(甲)乙烯基化的叶绿素类二氢卟吩衍生物的合成及其光敏杀菌活性
收稿日期: 2015-08-31
修回日期: 2015-11-10
网络出版日期: 2015-11-20
基金资助
国家自然科学基金(No. 21272048)和山东省黄金工程技术研究中心(2011年度)资助项目.
Synthesis of (Methylenated)vinylated Chlorophyllous Chlorins and Study on Their Photosensitive Bactericidal Activities
Received date: 2015-08-31
Revised date: 2015-11-10
Online published: 2015-11-20
Supported by
Project supported by the National Natural Science Foundations of China (No. 21272048) and the Project of Shandong Applied Resarch Centre of Gold Nanotechnology (2011).
李彦龙 , 李家柱 , 张善国 , 王进军 . (甲)乙烯基化的叶绿素类二氢卟吩衍生物的合成及其光敏杀菌活性[J]. 有机化学, 2016 , 36(3) : 562 -571 . DOI: 10.6023/cjoc201508032
Pheophorbide-a and b methyl esters, as initial degraded products from chlorophyll-a and b, were used as starting materials, and the hydroxylmethylic or formylic structures were established making use of the active reaction regions on chlorin periphery by some common reactions, such as aldol condensation, allomerization, oxidant oxidation. The methylene or vinyl groups possessing higher reactivity were introduced at different site around chlorin pericycle by Grignard reavtion, acid-catalyzed dehydration and rearrangement reaction in E-ring. A series of unreported chlorophyllous chlorins substituted by multi-terminal alkenyl group were synthesized and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra. The in vitro photosensitive bactericidal activities of new chlorins were discussed and the possible mechanisms about corresponding reactions were tentatively proposed.
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