TITLE:
Solubilization of 2-Acetoxy-Benzencarboxylic Acid Using Beta Cyclodextrins
AUTHORS:
Melita Huremovic, Edina Huseinovic, Majda Srabovic, Benjamin Catovic, Emir Horozic
KEYWORDS:
2-Acetoxi-Benzencarboxylic Acid, Water Solubility, Cyclodextrin, Inclusion Complexes
JOURNAL NAME:
Open Journal of Applied Sciences,
Vol.13 No.11,
November
20,
2023
ABSTRACT: 2-acetoxy-benzencarboxylic acid
is one of the most famous salicylate drugs today, a pharmaceutically active
compound known as aspirin. It is poorly soluble in water which results in
decreased bioavailability of the drug in the organism. The increase in water
solubility of insoluble or poorly soluble drugs is therefore of great
importance, which is the aim of this study. Inclusion of the drug in the
molecule with a higher water solubility significantly increases its solubility
and biological availability. Natural and hydrophilic derivatives of natural
cyclodextrins are in the spotlight for their role as solubilizing excipients.
Studies indicate that the use of β-cyclodextrin inclusion complexes with
acetylsalicylic acid formed, increases the solubility of the drug in water.
Many advantages of drug-complexation with cyclodextrins have been reported in
scientific literature which includes increased solubility, enhanced
bioavailability, improved stability, masking of bad test or odour, reduced side
effect. Orally administered aspirin requires high and frequent dosing because
it undergoes extensive pre systematic metabolism. Also chronic oral aspirin use
is associated with serious gastrointestinal side-effects. Complexation with CD
alleviates the side effects to some extent.
The bioavailability and solubility of aspirin has to be increased to overcome
the side-effects of aspirin related to stomach and gastro intestinal tract. The
phase solubility study was performed according to the method of Higuchi
and Connors by adding the 2-acetoxi-benzencarboxylic acid in excess to
different concentrations of different beta cyclodextrins solutions. Phase
solubility study records shown that the
stability constant and complex stoichiometry of 2-acetoxi-benzencarboxylic acid-CD complexes gives linearly improve with the concentration of CD.
Complexes were analyzed by UV-VIS spectroscopy and were characterized by
infrared spectroscopy.