New Synthetic Analogs of Natural 5Z,9Z-Dienoic Acids-Hybrid Molecules Based on Oleanolic Acid: Synthesis and Study of Antitumor Activity

: A series of synthetic analogs of natural (5Z,9Z)-diene acids were synthesized for the first time in the form of hybrid molecules containing an oleanolic acid fragment. This fragment was simultaneously linked by an amide bond to various hetero- and carbocyclic amines and a complex ester bond to (5Z...

Full description

Saved in:
Bibliographic Details
Published in:Cancers 2024-12, Vol.16 (23), p.3893
Main Authors: Tuktarova, Regina A, Dzhemileva, Lilya U, Dzhemilev, Usein M, D'yakonov, Vladimir A
Format: Article
Language:English
Subjects:
Acids
Antimitotic agents
Antineoplastic agents
Antineoplastic drugs
Antitumor activity
Antitumor agents
Apoptosis
Biological activity
Cell cycle
Cell lines
Chemical properties
Cytotoxicity
Diabetes
DNA damage
DNA topoisomerase
Drug development
Fatty acids
Genotoxicity
Health aspects
Hybrids
Oleanolic acid
Pharmaceutical research
Proteins
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:: A series of synthetic analogs of natural (5Z,9Z)-diene acids were synthesized for the first time in the form of hybrid molecules containing an oleanolic acid fragment. This fragment was simultaneously linked by an amide bond to various hetero- and carbocyclic amines and a complex ester bond to (5Z,9Z)-tetradeca-5,9-dienecarboxylic acid, which was synthesized by a new reaction of Ti-catalyzed homocyclomagnification of 1,2-dienes. : Among the synthesized hybrids, the highest cytotoxic activity was observed for compound in the series of Jurkat, K562, U937, and HEK293, with IC50 values of 4.5; 3.1; 2.8; and 26.17 μM/L, respectively. Furthermore, the synthesized compound has been observed to induce apoptosis and exhibit genotoxicity in Jurkat culture, which suggests that it may be a promising candidate for further investigation as an antitumor agent.
ISSN:2072-6694
2072-6694
DOI:10.3390/cancers16233893