Synthesis and cytotoxicity of new oleanonic acid derivatives bearing pyridine substituent at positions C(2) and C(28)

New oleanonic acid derivatives bearing the pyridine moieties at the positions C(2) and C(28) were synthesized. Heterocyclic moieties were introduced in position C(2) of oleanonic acid by aldol condensation, and in position C(28) by N-acylation. Cytotoxicity of the synthesized compounds was evaluated against 12 tumor cell lines. Aminopyridine-derived oleanonic acid amides with 3- and 4-pyridinylmethylidene group were found to be active against a human prostate cancer cell line PC3 with half maximal inhibitory concentration (IC50) values equal to 1.20 and 2.06 µmol L−1, respectively. © Springer Science+Business Media LLC 2024.

Авторы
Petrova A.V. , Pokrovsky V.S. , Khusnutdinova E.F. , Babayeva G. , Kondurakiy A.A. , Chernysheva A.A. , Barmashov A.E. , Kazakova O.B.
Журнал
Russian Chemical Bulletin
Номер выпуска
8
Язык
Английский
Страницы
2400-2407
Статус
Опубликовано
Ссылка
Внешняя ссылка
DOI
10.1007/S11172-024-4363-Y
Том
73
Год
2024
Организации
  • 1 Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, 71 prosp. Oktyabrya, Ufa, 450054, Russian Federation
  • 2 Research Institute of Experimental Diagnostics and Therapy of Tumors, National Medical Research Center of Oncology named after N. N. Blokhin, 23 Kashirskoe shosse, Moscow, 115478, Russian Federation
  • 3 Institute of Medicine, People’s Friendship University of Russia, 8 ul. Miklukho-Maklaya, Moscow, 117198, Russian Federation
  • 4 Dmitry Mendeleev University of Chemical Technology of Russia, 9 Miusskaya pl., Moscow, 125047, Russian Federation
Ключевые слова
Claisen—Schmidt condensation; cytotoxicity; furfural; oleanonic acid; pyridinecarboxaldehyde
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