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Stereoanalysis of the Antiparasitic Natural Product Callunene and Its Synthetic Intermediates

J. Ferenczei, V. Blahout, H. Dvořáková, A. Brancale, P. Cuřínová, M. Labíková, M. Kohout, V. Setnička, P. Perlíková

. 2025 ; 88 (3) : 723-731. [pub] 20250302

Jazyk angličtina Země Spojené státy americké

Typ dokumentu časopisecké články

Perzistentní odkaz   https://www.medvik.cz/link/bmc25009418

The recent popularity of indoor farming has brought about problems with parasites spreading among pollinator colonies. The natural product callunene (1) can be used in the prophylaxis of bumblebees against Crithidia infection. Here, we report the synthesis of callunene (1), its enantioseparation, and a method for analyzing its optical purity. The approach was applied to determine the configuration of callunene extracted from heather honey. The proposed method is also applicable to the analysis of mixtures of diastereomers obtained during callunene synthesis, which allows the stereospecificity of individual reaction steps to be determined.

Citace poskytuje Crossref.org

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$a The recent popularity of indoor farming has brought about problems with parasites spreading among pollinator colonies. The natural product callunene (1) can be used in the prophylaxis of bumblebees against Crithidia infection. Here, we report the synthesis of callunene (1), its enantioseparation, and a method for analyzing its optical purity. The approach was applied to determine the configuration of callunene extracted from heather honey. The proposed method is also applicable to the analysis of mixtures of diastereomers obtained during callunene synthesis, which allows the stereospecificity of individual reaction steps to be determined.
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$a Blahout, Vilém $u Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology Prague, Technická 5, Prague 6 16628, Czech Republic $1 https://orcid.org/0009000461009612
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$a Dvořáková, Hana $u Laboratory of Nuclear Magnetic Resonance Spectroscopy, University of Chemistry and Technology Prague, Technická 5, Prague 6 16628, Czech Republic
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$a Cuřínová, Petra $u Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology Prague, Technická 5, Prague 6 16628, Czech Republic
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$a Labíková, Magdaléna $u Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology Prague, Technická 5, Prague 6 16628, Czech Republic
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$a Setnička, Vladimír $u Department of Analytical Chemistry, Faculty of Chemical Engineering, University of Chemistry and Technology Prague, Technická 5, Prague 6 16628, Czech Republic
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$a Perlíková, Pavla $u Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology Prague, Technická 5, Prague 6 16628, Czech Republic $u Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, Prague 6 16000, Czech Republic
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