Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents

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. Th...

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Autores principales: Kahnt, Michael, Fischer (née Heller), Lucie, Al-Harrasi, Ahmed, Csuk, René
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222718/
https://www.ncbi.nlm.nih.gov/pubmed/30297604
http://dx.doi.org/10.3390/molecules23102558
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author Kahnt, Michael
Fischer (née Heller), Lucie
Al-Harrasi, Ahmed
Csuk, René
author_facet Kahnt, Michael
Fischer (née Heller), Lucie
Al-Harrasi, Ahmed
Csuk, René
author_sort Kahnt, Michael
collection PubMed
description 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 EC(50) values lower than 1 μM.
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spelling pubmed-62227182018-11-13 Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents Kahnt, Michael Fischer (née Heller), Lucie Al-Harrasi, Ahmed Csuk, René Molecules Article 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 EC(50) values lower than 1 μM. MDPI 2018-10-08 /pmc/articles/PMC6222718/ /pubmed/30297604 http://dx.doi.org/10.3390/molecules23102558 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kahnt, Michael
Fischer (née Heller), Lucie
Al-Harrasi, Ahmed
Csuk, René
Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents
title Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents
title_full Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents
title_fullStr Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents
title_full_unstemmed Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents
title_short Ethylenediamine Derived Carboxamides of Betulinic and Ursolic Acid as Potential Cytotoxic Agents
title_sort ethylenediamine derived carboxamides of betulinic and ursolic acid as potential cytotoxic agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222718/
https://www.ncbi.nlm.nih.gov/pubmed/30297604
http://dx.doi.org/10.3390/molecules23102558
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AT alharrasiahmed ethylenediaminederivedcarboxamidesofbetulinicandursolicacidaspotentialcytotoxicagents
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