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Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities
Natural monoterpenes and their derivatives are widely considered as effective ingredients for the design and production of new biologically active compounds with high antioxidant, antimicrobial and anti-protozoa properties. In this study, we synthesized two series of thiotherpenoids “sulfide-sulfoxi...
Autores principales: | , , , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9687754/ https://www.ncbi.nlm.nih.gov/pubmed/36358949 http://dx.doi.org/10.3390/biom12111599 |
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author | Ksenofontov, Alexander A. Bocharov, Pavel S. Antina, Elena V. Shevchenko, Oksana G. Samorodov, Aleksandr V. Gilfanov, Ilmir R. Pavelyev, Roman S. Ostolopovskaya, Olga V. Startseva, Valeriya A. Fedyunina, Inna V. Azizova, Zulfiya R. Gaysin, Salavat I. Pestova, Svetlana V. Izmest’ev, Evgeniy S. Rubtsova, Svetlana A. Khelkhal, Mohammed A. Nikitina, Liliya E. |
author_facet | Ksenofontov, Alexander A. Bocharov, Pavel S. Antina, Elena V. Shevchenko, Oksana G. Samorodov, Aleksandr V. Gilfanov, Ilmir R. Pavelyev, Roman S. Ostolopovskaya, Olga V. Startseva, Valeriya A. Fedyunina, Inna V. Azizova, Zulfiya R. Gaysin, Salavat I. Pestova, Svetlana V. Izmest’ev, Evgeniy S. Rubtsova, Svetlana A. Khelkhal, Mohammed A. Nikitina, Liliya E. |
author_sort | Ksenofontov, Alexander A. |
collection | PubMed |
description | Natural monoterpenes and their derivatives are widely considered as effective ingredients for the design and production of new biologically active compounds with high antioxidant, antimicrobial and anti-protozoa properties. In this study, we synthesized two series of thiotherpenoids “sulfide-sulfoxide-sulfone”, with different bicyclic monoterpene skeleton (bornane and pinane) structures. The effect of the obtained compounds on platelet aggregation was investigated by using the molecular docking technique. The obtained data revealed that all the synthesized compounds may act as potential inhibitors of platelet aggregation. Moreover, the studied sulfides have shown high antioxidant activity as revealed by lipid peroxidation (LPO) process inhibition in a non-cellular substrate containing animal lipids. The sulfides were able to inhibit erythrocyte oxidative hemolysis, to reduce the accumulation of secondary LPO products in cells and to prevent the oxidation of native oxyhemoglobin. Additionally, the corresponding sulfones and sulfoxides exhibited insignificant antioxidant activity. However, the sulfides were found to exhibit significant antiaggregant and anticoagulant effects. These findings suggest as well that the sulfides could serve as a leader compound for future research and possible practical applications. |
format | Online Article Text |
id | pubmed-9687754 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-96877542022-11-25 Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities Ksenofontov, Alexander A. Bocharov, Pavel S. Antina, Elena V. Shevchenko, Oksana G. Samorodov, Aleksandr V. Gilfanov, Ilmir R. Pavelyev, Roman S. Ostolopovskaya, Olga V. Startseva, Valeriya A. Fedyunina, Inna V. Azizova, Zulfiya R. Gaysin, Salavat I. Pestova, Svetlana V. Izmest’ev, Evgeniy S. Rubtsova, Svetlana A. Khelkhal, Mohammed A. Nikitina, Liliya E. Biomolecules Article Natural monoterpenes and their derivatives are widely considered as effective ingredients for the design and production of new biologically active compounds with high antioxidant, antimicrobial and anti-protozoa properties. In this study, we synthesized two series of thiotherpenoids “sulfide-sulfoxide-sulfone”, with different bicyclic monoterpene skeleton (bornane and pinane) structures. The effect of the obtained compounds on platelet aggregation was investigated by using the molecular docking technique. The obtained data revealed that all the synthesized compounds may act as potential inhibitors of platelet aggregation. Moreover, the studied sulfides have shown high antioxidant activity as revealed by lipid peroxidation (LPO) process inhibition in a non-cellular substrate containing animal lipids. The sulfides were able to inhibit erythrocyte oxidative hemolysis, to reduce the accumulation of secondary LPO products in cells and to prevent the oxidation of native oxyhemoglobin. Additionally, the corresponding sulfones and sulfoxides exhibited insignificant antioxidant activity. However, the sulfides were found to exhibit significant antiaggregant and anticoagulant effects. These findings suggest as well that the sulfides could serve as a leader compound for future research and possible practical applications. MDPI 2022-10-30 /pmc/articles/PMC9687754/ /pubmed/36358949 http://dx.doi.org/10.3390/biom12111599 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 Ksenofontov, Alexander A. Bocharov, Pavel S. Antina, Elena V. Shevchenko, Oksana G. Samorodov, Aleksandr V. Gilfanov, Ilmir R. Pavelyev, Roman S. Ostolopovskaya, Olga V. Startseva, Valeriya A. Fedyunina, Inna V. Azizova, Zulfiya R. Gaysin, Salavat I. Pestova, Svetlana V. Izmest’ev, Evgeniy S. Rubtsova, Svetlana A. Khelkhal, Mohammed A. Nikitina, Liliya E. Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities |
title | Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities |
title_full | Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities |
title_fullStr | Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities |
title_full_unstemmed | Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities |
title_short | Thioterpenoids as Potential Antithrombotic Drugs: Molecular Docking, Antiaggregant, Anticoagulant and Antioxidant Activities |
title_sort | thioterpenoids as potential antithrombotic drugs: molecular docking, antiaggregant, anticoagulant and antioxidant activities |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9687754/ https://www.ncbi.nlm.nih.gov/pubmed/36358949 http://dx.doi.org/10.3390/biom12111599 |
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