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

Cheng YanUniversity of Chinese Academy of Sciences, Beijing 100049, P.R. ChinaDavlat Kh. AkramovInstitute of Biochemistry, Samarkand State University, Samarkand city 140104, UzbekistanLola J. YakhshilikovaInstitute of Biochemistry, Samarkand State University, Samarkand city 140104, UzbekistanChengwei ZhuJie LuUniversity of Chinese Academy of Sciences, Beijing 100049, P.R. ChinaJin SuoState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. ChinaSanthosh PugazhShanghai Institute of Materia MedicaHongjian QinUniversity of Chinese Academy of SciencesSafomuddin AbduahadiState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. ChinaJishan QinUniversity of Chinese Academy of Sciences, Beijing 100049, P.R. ChinaTianwen HuJingshan ShenUniversity of Chinese Academy of SciencesFeipu YangShanghai Institute of Materia MedicaHaji Akber AisaSchool of Pharmacy, Xinjiang Medical University, Urumqi 830054, P.R. China

Journal of Natural Productsjournal2025en

Ochiq kirish: yoʻq

ABI

Annotatsiya

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 (1). The NMR data of all purchased samples were consistent. The X-ray crystallography characterization of one sample revealed it to be 1. The NMR data of 1 were fully assigned for the first time. Berbamine (2) was isolated from the roots of Berberis sieboldii Miq. The NMR data of 2 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.

Hali tarjima qilinmagan

Mavzular

Berberine and alkaloids research Plant-based Medicinal Research Ziziphus Jujuba Studies and Applications

Identifikatorlar

DOI: 10.1021/acs.jnatprod.4c01109

Iqtiboslar va manbalar

1 ta iqtibos 44 ta foydalanilgan manba