Rational design, synthesis, and serine protease inhibitory activity of novel P-1-argininoyl heterocycles

被引：23
|
作者：
Tamura, SY
Shamblin, BM
Brunck, TK
Ripka, WC
机构：
[1] Department of Medicinal Chemistry, Corvas International, Inc., San Diego, CA 92121
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 10期
关键词：
D O I：
10.1016/S0960-894X(97)00227-8
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Peptidomimetic derivatives featuring a P-1-argininoyl heterocycle were designed. The preparation of two key building blocks containing benzoxazole or benzimidazole rings and their incorporation into thrombin and factor Xa specific sequences is described. The serine protease inhibitory activity of these targets was evaluated. Molecular modeling of two representative structures is presented. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码：1359 / 1364
页数：6
相关论文
共 50 条
  • [31] Bio-rational design of photosystem II inhibitors (VIII)Molecular design, synthesis and inhibitory activity of acrylates (acrylamides)
    Huayin Liu
    Yinlin Sha
    Huifen Tan
    Huazheng Yang
    Luhua Lai
    Science in China Series B: Chemistry, 1999, 42 : 326 - 331
  • [32] Bio-rational design of photosystem II inhibitors (VIII) - molecular design, synthesis and inhibitory activity of acrylates (acrylamides)
    Liu, Huayin
    Sha, Yinlin
    Tan, Huifen
    Yang, Huazheng
    Lai, Luhua
    Science in China Series B Chemistry, 42 (03): : 326 - 331
  • [33] Bio-rational design of photosystem II inhibitors (VIII) - Molecular design synthesis and inhibitory activity of acrylates (acrylamides)
    Liu, HY
    Sha, YL
    Tan, HF
    Yang, HZ
    Lai, LH
    SCIENCE IN CHINA SERIES B-CHEMISTRY, 1999, 42 (03): : 326 - 331
  • [34] Design and synthesis of novel and potent inhibitors of the type II transmembrane serine protease, matriptase, based upon the sunflower trypsin inhibitor-1
    Li, Peng
    Jiang, Sheng
    Lee, Sheau-Ling
    Lin, Cheng Yong
    Johnson, Michael D.
    Dickson, Robert B.
    Michejda, Christopher J.
    Roller, Peter P.
    JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (24) : 5976 - 5983
  • [35] Design and synthesis of potent HIV-1 protease inhibitors incorporating hydroxyprolinamides as novel P2 ligands
    Gao, Bing-Lei
    Zhang, Cheng-Mei
    Yin, Yi-Zhen
    Tang, Long-Qian
    Liu, Zhao-Peng
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (12) : 3730 - 3733
  • [36] Design and Synthesis of Stereochemically Defined Novel Spirocyclic P2-Ligands for HIV-1 Protease Inhibitors
    Ghosh, Arun K.
    Chapsal, Bruno D.
    Baldridge, Abigail
    Ide, Kazuhiko
    Koh, Yashiro
    Mitsuya, Hiroaki
    ORGANIC LETTERS, 2008, 10 (22) : 5135 - 5138
  • [37] Design, synthesis and biological evaluation of P2-modified proline analogues targeting the HtrA serine protease in Chlamydia
    Hwang, Jimin
    Strange, Natalie
    Mazraani, Rami
    Phillips, Matthew J.
    Gamble, Allan B.
    Huston, Wilhelmina M.
    Tyndall, Joel D. A.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2022, 230
  • [38] Novel HIV-1 protease inhibitors: Design, synthesis, and biological evaluation
    Osswald, Heather
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [39] Rational design, synthesis and biological evaluation of novel HIV-1 protease inhibitors containing 2-phenylacetamide derivatives as P2 ligands with potent activity against DRV-Resistant HIV-1 variants
    Meng, Sihan
    Gao, Yu
    Qiang, Guowei
    Hu, Zhiwei
    Shan, Qi
    Wang, Juxian
    Wang, Yucheng
    Mou, Jie
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2024, 101
  • [40] Monoamine Oxidase Inhibitory Activity of Novel Pyrazoline Analogues: Curcumin Based Design and Synthesis
    Badavath, Vishnu Nayak
    Baysal, Ipek
    Ucar, Gulberk
    Sinha, Barij Nayan
    Jayaprakash, Venkatesan
    ACS MEDICINAL CHEMISTRY LETTERS, 2016, 7 (01): : 56 - 61
12345