The Synthesis and Biological Evaluation of Anithiactin A/Thiasporine C and Analogues
Richard A. Lamb A C , Michael P. Badart A C , Brooke E. Swaney A , Sinan Gai A , Sarah K. Baird B and Bill C. Hawkins A DA Department of Chemistry, University of Otago, PO Box 56, Dunedin 9054, New Zealand.
B Department of Pharmacology and Toxiciology, University of Otago, PO Box 56, Dunedin 9054, New Zealand.
C These authors contributed equally to this work.
D Corresponding author. Email: bhawkins@chemistry.otago.ac.nz
Australian Journal of Chemistry 68(12) 1829-1833 https://doi.org/10.1071/CH15461
Submitted: 31 July 2015 Accepted: 7 September 2015 Published: 5 October 2015
Abstract
The synthesis of anithiactin A has been achieved in four steps. Several closely related analogues were synthesised and their biological activity against colon and breast cancer cell lines evaluated. Anithiactin A was found not to be cytotoxic even at a high concentration (100 μM); however, two 4-substituted phenyl thiazoles were found to be moderately cytotoxic at 10 μM. Based on these results, 4-substitution on the phenyl group appears to be critical for cytotoxicity. However, the exact electronic and structural requirements are unclear.
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