Rogers, L, Majer, F, Sergeeva, NN et al. (3 more authors) (2013) Synthesis and biological evaluation of Foscan® bile acid conjugates to target esophageal cancer cells. Bioorganic and Medicinal Chemistry Letters, 23 (9). 2495 - 2499. ISSN 0960-894X
Abstract
Porphyrins and chlorins such as Foscan® have a natural proclivity to accumulate in cancer cells. This trait has made them good candidates for photosensitizers and as imaging agents in phototherapy. In order to improve on cellular selectivity to lower post-treatment photosensitivity bile acid porphyrin bioconjugates have been prepared and investigated in esophageal cancer cells. Bile acids which are known to selectively bind to, or be readily taken up by cancer cells were chosen as targeting moieties. Synthesis of the conjugates was achieved via selective nucleophilic monofunctionalization of 5,10,15,20-tetrahydroxyphenylporphyrins with propargyl bromide followed by Cu(I) mediated cycloaddition with bile acid azides in good yields. The compounds were readily taken up by esophageal cancer cells but showed no PDT activity.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Keywords: | Porphyrin; Bile acid; Fluorescence; Esophageal cancer; PDT |
Dates: |
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Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Colour Science (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 12 Nov 2015 09:34 |
Last Modified: | 12 Nov 2015 09:42 |
Published Version: | http://dx.doi.org/10.1016/j.bmcl.2013.03.040 |
Status: | Published |
Publisher: | Elsevier |
Identification Number: | 10.1016/j.bmcl.2013.03.040 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:87707 |