Tetrakis(4-pyridyl)porphyrin supramolecular complexes with cyclodextrins in aqueous solution

Photochemistry and Photobiology
Pinalysa CosmaLuigi Monsù Scolaro

Abstract

The formation of inclusion complexes of hydroxypropyl-beta-cyclodextrin, heptakis(2,6-di-O-methyl)-beta-cyclodextrin and heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin with 5,10,15,20-tetrakis(4-pyridyl)porphyrin (TpyP) has been studied in aqueous buffer solution (phosphate buffer pH = 7 and I = 0.01 M) to give a structural and spectroscopic characterization of a new class of potential sensitizers for photodynamic therapy. The interaction was investigated by a combination of UV/Vis absorption, fluorescence anisotropy, time-resolved fluorescence and circular dichroism. The experimental results point to the presence of the pigment in water in a monomeric complexed form. The fluorescence anisotropy measurements suggest that TpyP forms 1:1 complexes with heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin and hydroxypropyl-beta-cyclodextrin, while 1:2 complexes are obtained with heptakis(2,6-di-O-methyl)-beta-cyclodextrin.

References

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Citations

Sep 14, 2012·Photochemistry and Photobiology·Barbara M CellamarePinalysa Cosma
Dec 1, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lucia D'AccoltiFrancesco Fracassi
Mar 24, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Vincenzo De LeoLucia Catucci
Dec 20, 2011·Chemistry : a European Journal·Youichi TsuchiyaSeiji Shinkai
Aug 27, 2009·Organic & Biomolecular Chemistry·Jirí MosingerPavel Kubát
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ilche GjuroskiMartina Vermathen

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Methods Mentioned

BETA
light scattering
circular dichroism
NMR

Software Mentioned

DIMEB

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