Organometallic Derivatives of Decoquinate Targeted toward Toxoplasma gondii
| Autor: | Betts, Harley D, Ong, Yih Ching, Anghel, Nicoleta, Keller, Sarah, Karges, Johannes, Voutsara, Niovi, Müller, Joachim, Manoury, Eric, Blacque, Olivier, Cariou, Kevin, Hemphill, Andrew, Gasser, Gilles |
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| Přispěvatelé: | Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris sciences et lettres (PSL), Laboratoire de chimie de coordination (LCC), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), ERC grant, European Project: 681679, H2020-EU.1.1. - EXCELLENT SCIENCE - European Research Council (ERC),681679,PhotoMedMet(2017), University of Zurich, Hemphill, Andrew, Gasser, Gilles |
| Rok vydání: | 2022 |
| Předmět: |
10120 Department of Chemistry
1604 Inorganic Chemistry Organic Chemistry Toxoplasma gondii [CHIM.THER]Chemical Sciences/Medicinal Chemistry Inorganic Chemistry Medicinal Organometallic Chemistry Bioorganometallic Chemistry 540 Chemistry Ferrocene Physical and Theoretical Chemistry 1606 Physical and Theoretical Chemistry Toxoplasmosis 1605 Organic Chemistry |
| Zdroj: | Organometallics Organometallics, 2022, ⟨10.1021/acs.organomet.2c00204⟩ |
| ISSN: | 1520-6041 0276-7333 |
| DOI: | 10.1021/acs.organomet.2c00204 |
| Popis: | International audience; Toxoplasmosis is an infection contracted by exposure to Toxoplasma gondii and can have deleterious health effects on pregnant women and their children. Current treatments for the infection are complex and have considerable undesired side effects, raising the need for new treatments. Herein, we report the synthesis, characterization, and biological testing of some organometallic derivatives of the commercially available, broad-spectrum antiparasitic, decoquinate (DCQ). The cyclic secondary amine of decoquinate was functionalized with a range of groups (i.e., ferrocene, ruthenocene, and phenyl) with either methyl or vinyl bridges. Through measurement of half maximal inhibitory concentrations (IC50) and T. gondii proliferation assays, it was found that ferrocenylvinyl-DCQ and an oxygen-alkylated phenylvinyl-DCQ side product reduced proliferation of the parasite by 84% at 1 μM, which approached that of the parent drug (96%). These data provide a possible roadmap for future investigations on the derivatization of DCQ to yield better treatments for toxoplasmosis, particularly the functionalization of the cyclic ketone. |
| Databáze: | OpenAIRE |
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