Discovery and structural modification of novel inhibitors of PTP1B inspired by the ACT fragment of scleritodermin A

被引：6

作者：

Wei, Yi ^{[1
]}

Chen, Yue-Ting ^{[1
]}

Shi, Lei ^{[1
]}

Gao, Li-Xin ^{[1
]}

Liu, Shen ^{[1
]}

Cui, Yong-Mei ^{[1
]}

Zhang, Wei ^{[1
]}

Shen, Qiang ^{[1
]}

Li, Jia ^{[1
]}

Nan, Fa-Jun ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Chinese Natl Ctr Drug Screening, Shanghai 201203, Peoples R China

来源：

MEDCHEMCOMM | 2011年 / 2卷 / 11期

基金：

中国国家自然科学基金;

关键词：

TYROSINE-PHOSPHATASE; 1B; DIVERSITY-ORIENTED SYNTHESIS; INSULIN SENSITIVITY; NATURAL-PRODUCTS; PROTEIN; MICE; INSPIRATION; DERIVATIVES; ADIPOSITY; CHEMISTRY;

D O I：

10.1039/c1md00153a

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of compounds synthesized from a key intermediate in the total synthesis of Scleritodermin A containing a novel conjugated thiazole moiety, 2-(1-amino-2-p-hydroxyphenylethane)-4-(4-carboxy2,4-dimethyl-2Z,4E-propadiene)-thiazole (ACT), were discovered to be potent inhibitors of protein tyrosine phosphatase 1B, with IC(50) values in the low micromolar range. Structure-activity relationships around the scaffold were investigated and some compounds exhibited more potent PTP1B inhibitory activity and improved specificities compared with the original hit.

引用

页码：1104 / 1109

页数：6

共 50 条

[1] Discovery of novel PTP1b inhibitors
Ockey, DA
Gadek, TR
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (02) : 389 - 391
[2] Discovery of novel PTP1B inhibitors with antihyperglycemic activity
Zhang Liu
Qian Chai
Yuan-yuan Li
Qiang Shen
Lan-ping Ma
Li-na Zhang
Xin Wang
Li Sheng
Jing-ya Li
Jia Li
Jing-kang Shen
Acta Pharmacologica Sinica, 2010, 31 : 1005 - 1012
[3] Discovery of novel PTP1B inhibitors with antihyperglycemic activity
Liu, Zhang
Chai, Qian
Li, Yuan-yuan
Shen, Qiang
Ma, Lan-ping
Zhang, Li-na
Wang, Xin
Sheng, Li
Li, Jing-ya
Li, Jia
Shen, Jing-kang
ACTA PHARMACOLOGICA SINICA, 2010, 31 (08) : 1005 - 1012
[4] Novel PTP1B inhibitors identified by DNA display of fragment pairs
Barluenga, Sofia
Zambaldo, Claudio
Ioannidou, Heraklidia A.
Ciobanu, Mihai
Morieux, Pierre
Daguer, Jean-Pierre
Winssinger, Nicolas
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (03) : 1080 - 1085
[5] Discovery of Novel PTP1B Inhibitors by High-throughput Virtual Screening
Debnath, Abhijit
Rani, Anjna
Mazumder, Rupa
Mazumder, Avijit
Singh, Rajesh Kumar
Sharma, Shalini
Srivastava, Shikha
Chaudhary, Hema
Mishra, Rashmi
Khurana, Navneet
Sanchitra, Jahanvi
Jan, Sk Ashif
CURRENT COMPUTER-AIDED DRUG DESIGN, 2024,
[6] The structural basis for the selectivity of benzotriazole inhibitors of PTP1B
Scapin, G
Patel, SB
Becker, JW
Wang, QP
Desponts, C
Waddleton, D
Skorey, K
Cromlish, W
Bayly, C
Therien, M
Gauthier, JY
Li, CS
Lau, CK
Ramachandran, C
Kennedy, BP
Asante-Appiah, E
BIOCHEMISTRY, 2003, 42 (39) : 11451 - 11459
[7] Discovery and structure-activity relationships of novel sulfonamides as potent PTP1B inhibitors
Holmes, CP
Li, XF
Pan, YJ
Xu, CD
Bhandari, A
Moody, CM
Miguel, JA
Ferla, SW
De Francisco, MN
Frederick, BT
Zhou, SQ
Macher, N
Jang, L
Irvine, JD
Grove, JR
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (19) : 4336 - 4341
[8] Discovery of novel PTP1b inhibitors from a non-HTS hit.
Kirincich, S
Follows, B
Moretto, A
Wan, ZK
Wilson, DP
Smith, MJ
Erbe, D
Tobin, J
Zhang, YL
Tam, M
Xu, WX
Joseph-McCarthy, D
Foreman, K
Tam, S
Lee, J
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U218 - U218
[9] Isothiazolidinone inhibitors of PTP1B
Yue, Eddy W.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
[10] PTP1B as a drug target: recent developments in PTP1B inhibitor discovery
Zhang, Sheng
Zhang, Zhong-Yin
DRUG DISCOVERY TODAY, 2007, 12 (9-10) : 373 - 381

← 1 2 3 4 5 →