Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan.
J Nat Prod. 2011 May 27;74(5):1323-6. doi: 10.1021/np200031d. Epub 2011 Mar 16.
Pinnarine (1), a new macrocyclic alkaloid, was isolated from the black marine sponge Halichondria okadai. The structure was elucidated on the basis of 2D NMR and comparison with the spectra of the co-isolated known halichlorine. Further confirmation of the structure and the absolute configuration was validated by a synthetic method from authentic pinnaic acid and CD analysis. The isolation of pinnarine also suggested a biogenetic pathway from pinnaic acid to halichlorine.
来自黑海绵 Halichondria okadai 的新大环生物碱 pinnarine (1) 被分离出来。结构是基于 2D NMR 并与共分离的已知 halichlorine 的光谱进行比较而阐明的。通过从纯 pinnaic 酸和 CD 分析的合成方法进一步验证了结构和绝对构型的准确性。 pinnarine 的分离也提示了从 pinnaic 酸到 halichlorine 的生物合成途径。