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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.
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    [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.
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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
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