Antileishmanial dinitroaniline sulfonamides with activity against parasite tubulin.
Novel dinitroaniline sulfonamides based on the herbicide oryzalin 3 were synthesized and evaluated for activity against the parasitic protozoan Leishmania donovani and against leishmanial tubulin, the putative antiparasitic target of oryzalin. A subset of these compounds possess more activity against both Leishmania and the target protein in vitro. Compound 20 displays improved potency against leishmanial tubulin and is 13.4-fold more active against L. donovani axenic amastigotes than oryzalin.
Bhattacharya
Gautam
G
Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus 43210, USA.
Salem
Manar M
MM
Werbovetz
Karl A
KA
D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004136:Dinitrobenzenes; D020128:Inhibitory Concentration 50; D007893:Leishmania donovani / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013424:Sulfanilamides; D013425:Sulfanilic Acids / Q000138:chemical synthesis / Q000494:pharmacology; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000494:pharmacology; D014404:Tubulin / Q000187:drug effects*
D000981:Antiprotozoal Agents; D004136:Dinitrobenzenes; D013424:Sulfanilamides; D013425:Sulfanilic Acids; D013449:Sulfonamides; D014404:Tubulin; C012465:oryzalin