RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines

Takuya Tashiro; Naomi Hongo; Ryusuke Nakagawa; Ken ichiro Seino; Hiroshi Watarai; Yasuyuki Ishii; Masaru Taniguchi; Kenji Mori

doi:10.1016/j.bmc.2008.08.060

RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines

Takuya Tashiro, Naomi Hongo, Ryusuke Nakagawa, Ken ichiro Seino, Hiroshi Watarai, Yasuyuki Ishii, Masaru Taniguchi, Kenji Mori

研究成果: Article › 査読

28 被引用数 (Scopus)

抄録

RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 (1) with a sulfonamide linkage instead of an amide bond, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells. RCAI-17, 22, 24-26, 29, 31, 34-36, and 88 are the aromatic sulfonamide analogs, while RCAI-39 and 40 are the aliphatic ones. RCAI-38 is a C-galactoside analog of RCAI-26, which is the p-toluenesulfonamide analog of KRN7000. According to their bioassay, these sulfonamide analogs were shown to be the stimulants of mouse NKT cells to induce the production of Th2-biased cytokines in vitro, while RCAI-38 did not induce any cytokine production.

本文言語	English
ページ（範囲）	8896-8906
ページ数	11
ジャーナル	Bioorganic and Medicinal Chemistry
巻	16
号	19
DOI	https://doi.org/10.1016/j.bmc.2008.08.060
出版ステータス	Published - 2008 10月 1
外部発表	はい

ASJC Scopus subject areas

生化学
分子医療
分子生物学
薬科学
創薬
臨床生化学
有機化学

文献へのアクセス

10.1016/j.bmc.2008.08.060

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「RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル

Tashiro, T., Hongo, N., Nakagawa, R., Seino, K. I., Watarai, H., Ishii, Y., Taniguchi, M., & Mori, K. (2008). RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines. Bioorganic and Medicinal Chemistry, 16(19), 8896-8906. https://doi.org/10.1016/j.bmc.2008.08.060

RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines. / Tashiro, Takuya; Hongo, Naomi; Nakagawa, Ryusuke その他.
In: Bioorganic and Medicinal Chemistry, Vol. 16, No. 19, 01.10.2008, p. 8896-8906.

研究成果: Article › 査読

Tashiro, T, Hongo, N, Nakagawa, R, Seino, KI, Watarai, H, Ishii, Y, Taniguchi, M & Mori, K 2008, 'RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines', Bioorganic and Medicinal Chemistry, vol. 16, no. 19, pp. 8896-8906. https://doi.org/10.1016/j.bmc.2008.08.060

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abstract = "RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 (1) with a sulfonamide linkage instead of an amide bond, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells. RCAI-17, 22, 24-26, 29, 31, 34-36, and 88 are the aromatic sulfonamide analogs, while RCAI-39 and 40 are the aliphatic ones. RCAI-38 is a C-galactoside analog of RCAI-26, which is the p-toluenesulfonamide analog of KRN7000. According to their bioassay, these sulfonamide analogs were shown to be the stimulants of mouse NKT cells to induce the production of Th2-biased cytokines in vitro, while RCAI-38 did not induce any cytokine production.",

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author = "Takuya Tashiro and Naomi Hongo and Ryusuke Nakagawa and Seino, {Ken ichiro} and Hiroshi Watarai and Yasuyuki Ishii and Masaru Taniguchi and Kenji Mori",

note = "Funding Information: We are grateful to Mr. H. Kamijuku (St. Marianna University School of Medicine) and Ms. Y. Nagata (RIKEN) for their preliminary contribution in bioassay. We thank Ms. K. Utsunomiya and Mr. H. Tawaragi for their technical support of this work. We also thank Mr. K. Sakai and Dr. M. Iida (both at Seikagaku Kogyo Co.) for their helpful comments. T.T. thanks Professor T. Nakata (Science University of Tokyo) for his encouragement. This work was partly supported by Grant-in Aid for Young Scientists (B) (No. 20790108) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan.",

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T2 - Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines

AU - Tashiro, Takuya

AU - Hongo, Naomi

AU - Nakagawa, Ryusuke

AU - Seino, Ken ichiro

AU - Watarai, Hiroshi

AU - Ishii, Yasuyuki

AU - Taniguchi, Masaru

AU - Mori, Kenji

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PY - 2008/10/1

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N2 - RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 (1) with a sulfonamide linkage instead of an amide bond, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells. RCAI-17, 22, 24-26, 29, 31, 34-36, and 88 are the aromatic sulfonamide analogs, while RCAI-39 and 40 are the aliphatic ones. RCAI-38 is a C-galactoside analog of RCAI-26, which is the p-toluenesulfonamide analog of KRN7000. According to their bioassay, these sulfonamide analogs were shown to be the stimulants of mouse NKT cells to induce the production of Th2-biased cytokines in vitro, while RCAI-38 did not induce any cytokine production.

AB - RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 (1) with a sulfonamide linkage instead of an amide bond, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells. RCAI-17, 22, 24-26, 29, 31, 34-36, and 88 are the aromatic sulfonamide analogs, while RCAI-39 and 40 are the aliphatic ones. RCAI-38 is a C-galactoside analog of RCAI-26, which is the p-toluenesulfonamide analog of KRN7000. According to their bioassay, these sulfonamide analogs were shown to be the stimulants of mouse NKT cells to induce the production of Th2-biased cytokines in vitro, while RCAI-38 did not induce any cytokine production.

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KW - OCH

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KW - α-Galactosylceramides

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