Back to Search
Start Over
Strategies towards potent trypanocidal drugs: Application of Rh-catalyzed [2 + 2 + 2] cycloadditions, sulfonyl phthalide annulation and nitroalkene reactions for the synthesis of substituted quinones and their evaluation against Trypanosoma cruzi.
- Source :
-
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2020 Aug 01; Vol. 28 (15), pp. 115565. Date of Electronic Publication: 2020 May 30. - Publication Year :
- 2020
-
Abstract
- Rhodium-catalyzed [2 + 2 + 2] cycloadditions, sulfonyl phthalide annulations and nitroalkene reactions have been employed for the synthesis of 56 quinone-based compounds. These were evaluated against Trypanosoma cruzi, the parasite that causes Chagas disease. The reactions described here are part of a program that aims to utilize modern, versatile and efficient synthetic methods for the one or two step preparation of trypanocidal compounds. We have identified 9 compounds with potent activity against the parasite; 3 of these were 30-fold more potent than benznidazole (Bz), a drug used for the treatment of Chagas disease. This article provides a comprehensive outline of reactions involving over 120 compounds aimed at the discovery of new quinone-based frameworks with activity against T. cruzi.<br />Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.<br /> (Copyright © 2020 Elsevier Ltd. All rights reserved.)
- Subjects :
- Alkenes chemistry
Catalysis
Cycloaddition Reaction
Molecular Structure
Naphthoquinones chemical synthesis
Nitro Compounds chemistry
Parasitic Sensitivity Tests
Rhodium chemistry
Structure-Activity Relationship
Sulfones chemistry
Trypanocidal Agents chemical synthesis
Naphthoquinones pharmacology
Trypanocidal Agents pharmacology
Trypanosoma cruzi drug effects
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3391
- Volume :
- 28
- Issue :
- 15
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 32631558
- Full Text :
- https://doi.org/10.1016/j.bmc.2020.115565