355-28-2Relevant articles and documents
Incorporation of a 3-(2,2,2-Trifluoroethyl)-γ-hydroxy-γ-lactam motif in the side chain of 4-aminoquinolines. Syntheses and antimalarial activities
Cornut, Damien,Lemoine, Hugues,Kanishchev, Oleksandr,Okada, Etsuji,Albrieux, Florian,Beavogui, Abdoul Habib,Bienvenu, Anne-Lise,Picot, Stéphane,Bouillon, Jean-Philippe,Médebielle, Maurice
, p. 73 - 83 (2013/02/23)
In this paper we report the synthesis and antimalarial properties of two series of fluoroalkylated γ-lactams derived from 4-aminoquinoline as potent chemotherapeutic agents for malaria treatment. These molecules obtained in several steps resulted in the identification of very potent structures with in vitro activity against Plasmodium falciparum clones of variable sensitivity (3D7 and W2) in the range of 19-50 nM with resistance indices in the range of 1.0-2.5. In addition, selected molecules (50, 51, 58, 60, 63, 70, 72, 74, 78, 81, 84, and 87) that are representative of the two series of compounds did not show cytotoxicity in vitro when tested against human umbilical vein endothelial cells up to a concentration of 100 μM. The most promising compounds (82 and 84) showed significant IC50 values close to 26 and 19 nM against the chloroquino-sensitive strain 3D7 and 49 and 42 nM against the multi-drug-resistant strain W2. Furthermore, two model compounds (50 and 70) were found to be quite stable over 48 h at pH 7.4 and 5.2. Overall, our preliminary data indicate that this class of structures contains promising candidates for further study.
Hydrophobic Effects on Photochemical and Photophysical Processes: Evidence for Aggregation of Perfluorocarbon in Aqueous-Organic Solvents
Tung, Chen-Ho,Ji, Hai-Feng
, p. 2761 - 2766 (2007/10/03)
The emission spectra and photodimerization of fluorinated alkyl 2-naphthoates (NpFCn) and 9-anthrylmethyl perfluoroalkanoates (AnFCn) in aqueous-organic binary solvents have been investigated.The fluorescence spectra of NpFCn in dimethyl sulfoxide-water (DMSO-H2O) are dominated by excimer emission.Addition of long chain fluorocarbon compounds to the solution results in a reduction in the excimer emission and an enhancement of monomer emission.Selective excitation of the naphthalene moiety in the mixture solution of NpFCn and AnFCn leads to strong emission from AnFCn.Photoirradiation of NpFCn yields a 'cubane-like' photodimer with a relatively high quantum yield.All these observations suggest that hydrophobic interactions force molecules with long fluorocarbon chains to form aggregates in aqueous-organic binary solvents.