Revised structure and synthesis of celastramycin A, A potent innate immune suppressor

Haruhisa Kikuchi; Mizuki Sekiya; Yasuhiro Katou; Kazunori Ueda; Takahiro Kabeya; Shoichiro Kurata; Oshiteru Oshima

doi:10.1021/ol9002306

Revised structure and synthesis of celastramycin A, A potent innate immune suppressor

Haruhisa Kikuchi, Mizuki Sekiya, Yasuhiro Katou, Kazunori Ueda, Takahiro Kabeya, Shoichiro Kurata, Oshiteru Oshima

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

28 Citations (Scopus)

Abstract

After searching for natural substances that regulate Innate Immunity using the ex vivo Drosophila culture system, a benzoyl pyrrole-type compound, celastramycin A, was Identified and Isolated as a potent suppressor. By synthesizing the previously reported structure 1 and another benzoyl pyrrole-type compound 2 reported In a Japanese patent, the correct structure of celastramycin A was confirmed to be 2. Compound 2 suppressed the production of IL-8 (IC₅₀ 0.06 μg/mL) In human umbilical vein endothelial cells (HUVECs).

Original language	English
Pages (from-to)	1693-1695
Number of pages	3
Journal	Organic Letters
Volume	11
Issue number	8
DOIs	https://doi.org/10.1021/ol9002306
Publication status	Published - 2009 Apr 16
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "After searching for natural substances that regulate Innate Immunity using the ex vivo Drosophila culture system, a benzoyl pyrrole-type compound, celastramycin A, was Identified and Isolated as a potent suppressor. By synthesizing the previously reported structure 1 and another benzoyl pyrrole-type compound 2 reported In a Japanese patent, the correct structure of celastramycin A was confirmed to be 2. Compound 2 suppressed the production of IL-8 (IC50 0.06 μg/mL) In human umbilical vein endothelial cells (HUVECs).",

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AU - Kikuchi, Haruhisa

AU - Sekiya, Mizuki

AU - Katou, Yasuhiro

AU - Ueda, Kazunori

AU - Kabeya, Takahiro

AU - Kurata, Shoichiro

AU - Oshima, Oshiteru

PY - 2009/4/16

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AB - After searching for natural substances that regulate Innate Immunity using the ex vivo Drosophila culture system, a benzoyl pyrrole-type compound, celastramycin A, was Identified and Isolated as a potent suppressor. By synthesizing the previously reported structure 1 and another benzoyl pyrrole-type compound 2 reported In a Japanese patent, the correct structure of celastramycin A was confirmed to be 2. Compound 2 suppressed the production of IL-8 (IC50 0.06 μg/mL) In human umbilical vein endothelial cells (HUVECs).

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Revised structure and synthesis of celastramycin A, A potent innate immune suppressor

Abstract

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