Guangdong Key Laboratory for Research and the Development of Natural Drugs, The Marine Biomedical Research Institute, Guangdong Medical University, Zhanjiang, Guangdong 524023, China.
Institute for Advanced and Applied Chemical Synthesis, College of Pharmacy, Jinan University, Guangzhou, Guangdong 510632, China.
J Org Chem. 2022 Sep 16;87(18):12287-12296. doi: 10.1021/acs.joc.2c01477. Epub 2022 Aug 29.
The readily prepared and vinylated β-carboline has been converted over one or two steps into compounds -, the structures assigned to the recently reported marine natural products orthoscuticellines A-E. The spectral data recorded on the synthetically derived compounds are fully consistent with the assigned structures and, on making allowances for variations in the pH of the medium in which the spectra of the natural products were recorded, it is concluded that the structures assigned to orthoscuticellines A-E are most likely correct. Certainly, the calculated C NMR spectra of the α-, γ-, and δ-carboline isomers of compounds - suggest that orthoscuticellines A-E do incorporate the assigned β-carboline core.
易于制备的乙烯基 β-咔啉已通过一步或两步转化为化合物-，这些化合物的结构被分配给最近报道的海洋天然产物正交斯卡汀 A-E。在合成衍生化合物上记录的光谱数据与分配的结构完全一致，并且考虑到天然产物光谱记录的介质 pH 值的变化，可以得出结论，分配给正交斯卡汀 A-E 的结构很可能是正确的。当然，化合物-的α-、γ-和δ-咔啉异构体的计算 C NMR 谱表明，正交斯卡汀 A-E 确实包含了分配的 β-咔啉核心。
