C-H activation enables a rapid structure-activity relationship study of arylcyclopropyl amines for potent and selective LSD1 inhibitors

被引：26

作者：

Miyamura, Shin ^{[1
,2
]}

Araki, Misaho ^{[1
,2
]}

Ota, Yosuke ^{[3
]}

Itoh, Yukihiro ^{[3
]}

Yasuda, Shusuke ^{[3
]}

Masuda, Mitsuharu ^{[3
]}

Taniguchi, Tomoyuki ^{[3
]}

Sowa, Yoshihiro ^{[3
]}

Sakai, Toshiyuki ^{[3
,4
]}

Suzuki, Takayoshi ^{[3
,4
]}

Itami, Kenichiro ^{[1
,2
,5
]}

Yamaguchi, Junichiro ^{[6
]}

机构：

[1] Nagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan

[2] Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan

[3] Kyoto Prefectural Univ Med, Grad Sch Med Sci, Sakyo Ku, 1-5 Shimogamo Hangi Cho, Kyoto 6030823, Japan

[4] Japan Sci & Technol Agcy JST, CREST, 4-1-8 Honcho, Kawaguchi, Saitama 3320012, Japan

[5] Nagoya Univ, Itami Mol Nanocarbon Project, JST, ERATO,Chikusa Ku, Nagoya, Aichi 4648602, Japan

[6] Waseda Univ, Dept Appl Chem, Shinjuku Ku, Shinjuku, Tokyo 1698555, Japan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 36期

关键词：

HISTONE DEMETHYLASE LSD1; TRANS-2-PHENYLCYCLOPROPYLAMINE; MECHANISM;

D O I：

10.1039/c6ob01483f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe the structure-activity relationship of various arylcyclopropylamines (ACPAs), which are potent LSD1 inhibitors. More than 45 ACPAs were synthesized rapidly by an unconventional method that we have recently developed, consisting of a C-H borylation and cross-coupling sequence starting from cyclopropylamine. We also generated NCD38 derivatives, which are known as LSD1 selective inhibitors, and discovered a more effective inhibitor compared to the original NCD38.

引用

页码：8576 / 8585

页数：10

共 13 条

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