β-4,4′-二羟基联苯卟啉的合成及其生物活性研究

Research on Synthesis of β-4,4′-Dihydroxybiphenyl Porphyrins and Their Biological Activities

以β-硝基四苯基金属卟啉为原料,将4,4′-二羟基联苯引入四苯基卟啉的β位得到一系列4,4′-二羟基联苯卟啉,通过紫外光谱、红外光谱、质谱及核磁共振氢谱等对该卟啉化合物进行了结构表征,并考察了其生物活性。结果表明,4,4′-二羟基联苯引入到四苯基卟啉的β位,使其Soret带一定程度上红移;β-4,4′-二羟基联苯卟啉具有明显的产生单线态氧的能力;光照条件下,β-4,4′-二羟基联苯卟啉对pBR322质粒DNA有明显的切割作用;β-4,4′-二羟基联苯卟啉可能是以外部自堆积的方式与CT-DNA发生作用的。

β-4,4′-Dihydroxybiphenyl porphyrins were synthesized by reaction of β-porphyrin with 4,4′-di-hydroxybiphenyl directly, and structurally characterized by UV,^1 HNMR, IR and MS. Their biological activities were explored also. The results showed that β-4,4′-dihydroxybiphenyl porphyrins possessed remarkable ability to generate single line oxygen and to cleavage pBR322 plasmid DNA under light irradiation. Furthurmore, it maybe bind with CT-DNA in the mode of external self-accumulation.