Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Drug Interactions. VI. Binding of 1-Anilinonaphthalene-8-sulfonate with Chlorpromazine
SHOJI OZEKIKIKUO TEJIMA
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1979 Volume 27 Issue 7 Pages 1564-1569

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Abstract
The complex of 1-anilinonaphthalene-8-sulfonate (ANS) and chlorpromazine was studied by chemical and spectroscopic methods. Elemental analysis indicated that the complex is composed of equimolecular quantities of ANS and chlorpromazine. Spectral data suggested that there is a strong interaction of the anilino hydrogen with the sulfonate group, and that hydrophobic stacking between the phenothiazine ring of chlorpromazine and the aromatic ring of ANS may occur. The fluorescence intensity of ANS in the presence of chlorpromazine was more markedly enhanced in chloroform than in water. Thus, it is likely that molecular rigidity and coplanarity of the aromatic rings of ANS are the dominant factors influencing the quantum yield of fluorescence of ANS. Finally, the enhancement in fluorescence of ANS in the presence of serum albumin and chlorpromazine is interpretable in terms of complex formation on the binding sites of albumin.
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© The Pharmaceutical Society of Japan
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