Synthesis and Evaluation of Indole Aspartyl Ketones as Novel Caspase-3 Inhibitors

被引：0

作者：

Sengupta, S. ^{[1
]}

Rao, G. Venkateshwar ^{[1
]}

Dubey, P. K. ^{[2
]}

机构：

[1] Aurigene Discovery Technol Ltd, Div Med Chem, Bangalore 560100, Karnataka, India

[2] Jawaharlal Nehru Technol Univ, Coll Engn, Dept Chem, Hyderabad 500085, Andhra Pradesh, India

来源：

ASIAN JOURNAL OF CHEMISTRY | 2011年 / 23卷 / 12期

关键词：

Caspase inhibitors; Cysteine proteases; IDN-6556; Indole-N-acetic acid; IN-VIVO; POTENT; FLUOROMETHYLKETONES; APOPTOSIS; INTERLEUKIN-1-BETA; ACTIVATION; DIPEPTIDES; DISCOVERY; SAR;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis, biological evaluation and structure-activity relationships for a series of novel nonpeptide small molecule inhibitors of caspase-3 are described. Among the synthesized compounds, 2,3,5,6-tetrafluorophenoxymethyl ketone derivatives of indole-N-acetamides have been identified as potent inhibitors of caspase-3. The most active compound within this series (9a) inhibited caspase-3 with an IC50 = 0.64 mu M.

引用

页码：5517 / 5520

页数：4

共 50 条

[31] Design, synthesis and evaluation of indole and oxindole aspartic acid derivatives as potential caspase inhibitors
Mofford, David M.
Brush, Edward J.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
[32] Design, synthesis, biological evaluation and docking studies of sulfonyl isatin derivatives as monoamine oxidase and caspase-3 inhibitors
Tavari, Mohsen
Malan, Sarel F.
Joubert, Jacques
MEDCHEMCOMM, 2016, 7 (08) : 1628 - 1639
[33] Synthesis and application of novel fluorometric substrates for Caspase-3/7.
Wang, ZQ
Liao, JF
Diwu, ZJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U204 - U204
[34] Lipophilic versus hydrogen-bonding effect in P3 on potency and selectivity of valine aspartyl ketones as caspase 3 inhibitors
Mellon, C
Aspiotis, R
Black, CW
Bayly, CI
Grimm, EL
Giroux, A
Han, YX
Isabel, E
McKay, DJ
Nicholson, DW
Rasper, DM
Roy, S
Tam, J
Thornberry, NA
Vaillancourt, JP
Xanthoudakis, S
Zamboni, R
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (17) : 3886 - 3890
[35] Design, synthesis, and biologic evaluation of novel chrysin derivatives as cytotoxic agents and caspase-3/7 activators
Al-Oudat, Buthina Abdallah
Alqudah, Mohammad Ali
Audat, Suaad Abdallah
Al-Balas, Qosay Ali
El-Elimat, Tamam
Hassan, Mohammad Abdelhafeez
Frhat, Islam Nawaf
Azaizeh, Marwah Mohammad
DRUG DESIGN DEVELOPMENT AND THERAPY, 2019, 13 : 423 - 433
[36] Synthesis and evaluation of N-acyl-substituted 1,2-benzisothiazol-3-one derivatives as caspase-3 inhibitors
Li, Zhenghui
Pan, Yang
Zhong, Weilong
Zhu, Yunpeng
Zhao, Yongle
Li, Lixin
Liu, Wei
Zhou, Honggang
Yang, Cheng
BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (24) : 6735 - 6745
[37] Novel small molecule inhibitors of caspase-3 block cellular and biochemical features of apoptosis
Scott, CW
Sobotka-Briner, C
Wilkins, DE
Jacobs, RT
Folmer, JJ
Frazee, WJ
Bhat, RV
Ghanekar, SV
Aharony, D
JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 2003, 304 (01): : 433 - 440
[38] A novel class of small-molecule caspase-3 inhibitors prepared by multicomponent reactions
Zhu, Qiuhua
Gao, Lixin
Chen, Zhipeng
Zheng, Sichao
Shu, Huafei
Li, Jia
Jiang, Huanfeng
Liu, Shuwen
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 54 : 232 - 238
[39] Development of potent and selective caspase-3 inhibitors.
Aspiotis, R
Bayly, C
Becker, JW
Ethier, D
Francouer, S
Margarita, GC
Giroux, A
Grimm, EL
Han, YX
McKay, DJ
Nicholson, DW
Peterson, E
Rasper, DM
Renaud, J
Rotonda, J
Roy, S
Tam, J
Tawa, P
Thornberry, NA
Vaillancourt, J
Xanthoudakis, S
Zamboni, R
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U54 - U54
[40] Discovery of Potent, Selective and Reversible Caspase-3 Inhibitors
André Giroux
John Colucci
Christopher I. Bayly
Daniel J. Mckay
Sophie Roy
Steve Xanthoudakis
John Vaillancourt
Dita M. Rasper
John Tam
Paul Tawa
Donald W. Nicholson
Robert J. Zamboni
合成化学, 2004, (S1) : 13 - 13

← 1 2 3 4 5 →