Synthesis and antimalarial activity of new 1,12-bis(N,N'-acetamidinyl)dodecane derivatives

Mahama Ouattara; Sharon Wein; Michèle Calas; Yen Vo Hoang; Henri Vial; Roger Escale

doi:10.1016/j.bmcl.2006.11.013

Synthesis and antimalarial activity of new 1,12-bis(N,N'-acetamidinyl)dodecane derivatives

Bioorg Med Chem Lett. 2007 Feb 1;17(3):593-6. doi: 10.1016/j.bmcl.2006.11.013. Epub 2006 Nov 10.

Authors

Mahama Ouattara¹, Sharon Wein, Michèle Calas, Yen Vo Hoang, Henri Vial, Roger Escale

Affiliation

¹ Dynamique Moléculaire des Interactions Membranaires, UMR 5539, CNRS-Université de Montpellier II, 34095 Montpellier, France.

PMID: 17123818
DOI: 10.1016/j.bmcl.2006.11.013

Abstract

Amidoxime and O-substituted derivatives of the bis-alkylamidine 1,12-bis(N,N'-acetamidinyl)dodecane were synthesized and evaluated as in vitro and in vivo antimalarial prodrugs. The bis-O-methylsulfonylamidoxime 8 and the bis-oxadiazolone 9 derivatives show relatively potent antimalarial activity after oral administration.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Administration, Oral
Alkanes / chemical synthesis*
Alkanes / pharmacology*
Amidines / chemical synthesis*
Amidines / pharmacology*
Animals
Antimalarials / chemical synthesis*
Antimalarials / pharmacology*
Female
Humans
Hydroxylation
Indicators and Reagents
Injections, Intraperitoneal
Malaria / drug therapy
Malaria / parasitology
Malaria, Falciparum / drug therapy
Malaria, Falciparum / parasitology
Mice
Plasmodium cynomolgi / drug effects
Plasmodium falciparum / drug effects

Substances

1,12-bis(N,N'-acetamidinyl)dodecane
Alkanes
Amidines
Antimalarials
Indicators and Reagents