Message Board

Respected readers, authors and reviewers, you can add comments to this page on any questions about the contribution, review,        editing and publication of this journal. We will give you an answer as soon as possible. Thank you for your support!

Name
E-mail
Phone
Title
Content
Verification Code

HAN Guiyan, MENG Zhi, LIU Minghui, LIU Junhong, SHENG Chunquan, YAO Jianzhong. Optimization of synthesis process of photosensitizer chlorin f[J]. Journal of Pharmaceutical Practice and Service, 2016, 34(2): 135-137. doi: 10.3969/j.issn.1006-0111.2016.02.010
Citation: HAN Guiyan, MENG Zhi, LIU Minghui, LIU Junhong, SHENG Chunquan, YAO Jianzhong. Optimization of synthesis process of photosensitizer chlorin f[J]. Journal of Pharmaceutical Practice and Service, 2016, 34(2): 135-137. doi: 10.3969/j.issn.1006-0111.2016.02.010

Optimization of synthesis process of photosensitizer chlorin f

doi: 10.3969/j.issn.1006-0111.2016.02.010
  • Received Date: 2015-11-30
  • Rev Recd Date: 2016-01-06
  • Objective To improve the synthesis process of chlorine f(1). Methods A "one-pot" method was applied to prepare Photosensitizer component(1), using pheophorbide a(3) as raw material by oxidating and cracking of the E-ring of(3) with bubbling oxygen in alcoholic solution of potassium hydroxide at 0℃ followed by refluxing in nitrogen atmosphere. In order to obtain the optimal synthetic procedure, the orthogonal experimental design of L9(34) was adopted to investigate three different levels of four main factors i.e. ring opening reaction time, alcoholic variety, alkali concentration and refluxing reaction time. Results The target compound(1) was optimizedly synthesized through treatment of raw material(3) with bubbling oxygen in 25% ethanol solution of potassium hydroxide at 0℃ for 30 min, followed by refluxing in nitrogen atmosphere for 20 min in yield of 40.8%. Conclusion The procedure developed has some advantages of simple and safty operation, and high synthetic yield.
  • [1] Agostinis P, Berg K, Cengel KA, et al. Photodynamic therapy of cancer:an update[J]. CA Cancer J Clin, 2011, 61(4):250-281.
    [2] Kamkaew A, Lim SH, Lee HB, et al. BODIPY dyes in photodynamic therapy[J]. Chem Soc Rev, 2013, 42(1):77-88.
    [3] Oliveira KT, Momo PB, Assis FF, et al. Chlorins:natural sources, synthetic developments and main applications[J]. Current Organic Synthesis, 2014, 11(1):42-58.
    [4] Zhang JL, Deng L, Yao JZ, et al. Synthesis and photobiological study of a novel chlorin photosensitizer BCPD-18MA for photodynamic therapy[J]. Bioorg Med Chem, 2011, 19(18):5520-5528.
    [5] 姚建忠,贺祥,沈卫镝,等. 二氢卟吩f的合成及肿瘤光生物活性[J]. 中国药学杂志, 1999, 34(12):846-848.
    [6] 姚建忠,陈文辉,贺祥,等. 二氢卟吩F甲醚的合成及其光敏化力和肿瘤光生物活性[J]. 药学学报,2000, 35(1):63-66.
    [7] 姚建忠,沈卫镝,刘建飞,等. 2-(1-羟基)乙基二氢卟吩f及其醚衍生物对小鼠肉瘤180移植瘤的光化学治疗作用[J]. 中国激光医学杂志,2000, 9(4):228-230.
    [8] 姚建忠,刘建飞,张万年,等. 2-(1-羟基)乙基二氢卟吩f及其醚衍生物的合成和肿瘤光生物活性[J]. 中国药物化学杂志,2001, 11(1):1-4.
    [9] 姚建忠,张万年,王小燕,等. 正交实验设计优化二氢卟吩f的制备反应条件[J]. 数理医药学杂志,2002, 15(4):361-362.
    [10] 周怀梧. 医药用数理统计[M].济南:山东教育出版社,1986:148.
    [11] 马志庆,周介南. 医药数理统计.4版.[M]. 北京:科学出版社,2012:174-177.
  • 加载中
通讯作者: 陈斌, [email protected]
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索

Article Metrics

Article views(3442) PDF downloads(22) Cited by()

Related
Proportional views

Optimization of synthesis process of photosensitizer chlorin f

doi: 10.3969/j.issn.1006-0111.2016.02.010

Abstract: Objective To improve the synthesis process of chlorine f(1). Methods A "one-pot" method was applied to prepare Photosensitizer component(1), using pheophorbide a(3) as raw material by oxidating and cracking of the E-ring of(3) with bubbling oxygen in alcoholic solution of potassium hydroxide at 0℃ followed by refluxing in nitrogen atmosphere. In order to obtain the optimal synthetic procedure, the orthogonal experimental design of L9(34) was adopted to investigate three different levels of four main factors i.e. ring opening reaction time, alcoholic variety, alkali concentration and refluxing reaction time. Results The target compound(1) was optimizedly synthesized through treatment of raw material(3) with bubbling oxygen in 25% ethanol solution of potassium hydroxide at 0℃ for 30 min, followed by refluxing in nitrogen atmosphere for 20 min in yield of 40.8%. Conclusion The procedure developed has some advantages of simple and safty operation, and high synthetic yield.

HAN Guiyan, MENG Zhi, LIU Minghui, LIU Junhong, SHENG Chunquan, YAO Jianzhong. Optimization of synthesis process of photosensitizer chlorin f[J]. Journal of Pharmaceutical Practice and Service, 2016, 34(2): 135-137. doi: 10.3969/j.issn.1006-0111.2016.02.010
Citation: HAN Guiyan, MENG Zhi, LIU Minghui, LIU Junhong, SHENG Chunquan, YAO Jianzhong. Optimization of synthesis process of photosensitizer chlorin f[J]. Journal of Pharmaceutical Practice and Service, 2016, 34(2): 135-137. doi: 10.3969/j.issn.1006-0111.2016.02.010
Reference (11)

Catalog

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return