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

Shin Miyamura; Misaho Araki; Yosuke Ota; Yukihiro Itoh; Shusuke Yasuda; Mitsuharu Masuda; Tomoyuki Taniguchi; Yoshihiro Sowa; Toshiyuki Sakai; Takayoshi Suzuki; Kenichiro Itami; Junichiro Yamaguchi

doi:10.1039/c6ob01483f

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

Shin Miyamura, Misaho Araki, Yosuke Ota, Yukihiro Itoh, Shusuke Yasuda, Mitsuharu Masuda, Tomoyuki Taniguchi, Yoshihiro Sowa, Toshiyuki Sakai, Takayoshi Suzuki^*, Kenichiro Itami, Junichiro Yamaguchi

^*Corresponding author for this work

School of Advanced Science and Engineering

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	8576-8585
Number of pages	10
Journal	Organic and Biomolecular Chemistry
Volume	14
Issue number	36
DOIs	https://doi.org/10.1039/c6ob01483f
Publication status	Published - 2016

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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Miyamura, S., Araki, M., Ota, Y., Itoh, Y., Yasuda, S., Masuda, M., Taniguchi, T., Sowa, Y., Sakai, T., Suzuki, T., Itami, K., & Yamaguchi, J. (2016). C-H activation enables a rapid structure-activity relationship study of arylcyclopropyl amines for potent and selective LSD1 inhibitors. Organic and Biomolecular Chemistry, 14(36), 8576-8585. https://doi.org/10.1039/c6ob01483f

Miyamura, S, Araki, M, Ota, Y, Itoh, Y, Yasuda, S, Masuda, M, Taniguchi, T, Sowa, Y, Sakai, T, Suzuki, T, Itami, K & Yamaguchi, J 2016, 'C-H activation enables a rapid structure-activity relationship study of arylcyclopropyl amines for potent and selective LSD1 inhibitors', Organic and Biomolecular Chemistry, vol. 14, no. 36, pp. 8576-8585. https://doi.org/10.1039/c6ob01483f

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abstract = "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.",

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AU - Araki, Misaho

AU - Ota, Yosuke

AU - Itoh, Yukihiro

AU - Yasuda, Shusuke

AU - Masuda, Mitsuharu

AU - Taniguchi, Tomoyuki

AU - Sowa, Yoshihiro

AU - Sakai, Toshiyuki

AU - Suzuki, Takayoshi

AU - Itami, Kenichiro

AU - Yamaguchi, Junichiro

PY - 2016

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

Abstract

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