Synthesis and Antiproliferative Activity of Novel Heterocyclic Glycyrrhetinic Acid Derivatives

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Daniela P S AlhoSilvia Marin

Abstract

A new series of glycyrrhetinic acid derivatives has been synthesized via the introduction of different heterocyclic rings conjugated with an α,β-unsaturated ketone in its ring A. These new compounds were screened for their antiproliferative activity in a panel of nine human cancer cell lines. Compound 10 was the most active derivative, with an IC50 of 1.1 µM on Jurkat cells, which is 96-fold more potent than that of glycyrrhetinic acid, and was 4-fold more selective toward that cancer cell line. Further biological studies performed in Jurkat cells showed that compound 10 is a potent inducer of apoptosis that activates both the intrinsic and extrinsic pathways.

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Citations

Dec 2, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Natalia A LuchnikovaIrina B Ivshina
Jun 22, 2019·European Journal of Medicinal Chemistry·Fei ZhouHai-Min Lei
Jul 24, 2021·Expert Opinion on Drug Discovery·Hidayat HussainSyed Tasadaque Ali Shah

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Methods Mentioned

BETA
infrared
nuclear magnetic resonance
flow cytometry
column chromatography
ELISA
flow
fluorescence-activated cell sorter
FACS
fluorescence microscopy

Software Mentioned

Multicycle

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