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Synthesis of amide derivatives of chlorin e6 and investigation of their biological activity

Paper ID Volume ID Publish Year Pages File Format Full-Text
30107 44460 2015 6 PDF Available
Title
Synthesis of amide derivatives of chlorin e6 and investigation of their biological activity
Abstract

•The optimal temperature for alkylamide of chlorin e6 synthesis is 40 °C.•30-fold alkylamine molar excess is enough for good yield of alkylamide of chlorin e6.•Сhlorins with 6 and 7 carbon atoms in the alkyl part have the best photoactivity.

In this work there is a synthesis of new photosensitizers which is based on amide derivatives of chlorin е6 . For the disclosure of an extra ring of the initial compound - pheophorbide a 1, we used primary aliphatic amines with 4-12 carbon atoms in the alkyl chain. The reaction is carried out under mild conditions in chloroform with heating to 40ºС. The structure of all compounds obtained was confirmed by means of electronic, IR, 1Н-NMR spectroscopy and mass-spectrometry. The photoactivity and the dark toxicity of the compounds 2b-2h were investigated on two cancer cell lines: P-388 and K-562. The biological investigations revealed a good photoactivity and low dark toxicity of all compounds 2b-2f. The amide derivatives of chlorin е6 with 6 and 7 carbon atoms in the alkyl part showed the best results in our research. Thus, in this paper we propose a reliable scheme of synthesis of chlorin's photosensitizers which are promising agents for PDT.

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Keywords
Photosensitizer; Chlorin e6; PDT; Pheophorbide a; In vitro study
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Synthesis of amide derivatives of chlorin e6 and investigation of their biological activity
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology B: Biology - Volume 153, December 2015, Pages 76–81
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us