Synthesis and in vitro protozoocidal evaluation of novel diazabicyclic tropolone derivatives.
The synthesis and in vitro antiparasitic activity of twenty-seven novel diazabicycles based on tropolone ethers is presented. The compounds can be readily prepared by means of a high-yielding hetero Diels-Alder reaction using simple and readily available starting materials. Several of the new diazabicycles have in vitro activities against Trypanosoma cruzi, Leishmania donovani, Trypanosoma brucei rhodesiense, and chloroquine-resistant Plasmodium falciparum that are comparable or superior to those of currently employed protozoocidal agents.
Khrizman
Alexander
A
Department of Chemistry & Biochemistry, University of Sciences in Philadelphia, Philadelphia, PA 19104-4495, USA.
Slack
Rachel D
RD
Remsing
Richard C
RC
Little
Susan
S
Yardley
Vanessa
V
Moyna
Guillermo
G
D000818:Animals; D000981:Antiprotozoal Agents / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D053961:Azabicyclo Compounds / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D056890:Eukaryota / Q000187:drug effects*; D006801:Humans; D007624:KB Cells; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D013329:Structure-Activity Relationship; D014334:Tropolone / Q000031:analogs & derivatives*
D000981:Antiprotozoal Agents; D053961:Azabicyclo Compounds; D014334:Tropolone