Ether Aryl Sulfonic Acid Esters with Improved Antimalarial/Anticancer Activities
Lynn M. Betts A , Nga Chiu Tam A , S. M. Humayun Kabir A , Richard F. Langler A C and Ian Crandall B DA Department of Chemistry, Mount Allison University, Sackville, New Brunswick E4L 1G8, Canada.
B Tropical Disease Unit, Department of Medicine, Toronto General Hospital and the University of Toronto, Toronto, Ontario M5S 1A8, Canada.
C Corresponding author (organic chemistry). Email: rlangler@mta.ca
D Corresponding author (biological testing). Email: ian.crandall@utoronto.ca
Australian Journal of Chemistry 59(4) 277-282 https://doi.org/10.1071/CH04299
Submitted: 20 December 2004 Accepted: 10 March 2006 Published: 1 May 2006
Abstract
Our previous report showed that our current benchmark agent, 4-methoxyphenyl p-toluenesulfonate, is a selective antimalarial/anticancer agent. A series of related sulfones and sulfonic acid esters is now examined. 4-Allyloxyphenyl p-toluenesulfonate is a superior antimalarial/anticancer agent. 4-Methoxyphenyl 4-nitrobenzenesulfonate is a superior antimalarial agent, but shows poorer inhibition of human skin cancer cells.
Acknowledgments
The authors thank Mount Allison University for a Rice Postgraduate Fellowship (to N.C.T.) and a McCain Postdoctoral Award (to S.M.H.K.). Technical assistance was provided by B. McNally, D. Thompson, and E. Chapman. High-field NMR spectra were obtained by D. Durant, and mass spectra by R. Smith. Culture testing was supported in part by CIHR grant PPP-62029.
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