State Key Laboratory of Bioactive Substance and Function of Natural Medicines , Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
J Nat Prod. 2020 Feb 28;83(2):489-496. doi: 10.1021/acs.jnatprod.9b01155. Epub 2020 Feb 14.
Six new pairs of isoquinoline alkaloid enantiomers, designated as yanhusanines A-F (-), were isolated from an aqueous extract of tubers. The structures of these enantiomers were elucidated via physicochemical analysis and a variety of spectroscopic methods. All compounds were resolved into their enantiomers via chiral-phase HPLC, and their configurations were determined by DP4+ NMR calculation methods, specific rotations, and comparison of experimental and calculated ECD spectra. Compounds - bear a rare 9-methyl moiety, and compound possesses a rare 1-oxa-6-azaspiro[4.5]decane core containing an -CHO group. Compounds (+)-, (-)-, (+)-, (-)-, (+)-, (-)-, (+)-, and (-)- exhibited selective inhibitory activities against human carboxylesterase (hCE2), in the IC value range of 2.0-13.2 μM.
从根茎的水提物中分离得到了 6 对新的异喹啉生物碱对映异构体，分别命名为延胡索宁 A-F（-）。通过物理化学分析和多种光谱方法阐明了这些对映异构体的结构。所有化合物均通过手性相 HPLC 拆分其对映异构体，并通过 DP4+ NMR 计算方法、比旋光度和实验与计算 ECD 光谱的比较确定其构型。化合物-具有罕见的 9-甲基部分，化合物 具有罕见的 1-氧杂-6-氮杂螺[4.5]癸烷核心，含有-CH O 基团。化合物（+）-、（-）-、（+）-、（-）-、（+）-、（-）-、（+）-和（-）-对人羧酸酯酶（hCE2）表现出选择性抑制活性，IC 值范围为 2.0-13.2 μM。
