School of Chemistry and Biomedical Sciences Research Complex, University of St. Andrews and EaStCHEM, North Haugh, St. Andrews, Fife KY16 9ST, UK.
Org Lett. 2012 Dec 21;14(24):6166-9. doi: 10.1021/ol302859j. Epub 2012 Dec 5.
A concise synthesis of melohenine B and O-ethyl-14-epimelohenine B, from eburnamonine, was achieved via a biomimetic diastereoselective singlet oxygen-mediated oxidative cleavage of the indole C2-C7 bond. These studies enabled the assignment of the absolute configuration of the natural products. In line with a proposed biosynthetic pathway, the resulting nine-membered ring containing products could be converted to the corresponding quinolones.
通过生物模拟的立体选择性单重态氧介导的吲哚 C2-C7 键氧化裂解，实现了从 eburnamonine 中对 melohenine B 和 O-乙基-14-epimelohenine B 的简洁合成。这些研究使得天然产物的绝对构型得以确定。与提出的生物合成途径一致，得到的含有九个环的产物可以转化为相应的喹诺酮。
