3¹,3²-didehydro-15-methylrhodoporphyrin dimethyl ester | 127571-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 3¹,3²-didehydro-15-methylrhodoporphyrin dimethyl ester
• 英文别名: 15-methyl-3¹,3²-didehydro-rhodoporphyrin-dimethyl ester
• CAS: 127571-08-8
• 化学式: C₃₅H₃₈N₄O₄
• 分子量: 578.711
• InChiKey: GHZWJAYJICHUOS-QHNLKOPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.89
• 重原子数：
  43.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  109.96
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3¹,3²-didehydro-15-methylrhodoporphyrin dimethyl ester 在 碘 、 potassium acetate 、 溶剂黄146 作用下， 生成 15-formyl-3¹,3²-didehydro-rhodoporphyrin-17-methyl ester
  参考文献：
  名称：

  Fischer; Oestreicher, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1939, vol. 262, p. 243,264

  摘要：

  DOI：
• 作为产物：
  描述：

  chlorin e4 dimethyl ester 在 甲酸 、 铁粉 作用下， 以 丙酮 为溶剂， 反应 0.08h， 以25%的产率得到3¹,3²-didehydro-15-methylrhodoporphyrin dimethyl ester
  参考文献：
  名称：

  Hynninen, Paavo H., Liebigs Annalen der Chemie, 1990, # 9, p. 835 - 840

  摘要：

  DOI：

文献信息

• Design, synthesis, and in vitro photodynamic activities of benzochloroporphyrin derivatives as tumor photosensitizers
  作者：Jianzhong Yao、Wannian Zhang、Chunquan Sheng、Zhenyuan Miao、Feng Yang、Jianxin Yu、Ling Zhang、Yunlong Song、Ting Zhou、Youjun Zhou

  DOI：10.1016/j.bmcl.2007.10.086

  日期：2008.1

  Novel benzochloroporphyrin derivatives (BCPDs) were designed, synthesized, and characterized. In vitro dark cytotoxicity and photodynamic efficacy of BCPDs were evaluated by MTT assay on human hepatoma BEL-7402 cells. The experimental results showed that BCPDs 15, 16, 17, and 18 have strong long wavelength absorptions around 670 nm and exhibit significantly lower dark cytotoxicity than BPDMA and possess potent photocytotoxicity, IC50 values 1.32 mu g/mL for 15, 0.26 mu g/mL for 16, 0.47 mu g/mL for 17 of 0.27 mu g/mL for 18, and 0.23 mu g/mL for BPDMA. Among them, BCPDs 16 and 18 are more effective and promising PDT photosensitizers based on the studies with BEL-7402 cells and show nearly the same photodynamic efficacy as BPDMA. MG-P staining qualitative analysis also indicated that PDT with BCPDs 16 can induce apoptosis in BEL7402 cells. (C) 2007 Published by Elsevier Ltd.