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.)
Bioactive carbazole and quinoline alkaloids from Clausena dunniana
Phytochemistry ( IF 3.8 ) Pub Date : 2018-07-01 , DOI: 10.1016/j.phytochem.2018.03.009
Nankai Cao , Yuemei Chen , Xiaoli Ma , Kewu Zeng , Mingbo Zhao , Pengfei Tu , Jun Li , Yong Jiang

Nine undescribed carbazole and quinoline alkaloids, named dunnines A-E, and 14 known analogues were isolated from the leaves and stems of Clausena dunniana. Their structures were elucidated on the basis of comprehensive analysis of NMR and HRMS spectroscopic data, and the absolute configurations were assigned via comparison of their specific rotations and calculated and experimental ECD data. (±)-Dunnines A-C and (±)-clausenawalline A are four pairs of biscarbazole atropisomers and (±)-dunnine D is a pair of dihydropyranocarbazole enantiomers. They were separated by chiral HPLC to obtain the optically pure compounds. Three compounds showed weak inhibitory effects on nitric oxide production stimulated by lipopolysaccharide in BV-2 microglial cells (IC50 > 50 μM); five compounds could significantly promote insulin secretion in HIT-T15 cell line (1.9-3.1-fold of the control, p < 0.01) at 40 μM, and nine compounds could inhibit the apoptosis of PC12 cell induced by 6-hydroxydopamine with IC50 values in the range of 10.9-47.2 μM.

中文翻译:

来自 Clausena dunniana 的生物活性咔唑和喹啉生物碱

从 Clausena dunniana 的叶和茎中分离出 9 种未描述的咔唑和喹啉生物碱,命名为 dunnines AE,以及 14 种已知的类似物。在对NMR和HRMS光谱数据进行综合分析的基础上阐明了它们的结构,并通过比较它们的比旋光度和计算和实验ECD数据来分配绝对构型。(±)-Dunnines AC 和 (±)-clausenawalline A 是四对双咔唑阻转异构体,(±)-dunnine D 是一对二氢吡喃并咔唑对映体。它们通过手性 HPLC 分离以获得光学纯的化合物。三种化合物对 BV-2 小胶质细胞中脂多糖刺激的一氧化氮产生表现出弱抑制作用(IC50 > 50 μM);
更新日期:2018-07-01
down
wechat
bug