S-Benzylisothiourea derivatives as small-molecule inhibitors of indoleamine-2,3-dioxygenase

Kenji Matsuno; Kazushige Takai; Yoshinobu Isaka; Yuka Unno; Masayuki Sato; Osamu Takikawa; Akira Asai

doi:10.1016/j.bmcl.2010.07.025

S-Benzylisothiourea derivatives as small-molecule inhibitors of indoleamine-2,3-dioxygenase

Kenji Matsuno, Kazushige Takai, Yoshinobu Isaka, Yuka Unno, Masayuki Sato, Osamu Takikawa, Akira Asai

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

40 Citations (Scopus)

Abstract

S-Benzylisothiourea 3a was discovered by its ability to inhibit indoleamine-2,3-dioxygenase (IDO) in our screening program. Subsequent optimization of the initial hit 3a lead to the identification of sub-μM inhibitors 3r and 10h, both of which suppressed kynurenine production in A431 cells. Synthesis and structure-activity relationship of S-benzylisothiourea analogues as small-molecule inhibitors of IDO are described.

Original language	English
Pages (from-to)	5126-5129
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	17
DOIs	https://doi.org/10.1016/j.bmcl.2010.07.025
Publication status	Published - 2010 Sept 1
Externally published	Yes

Keywords

Cancer
IDO
Kynurenine
SAR
Tryptophan

ASJC Scopus subject areas

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

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2010.07.025

Cite this

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title = "S-Benzylisothiourea derivatives as small-molecule inhibitors of indoleamine-2,3-dioxygenase",

abstract = "S-Benzylisothiourea 3a was discovered by its ability to inhibit indoleamine-2,3-dioxygenase (IDO) in our screening program. Subsequent optimization of the initial hit 3a lead to the identification of sub-μM inhibitors 3r and 10h, both of which suppressed kynurenine production in A431 cells. Synthesis and structure-activity relationship of S-benzylisothiourea analogues as small-molecule inhibitors of IDO are described.",

keywords = "Cancer, IDO, Kynurenine, SAR, Tryptophan",

author = "Kenji Matsuno and Kazushige Takai and Yoshinobu Isaka and Yuka Unno and Masayuki Sato and Osamu Takikawa and Akira Asai",

year = "2010",

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doi = "10.1016/j.bmcl.2010.07.025",

language = "English",

volume = "20",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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number = "17",

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TY - JOUR

T1 - S-Benzylisothiourea derivatives as small-molecule inhibitors of indoleamine-2,3-dioxygenase

AU - Matsuno, Kenji

AU - Takai, Kazushige

AU - Isaka, Yoshinobu

AU - Unno, Yuka

AU - Sato, Masayuki

AU - Takikawa, Osamu

AU - Asai, Akira

PY - 2010/9/1

Y1 - 2010/9/1

N2 - S-Benzylisothiourea 3a was discovered by its ability to inhibit indoleamine-2,3-dioxygenase (IDO) in our screening program. Subsequent optimization of the initial hit 3a lead to the identification of sub-μM inhibitors 3r and 10h, both of which suppressed kynurenine production in A431 cells. Synthesis and structure-activity relationship of S-benzylisothiourea analogues as small-molecule inhibitors of IDO are described.

AB - S-Benzylisothiourea 3a was discovered by its ability to inhibit indoleamine-2,3-dioxygenase (IDO) in our screening program. Subsequent optimization of the initial hit 3a lead to the identification of sub-μM inhibitors 3r and 10h, both of which suppressed kynurenine production in A431 cells. Synthesis and structure-activity relationship of S-benzylisothiourea analogues as small-molecule inhibitors of IDO are described.

KW - Cancer

KW - IDO

KW - Kynurenine

KW - SAR

KW - Tryptophan

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DO - 10.1016/j.bmcl.2010.07.025

M3 - Article

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AN - SCOPUS:77955656666

SN - 0960-894X

VL - 20

SP - 5126

EP - 5129

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 17

ER -

S-Benzylisothiourea derivatives as small-molecule inhibitors of indoleamine-2,3-dioxygenase

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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