Thioglycosylated cationic porphyrins––convenient synthesis and photodynamic activity in vitro
Ahmed, Sajida; Davoust, Eric; Savoie, H.; Boa, Andrew N; Boyle, Ross W
Dr Andrew Boa A.N.Boa@hull.ac.uk
Ross W Boyle
A convenient and flexible synthesis of meso-tetraaryl porphyrins substituted with three thioglycosyl units, and also bearing one pyridyl substituent is reported. Quaternisation of the pyridine nitrogen with alkyl iodides gives access to a range of water soluble glycosyl cationic porphyrins. Screening for photodynamic activity against human colorectal adenocarcinoma cells (HT-29) indicates that all the glycosyl cationic porphyrins made in this way are active photosensitisers, but direct comparison with a cationic porphyrin bearing no sugar residues indicates an important role for these groups in reducing generalised 'dark' toxicity.
Ahmed, S., Davoust, E., Savoie, H., Boa, A. N., & Boyle, R. W. (2004). Thioglycosylated cationic porphyrins––convenient synthesis and photodynamic activity in vitro. Tetrahedron letters; the international organ for the rapid publication of preliminary communications in organic chemistry, 45(31), 6045-6047. https://doi.org/10.1016/j.tetlet.2004.06.021
|Journal Article Type||Article|
|Acceptance Date||Jun 3, 2004|
|Online Publication Date||Jul 2, 2004|
|Publication Date||Jul 26, 2004|
|Deposit Date||Jul 5, 2018|
|Peer Reviewed||Peer Reviewed|
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