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Synthesis of Derivatives of Chlorin P6 Trimethyl Ester
Authors:Guang-Fan Han  Wei Dai  Wen-Tao Zhang  Zheng Xing  Yu-Yuan Zhao
Institution:1. School of Material Science and Engineering, Jiangsu University of Science and Technology , Zhenjiang, Jiangsu, China gf552002@yahoo.com.cn;3. School of Material Science and Engineering, Jiangsu University of Science and Technology , Zhenjiang, Jiangsu, China
Abstract:The Vilsmeier reaction of nickel(II) chlorin P6 trimethyl ester with 3-dimethyl-aminoacrolein yielded nickel(II) chlorin P6 20-(2-formylvinyl) trimethyl ester and nickel(II) chlorin P6 3-(1-hydroxyethyl)-3-devinyl-20-(2-formylvinyl) trimethyl ester. Also, the outgrowths of nickel(II) chlorin P6 20-(2-formyl) trimethyl ester and nickel(II) chlorin P6 3-(2-formylvinyl)-3-devinyl-20-(2-formyl) trimethyl ester were obtained by Vilsmeier reaction with dimethylformamide. By treating the derivatives of nickel(II) 20-(2-formyl)-chlorin and nickel(II) 3-(2-formylvinyl)-20-(2-formyl)-chlorin with trifluoracetic acid, the removal of the central nickel(II) ion was accomplished. The derivatives of 20-(2-formyl)-chlorin and 3-(2-formylvinyl)-20-(2-formyl)-chlorin demonstrated considerable bathochromic shift of the major absorption band in the red region of the optical spectrum.
Keywords:Chlorin P6 trimethyl ester  formyl-  formylvinyl-  photodynamic therapy  Vilsmeier reaction
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