Synthesis ofN-phenylphthalimide Derivatives as α-Glucosidase Inhibitors

被引:0
|
作者
Wanchai Pluempanupat
Sirichai Adisakwattana
Sirintorn Yibchok-Anun
Warinthorn Chavasiri
机构
[1] Chulalongkorn University,Natural Products Research Unit, Department of Chemistry, Faculty of Science
[2] Chulalongkorn University,Department of Pharmacology, Faculty of Veterinary Science
来源
关键词
-Phenylphthalimide; α-Glucosidase; Diabetes;
D O I
暂无
中图分类号
学科分类号
摘要
SixteenN-phenylphthalimide derivatives were synthesized and their ability to inhibit α-glucosidase was investigated.N-(2,4-dinitrophenyl)phthalimide was a potent inhibitor of yeast α-glucosidase (IC50; 0.158 ± 0.005 mM) and maltase (IC50; 0.051 ± 0.008 mM), whereas it did not inhibit sucrase. From a Lineweaver-Burk plot of α-glucosidase kinetics,N-(2,4-dichlorophenyl) phthalimide was found to be a competitive inhibitor of yeast α-glucosidase. These results indicate thatN-(2,4-dinitrophenyl)phthalimide could be a representative of a new group of α-glucosidase inhibitors.
引用
收藏
相关论文
共 50 条
  • [41] Multifunctional isoxazolidine derivatives as α-amylase and α-glucosidase inhibitors
    Ghabi, Ameni
    Brahmi, Jihed
    Alminderej, Fahad
    Messaoudi, Sabri
    Vidal, Sebastien
    Kadri, Adel
    Aouadi, Kaiss
    BIOORGANIC CHEMISTRY, 2020, 98
  • [42] A comprehensive review on xanthone derivatives as α-glucosidase inhibitors
    Santos, Clementina M. M.
    Freitas, Marisa
    Fernandes, Eduarda
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 157 : 1460 - 1479
  • [43] Synthesis and anticonvulsant evaluation ofN-substituted-isoindolinedione derivatives
    Atef Abdel-Monem Abdel-Hafez
    Archives of Pharmacal Research, 2004, 27 : 495 - 501
  • [44] Synthesis ofN-phenyl-substituted derivatives of morphine alkaloids
    S. K. Moiseev
    I. V. Bakhanova
    H. Schmidhammer
    V. N. Kalinin
    Russian Chemical Bulletin, 1999, 48 : 589 - 592
  • [45] Synthesis of new pyrimidine-fused derivatives as potent and selective antidiabetic α-glucosidase inhibitors
    Panahi, Farhad
    Yousefi, Reza
    Mehraban, Mohammad Hossein
    Khalafi-Nezhad, Ali
    CARBOHYDRATE RESEARCH, 2013, 380 : 81 - 91
  • [46] Design, synthesis, in vitro and in silico studies of naproxen derivatives as dual lipoxygenase and α-glucosidase inhibitors
    Sardar, Asma
    Abid, Obaid-ur-Rahman
    Daud, Saima
    Fakhar-E-Alam, M.
    Siddique, Muhammad Hussnain
    Ashraf, Muhammad
    Shahid, Wardah
    Ejaz, Syeda Abida
    Atif, M.
    Ahmad, Shafiq
    Shafeeq, Sulman
    Afzal, Muhammad
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2022, 26 (03)
  • [47] Synthesis and structure–activity relationship studies of benzimidazole-thioquinoline derivatives as α-glucosidase inhibitors
    Sara Moghadam Farid
    Milad Noori
    Mohammad Nazari Montazer
    Minoo Khalili Ghomi
    Marjan Mollazadeh
    Navid Dastyafteh
    Cambyz Irajie
    Kamiar Zomorodian
    Seyedeh Sara Mirfazli
    Somayeh Mojtabavi
    Mohammad Ali Faramarzi
    Bagher Larijani
    Aida Iraji
    Mohammad Mahdavi
    Scientific Reports, 13
  • [48] Synthesis, biological evaluation and molecular docking studies of chromone hydrazone derivatives as α-glucosidase inhibitors
    Wang, Guangcheng
    Chen, Ming
    Wang, Jing
    Peng, Yaping
    Li, Luyao
    Xie, ZhenZhen
    Deng, Bing
    Chen, Shan
    Li, Wenbiao
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (13) : 2957 - 2961
  • [49] Synthesis of novel poly-hydroxyl functionalized acridine derivatives as inhibitors of α-Glucosidase and α-Amylase
    Toobaei, Zahra
    Yousefi, Reza
    Panahi, Farhad
    Shahidpour, Sara
    Nourisefat, Maryam
    Doroodmand, Mohammad Mahdi
    Khalafi-Nezhad, Ali
    CARBOHYDRATE RESEARCH, 2015, 411 : 22 - 32
  • [50] Design, synthesis, molecular docking, and ADME prediction evaluation of phenyloxazole derivatives as α-glucosidase inhibitors
    Fan, Meiyan
    Yang, Wei
    Peng, Zhiyun
    Wang, Guangcheng
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1292