Design and synthesis of new amino-modified iminocyclitols: selective inhibitors of α-galactosidase

被引:23
|
作者
Ganesan, Muthupandian [1 ]
Madhukarrao, Rekhawar V. [1 ]
Ramesh, Namakkal G. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, New Delhi 110016, India
关键词
GLYCOSIDASE INHIBITORS; BETA-GLUCOSIDASE; DERIVATIVES; 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL; OSTEOARTHRITIS; AZASUGARS; DMDP; STRATEGY; GLYCALS; ANALOG;
D O I
10.1039/b926123k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and short synthesis of hitherto unreported stereo analogue of amino-modified five-membered iminocyclitols from readily available tri-O-benzyl-D-glucal is described. Significantly, glycosidase inhibition studies of alkylamino substituted iminocyclitols display a high degree of selectivity towards alpha-galactosidase.
引用
收藏
页码:1527 / 1530
页数:4
相关论文
共 50 条
  • [1] Synthesis and Evaluation of Amino-Modified α-GalCer Analogues
    Trappeniers, Matthias
    Chofor, Rene
    Aspeslagh, Sandrine
    Li, Yali
    Linclau, Bruno
    Zajonc, Dirk M.
    Elewaut, Dirk
    Van Calenbergh, Serge
    ORGANIC LETTERS, 2010, 12 (13) : 2928 - 2931
  • [2] Design of ion-imprinted amino-modified chitosan for selective chromium (III) ion removal
    Fu, Dongxue
    Wang, Guifang
    Zhao, Li
    Hong, Yuwen
    Yang, Baoming
    Cheng, Huiling
    SEPARATION AND PURIFICATION TECHNOLOGY, 2024, 336
  • [3] Phosphination of amino-modified mesoporous silica for the selective separation of strontium
    Zhang, Shichang
    Huang, Qunying
    Chen, Lifeng
    Zhong, Yilai
    Hu, Fengtao
    Wu, Kun
    Yin, Xiangbiao
    Wei, Yuezhou
    Ning, Shunyan
    JOURNAL OF HAZARDOUS MATERIALS, 2024, 467
  • [4] The Synthesis, Characterization and Application of Amino-modified polymethylhydrosiloxane softener
    Zhao, Xin
    Zhu, Wenying
    ADVANCES IN TEXTILE ENGINEERING, 2011, 331 : 390 - 393
  • [5] Synthesis and Antiproliferative Effects of Amino-Modified Perillyl Alcohol Derivatives
    Hui, Zi
    Zhang, Meihui
    Cong, Lin
    Xia, Mingyu
    Dong, Jinhua
    MOLECULES, 2014, 19 (05) : 6671 - 6682
  • [6] New carbamate supports for the preparation of 3'-amino-modified oligonucleotides
    Avino, A
    Garcia, RG
    Albericio, F
    Mann, M
    Wilm, M
    Neubauer, G
    Eritja, R
    BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (10) : 1649 - 1658
  • [7] Synthesis of a Terminal Amino-Modified Nucleolin Aptamer and Its Paclitaxel Conjugate
    Xu, Xiaoling
    Jiang, Mingyu
    Miao, Dan
    Liu, Yongping
    Tan, Xiaobin
    Hu, Jiawei
    Gu, Chunye
    Peng, Weijie
    Jiang, Feng
    CHEMISTRYSELECT, 2022, 7 (35):
  • [8] Amino-modified upcycled biochar achieves selective chromium removal in complex aqueous matrices
    Flores, Kenneth
    Gonzalez, Diego F.
    Morales, Helia M.
    Mar, Arnulfo
    Garcia-Segura, Sergi
    Gardea-Torresdey, Jorge L.
    Parsons, Jason G.
    JOURNAL OF ENVIRONMENTAL MANAGEMENT, 2024, 360
  • [9] Cross-linked amino-modified polyacrylamide support: selective scavenger for aromatic aldehydes
    Ghasemi, Soheila
    Tamami, Bahman
    Abidi, Syed Mohamad Zaigham Abbas
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2017, 14 (04) : 853 - 861
  • [10] Interfacial integration of zirconium components with amino-modified lignin for selective and efficient phosphate capture
    Zhao, Yumeng
    Shan, Xiangcheng
    An, Qingda
    Xiao, Zuoyi
    Zhai, Shangru
    CHEMICAL ENGINEERING JOURNAL, 2020, 398