SciELO - Scientific Electronic Library Online

 
vol.64Micelle-mediated extraction and cloud point pre-concentration for the spectrophotometric determination of phenol in water samplesDissolution and quantification of tantalum-containing compounds: Comparison with niobium índice de autoresíndice de assuntospesquisa de artigos
Home Pagelista alfabética de periódicos  

Serviços Personalizados

Artigo

Indicadores

Links relacionados

  • Em processo de indexaçãoCitado por Google
  • Em processo de indexaçãoSimilares em Google

Compartilhar


South African Journal of Chemistry

versão On-line ISSN 1996-840X
versão impressa ISSN 0379-4350

Resumo

N'DA, David D.  e  BREYTENBACH, Jaco C.. Synthesis and antiplasmodial activity of EG-artemisinin ethers and artemisinin-quinoline hybrids. S.Afr.j.chem. (Online) [online]. 2011, vol.64, pp.163-172. ISSN 1996-840X.

The aim of this study was to synthesize a series of ethylene glycol (EG) ethers and quinoline hybrids of the antimalarial drug artemisinin and to evaluate their antimalarial activity in vitro against Plasmodium falciparum strains. The ethers were synthesized in a one-step process by coupling ethylene glycol (EG) moieties of various chain lengths to carbon 10 of dihydroartemisinin, while the artemisinin-quinoline hybrids were obtained by condensation of dihydroartemisinin with different amine-functionalized quinoline moieties. For solubility reasons, part of the hybrids were converted to oxalate salts upon reaction of the free bases with oxalic acid. All the synthesized compounds were tested against chloroquine (CQ) susceptible (CQS) D10 and chloroquine resistant (CQR) Dd2 Plasmodiumfalciparum strains. The IC50 values revealed that all the ethers were active against both strains but less potent than artemether irrespective of the strain. However, they were more active than CQ against the resistant strain. Ether 8 featuring three EO units was the most active of all ethers. It showed activity similar to that of CQ against D10 and much more potency than CQ against Dd2 strain (IC50, 0.023 vs. 0.473 nM). The hybrids and their salts were also all active against both strains. Hybrid 19 which possessed an isopropyl linker and its oxalate salt 19A: were the most active against the Dd2 strain. They were more potent than CQ (IC50, 0.009 and 0.011 vs. 0.255 nM, respectively).

Palavras-chave : Artemisinin (ART); dihydroartemisinin (DHA); artemether (ARM); chloroquine (CQ); malaria; Plasmodium falciparum; ethylene glycol) (EG); ethylene oxide (EO); hybrid.

        · texto em Inglês     · Inglês ( pdf )

 

Creative Commons License Todo o conteúdo deste periódico, exceto onde está identificado, está licenciado sob uma Licença Creative Commons