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Pentacyclic Triterpenoids-Based Ionic Compounds: Synthesis, Study of Structure–Antitumor Activity Relationship, Effects on Mitochondria and Activation of Signaling Pathways of Proliferation, Genome Reparation and Early Apoptosis Full article

Journal Cancers
ISSN: 2072-6694
Output data Year: 2023, Volume: 15, Number: 3, Article number : 756, Pages count : DOI: 10.3390/cancers15030756
Authors Dzhemileva Lilya U. 1 , Tuktarova Regina A. 1 , Dzhemilev Usein M. 1 , D’yakonov Vladimir A. 1
Affiliations
1 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow 119991, Russia

Abstract: The present research paper details the synthesis of novel ionic compounds based on triterpene acids (betulinic, oleanolic and ursolic), with these acids acting both as anions and connected through a spacer with various nitrogen-containing compounds (pyridine, piperidine, morpholine, pyrrolidine, triethylamine and dimethylethanolamine) and acting as a cation. Based on the latter, a large number of ionic compounds with various counterions (BF4-, SbF6-, PF6-, CH3COO-, C6H5SO3-, m-C6H4(OH)COO- and CH3CH(OH)COO-) have been synthesized. We studied the cytotoxicity of the synthesized compounds on the example of various tumor (Jurkat, K562, U937, HL60, A2780) and conditionally normal (HEK293) cell lines. IC50 was determined, and the influence of the structure and nature of the anion and cation on the antitumor activity was specified. Intracellular signaling, apoptosis induction and effects of the most active ionic compounds on the cell cycle and mitochondria have been discussed by applying modern methods of multiparametric enzyme immunoassay and flow cytometry.
Cite: Dzhemileva L.U. , Tuktarova R.A. , Dzhemilev U.M. , D’yakonov V.A.
Pentacyclic Triterpenoids-Based Ionic Compounds: Synthesis, Study of Structure–Antitumor Activity Relationship, Effects on Mitochondria and Activation of Signaling Pathways of Proliferation, Genome Reparation and Early Apoptosis
Cancers. 2023. V.15. N3. 756 . DOI: 10.3390/cancers15030756 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000929320700001
Scopus: 2-s2.0-85147817279
OpenAlex: W4318203884
Citing:
DB Citing
OpenAlex 8
Scopus 9
Web of science 8
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