The cytotoxicity of brazilin and derivatives might be due to an inhibition of the c-Src-kinase

The cytotoxicity of brazilin and derivatives might be due to an inhibition of the c-Src-kinase

Authors

  • Annemarie E Kramell Martin-Luther-University Halle-Wittenberg
  • Bianka Siewert University of Innsbruck
  • Jana Wiese Martin-Luther-University Halle-Wittenberg
  • Veronika Temml University of Innsbruck
  • Hans-Peter Deigner Furtwangen University
  • Ahmed Al-Harrasi University of Nizwa
  • René Csuk Martin-Luther-University Halle-Wittenberg

DOI:

https://doi.org/10.13171/mjc10802010061536rc

Abstract

In this study, several derivatives of brazilin with different lipophilicity were synthesized. The cytotoxic potential of these substances was evaluated in S.R.B. assays. A triacetylated brazilin reaction with PBr3 or PCl3 and a subsequent aqueous workup led to the formation of a phosphorous ester containing two triacetylated brazilin subunits. This compound held unexpected high cytotoxicity. In this study, Brazilin-derived triacetate showed good cytotoxic activity (EC50 = 5.2 M) concerning A2780 carcinoma cells. The results from docking studies suggest that brazilin's cytotoxicity might be due to an inhibition of a tyrosine kinase in an ATP-competitive manner.

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Published

06-10-2020

Issue

Vol. 10 No. 8 (2020)

Section

Medicinal Chemistry

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