一种新型呋喃香豆素类似物: 呋喃并萘并吡喃酮的合成及DNA嵌入活性

1,5-萘二酚经Pechmann缩合，烯丙基醚化，Claisen重排，乙酰化，溴加成，闭环六步反应，合成了一个新型的呋喃香豆素类似物，2H-4,8-二甲基呋喃并2',3':5,6]萘并1,2-b]吡喃-2-酮(6)。所得2～6的5个新化合物的结构均经^1H NMR，MS，IR，元素分析确证，测试了化合物6的紫外及荧光光谱。在DMSO-Tris HCl体系中，用荧光淬灭技术考察了6和7的DNA嵌入活性，求取了Scatchard表观嵌入常数，发现6和7都能有效地嵌入小牛胸腺DNA中，6的嵌入活性小于7。

Synthesis, characterization and DNA intercalation of a furonaphthopyronone as a novel analogue of furocoumarin

As a novel analogue of furocoumarin, 2H - 4,8 - dimethylfuro2' , 3' : 5,6 ]naphtho 1, 2 - b ] pyran - 2 - one 6 was sythesized through Pechmann condensation, etherification, Claisen rear rangement , acetylation , bromine addition and cyclization of 1 , 5 - naphthalenediol . The sructures of 6 and its precusors were fully characterized by 1H NMR, MS, IR and elemental analysis. The DNA - intercalative activity of 6 and 7 was investigated in DMSO - Tris HC1 system and their apparent Scatchard binding constants were calculated . It was found that 7 intercalate into DNA more efficiently than 6 due to the different substituents on the furan ring .