Title

Syntheses of 1,2,3-triazole-BODIPYs bearing up to three carbohydrate units

Document Type

Article

Publication Date

1-1-2018

Abstract

© 2018 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique. A series of BODIPYs bearing one (4b,c), two (6a) or three (3b) glucose units attached to the meso(8) and the boron atom positions were synthesized using a Cu(i)-catalyzed Huisgen cycloaddition reaction. The resulting 1,2,3-triazole-BODIPYs were characterized by 1H, 13C and 11B NMR, HRMS, and in the case of 4a and 4b by X-ray crystallography. Triazole-BODIPYs 3b, 4b and 6a were highly permeable in cells and non-toxic to human HEp2 cells, both in the dark and upon light irradiation (IC50 > 100 μM). The time-dependent cellular uptake increased with the increase number of glucose units.

Publication Source (Journal or Book title)

New Journal of Chemistry

First Page

8241

Last Page

8246

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