天然产物中的结构相似性导致样品误鉴定：以双苄基异喹啉生物碱氧化刺桐碱和小檗胺为例的研究

Structural Similarity in Natural Products Leading to Sample Misidentification: A Case Study of the Bisbenzylisoquinoline Alkaloids Oxyacanthine and Berbamine.

作者信息

Cheng Yan, Akramov Davlat, Yakhshilikova Lola, Zhu Chengwei, Lu Jie, Suo Jin, Pugazh Santhosh, Qin Hongjian, Abduahadi Safomuddin, Qin Jishan, Hu Tianwen, Shen Jingshan, Yang Feipu, Aisa Haji A

机构信息

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China.

University of Chinese Academy of Sciences, Beijing 100049, P.R. China.

出版信息

J Nat Prod. 2025 Jan 24;88(1):191-198. doi: 10.1021/acs.jnatprod.4c01109. Epub 2025 Jan 9.

DOI:10.1021/acs.jnatprod.4c01109

PMID:39787003

Abstract

The similar structures of natural compounds and the absence of NMR data for commercial products raise the risk of misidentification. This work reports a case in which purchased samples labeled as "berbamine" from 14 suppliers are oxyacanthine (). The NMR data of all purchased samples were consistent. The X-ray crystallography characterization of one sample revealed it to be . The NMR data of were fully assigned for the first time. Berbamine () was isolated from the roots of Miq. The NMR data of were assigned, and its crystal structure was reported for the first time. The authors intend to raise awareness and support the academic/industrial community through a study of this misidentification case.

摘要

天然化合物的相似结构以及商业产品缺乏核磁共振数据增加了误认的风险。本研究报告了这样一个案例：从14个供应商处购买的标记为“小檗胺”的样品实际上是尖刺碱（）。所有购买样品的核磁共振数据一致。对其中一个样品的X射线晶体学表征表明其为。首次完全归属了的核磁共振数据。小檗胺（）从三颗针（Miq.）的根中分离得到。归属了的核磁共振数据，并首次报道了其晶体结构。作者希望通过对这一误认案例的研究提高认识并为学术/工业界提供帮助。