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酸碱条件下脱镁叶绿酸-a甲酯的空气氧化反应
引用本文:刘润南,邬旭然,殷军港,赵岩,宫宝安,王进军.酸碱条件下脱镁叶绿酸-a甲酯的空气氧化反应[J].烟台大学学报(自然科学与工程版),2003,16(1):43-48.
作者姓名:刘润南  邬旭然  殷军港  赵岩  宫宝安  王进军
作者单位:烟台大学,应用化学系,山东,烟台,264005
基金项目:国家科技部中韩政府间合作资助项目 (2 0 0 2 )
摘    要:以对叶绿素-a甲酯1为原料,在碱性条件下,其E-环经空气氧化发生重排而构成内酯,生成紫红素-18甲酯的镁铬合物,先后经硫酸脱金属镁离子和重氮甲烷酯化形成紫红素-18酯3,在酸性条件下对1进行空气氧化,其13^2位的氢原子被氧化而转变为羟基,生成(S)-和(R)-13^2-羟基脱镁叶绿-a甲酯异构体4a和4b。分离和表征了氧化产物,并根据反应条件提出可能的反应机理。所得到的氧化产物-叶绿酸衍生物均经UV、IR、^1H NMR及元素分析证明其分子结构。

关 键 词:酸碱条件  脱镁叶绿酸-a甲酯  空气氧化反应  反应机理  光动力疗癌法  分子结构  光动力抗癌药物
文章编号:1004-8820(2003)01-0043-06

Study on Air Oxidation of Methyl Pheophorbide-a
LIU Run nan,WU Xu ran,YIN Jun gang,ZHAO Yan,GONG Bao an,WANG Jin jun.Study on Air Oxidation of Methyl Pheophorbide-a[J].Journal of Yantai University(Natural Science and Engineering edirion),2003,16(1):43-48.
Authors:LIU Run nan  WU Xu ran  YIN Jun gang  ZHAO Yan  GONG Bao an  WANG Jin jun
Abstract:Methyl chlorophyll a 1 is used as starting material and its E ring is rearranged and converted into lactone to form magnesium purpure 18 ester complex by air oxidation under basic condition. After demetallization and methylation with diazomethane,purpure 18 ester 3 is obtained. In basic condition the air oxidation of compound 1 is carried out and hydrogen at 13 2 position is oxidized into hydroxyl group to generate ( S ) and ( R ) methyl pheophorbide a. The oxidation products are isolated from each other and characterized. The possible mechanisms according different reactive conditions are discussed. The structures of all obtained compounds are characterized by elemental analysis,UV,IR and 1 H NMR spectra.
Keywords:methyl pheophorbide  a  air  oxidation  reactive mechanism  photodynamic therapy ( PDT )
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