Structure-activity relationships of novel anti-malarial agents. Part 3: N-(4-acylamino-3-benzoylphenyl)-4-propoxycinnamic acid amides.
作者： Jochen Wiesner , Katja Kettler , Hassan Jomaa , Martin Schlitzer
DOI: 10.1016/S0960-894X(01)00798-3
关键词:
摘要: We have described 5-(4-propoxycinnamoylamino)-2-(4-tolylacetylamino)benzophenone 6e as a novel lead for anti-malarial agents. Anti-malarial activity of these 5-(4-propoxycinnamoylamino)benzophenones proved to be quite sensitive against variations the acyl substituent at 2-amino group. Best was obtained with phenylacetic acid moieties carrying small substituents in para-position. From para-substituents evaluated, trifluoromethyl group yielded most active compound (6j) this series (IC50=120 nM). Deviations from substructure, shifting into ortho-position or bulkier resulted significant reduction activity.
elsevier.com
sci-hub.se 参考文章(8)
W Trager, J. Jensen, Human malaria parasites in continuous culture Science. ,vol. 193, pp. 673- 675 ,(1976) , 10.1126/SCIENCE.781840
Jochen Wiesner, Andreas Mitsch, Pia Wißner, Hassan Jomaa, Martin Schlitzer, Structure–activity relationships of novel anti-malarial agents. Part 2: cinnamic acid derivatives Bioorganic & Medicinal Chemistry Letters. ,vol. 11, pp. 423- 424 ,(2001) , 10.1016/S0960-894X(00)00684-3
Jochen Wiesner, Pia Wißner, Hans-Martin Dahse, Hassan Jomaa, Martin Schlitzer, Discovery of a novel lead structure for anti-malarials. Bioorganic & Medicinal Chemistry. ,vol. 9, pp. 785- 792 ,(2001) , 10.1016/S0968-0896(00)00296-0
R E Desjardins, C J Canfield, J D Haynes, J D Chulay, Quantitative assessment of antimalarial activity in vitro by a semiautomated microdilution technique. Antimicrobial Agents and Chemotherapy. ,vol. 16, pp. 710- 718 ,(1979) , 10.1128/AAC.16.6.710
Kenneth Kaushansky, A New Year Greeting From a New Editor Blood. ,vol. 91, pp. 1- 2 ,(1998) , 10.1182/BLOOD.V91.1.1.1_1_2
Dyann F. Wirth, Chapter 33. Malaria: A Third World Disease in Need of First World Drug Development Annual Reports in Medicinal Chemistry. ,vol. 34, pp. 349- 358 ,(1999) , 10.1016/S0065-7743(08)60595-3
G. Jones, The Knoevenagel Condensation Organic Reactions. pp. 204- 599 ,(2011) , 10.1002/0471264180.OR015.02
Marie L. Ancelin, Michèle Calas, Jacques Bompart, Gérard Cordina, Dominique Martin, Mohammed Ben Bari, Taı̈b Jei, Pierre Druilhe, Henri J. Vial, Antimalarial activity of 77 phospholipid polar head analogs: close correlation between inhibition of phospholipid metabolism and in vitro Plasmodium falciparum growth. Blood. ,vol. 91, pp. 1426- 1437 ,(1998) , 10.1182/BLOOD.V91.4.1426