SIOC English
有机化学
高级检索

有机化学 ›› 2004, Vol. 24 ›› Issue (1): 53-58. 上一篇    下一篇

研究论文

E/Z-焦脱镁叶绿酸-a甲酯131-酮肟的合成及其烷(酰)基化反应

王进军*,a, 纪建业b, 韩光范c, 沈荣基d, 森章e, 初井敏一e   

  1. a烟台大学应用化学系 烟台 264005;
    b通化师范学院化学系 通化 134002;
    c华东船舶工业学院材料科学工程系 镇江 212003;
    d韩国化学研究所 韩国;
    e九州大学机能物质研究所 日本
  • 收稿日期:2003-04-18 修回日期:2003-06-13 接受日期:2003-07-18 发布日期:2022-09-21
  • 基金资助:
    国家科技部中韩政府间合作项目(2002年度)资助项目.

Synthesis of E/Z-131-Ketoxime Isomers of Methyl Pyropheophorbide-a and Their Alkylation and Acylation

WANG Jin-Jun*,a, JI Jian-Yeb, HAN Guang-Fanc, SHIM Young Keyd, Mori Akiroe, Hatsui Toshihidee   

  1. aDepartment of Applied Chemistry, Yantai University, Yantai 264005;
    bDepartment of Chemistry, Tonghua Teachers College, Tonghua 134002;
    cSchool of Material Science and Engineering, East China Shipbuilding Institute, Zhenjiang 212003;
    dKorea Research Institute of Chemical Technology, Taejon, Korea;
    eInstitute of Advanced Material Study, Kyushu University, Japan
  • Received:2003-04-18 Revised:2003-06-13 Accepted:2003-07-18 Published:2022-09-21
  • Contact: *E-mail: wjj1955@163.com

PDF

99

以焦脱镁叶绿酸-a甲酯(MPP-a)为起始原料,通过E环羰基与盐酸羟胺反应,生成Z/E顺反结构的焦脱镁叶绿酸-a甲酯酮肟异构体,分离后与酰卤和卤代烷反应,分别生成Z或者E型O-烷酰基酮肟和O-烷基酮肟.所合成新的二氢卟吩衍生物均经UV,IR, 1H NMR, 13C NMR及元素分析证实其结构.

关键词: 焦脱镁叶绿酸-a甲酯, E/Z-焦脱镁叶绿酸-a甲酯E环酮肟, 烷基化, 酰基化, 光动力疗法

Methyl pyropheophorbide-a (MPP-a) was used as starting material for the synthesis of new chlorin compounds. The Z/E-ketoxime isomers of methyl pyropheophorbide-a were obtained by reaction ofcarbonyl group at 131-position with hydroxylamine. The alkylation and acylation of E/Z-ketoximes were carried out by the reaction with alkyl halide andacyl halide to give Z- or E-O-aralkyl ketoxime and O-aroyl (acetyl) ketoxime, respectively. The structures of all these compounds were characterized by elemental analysis, UV, IR, 13C NMR and 1H NMR spectra.

Key words: methyl pyropheophorbide-a, E/Z-131-ketoxime of methyl pyropheophorbide-a, alkylation, acylation, photodynamictherapy