Loading…
8‐Aminoquinolines with an Aminoxyalkyl Side Chain Exert in vitro Dual‐Stage Antiplasmodial Activity
A series of novel 8‐aminoquinolines (8‐AQs) with an aminoxyalkyl side chain were synthesized and evaluated for in vitro antiplasmodial properties against asexual blood stages, liver stages, and sexual stages of Plasmodium falciparum. 8‐AQs bearing 2‐alkoxy and 5‐phenoxy substituents on the quinoline...
Saved in:
Published in: | ChemMedChem 2019-02, Vol.14 (4), p.501-511 |
---|---|
Main Authors: | , , , , , , , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
Summary: | A series of novel 8‐aminoquinolines (8‐AQs) with an aminoxyalkyl side chain were synthesized and evaluated for in vitro antiplasmodial properties against asexual blood stages, liver stages, and sexual stages of Plasmodium falciparum. 8‐AQs bearing 2‐alkoxy and 5‐phenoxy substituents on the quinoline ring system were found to be the most promising compounds under study, exhibiting potent blood schizontocidal and moderate tissue schizontocidal in vitro activity.
Among the approved antimalarials, 8‐aminoquinolines (8‐AQs) are especially important because they are able to prevent P. vivax relapse. To obtain further insight into the structure–activity relationships of 8‐AQs, we replaced the terminal amino group of reference compounds primaquine and tafenoquine with an aminoxy group. Some of the new oxa‐analogues bearing 2‐alkoxy and 5‐phenoxy substituents exhibited IC50 values in the range of the two reference compounds. |
---|---|
ISSN: | 1860-7179 1860-7187 |
DOI: | 10.1002/cmdc.201800691 |