Synthesis of 2-Heteroylidene Triterpenoids: Complex Formation with Palladium and in vitro Cytotoxic Activity

被引:3
作者
Denisov, M. S. [1 ]
机构
[1] Russian Acad Sci, Perm Fed Res Ctr, Inst Tech Chem, Ural Branch, Perm 614013, Russia
关键词
triterpenoid; palladium(II) complex; cytotoxic activity; BETULONIC ACID; ANTICANCER;
D O I
10.1134/S1070363223010061
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The interaction of palladium(II) chloride with 2-heteroylidene of betulonic acid (prepared via the condensation with pyridine-2-carbaldehyde, pyridine-3-carbaldehyde, pyridine-4-carbaldehyde, or quinoline-2-carbaldehyde) has been studied. Two ligands and one complex have been prepared for the first time; their structures have been confirmed by 2D NMR spectroscopy and high-resolution mass spectroscopy. The E-configuration of triterpenoid 2-heteroylidenes has been confirmed for the first time. Cytotoxic activity of the compounds with respect to the A549 cell line has been assessed.
引用
收藏
页码:37 / 42
页数:6
相关论文
共 15 条
[1]   Diaminocarbene Complexes of Palladium(II) Containing 2-Aminooxazole and 2-Aminothiazole Heterocyclic Ligands as Potential Antitumor Agents [J].
Boyarskii, V. P. ;
Mikherdov, A. S. ;
Baikov, S. V. ;
Savko, P. Yu. ;
Suezov, R. V. ;
Trifonov, R. E. .
PHARMACEUTICAL CHEMISTRY JOURNAL, 2021, 55 (02) :130-132
[2]   Metabolic Aspects of Palladium(II) Potential Anti-Cancer Drugs [J].
Carneiro, Tatiana J. ;
Martins, Ana S. ;
Marques, M. Paula M. ;
Gil, Ana M. .
FRONTIERS IN ONCOLOGY, 2020, 10
[3]  
Denisov M.S., 2021, Perm Federal Research Center Journal, P6, DOI 10.7242/2658-705X/2021.4.1
[4]   Synthesis and Promising Cytotoxic Activity of Betulonic Acid Modified Derivatives [J].
Giniyatullina, Gulnara, V ;
Petrova, Anastasiya, V ;
Mustafin, Akhat G. ;
Zileeva, Zulfia R. ;
Kuzmina, Ulyana Sh ;
Vakhitova, Yulia V. ;
Kazakova, Oxana B. .
CHEMISTRYSELECT, 2021, 6 (46) :13253-13260
[5]   Synthesis and anticancer activity of novel fluorinated asiatic acid derivatives [J].
Goncalves, Bruno M. F. ;
Salvador, Jorge A. R. ;
Marin, Silvia ;
Cascante, Marta .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 114 :101-117
[6]   Complex of alkylated derivative of 1,4-diazabicyclo[2.2.2]octane with palladium dichloride: synthesis, self-association, and biological activity [J].
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 .
RUSSIAN CHEMICAL BULLETIN, 2022, 71 (02) :314-321
[7]   Anti-cancer palladium complexes: a focus on PdX2L2, palladacycles and related complexes [J].
Kapdi, Anant R. ;
Fairlamb, Ian J. S. .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (13) :4751-4777
[8]   CONJUGATES OF SEVERAL LUPANE, OLEANANE, AND URSANE TRITERPENOIDS WITH THE ANTITUBERCULOSIS DRUG ISONIAZID AND PYRIDINECARBOXALDEHYDES [J].
Kazakova, O. B. ;
Medvedeva, N. I. ;
Samoilova, I. A. ;
Baikova, I. P. ;
Tolstikov, G. A. ;
Kataev, V. E. ;
Mironov, V. F. .
CHEMISTRY OF NATURAL COMPOUNDS, 2011, 47 (05) :752-758
[9]  
Laev S.S., 2016, PREPARATIVNAYA KHIMI, P60
[10]   Platinum, palladium, gold and ruthenium complexes as anticancer agents: Current clinical uses, cytotoxicity studies and future perspectives [J].
Lazarevic, Tatjana ;
Rilak, Ana ;
Bugarcic, Zivadin D. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 142 :8-31