Structure–Activity relationships of novel anti-malarial agents. Part 6: N-(4-Arylpropionylamino-3-benzoylphenyl)-[5-(4-nitrophenyl)-2-furyl]acrylic acid amides

• Published in: Bioorganic & medicinal chemistry letters 2003-05, Vol.13 (9), p.1539-1541
• Main Authors: Wiesner, Jochen, Fucik, Katharina, Kettler, Katja, Sakowski, Jacek, Ortmann, Regina, Jomaa, Hassan, Schlitzer, Martin
• Format: Article
• Language: English
• Subjects: Amides - chemical synthesis; Amides - chemistry; Amides - pharmacology; Animals; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antimalarials - chemical synthesis; Antimalarials - chemistry; Antimalarials - pharmacology; Antiparasitic agents; Benzophenones - chemical synthesis; Benzophenones - chemistry; Benzophenones - pharmacology; Biological and medical sciences; Furans - chemical synthesis; Furans - chemistry; Furans - pharmacology; Medical sciences; Nitro Compounds - chemical synthesis; Nitro Compounds - chemistry; Nitro Compounds - pharmacology; Pharmacology. Drug treatments; Plasmodium falciparum - drug effects; Stereoisomerism; Structure-Activity Relationship
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/S0960-894X(03)00179-3

We have demonstrated that the p-trifluoromethylphenylpropionylamino residue at the 2-position of the core structure leads to an active benzophenone-type anti-malarial agent. The attempt to improve water solubility by introduction of an amino group into the α-position of the arylpropionyl residue resulted in decreased activity. We have demonstrated that the p-trifluoromethylphenylpropionylamino residue at the 2-position of the core structure leads to an active benzophenone-type anti-malarial agent. The attempt to improve water solubility by introduction of an amino group into the α-position of the arylpropionyl residue resulted in decreased activity.