Tryptanthrin derivatives as Toxoplasma gondii inhibitors - Structure-activity-relationship of the 6-position

Bogdana Krivogorsky; Amber C. Nelson; Kelsi A. Douglas; Peter Grundt

doi:10.1016/j.bmcl.2012.12.024

Tryptanthrin derivatives as Toxoplasma gondii inhibitors - Structure-activity-relationship of the 6-position

Bogdana Krivogorsky, Amber C. Nelson, Kelsi A. Douglas, Peter Grundt

Chemistry & Biochemistry

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55 Scopus citations

Abstract

A panel of derivatives of the natural product tryptanthrin was synthesized and screened for its in vitro activity against the intracellular parasite Toxoplasma gondii. We concentrated on the modification of the 6-keto group of tryptanthrin and prepared a series of oximes, hydrazones and alcohols based on tryptanthrin. We evaluated parasite growth inhibition and host cell cytotoxicity. Our results indicate that in particular alcohol analogs are promising candidates for further investigation.

Original language	English (US)
Pages (from-to)	1032-1035
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	4
DOIs	https://doi.org/10.1016/j.bmcl.2012.12.024
State	Published - Feb 15 2013

Bibliographical note

Funding Information:
This work was supported by Stanley Medical Research Institute.

Copyright:
Copyright 2013 Elsevier B.V., All rights reserved.

Keywords

Inhibition of parasite growth
Natural product
Toxoplasma gondii
Tryptanthrin

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10.1016/j.bmcl.2012.12.024

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AU - Grundt, Peter

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AB - A panel of derivatives of the natural product tryptanthrin was synthesized and screened for its in vitro activity against the intracellular parasite Toxoplasma gondii. We concentrated on the modification of the 6-keto group of tryptanthrin and prepared a series of oximes, hydrazones and alcohols based on tryptanthrin. We evaluated parasite growth inhibition and host cell cytotoxicity. Our results indicate that in particular alcohol analogs are promising candidates for further investigation.

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Tryptanthrin derivatives as Toxoplasma gondii inhibitors - Structure-activity-relationship of the 6-position

Abstract

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