Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB

Tsuyoshi Saitoh; Eriko Suzuki; Arisa Takasugi; Rika Obata; Yuichi Ishikawa; Kazuo Umezawa; Shigeru Nishiyama

doi:10.1016/j.bmcl.2009.07.120

Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB

Tsuyoshi Saitoh, Eriko Suzuki, Arisa Takasugi, Rika Obata, Yuichi Ishikawa, Kazuo Umezawa, Shigeru Nishiyama

Department of Humanities and Social Sciences

Research output: Contribution to journal › Article

13 Citations (Scopus)

Abstract

Dehydroxymethylepoxyquinomicin (DHMEQ, 1) is a novel nuclear factor-κB (NF-κB) inhibitor that inhibits DNA binding of NF-κB components including p65. To inspect its biological activity of 1, we synthesized parasitenone (3), possessing the common epoxycyclohexenone moiety of 1. Assessment of the inhibitory activity against NF-κB indicated that the epoxycyclohexenone moiety is the most essential element for the NF-κB inhibitory activity and the salicylic acid moiety may contribute the binding efficiency and specificity.

Original language	English
Pages (from-to)	5383-5386
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	18
DOIs	https://doi.org/10.1016/j.bmcl.2009.07.120
Publication status	Published - 2009 Sep 15

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Keywords

Anodic oxidation
DHMEQ
Epoxycyclohexenone
NF-κB inhibitor
Parasitenone

ASJC Scopus subject areas

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

Cite this

Saitoh, T., Suzuki, E., Takasugi, A., Obata, R., Ishikawa, Y., Umezawa, K., & Nishiyama, S. (2009). Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB. Bioorganic and Medicinal Chemistry Letters, 19(18), 5383-5386. https://doi.org/10.1016/j.bmcl.2009.07.120

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AU - Ishikawa, Yuichi

AU - Umezawa, Kazuo

AU - Nishiyama, Shigeru

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10.1016/j.bmcl.2009.07.120