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Article

The Presence of a Cyclohexyldiamine Moiety Confers Cytotoxicity to Pentacyclic Triterpenoids

1
Organic Chemistry, Martin–Luther University Halle–Wittenberg, Kurt–Mothes, Str. 2, D-06120 Halle (Saale), Germany
2
Institute of Precision Medicine, Medical and Life Science Faculty, Furtwangen University, Jakob–Kienzle–Str. 17, D-78054 Villigen–Schwenningen, Germany
3
Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, P.O. Box 33, Birkat Al-Mauz, PC 616 Nizwa, Oman
*
Author to whom correspondence should be addressed.
Molecules 2021, 26(7), 2102; https://doi.org/10.3390/molecules26072102
Submission received: 12 March 2021 / Revised: 29 March 2021 / Accepted: 4 April 2021 / Published: 6 April 2021
(This article belongs to the Special Issue Triterpenoids and Derivatives with Anticancer Activity)

Abstract

Pentacyclic triterpenoids oleanolic acid, ursolic acid, betulinic acid, and platanic acid were acetylated and converted into several amides 931; the cytotoxicity of which has been determined in sulforhodamine B assays employing seral human tumor cell lines and nonmalignant fibroblasts. Thereby, a betulinic acid/trans-1,4-cyclohexyldiamine amide showed excellent cytotoxicity (for example, EC50 = 0.6 μM for HT29 colon adenocarcinoma cells).
Keywords: oleanolic acid; ursolic acid; betulinic acid; platanic acid; 1,4-cyclohexyldiamines; cytotoxicity oleanolic acid; ursolic acid; betulinic acid; platanic acid; 1,4-cyclohexyldiamines; cytotoxicity
Graphical Abstract

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MDPI and ACS Style

Hoenke, S.; Christoph, M.A.; Friedrich, S.; Heise, N.; Brandes, B.; Deigner, H.-P.; Al-Harrasi, A.; Csuk, R. The Presence of a Cyclohexyldiamine Moiety Confers Cytotoxicity to Pentacyclic Triterpenoids. Molecules 2021, 26, 2102. https://doi.org/10.3390/molecules26072102

AMA Style

Hoenke S, Christoph MA, Friedrich S, Heise N, Brandes B, Deigner H-P, Al-Harrasi A, Csuk R. The Presence of a Cyclohexyldiamine Moiety Confers Cytotoxicity to Pentacyclic Triterpenoids. Molecules. 2021; 26(7):2102. https://doi.org/10.3390/molecules26072102

Chicago/Turabian Style

Hoenke, Sophie, Martin A. Christoph, Sander Friedrich, Niels Heise, Benjamin Brandes, Hans-Peter Deigner, Ahmed Al-Harrasi, and René Csuk. 2021. "The Presence of a Cyclohexyldiamine Moiety Confers Cytotoxicity to Pentacyclic Triterpenoids" Molecules 26, no. 7: 2102. https://doi.org/10.3390/molecules26072102

APA Style

Hoenke, S., Christoph, M. A., Friedrich, S., Heise, N., Brandes, B., Deigner, H.-P., Al-Harrasi, A., & Csuk, R. (2021). The Presence of a Cyclohexyldiamine Moiety Confers Cytotoxicity to Pentacyclic Triterpenoids. Molecules, 26(7), 2102. https://doi.org/10.3390/molecules26072102

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