Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic Acid

The structure, antioxidant and neuroprotective properties of lithium comenate (lithium 5-hydroxy-4-oxo-4H-pyran-2-carboxylate) were studied. Lithium comenate was obtained by reacting comenic acid (H<sub>2</sub>Com) with lithium hydroxide in an aqueous solution. The structure of lithium c...

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Main Authors: Stanislav Kozin, Alexandr Kravtsov, Lev Ivashchenko, Victor Dotsenko, Stepan Dzhimak, Nicolai Aksenov, Arthur Vashurin, Vasily Ivlev, Mikhail Baryshev, Alexandr Bespalov, Lilia Fedulova, Anna Dorohova, Anastasia Anashkina
Format: Article
Language:English
Published: MDPI AG 2023-12-01
Series:International Journal of Molecular Sciences
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Online Access:https://www.mdpi.com/1422-0067/25/1/286
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author Stanislav Kozin
Alexandr Kravtsov
Lev Ivashchenko
Victor Dotsenko
Stepan Dzhimak
Nicolai Aksenov
Arthur Vashurin
Vasily Ivlev
Mikhail Baryshev
Alexandr Bespalov
Lilia Fedulova
Anna Dorohova
Anastasia Anashkina
author_facet Stanislav Kozin
Alexandr Kravtsov
Lev Ivashchenko
Victor Dotsenko
Stepan Dzhimak
Nicolai Aksenov
Arthur Vashurin
Vasily Ivlev
Mikhail Baryshev
Alexandr Bespalov
Lilia Fedulova
Anna Dorohova
Anastasia Anashkina
author_sort Stanislav Kozin
collection DOAJ
description The structure, antioxidant and neuroprotective properties of lithium comenate (lithium 5-hydroxy-4-oxo-4H-pyran-2-carboxylate) were studied. Lithium comenate was obtained by reacting comenic acid (H<sub>2</sub>Com) with lithium hydroxide in an aqueous solution. The structure of lithium comenate was confirmed via thermal analysis, mass spectrometry, IR, NMR and UV spectroscopy. The crystal structure was studied in detail via X-ray diffraction. The compound crystallized in a non-centrosymmetric space group of symmetry of the orthorhombic system Pna2<sub>1</sub> in the form of a hydrate, with three water molecules entering the first coordination sphere of the cation Li<sup>+</sup> and one molecule forming a second environment through non-valent contacts. The gross formula of the complex compound was established [Li(HCom)(H<sub>2</sub>O)<sub>3</sub>]·H<sub>2</sub>O. It has been established that lithium comenate has a pronounced neuroprotective activity under the excitotoxic effect of glutamate, increasing the survival rate of cultured rat cerebellar neurons more than two-fold. It has also been found that the pre-stress use of lithium comenate at doses of 1 and 2 mg/kg has an antioxidant effect, which is manifested in a decrease in oxidative damage to the brain tissues of mice subjected to immobilization stress. Based on the data available in the literature, we believe that the high neuroprotective and antioxidant efficacy of lithium comenate is a consequence of the mutual potentiation of the pharmacological effects of lithium and comenic acid.
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spelling doaj.art-f096512cc0444a80984ac77032b308562024-01-10T14:58:52ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-12-0125128610.3390/ijms25010286Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic AcidStanislav Kozin0Alexandr Kravtsov1Lev Ivashchenko2Victor Dotsenko3Stepan Dzhimak4Nicolai Aksenov5Arthur Vashurin6Vasily Ivlev7Mikhail Baryshev8Alexandr Bespalov9Lilia Fedulova10Anna Dorohova11Anastasia Anashkina12Physics and Technology Faculty, Kuban State University, 350040 Krasnodar, RussiaPhysics and Technology Faculty, Kuban State University, 350040 Krasnodar, RussiaFaculty of Chemistry and High Technologies, Kuban State University, 350040 Krasnodar, RussiaFaculty of Chemistry and High Technologies, Kuban State University, 350040 Krasnodar, RussiaPhysics and Technology Faculty, Kuban State University, 350040 Krasnodar, RussiaFaculty of Chemistry and Pharmacy, North Caucasus Federal University, 355017 Stavropol, RussiaKurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, 119071 Moscow, RussiaResearch and Educational Resource Center “Pharmacy”, RUDN University, 117198 Moscow, RussiaLaboratory of Problems of Stable Isotope Spreading in Living Systems, Federal Research Center the Southern Scientific Center of the Russian Academy of Sciences, 344006 Rostov-on-Don, RussiaFaculty of Chemistry and High Technologies, Kuban State University, 350040 Krasnodar, RussiaExperimental Clinic-Laboratory of Biologically Active Substances of Animal Origin, The V.M. Gorbatov Federal Research Center for Food Systems of Russian Academy of Sciences, 109316 Moscow, RussiaPhysics and Technology Faculty, Kuban State University, 350040 Krasnodar, RussiaEngelhardt Institute of Molecular Biology, Russian Academy of Sciences, 119991 Moscow, RussiaThe structure, antioxidant and neuroprotective properties of lithium comenate (lithium 5-hydroxy-4-oxo-4H-pyran-2-carboxylate) were studied. Lithium comenate was obtained by reacting comenic acid (H<sub>2</sub>Com) with lithium hydroxide in an aqueous solution. The structure of lithium comenate was confirmed via thermal analysis, mass spectrometry, IR, NMR and UV spectroscopy. The crystal structure was studied in detail via X-ray diffraction. The compound crystallized in a non-centrosymmetric space group of symmetry of the orthorhombic system Pna2<sub>1</sub> in the form of a hydrate, with three water molecules entering the first coordination sphere of the cation Li<sup>+</sup> and one molecule forming a second environment through non-valent contacts. The gross formula of the complex compound was established [Li(HCom)(H<sub>2</sub>O)<sub>3</sub>]·H<sub>2</sub>O. It has been established that lithium comenate has a pronounced neuroprotective activity under the excitotoxic effect of glutamate, increasing the survival rate of cultured rat cerebellar neurons more than two-fold. It has also been found that the pre-stress use of lithium comenate at doses of 1 and 2 mg/kg has an antioxidant effect, which is manifested in a decrease in oxidative damage to the brain tissues of mice subjected to immobilization stress. Based on the data available in the literature, we believe that the high neuroprotective and antioxidant efficacy of lithium comenate is a consequence of the mutual potentiation of the pharmacological effects of lithium and comenic acid.https://www.mdpi.com/1422-0067/25/1/286gamma-pyronescomenic acidlithiumlithium comenatelithium complex compoundsneuroprotection
spellingShingle Stanislav Kozin
Alexandr Kravtsov
Lev Ivashchenko
Victor Dotsenko
Stepan Dzhimak
Nicolai Aksenov
Arthur Vashurin
Vasily Ivlev
Mikhail Baryshev
Alexandr Bespalov
Lilia Fedulova
Anna Dorohova
Anastasia Anashkina
Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic Acid
International Journal of Molecular Sciences
gamma-pyrones
comenic acid
lithium
lithium comenate
lithium complex compounds
neuroprotection
title Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic Acid
title_full Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic Acid
title_fullStr Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic Acid
title_full_unstemmed Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic Acid
title_short Structure and Neuroprotector Properties of a Complex Compound of Lithium with Comenic Acid
title_sort structure and neuroprotector properties of a complex compound of lithium with comenic acid
topic gamma-pyrones
comenic acid
lithium
lithium comenate
lithium complex compounds
neuroprotection
url https://www.mdpi.com/1422-0067/25/1/286
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