Effect of beta-cyclodextrin and hydroxypropyl beta-cyclodextrin complexation on physicochemical properties and antimicrobial activity of cefdinir. 2008

Omair Aleem, and Bhanudas Kuchekar, and Yogesh Pore, and Sameer Late
Department of Pharmaceutical Chemistry, Government College of Pharmacy, Karad, Maharashtra 415124, India.

The solid-state properties, dissolution profile and antimicrobial activity of inclusion complexes of cefdinir (CEF) with beta-cyclodextrin (betaCD) and hydroxypropyl beta-cyclodextrin (HPbetaCD) were investigated. The phase solubility profiles of cefdinir with betaCD and HPbetaCD were classified as A(L)-type, which indicates the formation of 1:1 stoichiometry inclusion complexes. Stability constants with 1:1 molar ratio obtained from the phase solubility diagrams were 120.38+/-1.07 and 58.60+/-1.20 M(-1) for betaCD and HPbetaCD, respectively. Binary systems of CEF with betaCD and HPbetaCD prepared by kneading method were characterized by Fourier transformation-infrared spectroscopy (FTIR) and X-ray powder diffractometry (XRD). The aqueous solubility of CEF was enhanced by 101% for betaCD and 23.4% for HPbetaCD, respectively. The dissolution profiles of inclusion complexes were determined and compared with those of CEF alone and their physical mixtures. The dissolution rate of CEF was increased by betaCD and HPbetaCD inclusion complexation moderately. However, the antimicrobial activity of CEF was increased significantly (p<0.001) by betaCD and HPbetaCD inclusion complexation against S. aureus and E. coli. In all these studies, HPbetaCD had superior antimicrobial activity than that of betaCD while betaCD had greater effect on solubility enhancement of CEF.

UI MeSH Term Description Entries
D002511 Cephalosporins A group of broad-spectrum antibiotics first isolated from the Mediterranean fungus ACREMONIUM. They contain the beta-lactam moiety thia-azabicyclo-octenecarboxylic acid also called 7-aminocephalosporanic acid. Antibiotics, Cephalosporin,Cephalosporanic Acid,Cephalosporin,Cephalosporin Antibiotic,Cephalosporanic Acids,Acid, Cephalosporanic,Acids, Cephalosporanic,Antibiotic, Cephalosporin,Cephalosporin Antibiotics
D000073738 2-Hydroxypropyl-beta-cyclodextrin Derivative of beta-cyclodextrin that is used as an excipient for steroid drugs and as a lipid chelator. 2 Hydroxypropyl-beta-cyclodextrin,HP-beta-CD,HPbetaCD,Hydroxypropyl Betadex,Hydroxypropyl-beta-cyclodextrin,beta-Hydroxypropylcyclodextrin,2 Hydroxypropyl beta cyclodextrin,Betadex, Hydroxypropyl,Hydroxypropyl beta cyclodextrin,beta Hydroxypropylcyclodextrin
D000077525 Cefdinir A third-generation oral cephalosporin antibacterial agent that is used to treat bacterial infections of the respiratory tract and skin. 7-(2 (2-Aminothiazol-4-yl)-2-hydroxyiminoacetamido)-3-vinyl-3-cephem-4-carboxylic acid,CI 983,CI-983,FK 482,FK-482,Omnicef,PD 134393,PD-134393,CI983,FK482
D000900 Anti-Bacterial Agents Substances that inhibit the growth or reproduction of BACTERIA. Anti-Bacterial Agent,Anti-Bacterial Compound,Anti-Mycobacterial Agent,Antibacterial Agent,Antibiotics,Antimycobacterial Agent,Bacteriocidal Agent,Bacteriocide,Anti-Bacterial Compounds,Anti-Mycobacterial Agents,Antibacterial Agents,Antibiotic,Antimycobacterial Agents,Bacteriocidal Agents,Bacteriocides,Agent, Anti-Bacterial,Agent, Anti-Mycobacterial,Agent, Antibacterial,Agent, Antimycobacterial,Agent, Bacteriocidal,Agents, Anti-Bacterial,Agents, Anti-Mycobacterial,Agents, Antibacterial,Agents, Antimycobacterial,Agents, Bacteriocidal,Anti Bacterial Agent,Anti Bacterial Agents,Anti Bacterial Compound,Anti Bacterial Compounds,Anti Mycobacterial Agent,Anti Mycobacterial Agents,Compound, Anti-Bacterial,Compounds, Anti-Bacterial
D012995 Solubility The ability of a substance to be dissolved, i.e. to form a solution with another substance. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed) Solubilities
D014961 X-Ray Diffraction The scattering of x-rays by matter, especially crystals, with accompanying variation in intensity due to interference effects. Analysis of the crystal structure of materials is performed by passing x-rays through them and registering the diffraction image of the rays (CRYSTALLOGRAPHY, X-RAY). (From McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed) Xray Diffraction,Diffraction, X-Ray,Diffraction, Xray,Diffractions, X-Ray,Diffractions, Xray,X Ray Diffraction,X-Ray Diffractions,Xray Diffractions
D017550 Spectroscopy, Fourier Transform Infrared A spectroscopic technique in which a range of wavelengths is presented simultaneously with an interferometer and the spectrum is mathematically derived from the pattern thus obtained. FTIR,Fourier Transform Infrared Spectroscopy,Spectroscopy, Infrared, Fourier Transform
D047392 beta-Cyclodextrins Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds. beta Cyclodextrins

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