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以芒柄花素、白杨素、3’,5’-二异丙基-7,4’-二羟基异黄酮和7-羟基异黄酮为原料分别合成了7-羟基-8-羟甲基-4’-甲氧基异黄酮(1)、8-(5,7-二羟基黄酮)-8’-(7’-羟基-4’’-甲氧基异黄酮)甲烷(2)、8,8-亚甲基-双(7-羟基-4’-甲氧基异黄酮)(3)、8,8-亚甲基-双(3’,5’-二异丙基-7,4’-二羟基异黄酮)(4)和8,8-亚甲基-双(7-羟基异黄酮)(5),采用IR、1HNMR、13CNMR和元素分析对1～5进行了结构表征。以溴化乙锭(EB)为荧光探针,研究了1～5与小牛胸腺DNA(ct-DNA)的弱相互作用。实验表明,双黄酮2～5与中间体1相比,对DNA更具亲和力。2、3对EB-DNA体系的荧光猝灭常数Kq2(25℃)=1.95×104L·mol-1,Kq2(35℃)=1.67×104L·mol-1;Kq3(25℃)=1.89×104L·mol-1,Kq3(35℃)=1.58×104L·mol-1,猝灭方式为静态猝灭。
Hydroxymethyl-7-hydroxy-8-hydroxymethyl-7-hydroxy-7-hydroxyisoflavone Methoxyisoflavone (1), 8- (5,7-dihydroxyflavone) -8’- (7’-hydroxy-4’-methoxyisoflavone) Methoxy-isoflavone) (3), 8,8-methylene-bis (3 ’, 5’-diisopropyl-7,4’ - dihydroxyisoflavone) (4) and 8,8-methylene-bis (7-hydroxyisoflavone) (5) were synthesized and characterized by IR, 1HNMR, 13CNMR and elemental analysis. The weak interaction between 1-5 and calf thymus DNA (ct-DNA) was investigated using ethidium bromide (EB) as a fluorescent probe. Experiments show that the bioflavonoids 2 ~ 5 compared with the intermediate 1, more affinity for DNA. The fluorescence quenching constants of 2,3-pair EB-DNA system were as follows: Kq2 (25 ℃) = 1.95 × 104L · mol -1, Kq2 (35 ℃) = 1.67 × 104L · mol-1; Kq3 (25 ℃) = 1.89 × 104L · Mol-1, Kq3 (35 ℃) = 1.58 × 104L · mol-1, the quenching mode is static quenching.