Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors

Takanori Matsumaru; Makoto Inai; Kana Ishigami; Toshiki Iwamatsu; Hiroshi Maita; Satoko Otsuguro; Takao Nomura; Akira Matsuda; Satoshi Ichikawa; Masahiro Sakaitani; Satoshi Shuto; Katsumi Maenaka; Toshiyuki Kan

doi:10.1016/j.bmcl.2017.03.055

Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors

Takanori Matsumaru, Makoto Inai, Kana Ishigami, Toshiki Iwamatsu, Hiroshi Maita, Satoko Otsuguro, Takao Nomura, Akira Matsuda, Satoshi Ichikawa, Masahiro Sakaitani, Satoshi Shuto, Katsumi Maenaka, Toshiyuki Kan

化学科

研究成果: Article › 査読

抄録

We accomplished divergent synthesis of potent kinase inhibitor BAY 61-3606 (1) and 27 derivatives via conjugation of imidazo[1,2-c]pyrimidine and indole ring compounds with aromatic (including pyridine) derivatives by means of palladium-catalyzed cross-coupling reaction. Spleen tyrosine kinase (Syk) and germinal center kinase (Gck, MAP4K2) inhibition assays showed that some of the synthesized compounds were selective Gck inhibitors.

本文言語	English
ページ（範囲）	2144-2147
ページ数	4
ジャーナル	Bioorganic and Medicinal Chemistry Letters
巻	27
号	10
DOI	https://doi.org/10.1016/j.bmcl.2017.03.055
出版ステータス	Published - 2017

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

文献へのアクセス

10.1016/j.bmcl.2017.03.055

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引用スタイル

Matsumaru, T., Inai, M., Ishigami, K., Iwamatsu, T., Maita, H., Otsuguro, S., Nomura, T., Matsuda, A., Ichikawa, S., Sakaitani, M., Shuto, S., Maenaka, K., & Kan, T. (2017). Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors. Bioorganic and Medicinal Chemistry Letters, 27(10), 2144-2147. https://doi.org/10.1016/j.bmcl.2017.03.055

Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors. / Matsumaru, Takanori; Inai, Makoto; Ishigami, Kana; Iwamatsu, Toshiki; Maita, Hiroshi; Otsuguro, Satoko; Nomura, Takao; Matsuda, Akira; Ichikawa, Satoshi; Sakaitani, Masahiro; Shuto, Satoshi; Maenaka, Katsumi; Kan, Toshiyuki.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 27, No. 10, 2017, p. 2144-2147.

研究成果: Article › 査読

Matsumaru, T, Inai, M, Ishigami, K, Iwamatsu, T, Maita, H, Otsuguro, S, Nomura, T, Matsuda, A, Ichikawa, S, Sakaitani, M, Shuto, S, Maenaka, K & Kan, T 2017, 'Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors', Bioorganic and Medicinal Chemistry Letters, vol. 27, no. 10, pp. 2144-2147. https://doi.org/10.1016/j.bmcl.2017.03.055

Matsumaru, Takanori ; Inai, Makoto ; Ishigami, Kana ; Iwamatsu, Toshiki ; Maita, Hiroshi ; Otsuguro, Satoko ; Nomura, Takao ; Matsuda, Akira ; Ichikawa, Satoshi ; Sakaitani, Masahiro ; Shuto, Satoshi ; Maenaka, Katsumi ; Kan, Toshiyuki. / Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors. In: Bioorganic and Medicinal Chemistry Letters. 2017 ; Vol. 27, No. 10. pp. 2144-2147.

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title = "Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors",

abstract = "We accomplished divergent synthesis of potent kinase inhibitor BAY 61-3606 (1) and 27 derivatives via conjugation of imidazo[1,2-c]pyrimidine and indole ring compounds with aromatic (including pyridine) derivatives by means of palladium-catalyzed cross-coupling reaction. Spleen tyrosine kinase (Syk) and germinal center kinase (Gck, MAP4K2) inhibition assays showed that some of the synthesized compounds were selective Gck inhibitors.",

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author = "Takanori Matsumaru and Makoto Inai and Kana Ishigami and Toshiki Iwamatsu and Hiroshi Maita and Satoko Otsuguro and Takao Nomura and Akira Matsuda and Satoshi Ichikawa and Masahiro Sakaitani and Satoshi Shuto and Katsumi Maenaka and Toshiyuki Kan",

note = "Funding Information: This research is (partially) supported by the Platform Project for Supporting in Drug Discovery and Life Science Research (Platform for Drug Discovery, Informatics, and Structural Life Science) from the Ministry of Education, Culture, Sports, Science (MEXT) and Japan Agency for Medical Research and development (AMED).",

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AU - Matsumaru, Takanori

AU - Inai, Makoto

AU - Ishigami, Kana

AU - Iwamatsu, Toshiki

AU - Maita, Hiroshi

AU - Otsuguro, Satoko

AU - Nomura, Takao

AU - Matsuda, Akira

AU - Ichikawa, Satoshi

AU - Sakaitani, Masahiro

AU - Shuto, Satoshi

AU - Maenaka, Katsumi

AU - Kan, Toshiyuki

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PY - 2017

Y1 - 2017

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AB - We accomplished divergent synthesis of potent kinase inhibitor BAY 61-3606 (1) and 27 derivatives via conjugation of imidazo[1,2-c]pyrimidine and indole ring compounds with aromatic (including pyridine) derivatives by means of palladium-catalyzed cross-coupling reaction. Spleen tyrosine kinase (Syk) and germinal center kinase (Gck, MAP4K2) inhibition assays showed that some of the synthesized compounds were selective Gck inhibitors.

KW - BAY 61-3606

KW - Gck

KW - Imidazo[1,2-c]pyrimidine

KW - Indole

KW - Kinase inhibitor

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