Search for the Active Ingredients from a 2-Aminothiazole DMSO Stock Solution with Antimalarial Activity.
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Authors
Ropponen, Henni-KaroliinaBader, Chantal D
Diamanti, Eleonora
Illarionov, Boris
Rottmann, Matthias
Fischer, Markus
Witschel, Matthias
Müller, Rolf
Hirsch, Anna K H
Issue Date
2021-04-12
Metadata
Show full item recordAbstract
Chemical 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.Citation
ChemMedChem. 2021 Apr 12. doi: 10.1002/cmdc.202100067. Epub ahead of print.Affiliation
HIPS, Helmholtz-Institut für Pharmazeutische Forschung Saarland, Universitätscampus E8.1 66123 Saarbrücken, Germany.Publisher
Wiley-VCHJournal
ChemMedChemPubMed ID
33844432Type
ArticleLanguage
enEISSN
1860-7187ae974a485f413a2113503eed53cd6c53
10.1002/cmdc.202100067
Scopus Count
The following license files are associated with this item:
- Creative Commons
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