Unexpected Formation and Potent Antioxidant Activity of Macrocyclic Dimers Containing Disulfide and Selenide Groups

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dc.contributor.authorMcMillan, Jacob D.R.
dc.contributor.authorSands, Kai N.
dc.contributor.authorCooney, Gary S.
dc.contributor.authorGelfand, Benjamin S.
dc.contributor.authorBack, Thomas G.
dc.date.accessioned2022-11-23T22:54:42Z
dc.date.available2022-11-23T22:54:42Z
dc.date.issued2022-11-17
dc.description.abstractDuring attempts to prepare spirodithiaselenuranes as GPx mimetics, a series of unexpected dimeric macrocycles was obtained, each containing two selenide and two disulfide moieties in rings ranging from 18- to 26-membered. The products showed potent GPx-like activity in an NMR assay based on their ability to catalyze the reduction of hydrogen peroxide with benzyl thiol. The high catalytic activity was attributed to transannular effects during selenide to selenoxide oxidation. This redox process was also characterized by an induction period that indicated autocatalysis in the formation of an intermediate selenoxide from the oxidation of the corresponding selenide.en_US
dc.identifier.citationMcMillan, J. D. R., Sands, K. N., Cooney, G. S., Gelfand, B. S., & Back, T. G. (n.d.). Unexpected Formation and Potent Antioxidant Activity of Macrocyclic Dimers Containing Disulfide and Selenide Groups. Angewandte Chemie International Edition, n/a(n/a), e202213744. https://doi.org/10.1002/anie.202213744en_US
dc.identifier.doihttps://doi.org/10.1002/anie.202213744en_US
dc.identifier.grantnumberRGPIN-2019-04373en_US
dc.identifier.issn1521-3773
dc.identifier.urihttp://hdl.handle.net/1880/115539
dc.language.isoengen_US
dc.publisherWileyen_US
dc.publisher.departmentChemistryen_US
dc.publisher.facultyScienceen_US
dc.publisher.institutionUniversity of Calgaryen_US
dc.publisher.policyhttps://authorservices.wiley.com/author-resources/Journal-Authors/licensing/self-archiving.htmlen_US
dc.rightsUnless otherwise indicated, this material is protected by copyright and has been made available with authorization from the copyright owner. You may use this material in any way that is permitted by the Copyright Act or through licensing that has been assigned to the document. For uses that are not allowable under copyright legislation or licensing, you are required to seek permission.en_US
dc.subjectAntioxidants, Autocatalysis, Chalcogen-Containing Macrocycles, GPx Mimeticsen_US
dc.titleUnexpected Formation and Potent Antioxidant Activity of Macrocyclic Dimers Containing Disulfide and Selenide Groupsen_US
dc.typejournal articleen_US
ucalgary.item.requestcopytrueen_US
ucalgary.scholar.levelFacultyen_US
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