New flavonoid–porphyrin conjugates via Buchwald–Hartwig amination: synthesis and photophysical studies

New flavonoid–porphyrin conjugates were synthesized using the cross-coupling Buchwald–Hartwig amination for the coupling of flavonoid and porphyrin moieties. A unique di-substituted flavone–porphyrin conjugate was also synthesized under similar reaction conditions for the first time. All the conjuga...

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Bibliographic Details
Published in:Tetrahedron letters 2013-09, Vol.54 (38), p.5253-5256
Main Authors: Lopes, Sónia P., Menezes, José C.J.M.D.S., Hackbarth, Steffen, Pinto, Diana C.G.A., Faustino, Maria A.F., Silva, Artur M.S., Neves, Maria G.P.M.S., Röder, Beate, Cavaleiro, José A.S.
Format: Article
Language:English
Subjects:
Buchwald–Hartwig
Conjugates
Flavonoids
Fluorescence
Joining
NMR spectroscopy
Photodynamic therapy
Porphyrins
Singlet oxygen
Synthesis (chemistry)
Tetrahedrons
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Summary:New flavonoid–porphyrin conjugates were synthesized using the cross-coupling Buchwald–Hartwig amination for the coupling of flavonoid and porphyrin moieties. A unique di-substituted flavone–porphyrin conjugate was also synthesized under similar reaction conditions for the first time. All the conjugates were fully characterized by NMR spectroscopy. The photophysical properties namely fluorescence and singlet oxygen production were evaluated considering their use for photodynamic therapy applications.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.07.089