Solid-phase synthesis of potential protein tyrosine phosphatase inhibitors via the UGI four-component condensation

被引：25
|
作者：
Li, ZG [1 ]
Yeo, SL [1 ]
Pallen, CJ [1 ]
Ganesan, A [1 ]
机构：
[1] Natl Univ Singapore, Inst Mol & Cell Biol, Singapore 117609, Singapore
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 18期
关键词：
solid phase synthesis; phosphonic acids and derivs; enzyme inhibitors;
D O I：
10.1016/S0960-894X(98)00408-9
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A library of 108 alpha,alpha-difluoromethylenephosphonic acids was prepared by Ugi four-component condensation using Rink-NH(2) resin, 4-[(diethoxyphosphinyl)difluoromethyl]benzoic acid, and a set of 18 aldehydes and 6 isonitriles. Following resin cleavage, the diethylphosphonate esters were hydrolyzed with trimethylsilyl bromide to yield the free acids which were assayed for inhibition of PTF alpha, PTP beta and PTP epsilon. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2443 / 2446
页数：4
相关论文
共 50 条
  • [41] Ugi four-center three-component reaction for the parallel solid-phase synthesis of N-substituted thiomopholinones
    Liu, Zhang
    Nefzi, Adel
    TETRAHEDRON LETTERS, 2012, 53 (09) : 1013 - 1014
  • [42] One-Step Synthesis for Orn-Val with High Molecular Weight and Low Polydispersity by Ugi Four-Component Condensation
    Ma, Junhui
    Ma, Nan
    Liu, Jun
    Zhu, Qiongqiong
    Tang, Yan
    Wang, Lei
    Yan, Yan
    Yue, Ting
    Shao, Meiyu
    Zhang, Wei
    ACS BIOMATERIALS SCIENCE & ENGINEERING, 2024,
  • [43] Synthesis of polyhydroquinoline derivatives via a four-component Hantzsch condensation catalyzed by tin dioxide nanoparticles
    Vahdat, Seyed Mohammad
    Chekin, Fereshteh
    Hatami, Mehdi
    Khavarpour, Maryam
    Baghery, Saeed
    Roshan-Kouhi, Ziba
    CHINESE JOURNAL OF CATALYSIS, 2013, 34 (04) : 758 - 763
  • [44] SOLID-PHASE SYNTHESIS OF ADENOSINE PHOSPHOPEPTIDES AS POTENTIAL BISUBSTRATE INHIBITORS OF PROTEIN-KINASES
    MEDZIHRADSZKY, D
    CHEN, SL
    KENYON, GL
    GIBSON, BW
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (21) : 9413 - 9419
  • [45] One-Pot Facile Synthesis of Substituted Isoindolinones via an Ugi Four-Component Condensation/Diels-Alder Cycloaddition/Deselenization-Aromatization Sequence
    Huang, Xian
    Xu, Jianfeng
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (22): : 8859 - 8861
  • [46] Solid-phase synthesis of alkyl aryl ethers via the Ullmann condensation
    Xiao, XY
    Li, RS
    Hurst, D
    Zhuang, H
    Shi, SH
    Czarnik, AW
    Robichaud, AJ
    Wacker, DA
    Robertson, DW
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2002, 4 (05): : 536 - 539
  • [47] Synthesis of novel norsufentanil analogs via a four-component Ugi reaction and in vivo, docking, and QSAR studies of their analgesic activity
    Nami, Majid
    Salehi, Peyman
    Dabiri, Minoo
    Bararjanian, Morteza
    Gharaghani, Sajjad
    Khoramjouy, Mona
    Al-Harrasi, Ahmed
    Faizi, Mehrdad
    CHEMICAL BIOLOGY & DRUG DESIGN, 2018, 91 (04) : 902 - 914
  • [48] Solvent-free one-pot synthesis of highly functionalized benzothiazolediamides via Ugi four-component reaction
    Sheikholeslami-Farahani, F.
    Shahvelayati, A. S.
    BULGARIAN CHEMICAL COMMUNICATIONS, 2015, 47 (03): : 830 - 836
  • [49] Synthesis, Crystal Structures and Properties of Ferrocenyl Bis-Amide Derivatives Yielded via the Ugi Four-Component Reaction
    Zhao, Mei
    Shao, Guang-Kui
    Huang, Dan-Dan
    Lv, Xue-Xin
    Guo, Dian-Shun
    MOLECULES, 2017, 22 (05):
  • [50] Solid-phase synthesis of 4-aryl-1,4-dihydropyridines via the Hantzsch three component condensation
    Breitenbucher, JG
    Figliozzi, G
    TETRAHEDRON LETTERS, 2000, 41 (22) : 4311 - 4315
12345