立体化学
对映体
化学
真菌
外消旋化
衍生工具(金融)
生物
植物
金融经济学
经济
作者
Weifeng Xu,Rong Chao,Yang Hai,Yangyang Guo,Mei‐Yan Wei,Chang‐Yun Wang,Chang‐Lun Shao
标识
DOI:10.1021/acs.jnatprod.1c00098
摘要
Under the guidance of MS/MS-based molecular networking and HPLC-UV, two new alkaloid racemates, (±)-17-hydroxybrevianamide N (1) and (±)-N1-methyl-17-hydroxybrevianamide N (2), featuring a rare o-hydroxyphenylalanine residue and an imide subunit, were isolated from a soft-coral-derived Aspergillus sp. fungus. The true natural products (+)-1 and (+)-2 were further monitored and obtained from the freshly prepared EtOAc extracts, while (−)-1 and (−)-2 are artifacts generated during extraction and purification processes. Simultaneously, the structures including absolute configurations of (+)-13S-1, (−)-13R-1, (+)-13S-2, and (−)-13R-2 were elucidated on the basis of comprehensive spectroscopic analysis, ECD calculations, and X-ray diffraction data. Interestingly, basic solution promotes the racemization of (+)-1 and (−)-1, whereas acidic solution suppresses the transformation. The current research was concerned with the true natural products and their artifacts, providing critical insight into the isolation and identification of natural products.
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