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Volume 30
Issue 3
10.3390/molecules30030611
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This is an early access version, the complete PDF, HTML, and XML versions will be available soon.
Article

New Difunctional Derivatives of Betulin: Preparation, Characterization and Antiproliferative Potential

by
Elwira Chrobak
1,*,
Marta Świtalska
2,
Joanna Wietrzyk
2 and
Ewa Bębenek
1,*
1
Department of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia in Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, Poland
2
Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, 12 Rudolfa Weigla Str., 53-114 Wrocław, Poland
*
Authors to whom correspondence should be addressed.
Molecules 2025, 30(3), 611; https://doi.org/10.3390/molecules30030611
Submission received: 30 November 2024 / Revised: 26 January 2025 / Accepted: 27 January 2025 / Published: 30 January 2025
(This article belongs to the Special Issue Nature-Inspired Antitumor Agents, 2nd Edition)
Versions Notes

Abstract

Biologically active compounds of natural origin, such as betulin, are a source of obtaining new medicinal substances. The presence of chemically active hydroxyl groups in the betulin structure at C-3 and C-28 positions enables esterification with dicarboxylic acid anhydrides or carboxylic acids. As a result of a four-step synthesis, difunctional betulin derivatives were obtained, which were evaluated for their antiproliferative activity against the following human cell lines: leukemia (MV4-11), (A549), breast cancer (MCF-7), prostate adenocarcinoma (PC-3), colon cancer (HCT116), pancreatic cancer (MiaPaca-2), and melanoma (Hs294T). The target 3-carboxyacyl-28-alkynyloyl betulin derivatives showed significant antiproliferative activity against MV4-11 cells. For 3-carboxyacylbetulins and their selected alkynyl derivatives, studies to investigate the effect on the cell cycle and apoptosis process, as well as drug similarity analysis, were performed.
Keywords: betulin; triterpenes; antiproliferative activity; apoptosis betulin; triterpenes; antiproliferative activity; apoptosis

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MDPI and ACS Style

Chrobak, E.; Świtalska, M.; Wietrzyk, J.; Bębenek, E. New Difunctional Derivatives of Betulin: Preparation, Characterization and Antiproliferative Potential. Molecules 2025, 30, 611. https://doi.org/10.3390/molecules30030611

AMA Style

Chrobak E, Świtalska M, Wietrzyk J, Bębenek E. New Difunctional Derivatives of Betulin: Preparation, Characterization and Antiproliferative Potential. Molecules. 2025; 30(3):611. https://doi.org/10.3390/molecules30030611

Chicago/Turabian Style

Chrobak, Elwira, Marta Świtalska, Joanna Wietrzyk, and Ewa Bębenek. 2025. "New Difunctional Derivatives of Betulin: Preparation, Characterization and Antiproliferative Potential" Molecules 30, no. 3: 611. https://doi.org/10.3390/molecules30030611

APA Style

Chrobak, E., Świtalska, M., Wietrzyk, J., & Bębenek, E. (2025). New Difunctional Derivatives of Betulin: Preparation, Characterization and Antiproliferative Potential. Molecules, 30(3), 611. https://doi.org/10.3390/molecules30030611

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