Remarkable anti-breast cancer activity of ferrocene tagged multi-functionalized 1,4-dihydropyrimidines

被引:34
作者
Jadhav, Jagannath [1 ]
Juvekar, Aarti [2 ]
Kurane, Rajanikant [1 ]
Khanapure, Sharanabasappa [1 ]
Salunkhe, Rajashri [1 ]
Rashinkar, Gajanan [1 ]
机构
[1] Shivaji Univ, Dept Chem, Kolhapur 416004, MS, India
[2] Tata Mem Hosp, Adv Ctr Treatment Res & Educ Canc, Navi Mumbai 410210, MS, India
关键词
Ferrrocene; 1,4-Dihydropyrimidines; Ferrocenyl chalcones; Amidines; Anti breast cancer activity; ANTICANCER ACTIVITY; ASYMMETRIC CATALYSIS; DERIVATIVES; LIGANDS; DIHYDROPYRIMIDINES; ELECTROCHEMISTRY; ANTAGONISTS; INHIBITION; DENDRIMERS; CHALCONES;
D O I
10.1016/j.ejmech.2013.04.021
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A novel series of ferrocene tagged multi-functionalized 1,4-dihydropyrimidines is synthesized by base catalyzed cyclocondensation between ferrocenyl chalcones and amidines. The structures of synthesized compounds were established on the basis of H-1 NMR, C-13 NMR, FTIR spectroscopy as well as by mass spectrometry. The compounds were evaluated for in vitro anticancer activity. The most active compounds from the series displayed GI(50) value equal to doxorubicin against the strain of human breast cancer cell line MDA-MB-435. (C) 2013 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:232 / 239
页数:8
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  • [1] Functionality of amidines and amidrazones
    Aly, Ashraf A.
    Nour-El-Din, Ahmed M.
    [J]. ARKIVOC, 2008, : 153 - 194
  • [2] Recent applications of chiral ferrocene ligands in asymmetric catalysis
    Arrayas, Ramon Gomez
    Adrio, Javier
    Carretero, Juan Carlos
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (46) : 7674 - 7715
  • [3] Synthesis of amidine and bis amidine derivatives and their evaluation for anti-inflammatory and anticancer activity
    Arya, Surbhi
    Kumar, Nikhil
    Roy, Partha
    Sondhi, S. M.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 59 : 7 - 14
  • [4] Astruc D., 1995, Electron Transfer and Radical Processes in Transition-Metal Chemistry
  • [5] The syntheses and catalytic applications of unsymmetrical ferrocene ligands
    Atkinson, RCJ
    Gibson, VC
    Long, NJ
    [J]. CHEMICAL SOCIETY REVIEWS, 2004, 33 (05) : 313 - 328
  • [6] DIHYDROPYRIMIDINES - NOVEL CALCIUM-ANTAGONISTS WITH POTENT AND LONG-LASTING VASODILATIVE AND ANTIHYPERTENSIVE ACTIVITY
    CHO, H
    UEDA, M
    SHIMA, K
    MIZUNO, A
    HAYASHIMATSU, M
    OHNAKA, Y
    TAKEUCHI, Y
    HAMAGUCHI, M
    AISAKA, K
    HIDAKA, T
    KAWAI, M
    TAKEDA, M
    ISHIHARA, T
    FUNAHASHI, K
    SATOH, F
    MORITA, M
    NOGUCHI, T
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (10) : 2399 - 2406
  • [7] Asymmetric catalysis with chiral ferrocene ligands
    Dai, LX
    Tu, T
    You, SL
    Deng, WP
    Hou, XL
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2003, 36 (09) : 659 - 667
  • [8] Biological evaluation of twenty-eight ferrocenyl tetrasubstituted olefins: Cancer cell growth inhibition, ROS production and hemolytic activity
    de Oliveira, Alane Cabral
    Hillard, Elizabeth A.
    Pigeon, Pascal
    Rocha, Danilo Damasceno
    Rodrigues, Felipe A. R.
    Montenegro, Raquel C.
    Costa-Lotufo, Leticia V.
    Goulart, Marilia O. F.
    Jaouen, Gerard
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (09) : 3778 - 3787
  • [9] Inhibition of hepatitis B virus replication by drug-induced depletion of nucleocapsids
    Deres, K
    Schröder, CH
    Paessens, A
    Goldmann, S
    Hacker, HJ
    Weber, O
    Krämer, T
    Niewöhner, U
    Pleiss, U
    Stoltefuss, J
    Graef, E
    Koletzki, D
    Masantschek, RNA
    Reimann, A
    Jaeger, R
    Gross, R
    Beckermann, B
    Schlemmer, KH
    Haebich, D
    Rübsamen-Waigmann, H
    [J]. SCIENCE, 2003, 299 (5608) : 893 - 896
  • [10] Click Syntheses of 1,2,3-Triazolylbiferrocenyl Dendrimers and the Selective Roles of the Inner and Outer Ferrocenyl Groups in the Redox Recognition of ATP2- and Pd2+
    Djeda, Rodrigue
    Rapakousiou, Amalia
    Liang, Liyuan
    Guidolin, Nicola
    Ruiz, Jaime
    Astruc, Didier
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (44) : 8152 - 8156