Effect of hydroxypropyl-b-cyclodextrin on the solubility of an antibacterial isoxazolyl-naphthoquinone

LINARES MARCELA, BERTORELLO MARÍA, AND LONGHI MARCELA.

DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY

Marcel Dekker, Inc.

Lugar: New York, USA; Año: 2000 vol. 26 p. 1003 - 1006

0363-9045

The complexation of 2-hydroxy-N-(3,4-dimethyl-5-isoxazolyl)-1,4-naphthoquinone-4-imine (I) with a highly soluble cyclodextrin, hydroxypropyl-b-cyclodextrin (HP-b-CD) was studied in aqueous media by solubility methods. I is an antibacterial and trypanocidal agent that is undergoing preclinical testing. Unfortunately, I exhibits low water solubility, and it is therefore difficult to prepare the solutions for biological test. I inclusion took place with 1:1 stoichiometry. The stability constants of the I complexes calculated from the slope and the intercept of the phase solubility diagrams are larger in the less ionized form, whereas greater overall solubility is obtained in basic media.