Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB |
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| Authors: | Tsuyoshi Saitoh Eriko Suzuki Arisa Takasugi Rika Obata Yuichi Ishikawa Kazuo Umezawa Shigeru Nishiyama |
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| Institution: | aDepartment of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan;bDepartment of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan |
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| 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. |
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| Keywords: | NF-κ B inhibitor DHMEQ Parasitenone Anodic oxidation Epoxycyclohexenone |
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