α,β-cyclic-β-benzamido hydroxamic acids:: Novel templates for the design, synthesis, and evaluation of selective inhibitors of TNF-α converting enzyme (TACE)

被引：35

作者：

Ott, Gregory R. ^{[1
]}

Asakawa, Naoyuki ^{[1
]}

Lu, Zhonghui ^{[1
]}

Liu, Rui-Qin ^{[1
]}

Covington, Maryanne B. ^{[1
]}

Vaddi, Krishna ^{[1
]}

Qian, Mingxin ^{[1
]}

Newton, Robert C. ^{[1
]}

Christ, David D. ^{[1
]}

Traskos, James M. ^{[1
]}

James, Carl P. Decicco ^{[1
]}

机构：

[1] Bristol Myers Squibb Res & Dev, Dept Discovery Chem & Discovery Biol, Princeton, NJ 08543 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 02期

关键词：

TNF-alpha; tumor necrosis factor-alpha converting enzyme; TACE; matrix metalloproteinase; MMP; beta-amino acid;

D O I：

10.1016/j.bmcl.2007.11.059

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Selective inhibitors of TNF-alpha Converting Enzyme (TACE) based on (1R,2S)-cyclopentyl, (3S,4S)-pyrrolidinyl, and (3R,4S)-tetrahydrofuranyl beta-benzamido hydroxamic acids have been synthesized and evaluated. This study has led to the discovery of novel inhibitors whose profiles include activity against TACE in an enzyme assay, potency in the suppression of LPS-stimulated TNF-alpha in human whole blood, selectivity against a panel of MMPs and oral bioavailability. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：694 / 699

页数：6

共 50 条

[41] Design, synthesis and biological evaluation of novel cyclic malonamide derivatives as selective RIPK1 inhibitors
Petro, Jozsef Levente
Benyei, Gyula
Bana, Peter
Linke, Nikolett
Horti, Ferenc
Szabo, Judit Eszter
Szalai, Krisztina Katalin
Hornyanszky, Gabor
Greiner, Istvan
Eles, Janos
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2024, 100
[42] Design, Synthesis, and Evaluation of Dihydrobenzo[cd] indole-6-sulfonamide as TNF-α Inhibitors
Deng, Xiaobing
Zhang, Xiaoling
Tang, Bo
Liu, Hongbo
Shen, Qi
Liu, Ying
Lai, Luhua
FRONTIERS IN CHEMISTRY, 2018, 6
[43] Design, synthesis, and evaluation of cyclic amide/imide-bearing hydroxamic acid derivatives as class-selective histone deacetylase (HDAC) inhibitors
Shinji, Chihiro
Maeda, Satoko
Imai, Keisuke
Yoshida, Minoru
Hashimoto, Yuichi
Miyachi, Hiroyuki
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (22) : 7625 - 7651
[44] Design, Synthesis, and Biological Evaluation of Vanillin Hydroxamic Acid Derivatives as Novel Peptide Deformylase Inhibitors
Gao, Jian
Qiu, Shengzhi
Liang, Li
Hao, Zhixiang
Zhou, Qianqian
Wang, Fanfan
Mou, Jie
Lin, Qisi
CURRENT COMPUTER-AIDED DRUG DESIGN, 2018, 14 (01) : 95 - 101
[45] Potent, exceptionally selective, orally bioavailable inhibitors of TNF-α Converting Enzyme (TACE):: Novel 2-substituted-1H-benzo[d]imidazol-1-yl)methyl)benzamide P1′ substituents
Ott, Gregory R.
Asakawa, Naoyuki
Lu, Zhonghui
Anand, Rajan
Liu, Rui-Qin
Covington, Maryanne B.
Vaddi, Krishna
Qian, Mingxin
Newton, Robert C.
Christ, David D.
Trzaskos, James M.
Duan, James J. -W.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (05) : 1577 - 1582
[46] Synthesis and structure-activity relationship of a novel, achiral series of TNF-alpha converting enzyme inhibitors
Gilmore, JL
King, BW
Harris, C
Maduskuie, TP
Mercer, SE
Liu, RQ
Covington, MB
Qian, MX
Ribadeneria, MD
Vaddi, KG
Trzaskos, JM
Newton, RC
Decicco, CP
Duan, JJW
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U2667 - U2668
[47] Design, synthesis and activity evaluation of novel selective serotonin reuptake inhibitors
Jing, Yang
Xiao-Fang, Wang
Du Guan-Hua
Fang, Qin
Hui, Wen
Guang-Zhong, Yang
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2007, 28 (08): : 1503 - 1507
[48] Design, synthesis and evaluation of novel 2-butyl-4-chloroimidazole derived peptidomimetics as Angiotensin Converting Enzyme (ACE) inhibitors
Jallapally, Anvesh
Addla, Dinesh
Bagul, Pankaj
Sridhar, Balasubramanian
Banerjee, Sanjay K.
Kantevari, Srinivas
BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (13) : 3526 - 3533
[49] Design, synthesis and bioactivities of novel diarylthiophenes:: inhibitors of tumor necrosis factor-α (TNF-α) production
Fujita, M
Hirayama, T
Ikeda, N
BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (10) : 3113 - 3122
[50] Design of selective TACE inhibitors using molecular docking studies: Synthesis and preliminary evaluation of anti-inflammatory and TACE inhibitory activity
Sarkate, A. P.
Murumkar, P. R.
Lokwani, D. K.
Kandhare, A. D.
Bodhankar, S. L.
Shinde, D. B.
Bothara, K. G.
SAR AND QSAR IN ENVIRONMENTAL RESEARCH, 2015, 26 (11) : 905 - 923

← 1 2 3 4 5 →