Unexpected cytotoxicity of a triisopropylsilylated syringaldehyde derived cinnamic acid amide

Authors

  • Björn A Weber Martin-Luther Universität Halle-Wittenberg
  • Ratna Kancana Wolfram Martin-Luther Universität Halle-Wittenberg
  • Sophie Hoenke Martin-Luther Universität Halle-Wittenberg
  • Lucie Fischer Martin-Luther Universität Halle-Wittenberg
  • Ahmed Al-Harrasi University of Nizwa
  • René Csuk Martin-Luther Universität Halle-Wittenberg http://orcid.org/0000-0001-7911-290X

DOI:

https://doi.org/10.13171/mjc91190820520rc

Abstract

A small series of substituted cinnamic acid amides was prepared and screened for their cytotoxic activity. As a rather astonishing and unprecedented result, compound 5 holding a triisopropylsilyl (TIPS) protecting group at position 4 of the aromatic ring was highly cytotoxic (EC50 = 3.2 mM for HT29 human colon adenocarcinoma cells) while analogs with a methoxy or hydroxyl group at this position were of low cytotoxicity or not cytotoxic at all.

Author Biography

René Csuk, Martin-Luther Universität Halle-Wittenberg

Organic ChemistryHead of Department

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Published

2019-08-20

Issue

Vol. 9 No. 1 (2019)

Section

Medicinal Chemistry

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