Synthesis and in vitro protozoocidal activity of diazabicyclic benzotropolone derivatives

Alexander Khrizman; Jason S Moulthrop; Susan Little; Hayley Wharton; Vanessa Yardley; Guillermo Moyna

doi:10.1016/j.bmcl.2007.05.044

Synthesis and in vitro protozoocidal activity of diazabicyclic benzotropolone derivatives

Bioorg Med Chem Lett. 2007 Aug 1;17(15):4183-6. doi: 10.1016/j.bmcl.2007.05.044. Epub 2007 May 18.

Authors

Alexander Khrizman¹, Jason S Moulthrop, Susan Little, Hayley Wharton, Vanessa Yardley, Guillermo Moyna

Affiliation

¹ Department of Chemistry & Biochemistry, University of the Sciences in Philadelphia, 600 South 43rd Street, Philadelphia, PA 19104-4495, USA.

PMID: 17532634
DOI: 10.1016/j.bmcl.2007.05.044

Abstract

We describe the synthesis and protozoocidal evaluation of a series of diazabicycles based on benzotropolone ethers. Several of the compounds, which can be obtained through a high-yielding hetero Diels-Alder reaction using simple and readily available starting materials, have in vitro activities against Trypanosoma cruzi and Leishmania donovani that are comparable to, and in some cases better than, those of currently used chemotherapies.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Animals
Antiprotozoal Agents / chemical synthesis*
Antiprotozoal Agents / pharmacology*
Aza Compounds / chemistry
Biflavonoids / chemical synthesis*
Biflavonoids / pharmacology*
Bridged Bicyclo Compounds / chemistry
Catechin / analogs & derivatives*
Catechin / chemical synthesis
Catechin / pharmacology
Leishmania donovani / drug effects*
Trypanosoma cruzi / drug effects*

Substances

Antiprotozoal Agents
Aza Compounds
Biflavonoids
Bridged Bicyclo Compounds
benzotropolone
Catechin