Pöverlein Christoph, Breckle Gregor, Lindel Thomas
Department of Chemistry and Biochemistry, Ludwig Maximilian University, Butenandtstrasse 5-13, D-81377 Munich, Germany.
Org Lett. 2006 Mar 2;8(5):819-21. doi: 10.1021/ol0526219.
It is shown that the marine key metabolite oroidin undergoes Diels-Alder reactions with electron-poor dienophiles. However, on heating of oroidin in the absence of any reaction partner, cyclization to the natural product cyclooroidin takes place. This is the first direct conversion of oroidin to another pyrrole-imidazole alkaloid.
研究表明,海洋关键代谢产物奥洛定(oroidin)能与缺电子亲双烯体发生狄尔斯-阿尔德反应。然而,在没有任何反应伙伴的情况下加热奥洛定,会发生环化反应生成天然产物环奥洛定(cyclooroidin)。这是奥洛定首次直接转化为另一种吡咯-咪唑生物碱。