Synthesis, Structure, and Biological Activity of 2,6-Disubstituted 2,3a,4a,6,7a,8a-Hexaazaperhydrocyclopenta[def]fluorene-4-thioxo-8-ones

被引:12
作者
Barsegyan, Yana A. [1 ,2 ]
Baranov, Vladimir V. [1 ]
Kravchenko, Angelina N. [1 ]
Strelenko, Yuri A. [1 ]
Anikina, Lada V. [3 ]
Karnoukhova, Valentina A. [4 ]
Kolotyrkina, Natalya G. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
[2] D Mendeleev Univ Chem Technol Russia, Miusskaya Sq 9, Moscow 125047, Russia
[3] Russian Acad Sci, Inst Physiol Act Subst, Chernogolovka, Moscow Oblast, Russia
[4] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia
来源
SYNTHESIS-STUTTGART | 2018年 / 50卷 / 10期
基金
俄罗斯科学基金会;
关键词
multicomponent reaction; one-pot condensation; thioglycolurils; polyheterocyclic compounds; antifungal activity; BAMBUSURIL MACROCYCLE; GLYCOLURIL; THIOGLYCOLURILS; ANIONS; ACIDS;
D O I
10.1055/s-0036-1591952
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A two-step one-pot condensation for the synthesis of previously inaccessible 2,6-disubstituted 2,3a,4a,6,7a,8a-hexaazaperhydrocyclopenta[def ]fluorene-4-thioxo-8-ones from simple reagents [5-thioxohexahydroimidazo[4,5- d]imidazol-2(1H )-one, paraformaldehyde and amines] was developed. The structure, antimicrobial, and anticancer activity of a number of synthesized compounds were studied.
引用
收藏
页码:2099 / 2105
页数:7
相关论文
共 35 条
  • [1] Antibacterial activity of Artemisia nilagirica leaf extracts against clinical and phytopathogenic bacteria
    Ahameethunisa, Abdul R.
    Hopper, Waheeta
    [J]. BMC COMPLEMENTARY AND ALTERNATIVE MEDICINE, 2010, 10
  • [2] [Anonymous], 2005, CHEM ABSTR, V136
  • [3] New access to thioglycolurils by condensation of 4,5-dihydroxyimidazolidin-2-ones(thiones) with HSCN
    Baranov, Vladimir V.
    Nelyubina, Yulia V.
    Kravchenko, Angelina N.
    Kolotyrkina, Natalya G.
    Biriukova, Ksenia A.
    [J]. TETRAHEDRON LETTERS, 2015, 56 (44) : 6085 - 6088
  • [4] Glycolurils in the synthesis of fused polyheterocyclic compounds
    Barsegyan, Yana A.
    Baranov, Vladimir V.
    Kravchenko, Angelina N.
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2017, 53 (02) : 116 - 122
  • [5] Bruker, 2013, BRUK SAINT V8 34A
  • [6] Synthesis of enantiomerically pure fused polyheterocyclic glycolurils based on (S)-α-amino acids
    Chikunov, Il'ya E.
    Kravchenko, Angelina N.
    Makhova, Nina N.
    [J]. MENDELEEV COMMUNICATIONS, 2007, 17 (06) : 321 - 322
  • [7] Synthesis and separation of cucurbit[n]urils and their derivatives
    Cong, Hang
    Ni, Xing Long
    Xiao, Xin
    Huang, Ying
    Zhu, Qian-Jiang
    Xue, Sai-Feng
    Tao, Zhu
    Lindoy, Leonard F.
    Wei, Gang
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (19) : 4335 - 4364
  • [8] 8b,8c-Diphenyl-2,6-bis(4-pyridylmethyl)perhydro-2,3a,4a,6,7a,8a-hexaazacyclopenta[def]fluorene-4,8-dithione chloroform solvate
    Deng, Cong
    Shu, Wenming
    Zhang, Dongxue
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1524 - U156
  • [9] Fatema Nasrin Fatema Nasrin, 2012, Agriculture and Biology Journal of North America, V3, P43, DOI 10.5251/abjna.2012.3.2.43.48
  • [10] Bambusuril as a One-Electron Donor for Photoinduced Electron Transfer to Methyl Viologen in Mixed Crystals
    Fiala, Tomas
    Ludvikova, Lucie
    Heger, Dominik
    Svec, Jan
    Slanina, Tomas
    Vetrakova, L'ubica
    Babiak, Michal
    Necas, Marek
    Kulhanek, Petr
    Klan, Petr
    Sindelar, Vladimir
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (07) : 2597 - 2603