Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an Example
In this article we present the synthesis of enantiomerically pure sulfoxide and study the influence of this compound on hemostasis. Detailed NMR studies and molecular dynamics simulations using sodium dodecyl sulfate (SDS) membrane models indicated that the bicyclic fragment of sulfoxide was embedde...
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Frontiers Media S.A.
2018-02-01
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Online Access: | http://journal.frontiersin.org/article/10.3389/fphar.2018.00116/full |
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author | Liliya E. Nikitina Liliya E. Nikitina Sergei V. Kiselev Valeriya A. Startseva Andrei V. Bodrov Zulfiya R. Azizova Olga T. Shipina Inna V. Fedyunina Sergei V. Boichuk Olga A. Lodochnikova Vladimir V. Klochkov Leisan F. Galiullina Aliya V. Khaliullina Aliya V. Khaliullina |
author_facet | Liliya E. Nikitina Liliya E. Nikitina Sergei V. Kiselev Valeriya A. Startseva Andrei V. Bodrov Zulfiya R. Azizova Olga T. Shipina Inna V. Fedyunina Sergei V. Boichuk Olga A. Lodochnikova Vladimir V. Klochkov Leisan F. Galiullina Aliya V. Khaliullina Aliya V. Khaliullina |
author_sort | Liliya E. Nikitina |
collection | DOAJ |
description | In this article we present the synthesis of enantiomerically pure sulfoxide and study the influence of this compound on hemostasis. Detailed NMR studies and molecular dynamics simulations using sodium dodecyl sulfate (SDS) membrane models indicated that the bicyclic fragment of sulfoxide was embedded into the SDS micelle whereas the -SO(CH2)2OH fragment remained on the surface of the micelle and was in contact with the solvent. We also found that the pro-coagulative activity of sulfoxide was due to its ability to inhibit platelet activation and inhibited the catalytic activity of phospholipid surface which was involved in formation of coagulation clotting factor complexes. |
first_indexed | 2024-12-11T15:31:16Z |
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id | doaj.art-79a0af884b0f4e959c036c3bdc2306fa |
institution | Directory Open Access Journal |
issn | 1663-9812 |
language | English |
last_indexed | 2024-12-11T15:31:16Z |
publishDate | 2018-02-01 |
publisher | Frontiers Media S.A. |
record_format | Article |
series | Frontiers in Pharmacology |
spelling | doaj.art-79a0af884b0f4e959c036c3bdc2306fa2022-12-22T01:00:04ZengFrontiers Media S.A.Frontiers in Pharmacology1663-98122018-02-01910.3389/fphar.2018.00116282691Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an ExampleLiliya E. Nikitina0Liliya E. Nikitina1Sergei V. Kiselev2Valeriya A. Startseva3Andrei V. Bodrov4Zulfiya R. Azizova5Olga T. Shipina6Inna V. Fedyunina7Sergei V. Boichuk8Olga A. Lodochnikova9Vladimir V. Klochkov10Leisan F. Galiullina11Aliya V. Khaliullina12Aliya V. Khaliullina13Department of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaMedical Physics Department, Institute of Physics, Kazan Federal University, Kazan, RussiaDepartment of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaDepartment of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaDepartment of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaDepartment of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaDepartment of Chemistry and Technology of Macromolecular Compounds, Kazan National Research Technological University, Kazan, RussiaDepartment of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaDepartment of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, RussiaMedical Physics Department, Institute of Physics, Kazan Federal University, Kazan, RussiaMedical Physics Department, Institute of Physics, Kazan Federal University, Kazan, RussiaDepartment of General and Organic Chemistry, Kazan State Medical University, Kazan, RussiaMedical Physics Department, Institute of Physics, Kazan Federal University, Kazan, RussiaIn this article we present the synthesis of enantiomerically pure sulfoxide and study the influence of this compound on hemostasis. Detailed NMR studies and molecular dynamics simulations using sodium dodecyl sulfate (SDS) membrane models indicated that the bicyclic fragment of sulfoxide was embedded into the SDS micelle whereas the -SO(CH2)2OH fragment remained on the surface of the micelle and was in contact with the solvent. We also found that the pro-coagulative activity of sulfoxide was due to its ability to inhibit platelet activation and inhibited the catalytic activity of phospholipid surface which was involved in formation of coagulation clotting factor complexes.http://journal.frontiersin.org/article/10.3389/fphar.2018.00116/fullterpenessulfoxidesplatelets aggregationcoagulation activitymolecular mechanism of coagulation activity |
spellingShingle | Liliya E. Nikitina Liliya E. Nikitina Sergei V. Kiselev Valeriya A. Startseva Andrei V. Bodrov Zulfiya R. Azizova Olga T. Shipina Inna V. Fedyunina Sergei V. Boichuk Olga A. Lodochnikova Vladimir V. Klochkov Leisan F. Galiullina Aliya V. Khaliullina Aliya V. Khaliullina Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an Example Frontiers in Pharmacology terpenes sulfoxides platelets aggregation coagulation activity molecular mechanism of coagulation activity |
title | Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an Example |
title_full | Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an Example |
title_fullStr | Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an Example |
title_full_unstemmed | Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an Example |
title_short | Sulfur-Containing Monoterpenoids as Potential Antithrombotic Drugs: Research in the Molecular Mechanism of Coagulation Activity Using Pinanyl Sulfoxide as an Example |
title_sort | sulfur containing monoterpenoids as potential antithrombotic drugs research in the molecular mechanism of coagulation activity using pinanyl sulfoxide as an example |
topic | terpenes sulfoxides platelets aggregation coagulation activity molecular mechanism of coagulation activity |
url | http://journal.frontiersin.org/article/10.3389/fphar.2018.00116/full |
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