Antimalarial Simplified 3-Aryltrioxanes: Synthesis and Preclinical Efficacy/Toxicity Testing in Rodents
Journal of Medicinal Chemistry2001Vol. 44(19), pp. 3054–3058
Citations Over TimeTop 10% of 2001 papers
Gary H. Posner, Heung Bae Jeon, Michael H. Parker, Mikhail Krasavin, Ik‐Hyeon Paik, Theresa A. Shapiro
Abstract
A streamlined five-step chemical synthesis of rationally designed, simplified 3-aryltrioxane 8a is described. A noteworthy feature of this synthetic scheme is use of air rather than expensive molecular oxygen as the source of the pharmacologically critical peroxide unit in trioxane 8a. This simplified acetal trioxane carboxylic acid 8a is thermally stable, and it is hydrolytically stable in water even at 40 degrees C and pH 7.4 for at least 7 days. Preclinical evaluation of this water-soluble synthetic trioxane 8a in rodents shows it to have at least as good a therapeutic index (efficacy/toxicity) as that of water-soluble semisynthetic trioxane artelinic acid (5).
Related Papers
- → Synthesis of poly(oxymethylene) dimethyl ethers from methylal and trioxane over acidic ion exchange resins: A kinetic study(2020)36 cited
- → A synthesis of the acetal of dl‐pelletierine or β‐(2‐piperidyl)‐propionaldehyde acetal.(1941)19 cited
- → New Trioxane Copolymers(1972)5 cited
- → Initiation of the bulk polymerization of trioxane(1964)4 cited
- → ChemInform Abstract: PEROXIDE WITH FURAN AND ACETAL FRAGMENTS(1985)