Inclusion complex formation of 1,8-dihydroxyanthraquinone with cyclodextrins in aqueous solution and in solid state.
Complex formation between cyclodextrins and 1,8-dihydroxyanthraquinone in buffer solution has been investigated using absorption, its second derivative (D2), and fluorescence spectroscopy. The results showed that whereas the self-association process was found for 1,8-dihydroxyanthraquinone alone, the monomeric form is microincluded in beta- and gamma-cyclodextrins. The interaction is more favored as the cavity size of cyclodextrins is larger, the molecule being more tightly bound with gamma- than with beta-cyclodextrin. The complex formation inhibits the excited-state intramolecular proton transfer process that has already been reported for 1,8-dihydroxyanthraquinone alone.
Smulevich
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G
Dipartimento di Chimica dell' Università, Firenze, Italy.
Feis
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A
Mazzi
G
G
Vincieri
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FF
D000880:Anthraquinones / Q000032:analysis*; D002626:Chemistry, Pharmaceutical; D003505:Cyclodextrins; D003912:Dextrins; D004563:Electrochemistry; D012996:Solutions; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013213:Starch
D000880:Anthraquinones; D003505:Cyclodextrins; D003912:Dextrins; D012996:Solutions; D013213:Starch; C004315:danthron