Design and synthesis of 3,3-piperidine hydroxamate analogs as selective TACE inhibitors

被引：13
|
作者：
Lombart, Henry-Georges
Feyfant, Eric
Joseph-McCarthy, Diane
Huang, Adrian
Lovering, Frank
Sun, LinHong
Zhu, Yi
Zeng, Congmei
Zhang, Yuhua
Levin, Jeremy
机构：
[1] Wyeth Res, Chem & Screening Sci, Cambridge, MA 02140 USA
[2] Wyeth Res, Chem & Screening Sci, Pearl River, NY 10965 USA
[3] Wyeth Res, Inflammat, Cambridge, MA 02140 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 15期
关键词：
inflammation; TACE; rheumatoid arthritis;
D O I：
10.1016/j.bmcl.2007.05.022
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Structure-based methods were used to design P-sulfone 3,3-piperidine hydroxamates as TACE inhibitors with the aim of improving selectivity for TACE versus MMP-13. Several compounds in this series were synthesized and evaluated in enzymatic and cell-based assays. These analogs exhibit excellent in vitro potency against isolated TACE enzyme and show good selectivity for TACE over the related metalloproteases MMP-2, -13, and -14. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4333 / 4337
页数：5
相关论文
共 50 条
  • [41] Design, synthesis and antiproliferative activity of ACY-1215 analogs as potent selective histone deacetylases 6 inhibitors
    Duan, Hongfei
    Wang, Jiayun
    Gong, Guoliang
    Chen, Xin
    Chen, Xinyang
    MEDICINAL CHEMISTRY RESEARCH, 2023, 32 (11) : 2432 - 2441
  • [42] Design, synthesis and antiproliferative activity of ACY-1215 analogs as potent selective histone deacetylases 6 inhibitors
    Hongfei Duan
    Jiayun Wang
    Guoliang Gong
    Xin Chen
    Xinyang Chen
    Medicinal Chemistry Research, 2023, 32 : 2432 - 2441
  • [43] Design and synthesis of tetrahydropyridine analogs as selective COX-2 inhibitors and anti-breast cancer agents
    Gedeon, Shasline
    Gangapuram, Madhavi
    Eyunni, Suresh
    Mochona, Bereket
    Ardley, Tiffany
    Redda, Kinfe Ken
    CANCER EPIDEMIOLOGY BIOMARKERS & PREVENTION, 2022, 31 (01)
  • [44] DESIGN AND SYNTHESIS OF MANNOSE ANALOGS AS INHIBITORS OF ALPHA-MANNOSIDASE
    MAITY, SK
    DUTTA, SK
    BANERJEE, AK
    ACHARI, B
    SINGH, M
    TETRAHEDRON, 1994, 50 (23) : 6965 - 6974
  • [45] Design, synthesis, and biological evaluation of pyrimidine analogs as SecA inhibitors
    Bamba, Fante
    Jin, Jinshan
    Chaudhary, Arpana S.
    Tai, Phang C.
    Wang, Binghe
    MEDICINAL CHEMISTRY RESEARCH, 2021, 30 (07) : 1334 - 1340
  • [46] DESIGN AND SYNTHESIS OF TETRAHEDRAL INTERMEDIATE ANALOGS AS POTENTIAL DIHYDROOROTASE INHIBITORS
    LEVENSON, CH
    MEYER, RB
    JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (02) : 228 - 232
  • [47] Design, synthesis and evaluation of belinostat analogs as histone deacetylase inhibitors
    Zhang, Jie-Huan
    Mottamal, Madhusoodanan
    Jin, Hai-Shan
    Guo, Shanchun
    Gu, Yan
    Wang, Guangdi
    Zhao, Li-Ming
    FUTURE MEDICINAL CHEMISTRY, 2019, 11 (21) : 2765 - 2778
  • [48] Design and synthesis of sirtinol analogs as human neutrophil elastase inhibitors
    Hwang, Tsong-Long
    Lin, Jing-Yi
    Kuo, Liang-Mou
    Dhandabani, Ganesh Kumar
    Hsieh, Pei-Wen
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2023, 97
  • [49] Design, synthesis, and biological evaluation of pyrimidine analogs as SecA inhibitors
    Fante Bamba
    Jinshan Jin
    Arpana S. Chaudhary
    Phang C. Tai
    Binghe Wang
    Medicinal Chemistry Research, 2021, 30 : 1334 - 1340
  • [50] Design, synthesis, and evaluation of 3,4-disubstituted pyrazole analogs as antitumor CDK inhibitors
    Lin, Ronghui
    Connolly, Peter
    Chiu, George
    Yu, Yang
    Li, Shengjian
    Emanuel, Stuart
    Greenberger, Lee
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
12345