Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Substituted Carbazoles – A New Class of Anthelmintic Agent

David Rennison A D , Stephanie M. Gueret A , Olivia Laita A , Ross J. Bland B , Ian A. Sutherland B , Ian K. Boddy C and Margaret A. Brimble A D
+ Author Affiliations
- Author Affiliations

A School of Chemical Sciences, University of Auckland, Auckland, New Zealand.

B AgResearch Limited, Hopkirk Institute, Corner University Avenue and Library Road, Palmerston North, New Zealand.

C ParaCo Technologies Limited, Hamilton, New Zealand.

D Corresponding authors. Email: d.rennison@auckland.ac.nz; m.brimble@auckland.ac.nz

Australian Journal of Chemistry 69(11) 1268-1276 https://doi.org/10.1071/CH16169
Submitted: 18 March 2016  Accepted: 28 April 2016   Published: 30 May 2016

Abstract

A series of novel carbazoles were synthesized based on structural modifications to lead carbazole 1 (EC100 = 2.5 μM against Haemonchus contortus in vitro), which was revealed in a small molecule screening program as a potentially promising platform for the development of new anthelmintic drugs. Subsequently, analogues 19, 21, 41, 42 (EC100 = 1.25 μM, all), and 39 (EC100 = 0.625 μM) were demonstrated to exhibit enhanced in vitro anthelmintic activity over the lead structure, with compound 39 also being shown to be active in vivo against Heligmosomoides polygyrus.


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