Biological Evaluation of New Largazole Analogues: Alteration of Macrocyclic Scaffold with Click Chemistry

被引：35

作者：

Li, Xianlin ^{[1
]}

Tu, Zhenchao ^{[1
]}

Li, Hua ^{[1
]}

Liu, Chunping ^{[1
]}

Li, Zheng ^{[2
]}

Sun, Qiao ^{[1
]}

Yao, Yiwu ^{[1
]}

Liu, Jinsong ^{[1
]}

Jiang, Sheng ^{[1
]}

机构：

[1] Chinese Acad Sci, Guangzhou Inst Biomed & Hlth, Lab Regenerat Biol, Guangzhou 510530, Guangdong, Peoples R China

[2] Methodist Hosp, Res Inst, Houston, TX 77030 USA

来源：

ACS MEDICINAL CHEMISTRY LETTERS | 2013年 / 4卷 / 01期

关键词：

HDAC inhibitor; peptides; macrocycles; largazole; click chemistry; HISTONE-DEACETYLASE INHIBITORS; EXPRESSION; CONFORMATION; CANCER; HDACS;

D O I：

10.1021/ml300371t

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We report the design, synthesis, and biological evaluation of a new series of largazole analogues in which a 4-methylthiazoline moiety was replaced with a triazole and tetrazole ring, respectively. Compound 7 bearing a tetrazole ring was identified to show much better selectivity for HDAC1 over HDAC9 than largazole (10-fold). This work could serve as a foundation for further exploration of selective HDAC inhibitors using a largazole molecular scaffold.

引用

页码：132 / 136

页数：5

共 50 条

[41] Synthesis and biological evaluation of new mannose 6-phosphate analogues
Vidal, S
Garcia, M
Montero, JL
Morère, A
BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (12) : 4051 - 4056
[42] Synthesis and Biological Evaluation of Distamycin Analogues - New Potential Anticancer Agents
Drozdowska, Danuta
Rusak, Malgorzata
Miltyk, Wojciech
Midura-Nowaczek, Krystyna
ARCHIV DER PHARMAZIE, 2009, 342 (02) : 87 - 93
[43] Synthesis and Biological Evaluation of a New Family of Constrained Azabicyclic Homocholine Analogues
Halliday, Jill I.
Chebib, Mary
McLeod, Malcolm D.
AUSTRALIAN JOURNAL OF CHEMISTRY, 2010, 63 (05) : 808 - 812
[44] Synthesis and biological evaluation of a new category of purine-nucleoside analogues
Li, DL
Bao, HL
Tan, QT
Ke, YP
You, TP
CHINESE JOURNAL OF CHEMISTRY, 2005, 23 (12) : 1659 - 1664
[45] Synthesis and biological evaluation of new clofibrate analogues as potential PPARα agonists
Perrone, MG
Santandrea, E
Dell'Uomo, N
Giannessi, F
Milazzo, FM
Sciarroni, AF
Scilimati, A
Tortorella, V
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (02) : 143 - 154
[46] Synthesis and biological evaluation of new securinine analogues as potential anticancer agents
Perez, Marc
Ayad, Tahar
Maillos, Philippe
Poughon, Valerie
Fahy, Jacques
Ratovelomanana-Vidal, Virginie
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 109 : 287 - 293
[47] Stereoselective synthesis of tetrahydrofuranyl 1,2,3-triazolyl C-nucleoside analogues by 'click' chemistry and investigation of their biological activity
Reddy, P. Venkat
Saquib, Mohammad
Mishra, Nripendra N.
Shukla, Praveen K.
Shaw, Arun K.
ARKIVOC, 2014, : 170 - 182
[48] Design and synthesis of a new, conformationally constrained, macrocyclic small-molecule inhibitor of STAT3 via 'click chemistry'
Chen, Jianyong
Nikolovska-Coleska, Zaneta
Yang, Chao-Yie
Gomez, Cindy
Gao, Wei
Krajewski, Krzysztof
Jiang, Sheng
Roller, Peter
Wang, Shaomeng
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (14) : 3939 - 3942
[49] Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers
Mollica, A
Davis, P
Ma, SW
Lai, J
Porreca, F
Hruby, VJ
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (10) : 2471 - 2475
[50] Design, synthesis and biological evaluation of new rhodacyanine analogues as potential antitumor agents
Li, Yang Xiong
Zhai, Xin
Liao, Wei Ke
Zhu, Wu Fu
He, Ying
Gong, Ping
CHINESE CHEMICAL LETTERS, 2012, 23 (04) : 415 - 418

← 1 2 3 4 5 →