Citation: Li Yanlong, Li Jiazhu, Zhang Shanguo, Wang Jinjun. Synthesis of (Methylenated)vinylated Chlorophyllous Chlorins and Study on Their Photosensitive Bactericidal Activities[J]. Chinese Journal of Organic Chemistry, ;2016, 36(3): 562-571. doi: 10.6023/cjoc201508032 shu

Synthesis of (Methylenated)vinylated Chlorophyllous Chlorins and Study on Their Photosensitive Bactericidal Activities

Li Yanlong ^a ,
Li Jiazhu ^a ,
Zhang Shanguo ^a ,
Wang Jinjun ^a,b,*,,

a.
College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005
b.
Department of Food & Biological Engineering, Wenjing College, Yantai University, Yantai 264005

Corresponding author: Wang Jinjun, wjj1955@163.com
Received Date: 31 August 2015
Revised Date: 10 November 2015

Fund Project: the National Natural Science Foundations of China 21272048

Figures(3)

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.
- chlorophyll-a,
- chlorin,
- chemical modification,
- photosensitive bactericidal activity,
- synthesis
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