1191391-91-9Relevant academic research and scientific papers
Toward the Stereoselective Synthesis of Arthrobotrisin A: Fragment Synthesis and Coupling Studies
Kumar, Rayala Naveen,Kumar, Nandigama Satish,Meshram, Harshadas M.
, p. 1046 - 1050 (2017)
A route towards the stereocontrolled synthesis of arthrobotrisin A based on a Nozaki-Hiyama-Kishi (NHK) coupling strategy was developed. Highlights of the fragment synthesis include enzyme-catalyzed kinetic resolution, Negishi carbometalation-iodination, quinone formation through oxidation with hypervalent iodine, chiral oxazaborolidine-catalyzed asymmetric Diels-Alder reaction with cyclopentadiene, regio- and stereoselective epoxidation, Noyori reduction, retro-Diels-Alder reaction, diastereoselective Luche reduction, and, finally, a Nozaki-Hiyama-Kishi (NHK) coupling of the vinyl iodide fragment.
Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB
Saitoh, Tsuyoshi,Suzuki, Eriko,Takasugi, Arisa,Obata, Rika,Ishikawa, Yuichi,Umezawa, Kazuo,Nishiyama, Shigeru
scheme or table, p. 5383 - 5386 (2010/08/06)
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.
