和厚朴酚桥连卟啉光敏剂合成与结构表征有机化学.pdfVIP

DOI: 10.6023/cjoc1110121 研究简报 有机化学 Chinese Journal of Organic Chemistry NOTE 和厚朴酚桥连卟啉光敏剂合成与结构表征 黄齐茂 王司卫 邓鹏星 周 红 胡学雷 潘志权* (武汉工程大学化工与制药学院 绿色化工过程省部共建教育部重点实验室 武汉 430073) 摘要 依次利用 2-萘酚、1,6-二溴己烷、和厚朴酚, 对 2-硝基-5,10,15,20- 四苯基卟啉及其金属配合物进行结构修饰, 首 次得到四对同分异构体桥连卟啉光敏剂, 目标产物经UV-Vis, 1H NMR, H-H COSY, IR, MS, 元素分析等表征. 以 1,3- 二苯基异苯并呋喃(DPBF)为猝灭剂测定了桥连卟啉产生单线态氧的能力; 采用凝胶电泳和紫外-可见光谱滴定法, 初 步考察了化合物对 pBR322 质粒 DNA 的光敏切割能力及其与小牛胸腺DNA 的作用模式. 关键词 卟啉; 和厚朴酚; 表征; 光敏活性 Synthesis and Characterization of Honokiol Bridged Porphyrins as Photosensitizers Huang, Qimao Wang, Siwei Deng, Pengxing Zhou, Hong Hu, Xuelei Pan, Zhiquan* (Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology, Wuhan 430073) Abstract Four pairs of porphyrin isomers have been synthesized by reaction of 2-nitrotetraphenylporphyrin and its metallic complexes with 2-naphthol, 1,6-dibromohexane and honokiol respectively, and structurally characterized by UV-Vis, 1H NMR, H-H COSY, IR, MS, and elemental analysis. The production of singlet oxygen under radiation was determined with 1,3-diphenylisobenzofuran (DPBF) as the quencher. Their photocleavage ability to pBR322 plasmid DNA has been tested by gel electrophoresis and the interaction with CT DNA was detected by UV-Vis spectroscopy preliminarily. Keywords porphyrin; honokiol; characterization; photosensitivity 光动力治疗(photodynamic therapy, PDT)是一种创 成分之一, 具有广谱抗菌、抗炎、抗病毒、抗肿瘤