Synthesis of 2-heteroylidene triterpenoids: complex formation with palladium and cytotoxic activity in vitro
- Authors: Denisov M.S1
- 
							Affiliations: 
							- Institute of Technical Chemistry of the Ural Branch of the Russian Academy of Sciences, Perm Federal Research Center of the Ural Branch of the Russian Academy of Sciences
 
- Issue: Vol 93, No 1 (2023)
- Pages: 106-112
- Section: Articles
- URL: https://rjeid.com/0044-460X/article/view/667127
- DOI: https://doi.org/10.31857/S0044460X23010122
- EDN: https://elibrary.ru/OZNUZJ
- ID: 667127
Cite item
Abstract
Triterpenoids with a pyridinylmethylidene substituent in the C2 position were prepared via the reaction of betulonic acid with pyridine-2-carbaldehyde, pyridine-3-carbaldehyde, pyridine-4-carbaldehyde or quinoline-2-carbaldehyde. The products were tested as ligands for palladium(II). Two ligands and one complex were prepared for the first time. The structures of new compounds were confirmed by 1D and 2D NMR spectra, as well as by electrospray ionization mass spectra. The E -isomerism of pyridinylmethylidene substituent in the C2 position of triterpenoid was proved. Cytotoxic activity of the complexes with respect to A549 (adenocarcinomic human alveolar basal epithelial cells) cell line was estimated.
			                Keywords
About the authors
M. S Denisov
Institute of Technical Chemistry of the Ural Branch of the Russian Academy of Sciences, Perm Federal Research Center of the Ural Branch of the Russian Academy of Sciences
														Email: denisov.m@itcras.ru
				                					                																			                												                														
References
- Lazarević T., Rilak A., Bugarčić Z.D. // Eur. J. Med. Chem. 2017. Vol. 142. P. 8. doi: 10.1016/j.ejmech.2017.04.007
- Vojtek M., Marques M.P.M., Ferreira I.M., Mota-Filipe H., Diniz C. // Drug Discov. Today. 2019. Vol. 24. P. 1044. doi: 10.1016/j.drudis.2019.02.012
- Залевская О.А., Гурьева Я.А., Кучин А.В. // Усп. хим. 2019. Т. 88. № 10. С. 979
- Zalevskaya O.A., Gur'eva Ya.A., Kutchin A.V. // Russ. Chem. Rev. 2019. Vol. 88. N 10. P. 979. doi: 10.1070/RCR4880
- Carneiro T.J., Martins A.S., Marques M.P.M., Gil A.M. // Front. Oncol. 2020. Vol. 10. P. 590970. doi: 10.3389/fonc.2020.590970
- Боярский В.П., Михердов А.С., Байков С.В., Савко П.Ю., Суезов Р.В., Трифонов Р.Е. // Хим.-фарм. ж. 2021. Т. 55. № 2. С. 20
- Boyarskii V.P., Mikherdov A.S., Baikov S.V., Savko P.Y., Suezov R.V., Trifonov R.E. // Pharm. Chem. J. 2021. Vol. 55. N 2 P. 130. doi: 10.1007/s11094-021-02393-1
- Scattolin Th., Voloshkin V.A., Visentin F., Nolan S.P. // Cell Rep. Phys. Sci. 2021. Vol. 2. P. 100446. doi: 10.1016/j.xcrp.2021.100446
- Kapdi A.R., Fairlamb I.J. // Chem. Soc. Rev. 2014. Vol. 43. P. 4751. doi: 10.1039/C4CS00063C
- Денисов М.С. // Вестн. ПФИЦ. 2021. № 4. С. 6
- Denisov M.S. // Perm Federal Research Center Journal. 2021. N. 4. P. 6. doi: 10.7242/2658-705X/2021.4.1
- Giniyatullina G.V., Petrova A.V., Mustafin A.G., Zileeva Z.R., Kuzmina U.Sh., Vakhitova Yu.V., Kazakova O.B. // ChemistrySelect. 2021. Vol. 6. P. 13253. doi: 10.1002/slct.202101687
- Казакова О.Б., Медведева Н.И., Самойлова И.А., Байкова И.П., Толстиков Г.А., Катаев В.Е., Миронов В.Ф. // ХПС. 2011. № 5. С. 661
- Kazakova O.B., Medvedeva N.I., Samoilova I.A., Baikova I.P., Tolstikov G.A., Kataev V.E., Mironov V.F. // Chem. Nat. Compd. 2011. Vol. 47. P. 752. doi: 10.1007/s10600-011-0050-y
- Ибатуллина М.Р., Жильцова Е.П., Кулик Н.В., Любина А.П., Амерханова С.К., Волошина A.Д., Лукашенко С.С., Сафина Н.Х., Захарова Л.Я. // Изв. АН. Сер. хим. 2022. № 2. С. 314
- Ibatullina M.R., Zhil'tsova E.P., Kulik N.V., Lyubina A.P., Amerhanova S.K., Voloshina A.D., Lukashenko S.S., Safina N.Kh., Zakharova L.Ya. // Russ. Chem. Bull. 2022. Vol. 71. N 2. P. 314. doi: 10.1007/s11172-022-3413-6
- Пронина В.В., Агафонова Л.Е., Масамрех Р.А., Кузиков А.В., Шумянцева В.В. // Biomed. Chem. Res. Meth. 2022. Vol. 5. N 2. P. e00174
- Pronina V.V., Agafonova L.E., Masamrekh R.A., Kuzikov A.V., Shumyantseva V.V. // Biomed. Chem. Res. Meth. 2022. Vol. 5. N 2. P. e00174. doi: 10.18097/bmcrm00174
- Qian L.-W., Zhang J., Liu J.-H., Yu B.-Ya. // Tetrahedron Lett. 2009. Vol. 50. P. 2193. doi: 10.1016/j.tetlet.2009.02.137
- Лаев C.C., Салахудинов Н.Ф. Препаративная химия терпеноидов. Новосибирск: Академиздат, 2016. Ч. 3. С. 60.
- Gonçalves B.M.F., Salvador J.A.R., Marín S., Cascante M. // Eur. J. Med. Chem. 2016. Vol. 114. P. 101. doi: 10.1016/j.ejmech.2016.02.057
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