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

ABSTRACT: Nocaviogua A (1) and B (2), two lipolanthines featuring a non-canonical avionin (Avi)-containing macrocycle and a long acyl chain, were identified from the mutualistic actinomycete Nocardia 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 (1) 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.

SUBMITTER: Chang S

PROVIDER: S-EPMC10435860 | biostudies-literature | 2023

REPOSITORIES: biostudies-literature

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

Chang Shanshan S Luo Yajun Y He Ning N Huang Xinyue X Chen Mingxu M Yuan Lijie L Xie Yunying Y

Frontiers in chemistry 20230803

Nocaviogua A (1) and B (2), two lipolanthines featuring a non-canonical avionin (Avi)-containing macrocycle and a long acyl chain, were identified from the mutualistic actinomycete Nocardia 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 calcul ...[more]

PMID: 37601909

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