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六种源于甘松的倍半萜烯 hybrids nardochalaristolones A-D、nardoflavaristolone A 和 dinardokanshone F，来自甘松 Nardostachys jatamansi DC。

Six kanshone C-derived sesquiterpenoid hybrids nardochalaristolones A-D, nardoflavaristolone A and dinardokanshone F from Nardostachys jatamansi DC.

机构信息

Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin Key Laboratory of Chemistry and Analysis of Traditional Chinese Medicine, Institute of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshan Xidao Road, Nankai District, Tianjin 300193, People's Republic of China.

Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin Key Laboratory of Chemistry and Analysis of Traditional Chinese Medicine, Institute of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshan Xidao Road, Nankai District, Tianjin 300193, People's Republic of China.

出版信息

Bioorg Chem. 2018 Dec;81:35-43. doi: 10.1016/j.bioorg.2018.07.030. Epub 2018 Aug 2.

DOI:10.1016/j.bioorg.2018.07.030
PMID:30092385
Abstract

Four sesquiterpenoid-chalcone hybrids (nardochalaristolones A-D, 1-4), a pair of epimeric sesquiterpenoid-flavonone hybrids ((2'S)- and (2'R)-nardoflavaristolone A, 5 and 6), and a sesquiterpenoid dimer (dinardokanshone F, 7), all sharing a kanshone C-derived sesquiterpenoid unit, were isolated from the underground parts of Nardostachys jatamansi (D.Don) DC. Their structures were elucidated by analysis of the extensive spectroscopic data, and the absolute configurations were established by analysis of 2D NMR spectroscopic data including NOESY data, combined with comparisons of experimental and calculated electronic circular dichroism spectra. Further, the plausible biosynthetic pathways for these compounds were proposed. And the results of SERT activity assay revealed that nardochalaristolones C-D (3 and 4) and nardoflavaristolone A (5 and 6) significantly enhanced SERT activity, while other compounds didn't show any SERT regulatory activities.

摘要

从延胡索科植物甘松（Nardostachys jatamansi（D.Don）DC.）的地下部分分离得到四个倍半萜-查尔酮杂合体（nardochalaristolones A-D，1-4）、一对差向异构的倍半萜-黄酮酮杂合体（(2'S)-和(2'R)-nardoflavaristolone A，5 和 6）和一个倍半萜二聚体（dinardokanshone F，7），它们都含有一个源于 kanshone C 的倍半萜单元。通过分析广泛的光谱数据阐明了它们的结构，并通过分析包括 NOESY 数据在内的二维 NMR 光谱数据以及与实验和计算电子圆二色谱数据的比较确定了它们的绝对构型。此外，还提出了这些化合物的可能生物合成途径。SERT 活性测定的结果表明，nardochalaristolones C-D（3 和 4）和 nardoflavaristolone A（5 和 6）显著增强了 SERT 活性，而其他化合物则没有显示出任何 SERT 调节活性。

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