Design, synthesis and evaluation of new tricyclic endoperoxides as potential antiplasmodial agents

Diastereoselective autoxidation allowed preparation of new tricyclic endoperoxides. These compounds and their methylated analogs were evaluated against the in vitro growth of Plasmodium falciparum, the malaria-causing parasite, showing moderate activities. However, hybrid molecules composed of the t...

Full description

Saved in:
Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 12; no. 28; pp. 5212 - 5221
Main Authors Ruiz, Jeremy, Mallet-Ladeira, Sonia, Maynadier, Marjorie, Vial, Henri, Andre-Barres, Christiane
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 28.07.2014
Royal Society of Chemistry
Subjects
Aminoquinolines - chemistry
Antimalarials - chemical synthesis
Antimalarials - pharmacology
Artemisinins - pharmacology
Chemical Sciences
Chemistry
Chemistry, Organic
Chloroquine - pharmacology
Drug Design
Erythrocytes - drug effects
Erythrocytes - parasitology
Erythrocytes - pathology
Free Radicals - chemistry
Humans
Hypoxanthine - metabolism
Inhibitory Concentration 50
Iron - chemistry
Oxidation-Reduction
Peroxides - chemical synthesis
Peroxides - pharmacology
Physical Sciences
Plasmodium falciparum
Plasmodium falciparum - drug effects
Plasmodium falciparum - growth & development
Science & Technology
Tritium
ANTIMALARIAL ACTIVITY
DEGRADATION
ALKYLATION
ARTEMISININ DERIVATIVES
Online AccessGet full text

Cover

More Information
Summary:Diastereoselective autoxidation allowed preparation of new tricyclic endoperoxides. These compounds and their methylated analogs were evaluated against the in vitro growth of Plasmodium falciparum, the malaria-causing parasite, showing moderate activities. However, hybrid molecules composed of the tricyclic peroxide moiety and 7-chloro-4-aminoquinoline were synthesized and displayed a marked increase in antiplasmodial activity.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob00787e