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诺卡维奥瓜A和B:来自根瘤相关物种的两种脂环肽

Nocaviogua A and B: two lipolanthines from root-nodule-associated sp.

作者信息

Chang Shanshan, Luo Yajun, He Ning, Huang Xinyue, Chen Mingxu, Yuan Lijie, Xie Yunying

机构信息

CAMS Key Laboratory of Synthetic Biology for Drug Innovation, Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China.

Hebei Key Laboratory for Chronic Diseases, Tangshan Key Laboratory for Preclinical and Basic Research on Chronic Diseases, School of Basic Medical Sciences, North China University of Science and Technology, Tangshan, Hebei, China.

出版信息

Front Chem. 2023 Aug 3;11:1233938. doi: 10.3389/fchem.2023.1233938. eCollection 2023.

Abstract

Nocaviogua A () and B (), two lipolanthines featuring a non-canonical avionin (Avi)-containing macrocycle and a long acyl chain, were identified from the mutualistic actinomycete sp. XZ19_369, which was isolated from the nodules of sea buckthorn collected in Tibet. Their planar structures were elucidated via extensive analyses of 1D and 2D NMR, as well as HRMS data. The absolute configurations were fully elucidated by advanced Marfey's analysis and GIAO NMR calculations, representing the first time that the configurations of this family of lipolanthines have been determined. Nocaviogua A () exhibited weak cytotoxicity against human chronic uveal melanoma cells (UM92-1), non-small cell lung cancer (NCI-H2170), and breast cancer (MDA-MB-231). Our work provides valuable information on this burgeoning class of lipolanthines for further investigations.

摘要

从西藏采集的沙棘根瘤中分离出的共生放线菌XZ19_369中,鉴定出了诺卡维瓜A()和B(),这两种脂环肽具有一个含非经典阿维宁(Avi)的大环和一条长酰基链。通过对一维和二维核磁共振以及高分辨质谱数据的广泛分析,阐明了它们的平面结构。通过先进的马尔菲分析和GIAO核磁共振计算,完全阐明了其绝对构型,这是首次确定该类脂环肽的构型。诺卡维瓜A()对人慢性葡萄膜黑色素瘤细胞(UM92-1)、非小细胞肺癌(NCI-H2170)和乳腺癌(MDA-MB-231)表现出微弱的细胞毒性。我们的工作为进一步研究这类新兴的脂环肽提供了有价值的信息。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b6/10435860/3e2ce63e9b7b/fchem-11-1233938-g001.jpg

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