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Synthesis and Pharmacological Evaluation of (+)-Usnic Acid Derivatives as Hypoglycemic Agents Full article

Journal MolBank
ISSN: 1422-8599
Output data Year: 2022, Volume: 2022, Number: 4, Pages: M1459 Pages count : DOI: 10.3390/m1459
Tags usnic acid; enamines; hypoglycemic action; diabetes mellitus
Authors Borisov Sergey A. 1 , Luzina Olga A. 1 , Khvostov Mikhail V. 1 , Tolstikova Tatiana G. 1 , Salakhutdinov Nariman F. 1
Affiliations
1 N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch of Russian Academy of Sciences

Abstract: Usnic acid is produced by lichens and exhibits different biological properties, including hypoglycemic ones. However, this effect becomes noticeable only at relatively high doses, something that may lead to some adverse effects. The chemical modification of the molecule is able to enhance its safety profile and its hypoglycemic properties. We synthesized six enamine derivatives of (+)-usnic acid, and two of them are novel. All compounds were evaluated for the hypoglycemic effect after oral introduction in mice with alloxan-induced diabetes mellitus at a dose of 50 mg/kg. The derivative containing a 4-trifluoromethylphenyl fragment showed the most pronounced hypoglycemic effect, which was detected starting from sixth day of the experiment. Also, OGTT was performed in mice without alteration of glucose metabolism (C57BL/6), which showed no hypoglycemic effect after oral introduction of all studied compounds.
Cite: Borisov S.A. , Luzina O.A. , Khvostov M.V. , Tolstikova T.G. , Salakhutdinov N.F.
Synthesis and Pharmacological Evaluation of (+)-Usnic Acid Derivatives as Hypoglycemic Agents
MolBank. 2022. V.2022. N4. P.M1459. DOI: 10.3390/m1459 WOS Scopus РИНЦ OpenAlex
Dates:
Submitted: Sep 8, 2022
Accepted: Oct 1, 2022
Published online: Oct 8, 2022
Identifiers:
Web of science: WOS:000902779000001
Scopus: 2-s2.0-85144725215
Elibrary: 56823533
OpenAlex: W4303856575
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