School of Chemistry , University of Wollongong , Wollongong , New South Wales 2522 , Australia.
J Nat Prod. 2019 Feb 22;82(2):283-292. doi: 10.1021/acs.jnatprod.8b00696. Epub 2019 Jan 29.
Four new chalcones (1, 10, 13, and 14), a new flavanone, (9), a new amide (8), and 19 known compounds were acquired from Melodorum siamensis. The structures were established by NMR and MS data analyses. Compounds 1 (er 1.4:1) and 2 (er 1.1:1) were scalemic and were resolved to yield (-)-1 and (+)-1 and (-)-2 and (+)-2, respectively. The absolute configurations of these compounds were determined from experimental and calculated ECD data. The structures and configurations of (-)-2 and (+)-8 were identified by single-crystal X-ray diffraction analysis. Compound 11 showed nuclear factor-κB inhibitory effects (IC = 9 μM) in a pancreatic β cell line (MIN-6 cells).
从密蒙花中分离得到四个新的查尔酮(1、10、13 和 14)、一个新的黄烷酮(9)、一个新的酰胺(8)和 19 个已知化合物。通过 NMR 和 MS 数据分析确定了这些化合物的结构。化合物 1(er 1.4:1)和 2(er 1.1:1)为外消旋体,通过拆分得到了 (-)-1 和 (+)-1 以及 (-)-2 和 (+)-2。这些化合物的绝对构型是通过实验和计算的 ECD 数据确定的。(-)-2 和 (+)-8 的结构和构型通过单晶 X 射线衍射分析确定。化合物 11 在胰岛β细胞系(MIN-6 细胞)中表现出核因子-κB 抑制作用(IC = 9 μM)。