Synthesis of Benzofuran Derivatives via Rearrangement and Their Inhibitory Activity on Acetylcholinesterase

被引:10
|
作者
Zhou, Xiang [1 ]
Li, Miao [2 ]
Wang, Xiao-Bing [1 ]
Wang, Tao [2 ]
Kong, Ling-Yi [1 ]
机构
[1] China Pharmaceut Univ, Dept Nat Med Chem, Nanjing 210009, Peoples R China
[2] China Pharmaceut Univ, Jiangsu Ctr Drug Screening, Nanjing 210009, Peoples R China
关键词
coumarin; benzofuran; rearrangement; anti-AChE; ALZHEIMERS-DISEASE; 3-DIMENSIONAL STRUCTURE; TORPEDO-CALIFORNICA; AGGREGATION; PEPTIDE; COMPLEX; DESIGN; E2020;
D O I
10.3390/molecules15128593
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
During a synthesis of coumarins to obtain new candidates for treating Alzheimer's Disease (AD), an unusual rearrangement of a benzopyran group to a benzofuran group occurred, offering a novel synthesis pathway of these benzofuran derivatives. The possible mechanism of the novel rearrangement was also discussed. All of the benzofuran derivatives have weak anti-AChE activities compared with the reference compound, donepezil.
引用
收藏
页码:8593 / 8601
页数:9
相关论文
共 50 条
  • [41] SYNTHESIS AND INHIBITORY ACTIVITY OF BROMOQUINONE DERIVATIVES
    GU, LQ
    LIU, CH
    XU, JX
    KING, TE
    TETRAHEDRON, 1990, 46 (09) : 3199 - 3210
  • [42] Reversible and irreversible inhibitory activity of succinic and maleic acid derivatives on acetylcholinesterase
    Trujillo-Ferrara, J
    Vázquez, I
    Espinosa, J
    Santillan, R
    Farfán, N
    Höpfl, H
    EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2003, 18 (05) : 313 - 322
  • [43] SYNTHESIS AND ANTI-ARRHYTHMIC ACTIVITY OF NEW BENZOFURAN DERIVATIVES
    BOURGERY, G
    DOSTERT, P
    LACOUR, A
    LANGLOIS, M
    POURRIAS, B
    TISNEVERSAILLES, J
    JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (02) : 159 - 167
  • [44] The oxidation products of melatonin derivatives exhibit acetylcholinesterase and butyrylcholinesterase inhibitory activity
    Siwicka, Aleksandra
    Moleda, Zuzanna
    Wojtasiewicz, Krystyna
    Zawadzka, Anna
    Maurin, Jan K.
    Panasiewicz, Miroslawa
    Pacuszka, Tadeusz
    Czarnocki, Zbigniew
    JOURNAL OF PINEAL RESEARCH, 2008, 45 (01) : 40 - 49
  • [45] SYNTHESIS OF BENZOFURAN DERIVATIVES WITH H-2 ANTAGONIST ACTIVITY
    LEONARDI, A
    NAVA, G
    NARDI, D
    FARMACO-EDIZIONE SCIENTIFICA, 1983, 38 (05): : 290 - 308
  • [46] SYNTHESIS AND STRUCTURE STUDIES ON BENZOFURAN AND COUMARAN DERIVATIVES WITH CHOLERETIC ACTIVITY
    GIRALDI, PN
    FOJANESI, A
    LOGEMANN, W
    TOSOLINI, GP
    DRADI, E
    BERGAMASCHI, M
    ARZNEIMITTEL-FORSCHUNG, 1970, 20 (05): : 676 - +
  • [47] Synthesis of Imidazole-Thiazole Derivatives as Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activities
    Karakaya, Abduellatif
    Cevik, Ulviye Acar
    Ercetin, Tugba
    Ozkay, Yusuf
    Kaplancikli, Zafer Asim
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2023, 57 (09) : 1439 - 1443
  • [48] Synthesis and Acetylcholinesterase Inhibitory Evaluation of Coumarin-Linked Carbazole Derivatives
    Tharamak, Sorachat
    Wisarutwanit, Tipanan
    Songoen, Weerasak
    Saparpakorn, Patchreenart
    Pluempanupat, Wanchai
    CHEMISTRYSELECT, 2023, 8 (46):
  • [49] Synthesis of Imidazole-Thiazole Derivatives as Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activities
    Abdüllatif Karakaya
    Ulviye Acar Çevik
    Tuğba Erçetin
    Yusuf Özkay
    Zafer Asım Kaplancıklı
    Pharmaceutical Chemistry Journal, 2023, 57 : 1439 - 1443
  • [50] A practical method for ranking inhibitory activity of huprine X derivatives on acetylcholinesterase via binding free energy calculations
    Han, DX
    Yang, P
    ACTA CHIMICA SINICA, 2005, 63 (15) : 1409 - 1414