Total synthesis and cytotoxicity evaluation of all ochratoxin A stereoisomers

B Cramer, H Harrer, K Nakamura, D Uemura…

Index: Cramer, Benedikt; Harrer, Henning; Nakamura, Kazuhiko; Uemura, Daisuke; Humpf, Hans-Ulrich Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 1 p. 343 - 347

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Citation Number: 19

Abstract

The mycotoxin ochratoxin A is a potent inhibitor of the protein biosynthesis and known to be cytotoxic in nanomolar concentrations. In order to investigate the relationship between stereochemistry and cytotoxicity of this compound, all four ochratoxin A stereoisomers have been synthesized. Using the liver cell line Hep G2, the compounds were tested for cytotoxic and apoptotic potential. It could be shown, that the l-configuration of the phenylalanine ...