具有叶绿素碳架的二氢卟吩醛的合成及其与蛋白质的结合作用
收稿日期: 2016-10-31
修回日期: 2017-01-16
网络出版日期: 2017-03-03
基金资助
国家自然科学基金（No.21272048）和山东省高校科技计划（No.J15LC51）资助项目.
Synthesis of Chlorin Aldehydes with Chlorophyllous Skeleton and Their Interactions with Protein
Received date: 2016-10-31
Revised date: 2017-01-16
Online published: 2017-03-03
Supported by
Project supported by the National Natural Science Foundations of China (No.21272048) and the University Science and Technology Plan Projects of Shandong Province (No.J15LC51).
姜齐永 , 张珠 , 刘洋 , 姚楠楠 , 王进军 . 具有叶绿素碳架的二氢卟吩醛的合成及其与蛋白质的结合作用[J]. 有机化学, 2017 , 37(7) : 1814 -1823 . DOI: 10.6023/cjoc201610045
Pyropheophorbide-a (b) methyl esters were used as starting materials to form different chlorophyll degradation products by the modification of the exocyclic ring and the metallization of the chromophore. The new functional groups were introduced at 20-position via the Vilsmeier acylation and the Blanc hydroxymethylation. The active structures of chlorin peripheries were oxidized using osmium tetroxide, thaillum nitrate and air as oxidizing agent to introduce the formyl group and the formylmethyl group at 3-, 7-or 12-postion and on the exocyclic ring, respectively. A series of unreported chlorin aldehydes related to chlorophyll were synthesized and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra. The reaction mechanisms on the hydroformylation for the chlorophyllous chlorins were discussed and the interactions of new compounds with bovine serum albumins were researched.
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