当前位置: X-MOL 学术Phytochemistry › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
LC-MS guided isolation of sinodamines A and B: Chimonanthine-type alkaloids from the endangered ornamental plant Sinocalycanthus chinensis
Phytochemistry ( IF 3.2 ) Pub Date : 2018-04-14
Guang-Lei Ma, Juan Xiong, Ezzat E.A. Osman, Ting Huang, Guo-Xun Yang, Jin-Feng Hu

Two previously undescribed chimonanthine-type [sinodamines A and B] and five related known dimeric tryptamine-derived alkaloids were isolated and characterized from the leaves of the endangered ornamental plant Sinocalycanthus chinensis under the guidance of LC-MS detection and dereplication analyses, along with conventional isolation procedures. Their structures were established on the basis of spectroscopic methods and chemical transformations. Sinodamine A can be regarded as the naturally occurring N-oxide derivative of its pseudo-mesomer sinodamine B. An acid-catalyzed Meisenheimer rearrangement from sinodamine A to its oxazine-form with a final equilibrium of 1:2 was observed by monitoring their NMR spectra. (−)-Folicanthine showed significant cytotoxicity against human lung carcinoma A549 and colorectal carcinoma HT29 cells, with IC50 values of 7.76 and 6.16 μM, respectively.



中文翻译:

LC-MS指导分离西达敏胺A和B:来自濒危观赏植物中华蜡梅的烟碱型生物碱

在LC-MS检测和重复分析以及常规方法的指导下,从濒危观赏植物中华蜡梅的叶子中分离并鉴定了两种先前未描述的烟酰胺型[sinodamines A和B]和五种已知的二聚类色胺衍生的生物碱。隔离程序。它们的结构是在光谱方法和化学转化的基础上建立的。西诺多胺A可以看作是其氨基酸的天然存在的N-氧化物衍生物通过监测其NMR谱观察到酸催化的迈森海默重排从西诺定A到其恶嗪形式,最终平衡为1:2。(-)-Folianthine对人肺癌A549和结直肠癌HT29细胞显示出显着的细胞毒性,IC 50值分别为7.76和6.16μM。

更新日期:2018-04-25
down
wechat
bug