28-O-Acetyl-3-O’-(Phenylpropynoyl)Betulin

Ewa Bębenek; Monika Kadela-Tomanek; Beata Filip-Psurska; Elwira Chrobak

doi:10.3390/M1741

Molbank (Oct 2023)

28-O-Acetyl-3-O’-(Phenylpropynoyl)Betulin

Ewa Bębenek,
Monika Kadela-Tomanek,
Beata Filip-Psurska,
Elwira Chrobak

Affiliations

Ewa Bębenek: Department of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia, Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, Poland
Monika Kadela-Tomanek: Department of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia, Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, Poland
Beata Filip-Psurska: Department of Experimental Oncology, Hirszfeld Institute of Immunology and Experimental Therapy, Weigla 12, 53-114 Wroclaw, Poland
Elwira Chrobak: Department of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia, Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, Poland

DOI: https://doi.org/10.3390/M1741
Journal volume & issue: Vol. 2023, no. 4
p. M1741

Abstract

Read online

New derivative of 28-acetylbetulin containing a phenylpropynoyl moiety at the C-3 position was obtained by Steglich method. The chemical structure of this compound has been determined through 1H NMR, 13C NMR, IR, EI MS and HRMS. The antiproliferative effects of 28-O-acetyl-3-O’-(phenylpropynoyl)betulin were evaluated against three human cancer cell lines: T47D (breast cancer), CCRF/CEM (leukemia), SW707 (colorectal adenocarcinoma) and murine cell line P388 (leukemia). The synthesized compound exhibited moderate antiproliferative activity against P388 cells (IC50 = 35.51 µM). The in silico analysis showed that the title compound meets the criteria of Veber’s rule.

Published in Molbank

ISSN: 1422-8599 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Inorganic chemistry
Website: https://www.mdpi.com/journal/molbank

About the journal

Abstract

Keywords