Evaluation of angularly condensed diquinothiazines as potential anticancer agents
作者:Małgorzata Jeleń、Krystian Pluta、Małgorzata Latocha、Beata Morak-Młodawska、Kinga Suwińska、Dariusz Kuśmierz
DOI:10.1016/j.bioorg.2019.04.005
日期:2019.6
We present efficient synthesis of isomeric types of angularly fused diquinothiazines in the reactions of 2,2'-dichloro-3,3'-diquinolinyl disulfide and diquinodithiin with 3-, 5-, 6- and 8-aminoquinolines. The pentacyclic diquinothiazine ring systems were identified as diquino[3,2-b;3',4'-e][1,4]thiazine, diquino[3,2-b;5',6'-e][1,4]thiazine, diquino[3,2-b;6',5'-e][1,4]thiazine and diquino[3,2-b;8',7'-e][1
我们目前在2,2'-dichloro-3,3'-二喹啉基二硫化物和diquinodithiin与3-,5-,6-和8-氨基喹啉的反应中,高效合成了有角度融合的二喹噻嗪的异构体类型。五环二喹噻嗪环系统被确定为diquino [3,2-b; 3',4'-e] [1,4]噻嗪,diquino [3,2-b; 5',6'-e] [1, 4]噻嗪,二喹啉[3,2-b; 6',5'-e] [1,4]噻嗪和二喹啉[3,2-b; 8',7'-e] [1,4]噻嗪N-甲基衍生物的先进二维1H和13C NMR技术(COSY,ROESY,HSQC和HMBC)。通过选择的N-烷基衍生物的X射线衍射分析证实了五环系统的鉴定。X射线分析揭示了环系统的不同空间结构(平面的和折叠的)。NH-二喹噻嗪进一步被转化为N-烷基和N-二烷基氨基烷基衍生物。大部分二喹噻嗪类药物对人胶质母细胞瘤SNB-19,结直肠癌Caco-2,乳