КФУ. Карточка публикации. Structural details on the interaction of biologically active sulfur-containing monoterpenoids with lipid membranes

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STRUCTURAL DETAILS ON THE INTERACTION OF BIOLOGICALLY ACTIVE SULFUR-CONTAINING MONOTERPENOIDS WITH LIPID MEMBRANES

Форма представления

Статьи в зарубежных журналах и сборниках

Год публикации

2020

Язык

английский

Авторы, сотрудники КФУ

Аганова Оксана Вартановна, автор

Галиуллина Лейсан Фаритовна, автор

Клочков Владимир Васильевич, автор

Никитина Лилия Евгеньевна, автор

Павельев Роман Сергеевич, автор

Старцева Валерия Андреевна, автор

Тимерова Айзира Флюсовна, автор

Ходов Илья Анатольевич, автор

Другие авторы

Scheidt Holger A. , автор

Библиографическое описание на языке оригинала

Nikitina L.E. Structural details on the interaction of biologically active sulfur-containing monoterpenoids with lipid membranes / L.E. Nikitina, R.S. Pavelyev, V.A. Startseva, S.V. Kiselev, L.F. Galiullina, O.V. Aganova, A.F. Timerova, S.V. Boichuk, Z.R. Azizova, V.V. Klochkov, D. Huster, I.A. Khodov, H.A. Scheidt, // J. Mol. Liq. – 2020. – V 301. – 112366.

Аннотация

In this work, we propose the synthesis of new thioterpenoids of a bornane series and study the influence of these compounds on hemostasis. The results from this study suggest that among all investigated terpenoids, sodium ([(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]thio) acetate may be the most promising for further development due to enhanced inhibition of the spontaneous aggregation compared with isoborneol, and because of its higher solubility in water compared with ([(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]thio) acetic acid, which has approximately the same antiaggregatory and anticoagulant properties. In accordance with one hypothesis, the distribution of the studied bioactive molecules within the cellular lipid membrane can directly influence the anticoagulant properties. In the current work, the interactions of thioterpenoids with phospholipid membranes have been studied using various NMR techniques. The findings of this study indicate that sodium ([(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]thio) acetateexhibits a membrane location, which is shifted somewhat in the direction of the lipid-water interface. Such a location may shield the compound from interactions with hydrophobic lipid segments. In contrast, isoborneol is more deeply immersed in the membrane. These results represent an initial step toward developing new drugs based on the synthesized thioterpenoids in order to increase the effectiveness of treatment and prevention of several human diseases accompanying disorders in the hemostasis system.

Ключевые слова

Thioterpenoids, Isoborneol, Coagulation activity, Platelets aggregation, 1D and 2D solution-state NMR, Solid-state NMR, Model cell membranes, Molecular mechanism of coagulation activity, NOESY, DOSY

Название журнала

Journal of Molecular Liquids

URL

https://www.sciencedirect.com/science/article/pii/S016773221935994X?via%3Dihub

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https://repository.kpfu.ru/?p_id=233316

Полная запись метаданных

Поле DC	Значение	Язык
dc.contributor.author	Аганова Оксана Вартановна	ru_RU
dc.contributor.author	Галиуллина Лейсан Фаритовна	ru_RU
dc.contributor.author	Клочков Владимир Васильевич	ru_RU
dc.contributor.author	Никитина Лилия Евгеньевна	ru_RU
dc.contributor.author	Павельев Роман Сергеевич	ru_RU
dc.contributor.author	Старцева Валерия Андреевна	ru_RU
dc.contributor.author	Тимерова Айзира Флюсовна	ru_RU
dc.contributor.author	Ходов Илья Анатольевич	ru_RU
dc.contributor.author	Scheidt Holger A.	ru_RU
dc.date.accessioned	2020-01-01T00:00:00Z	ru_RU
dc.date.available	2020-01-01T00:00:00Z	ru_RU
dc.date.issued	2020	ru_RU
dc.identifier.citation	Nikitina L.E. Structural details on the interaction of biologically active sulfur-containing monoterpenoids with lipid membranes / L.E. Nikitina, R.S. Pavelyev, V.A. Startseva, S.V. Kiselev, L.F. Galiullina, O.V. Aganova, A.F. Timerova, S.V. Boichuk, Z.R. Azizova, V.V. Klochkov, D. Huster, I.A. Khodov, H.A. Scheidt, // J. Mol. Liq. – 2020. – V 301. – 112366.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/?p_id=233316	ru_RU
dc.description.abstract	Journal of Molecular Liquids	ru_RU
dc.description.abstract	In this work, we propose the synthesis of new thioterpenoids of a bornane series and study the influence of these compounds on hemostasis. The results from this study suggest that among all investigated terpenoids, sodium ([(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]thio) acetate may be the most promising for further development due to enhanced inhibition of the spontaneous aggregation compared with isoborneol, and because of its higher solubility in water compared with ([(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]thio) acetic acid, which has approximately the same antiaggregatory and anticoagulant properties. In accordance with one hypothesis, the distribution of the studied bioactive molecules within the cellular lipid membrane can directly influence the anticoagulant properties. In the current work, the interactions of thioterpenoids with phospholipid membranes have been studied using various NMR techniques. The findings of this study indicate that sodium ([(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]thio) acetateexhibits a membrane location, which is shifted somewhat in the direction of the lipid-water interface. Such a location may shield the compound from interactions with hydrophobic lipid segments. In contrast, isoborneol is more deeply immersed in the membrane. These results represent an initial step toward developing new drugs based on the synthesized thioterpenoids in order to increase the effectiveness of treatment and prevention of several human diseases accompanying disorders in the hemostasis system.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	Thioterpenoids	ru_RU
dc.subject	Isoborneol	ru_RU
dc.subject	Coagulation activity	ru_RU
dc.subject	Platelets aggregation	ru_RU
dc.subject	1D and 2D solution-state NMR	ru_RU
dc.subject	Solid-state NMR	ru_RU
dc.subject	Model cell membranes	ru_RU
dc.subject	Molecular mechanism of coagulation activity	ru_RU
dc.subject	NOESY	ru_RU
dc.subject	DOSY	ru_RU
dc.title	Structural details on the interaction of biologically active sulfur-containing monoterpenoids with lipid membranes	ru_RU
dc.type	Статьи в зарубежных журналах и сборниках	ru_RU