the present work, twenty monoterpene-substituted 7-hydroxycoumarins were synthesized. A new approach using the Mitsunobu reaction was shown to be effective for the synthesis of target compounds. All of the synthesized compounds were evaluated in an oral glucose tolerance test, and two of them containing geranyl and (-)-myrtenyl substituents showed in vivo hypoglycemic action. A possible mechanism of action of these compounds may include inhibition of DPP IV, which was proved in an in vitro test. MDPI 2022-12-07 /pmc/articles/PMC9785006/ /pubmed/36557798 http://dx.doi.org/10.3390/molecules27248663 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kuranov, Sergey
Marenina, Mariya
Ivankin, Dmitriy
Blokhin, Mikhail
Borisov, Sergey
Khomenko, Tatyana
Luzina, Olga
Khvostov, Mikhail
Volcho, Konstantin
Tolstikova, Tatyana
Salakhutdinov, Nariman
The Study of Hypoglycemic Activity of 7-Terpenylcoumarins
title The Study of Hypoglycemic Activity of 7-Terpenylcoumarins
title_full The Study of Hypoglycemic Activity of 7-Terpenylcoumarins
title_fullStr The Study of Hypoglycemic Activity of 7-Terpenylcoumarins
title_full_unstemmed The Study of Hypoglycemic Activity of 7-Terpenylcoumarins
title_short The Study of Hypoglycemic Activity of 7-Terpenylcoumarins
title_sort study of hypoglycemic activity of 7-terpenylcoumarins
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9785006/
https://www.ncbi.nlm.nih.gov/pubmed/36557798
http://dx.doi.org/10.3390/molecules27248663
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