178270-89-8Relevant academic research and scientific papers
Bis-alkylamine indolo[3,2- B ]quinolines as hemozoin ligands: Implications for antimalarial cytostatic and cytocidal activities
Paulo, Alexandra,Figueiras, Marta,MacHado, Marta,Charneira, Catarina,Lavrado, Jo?o,Santos, Sofia A.,Lopes, Dinora,Gut, Jiri,Rosenthal, Philip J.,Nogueira, Fátima,Moreira, Rui
, p. 3295 - 3313 (2014/05/20)
To get insight into the relevance of targeting hemozoin (Hz) crystals, two isomeric series, N5,N10-bis-alkylamine (2a-k) and N10,O11-bis-alkylamine (3a-k) indolo[3,2-b]quinolines, were evaluated for their in vitro activity against chloroquine (CQ)-resista
Incorporation of basic side chains into cryptolepine scaffold: Structure-antimalarial activity relationships and mechanistic studies
Lavrado, Jo?o,Cabal, Ghislain G.,Prudêncio, Miguel,Mota, Maria M.,Gut, Jiri,Rosenthal, Philip J.,Díaz, Cecília,Guedes, Rita C.,Dos Santos, Daniel J. V. A.,Bichenkov?, Elena,Dougla?, Kenneth T.,Moreira, Rui,Paulo, Alexandra
experimental part, p. 734 - 750 (2011/04/15)
The synthesis of cryptolepine derivatives containing basic side-chains at the C-11 position and their evaluations for antiplasmodial and cytotoxicity properties are reported. Propyl, butyl, and cycloalkyl diamine side chains significantly increased activity against chloroquine-resistant Plasmodium falciparum strains while reducing cytotoxicity when compared with the parent compound. Localization studies inside parasite blood stages by fluorescence microscopy showed that these derivatives accumulate inside the nucleus, indicating that the incorporation of a basic side chain is not sufficient enough to promote selective accumulation in the acidic digestive vacuole of the parasite. Most of the compounds within this series showed the ability to bind to a double-stranded DNA duplex as well to monomeric hematin, suggesting that these are possible targets associated with the observed antimalarial activity. Overall, these novel cryptolepine analogues with substantially improved antiplasmodial activity and selectivity index provide a promising starting point for development of potent and highly selective agents against drug-resistant malaria parasites.
Bis-alkylamine quindolone derivatives as new antimalarial leads
Lavrado, Jo?o,Gani, Kaamil,Nobre, Pedro A.,Santos, Sofia A.,Figueiredo, Paula,Lopes, Dinora,Rosário, Virgílio Do,Gut, Jiri,Rosenthal, Philip J.,Moreira, Rui,Paulo, Alexandra
scheme or table, p. 5634 - 5637 (2010/11/17)
Quindolone derivatives, designed to target the malaria parasite digestive vacuole and heme detoxification pathway, have been synthesized by reaction with 2-chloro-N,N-diethylethanamine. This reaction gave N,O-, N,N- and O-alkylated products containing one
