(2R,3S)-(+)- and (2S,3R)-(−)-Halofuginone lactate: Synthesis, absolute configuration, and activity against Cryptosporidium parvum
| Autor: | Michael R. Linder, Michael Najdrowski, Arwid Daugschies, Dieter Schollmeyer, Anja R. Heckeroth, Christian Miculka |
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| Rok vydání: | 2007 |
| Předmět: |
Models
Molecular Clinical Biochemistry Antiprotozoal Agents Pharmaceutical Science Crystallography X-Ray Biochemistry In vivo parasitic diseases Drug Discovery medicine Animals Molecular Biology Quinazolinones Cryptosporidium parvum biology Halofuginone Chemistry Organic Chemistry Absolute configuration Stereoisomerism Biological activity biology.organism_classification Acute toxicity Molecular Medicine Racemic mixture Enantiomer medicine.drug |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 17:4140-4143 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2007.05.053 |
| Popis: | The trans-enantiomers of the commercially important anti-protozoal compound Halofuginone have been prepared and characterized, and the absolute configuration was assigned by X-ray crystallography. The activity of both enantiomers against Cryptosporidium parvum was determined in vitro and related to acute toxicity in vivo. It was shown that both the activity and the toxicity are properties of the (2R,3S)-enantiomer. We conclude that with respect to broadening the therapeutic window there is no advantage in application of one enantiomer over the application of the racemic mixture in the treatment of C. parvum infections. |
| Databáze: | OpenAIRE |
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