Show simple item record

dc.contributor.authorRopponen, Henni-Karoliina
dc.contributor.authorBader, Chantal D
dc.contributor.authorDiamanti, Eleonora
dc.contributor.authorIllarionov, Boris
dc.contributor.authorRottmann, Matthias
dc.contributor.authorFischer, Markus
dc.contributor.authorWitschel, Matthias
dc.contributor.authorMüller, Rolf
dc.contributor.authorHirsch, Anna K H
dc.date.accessioned2021-06-11T13:08:44Z
dc.date.available2021-06-11T13:08:44Z
dc.date.issued2021-04-12
dc.identifier.citationChemMedChem. 2021 Apr 12. doi: 10.1002/cmdc.202100067. Epub ahead of print.en_US
dc.identifier.pmid33844432
dc.identifier.doi10.1002/cmdc.202100067
dc.identifier.urihttp://hdl.handle.net/10033/622901
dc.description.abstractChemical decomposition of DMSO stock solutions is a common incident that can mislead biological screening campaigns. Here, we share our case study of 2-aminothiazole 1, originating from an antimalarial class that undergoes chemical decomposition in DMSO at room temperature. As previously measured biological activities observed against Plasmodium falciparum NF54 and for the target enzyme PfIspE were not reproducible for a fresh batch, we tackled the challenge to understand where the activity originated from. Solvent- and temperature-dependent studies using HRMS and NMR spectroscopy to monitor the decomposition led to the isolation and in vitro evaluation of several fractions against PfIspE. After four days of decomposition, we successfully isolated the oxygenated and dimerised compounds using SFC purification and correlated the observed activities to them. Due to the unstable nature of the two isolates, it is likely that they undergo further decomposition contributing to the overall instability of the compound.en_US
dc.language.isoenen_US
dc.publisherWiley-VCHen_US
dc.rightsAttribution 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectAntiprotozoal Agentsen_US
dc.subjectDecompositionen_US
dc.subjectDrug Discoveryen_US
dc.subjectIspEen_US
dc.subjectSFCen_US
dc.titleSearch for the Active Ingredients from a 2-Aminothiazole DMSO Stock Solution with Antimalarial Activity.en_US
dc.typeArticleen_US
dc.identifier.eissn1860-7187
dc.contributor.departmentHIPS, Helmholtz-Institut für Pharmazeutische Forschung Saarland, Universitätscampus E8.1 66123 Saarbrücken, Germany.en_US
dc.identifier.journalChemMedChemen_US
refterms.dateFOA2021-06-11T13:08:45Z
dc.source.journaltitleChemMedChem
dc.source.countryGermany


Files in this item

Thumbnail
Name:
Ropponen et al.pdf
Size:
1.611Mb
Format:
PDF
Description:
Open Access publication

This item appears in the following Collection(s)

Show simple item record

Attribution 4.0 International
Except where otherwise noted, this item's license is described as Attribution 4.0 International