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Interactions and solubilization of 5, 10, 15, 20-tetrakis(4-hydroxyphenyl)porphyrin with poloxamer 407 and β-cyclodextrin-derivatives in binary and ternary systems

Valeron Bergh, V.J. ; Tonnesen, H.H. ;
  • 초록  

    Binary and ternary systems comprising the photosensitizer 5, 10, 15, 20-tetrakis(4-hydroxyphenyl)porphyrin (THPP), poloxamer 407 and the β-cyclodextrin (βCD)-derivatives hydroxypropylβCD (HPβCD), methylβCD (MβCD) and heptakisβCD (HkβCD) were prepared. Solubility studies, absorption and fluorescence measurements, nano differential scanning calorimetry and particle size measurements were performed to evaluate the binary and ternary systems. The drug/CD inclusion complexes were characterized by a high apparent stability constant (K 1:1 : 10 4 -10 5 ) and a low complexation efficiency (CE: 0.0056-0.0145). The THPP solubility increased by a factor 850 in binary systems containing MβCD and by a factor 10 000 in ternary systems of the same CD. The spectroscopic characteristics of THPP were slightly changed in the binary and ternary systems. The photosensitizer remained as a CD-inclusion complex in ternary systems containing MβCD while it seemed to be located in the poloxamer phase in the presence of HkβCD or HPβCD. The critical micelle concentration (cmc) of the poloxamer 407 was apparently reduced in the presence of THPP. HkβCD interfered with the micellization process both in the absence and to a certain extent, also in the presence of THPP. Selection of the appropriate βCD-derivative makes it possible to prepare ternary systems tailor made for a certain formulation principle or medical treatment.


  • 주제어

    Poloxamer 407 .   β-cyclodextrin-derivatives .   5, 10, 15, 20-tetrakis(4-hydroxyphenyl)porphyrin (THPP) .   Polypseudorotaxanes .   Ternary system.  

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