One-pot multi-component synthesis and cytotoxic activity of terpenoid dimers containing azapolycyclic spacers

被引:0
作者
Rakhimova, Elena B. [1 ]
Kirsanov, Victor Yu. [1 ]
Kuzmina, Ulyana Sh. [2 ]
Vakhitova, Yulia V. [2 ]
机构
[1] Russian Acad Sci, Ufa Fed Res Ctr, Inst Petrochemistry & Catalysis, Ufa 450075, Russia
[2] Russian Acad Sci, Ufa Fed Res Ctr, Inst Biochem & Genet, Ufa 450054, Russia
关键词
heterocyclization; maleopimaric acid; terpenoids; zeolite; polycycles; cytotoxic activity; CATALYTIC SYNTHESIS; ANTITUMOR-ACTIVITY; DERIVATIVES;
D O I
10.1016/j.mencom.2023.01.020
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Novel terpenoid dimers linked through the E-E rings were synthesized by catalytic multicomponent condensation of amino derivatives of methyl maleopimarate with form-aldehyde and dimethyl-tetraazadecalin or tetraazaperhydro-tetracene. Primary screening of the synthesized terpenoid dimers for cytotoxic activity was performed.
引用
收藏
页码:64 / 66
页数:3
相关论文
共 27 条
[1]   Efficient synthesis of maleopimaric acid N-arylimides [J].
Bei, M. P. ;
Yuvchenko, A. P. ;
Puchkova, N. V. .
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2015, 85 (05) :1034-1039
[2]   Synthesis and properties of maleopimaric N-(n-alkyl)imides [J].
Bei, M. P. ;
Yuvchenko, A. P. .
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2010, 80 (02) :253-257
[3]   Synthesis of azomethines by condensation of substituted benzaldehydes with 3-aminophenylen-N-imide of maleopimaric acid [J].
Bey, M. P. ;
Yuvchenko, A. P. ;
Dikusar, E. A. ;
Potkin, V. I. .
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2011, 81 (03) :562-565
[4]   A new facile synthesis of steroid dimers containing 17,17′-dicarboxamide spacers [J].
Carrilho, Rui M. B. ;
Pereira, Mariette M. ;
Moreno, Maria Jose S. M. ;
Takacs, Attila ;
Kollar, Laszlo .
TETRAHEDRON LETTERS, 2013, 54 (22) :2763-2765
[5]   Synthesis and pharmacological activity of amides and the ozonolysis product of maleopimaric acid [J].
Kazakova, O. B. ;
Tret'yakova, E. V. ;
Kukovinets, O. S. ;
Tolstikov, G. A. ;
Nazyrov, T. I. ;
Chudov, I. V. ;
Ismagilova, A. F. .
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2010, 36 (06) :762-770
[6]   Synthesis of N-Substituted Thiazacycloalkanes by Cyclothiomethylation of Primary Aliphatic Amines and Amino Derivatives of Maleopimaric Acid [J].
Khabibullina, G. R. ;
Fedotova, E. S. ;
Tretyakova, E. V. ;
Tyumkina, T. V. ;
Parfenova, L. V. ;
Ibragimov, A. G. .
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (01) :25-31
[7]   New adsorbents and acid-base catalysts based on binder-free granulated zeolites of LTA and FAU types [J].
Kutepov, B. I. ;
Travkina, O. S. ;
Pavlova, I. N. ;
Khazinova, A. N. ;
Grigor'eva, N. G. ;
Pavlov, M. L. .
RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2015, 88 (01) :65-71
[8]   Synthesis of 1,2,3-Triazole Derivatives from 2,3-Dienoates of Methyl Maleopimarate [J].
Malikova, R. N. ;
Sakhautdinov, I. M. ;
Abdullin, M. F. ;
Mukhamet'yanova, A. F. ;
Yunusov, M. S. .
CHEMISTRY OF NATURAL COMPOUNDS, 2017, 53 (02) :341-344
[9]   Hybrid molecules with a dual mode of action: Dream or reality? [J].
Meunier, Bernard .
ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (01) :69-77
[10]   STRUCTURE AND CONFORMATION OF HETEROCYCLES .18. STRUCTURE, CONFORMATION, AND STEREOELECTRONICS OF 1,4,5,8-TETRAAZADECALINS - CHEMICAL, MULTINUCLEAR NMR AND MOLECULAR MECHANICS STUDIES [J].
MULLER, R ;
VONPHILIPSBORN, W ;
SCHLEIFER, L ;
APED, P ;
FUCHS, B .
TETRAHEDRON, 1991, 47 (06) :1013-1036