Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents
1
Division of Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany
2
Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, P.O. Box 33, Birkat Al-Mauz, Nizwa 611, Oman
*
Author to whom correspondence should be addressed.
Molecules 2018, 23(10), 2558; https://doi.org/10.3390/molecules23102558
Received: 11 September 2018 / Revised: 26 September 2018 / Accepted: 3 October 2018 / Published: 8 October 2018
(This article belongs to the Special Issue Antitumoral Properties of Natural Products)
Two easily accessible, natural occurring triterpenoids, betulinic and ursolic acid, were used as starting materials for the synthesis of novel cytotoxic agents. A set of 28 ethylenediamine-spacered carboxamides was prepared holding an additional substituent connected to the ethylenediamine group. The compounds were screened in SRB assays to evaluate their cytotoxic activity employing several human tumor cell lines. Betulinic acid-derived carboxamides 17–30 showed significantly higher cytotoxicity than their ursolic acid analogs 3–16. In particular, compounds 25 and 26 were highly cytotoxic, as indicated by EC50 values lower than 1 μM.
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Keywords:
ursolic acid; betulinic acid; cytotoxicity; triterpenoids
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MDPI and ACS Style
Kahnt, M.; Fischer, L.; Al-Harrasi, A.; Csuk, R. Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents. Molecules 2018, 23, 2558. https://doi.org/10.3390/molecules23102558
AMA Style
Kahnt M, Fischer L, Al-Harrasi A, Csuk R. Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents. Molecules. 2018; 23(10):2558. https://doi.org/10.3390/molecules23102558
Chicago/Turabian StyleKahnt, Michael; Fischer, Lucie; Al-Harrasi, Ahmed; Csuk, René. 2018. "Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents" Molecules 23, no. 10: 2558. https://doi.org/10.3390/molecules23102558
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