Structure-activity relationships of novel anti-malarial agents. Part 4: N-(3-benzoyl-4-tolylacetylaminophenyl)-3-(5-aryl-2-furyl)acrylic acid amides.
In a previous report, we have described novel anti-malarial compounds based on a 2,5-diaminobenzophenone scaffold. Here, we have invesigated acryloyl derivatives carrying a biaryl structure consisting of a terminal aryl residue and a central 2-furyl ring. Several compounds were obtained in the series of para-substituted phenylfurylacryloyl derivatives that displayed improved anti-malarial activity in comparison to earlier described derivatives. From the structure-activity relationships it can be deduced that there has to be a lipophilic moiety in the para-position of the terminal phenyl residue. Furthermore, there are indications that, alternatively, activity may benefit from the presence of a polar moiety with hydrogen bond acceptor properties.
Wiesner
Jochen
J
Biochemisches Institut der Universitätsklinik Giessen, Friedrichstrasse 24, D-35249 Giessen, Germany.
Mitsch
Andreas
A
Wissner
Pia
P
Krämer
Oliver
O
Jomaa
Hassan
H
Schlitzer
Martin
M
D000178:Acrylamides / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology*; D004351:Drug Resistance; D006860:Hydrogen Bonding; D007202:Indicators and Reagents; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship
D000178:Acrylamides; D000962:Antimalarials; D007202:Indicators and Reagents