Synthesis and properties of amphiphilic BODIPY derivatives bearing hydroxyl groups

Functionalizable BODIPY compounds with a hydrophobic alkyl chain at the meso position and hydroxyl groups attached through alkynyl links at the 2,6 or 4,4′ positions were conveniently synthesized using Sonogashira coupling or organolithium chemistry. The compounds are readily taken up and accumulate...

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Bibliographic Details
Published inTetrahedron letters Vol. 54; no. 16; pp. 2050 - 2054
Main Authors Vincent, Matthew, Beabout, Eva, Bennett, Richard, Hewavitharanage, Priya
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 17.04.2013
Elsevier
Subjects
Amphiphilic
BODIPY
Cell imaging
Chemistry
Chemistry, Organic
Excimer
Fluorescence
Physical Sciences
Science & Technology
Fluorescence
BODIPY
Amphiphilic
Cell imaging
Excimer
DYES
ANALOGS
SPECTROSCOPIC PROPERTIES
MEMBRANES
DIMERS
HIGHLY EFFICIENT
CHEMISTRY
DIPYRROMETHENEBORON DIFLUORIDE BODIPY
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Summary:Functionalizable BODIPY compounds with a hydrophobic alkyl chain at the meso position and hydroxyl groups attached through alkynyl links at the 2,6 or 4,4′ positions were conveniently synthesized using Sonogashira coupling or organolithium chemistry. The compounds are readily taken up and accumulated in human osteosarcoma cells. Some compounds showed excimer formation inside cells as well as in solution.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.01.128