Succinobucol's New Coat - Conjugation with Steroids to Alter Its Drug Effect and Bioavailability

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dc.contributor.author Jurcek, Ondrej
dc.contributor.author Ikonen, Satu
dc.contributor.author Buricova, Lucie
dc.contributor.author Wimmerova, Martina
dc.contributor.author Wimmer, Zdenek
dc.contributor.author Drasar, Pavel
dc.contributor.author Hornicek, Jan
dc.contributor.author Galandakova, Adela
dc.contributor.author Ulrichova, Jitka
dc.contributor.author Kolehmainen, Erkki
dc.date.accessioned 2012-11-05T12:36:33Z
dc.date.available 2012-11-05T12:36:33Z
dc.date.issued 2011
dc.identifier.citation Jurcek, O., Ikonen, S., Buricova, L., Wimmerova, M., Wimmer, Z., Drasar, P., Hornicek, J., Galandakova, A., Ulrichova, J. & Kolehmainen, E. (2011). Succinobucol's New Coat -Conjugation with Steroids to Alter Its Drug Effect and Bioavailability. Molecules, 16 (11), 9404-9420. doi:10.3390/molecules16119404 Retrieved from http://www.mdpi.com//1420-3049/16/11/9404/
dc.identifier.issn 1420-3049
dc.identifier.uri http://hdl.handle.net/123456789/40162
dc.description.abstract Synthesis, detailed structural characterization (X-ray, NMR, MS, IR, elemental analysis), and studies of toxicity, antioxidant activity and bioavailability of unique potent anti-atherosclerotic succinobucol-steroid conjugates are reported. The conjugates consist of, on one side, the therapeutically important drug succinobucol ([4-{2,6-di-tert-butyl-4-[(1-{[3-tert-butyl-4-hydroxy-5-(propan-2-yl)phenyl]sulfanyl}ethyl)sulfanyl]phenoxy}-4-oxo-butanoic acid]) possessing an antioxidant and anti-inflammatory activity, and on the other side, plant stanol/sterols (stigmastanol, β-sitosterol and stigmasterol) possessing an ability to lower the blood cholesterol level. A cholesterol-succinobucol prodrug was also prepared in order to enhance the absorption of succinobucol through the intestinal membrane into the organism and to target the drug into the place of lipid metabolism—The enterohepatic circulation system. Their low toxicity towards mice fibroblasts at maximal concentrations, their antioxidant activity, comparable or even higher than that of ascorbic acid as determined by direct quenching of the DPPH radical, and their potential for significantly altering total and LDL cholesterol levels, suggest that these conjugates merit further studies in the treatment of cardiovascular or other related diseases. A brief discussion of succinobucol’s ability to quench the radicals, supported with a computational model of the electrostatic potential mapped on the electron density surface of the drug, is also presented. fi
dc.language.iso eng
dc.publisher MDPI publishing
dc.relation.ispartofseries Molecules
dc.relation.uri http://www.mdpi.com/journal/molecules
dc.rights © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license.
dc.rights.uri http://creativecommons.org/licenses/by/3.0/)
dc.subject.other succinobucol en
dc.subject.other kasvisteroli fi
dc.subject.other ateroskleroosi fi
dc.subject.other kolesteroli fi
dc.subject.other probucol en
dc.title Succinobucol's New Coat - Conjugation with Steroids to Alter Its Drug Effect and Bioavailability
dc.type Article en
dc.identifier.urn URN:NBN:fi:jyu-201211052851
dc.subject.kota 317
dc.contributor.laitos Department of Chemistry en
dc.contributor.laitos Kemian laitos fi
dc.type.uri http://purl.org/eprint/type/JournalArticle
dc.identifier.doi 10.3390/molecules16119404
dc.description.version Publisher's PDF
eprint.status http://purl.org/eprint/type/status/PeerReviewed

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