Synthesis and cytotoxic properties of alkynic triterpenoid Mannich compounds

Authors

  • Ronny Sczepek Martin-Luther Universität Halle-Wittenberg
  • Christoph Nitsche Martin-Luther Universität Halle-Wittenberg
  • Lucie Heller Martin-Luther Universität Halle-Wittenberg
  • Bianka Siewert Martin-Luther Universität Halle-Wittenberg
  • Renate Schäfer Martin-Liuther Universität Halle-Wittenberg
  • Franziska Flemming Martin-Luther Universität Halle-Wittenberg
  • Choijiljav Otgonbayar Monolian Academy of Sciences
  • René Csuk Martin-Luther Universität Halle-Wittenberg http://orcid.org/0000-0001-7911-290X

Abstract

In summary, we prepared alkynic Mannich bases of betulinic or glycyrrhetinic acid; many of these compounds showed an improved cytotoxicity as compared to their parent compounds glycyrrhetinic or betulinic acid. The selectivity between malignant and nonmalignant cells is not affected by these transformations. The highest cytotoxicity was determined for a Mannich compound derived from glycyrrhetinic acid, and EC50 values as low as 3.3 myM were achieved for this compound employing the human submandibular carcinoma cell line A253. As shown by AO/PI staining as well as by DNA-laddering experiments this compound acts by apoptosis.

Author Biographies

Ronny Sczepek, Martin-Luther Universität Halle-Wittenberg

Organische Chemie

Christoph Nitsche, Martin-Luther Universität Halle-Wittenberg

Organische Chemie

Lucie Heller, Martin-Luther Universität Halle-Wittenberg

Organische Chemie

Bianka Siewert, Martin-Luther Universität Halle-Wittenberg

Organische Chemie

Renate Schäfer, Martin-Liuther Universität Halle-Wittenberg

Organische Chemie

Franziska Flemming, Martin-Luther Universität Halle-Wittenberg

Organische Chemie

Choijiljav Otgonbayar, Monolian Academy of Sciences

Institute of Chemistry and Chemical Technology

René Csuk, Martin-Luther Universität Halle-Wittenberg

Organic ChemistryHead of Department

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Published

2015-05-26

Issue

Vol. 4 No. 3 (2015)

Section

Medicinal Chemistry

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