Amorphous azithromycin with improved aqueous solubility and intestinal membrane permeability

References

• Nakornchai S, Konthiang P. Activity of azithromycin or erythromycin in combination with antimalarial drugs against mulitdrug-resistant Plasmodium falciparum in vitro. Acta Tropica 2006;100:185–91
   PubMed Web of Science ®Google Scholar
• Ferrara A, Dos Santos C, Cimbro M, Gialdroni Grassi G. Comparative antimicrobial activity and post-antibiotic effect of azithromycin, clarithromycin and roxithromycin against some respiratory pathogens. Int J Antimicrob Agents 1996;7:181–6
   PubMed Web of Science ®Google Scholar
• Boonleang J, Panrat K, Tantana C, Krittathanmakul S, Jintapakorn W. Bioavailability and pharmacokinetic comparison between generic and branded azithromycin capsule: a randomised, double blind, 2-way cross-over in healthy male Thai volunteers. Clin Ther 2007;29:703–10
   PubMed Web of Science ®Google Scholar
• United States Pharmacopoeia. National Formulary 30, The United States Pharmacopoeial Convention 2013, 35th edn NF
   Google Scholar
• Adrjanowicz K, Zakowiecki D, Kaminski K, et al. Molecular dynamics in supercooled liquid and glassy states of antibiotics: azithromycin, clarithromycin and roxithromycin studied by dielectric spectroscopy. Advantages given by the amorphous state. Mol Pharm 2012;9:1748–63
   PubMed Web of Science ®Google Scholar
• Montejo-Bernardo J, Garcia-Granda S, Bayod-Jasanada M, et al. An easy and general method for quantifying Azithromycin dihydrate in a matrix of amorphous Azithromycin. ARKIVOC 2005;(ix):321–31
   Google Scholar
• Arora SC, Sharma PK, Irchhaiya R, et al. Development, characterization and solubility of solid dispersions of azithromycin dihydrate by solvent evaporation method. J Adv Pharm Technol Res 2010;1:221–8
   PubMedGoogle Scholar
• Yu L. Amorphous pharmaceutical solids: preparation, characterization and stabilization. Adv Drug Deliv Rev 2007;48:27–42
   Web of Science ®Google Scholar
• Ashford M. Assessment of biopharmaceutical properties. In: Aulton ME, ed. Pharmaceutics. The design and manufacture of medicines. New York (NY): Churchill Livingstone; 2007:304–23
   Google Scholar
• Berggren S, Hoogstraate J, Fagerholm U, Lennernäs H. Characterization of jejunal absorption and apical efflux of ropivacaine, lidocaine and bupivacaine in the rat using in situ and in vitro absorption models. Eur J Pharm Sci 2004;21:553–60
   PubMed Web of Science ®Google Scholar
• Balimane PV, Chong S, Morrison RA. Current methodologies used for evaluation of intestinal permeability and absorption. J Pharmacol Toxicol Meth 2000;44:301–12
   PubMed Web of Science ®Google Scholar
• Hunter J, Hirst BH. Intestinal secretion of drugs. The role of P-glycoprotein and related drug efflux systems in limiting oral drug absorption. Adv Drug Deliv Rev 1997;25:129–57
   Web of Science ®Google Scholar
• Kerns EH, Di L. Drug-like properties, concepts, structure design and methods: from ADME to toxicity optimization. San Diego (CA): Academic Press; 2008:526
   Google Scholar
• Nožinić D, Milić A, Mikac L, et al. Assessment of macrolide transport using PAMPA, Caco-2 and MDCKII-hMDR1 assays. Croat Chem Acta 2010;83:323–31
   Web of Science ®Google Scholar
• Neirinckx E, Vervaet C, Michiels J, et al. Feasibility of the Ussing chamber technique for the determination of in vitro jejunal permeability of passively absorbed compounds in different animal species. J Vet Pharmacol Ther 2010;34:290–7
   Web of Science ®Google Scholar
• Odendaal RW, Aucamp ME, Liebenberg W. A novel reversed-phase LC method for quantitative detection of azithromycin in bulk drug and tablet formulations in various aqueous media. Pharmazie 2012;67:984–6
   PubMed Web of Science ®Google Scholar
• Tukker JJ. In vitro methods for the assessment of permeability. In: Dressman JB, Lennernäs H, eds. Oral drug absorption, prediction and assessment. New York (NY): Marcel Dekker Inc.; 2000:51–72
   Google Scholar
• Hansen TS, Nilsen OG. Echinacea purpurea and P-Glycoprotein drug transport in Caco-2 cells. Phytother Res 2009;23:86–91
   PubMed Web of Science ®Google Scholar
• Brittain HG. Methods for the characterization of polymorphs and solvates. In: Brittain HG, ed. Polymorphism in pharmaceutical solids. New York (NY): Marcel Dekker Inc.; 1999:227–78
   Google Scholar
• West AR. 1999. Basic solid state chemistry, 2nd ed. New York (NY): Wiley & Sons LTD; 1999:480
   Google Scholar
• Gandhi R, Pillai O, Thilagavathi R, et al. Characterization of azithromycin hydrates. Eur J Pharm Sci 2002;16:175–84
   PubMed Web of Science ®Google Scholar
• Yu L, Reutzel SM, Stephenson GA. Physical characterization of polymorphic drugs: an integrated characterization strategy. Pharm Sci Technol Today 1998;1:118–27
   Google Scholar
• Chieng N, Rades T, Aaltonen J. An overview of recent studies on the analysis of pharmaceutical polymorphs. J Pharm Biomed Anal 2011;55:618–44
   PubMed Web of Science ®Google Scholar
• Wolf M, Walker JE, Kapsalis JG. Water vapor sorption hysteresis in dehydrated food. J Agr Food Chem 1972;20:1073–7
   Web of Science ®Google Scholar
• Burnett D, Thielmann F, Booth J. Determining the critical humidity for moisture-induced phase transitions. Int J Pharm 2004;287:123–33
   PubMed Web of Science ®Google Scholar
• Greco K, Bogner R. Solution-mediated phase transformation: significance during dissolution and implications for bioavailability. J Pharm Sci 2012;101:2996–3018
   PubMed Web of Science ®Google Scholar
• Aucamp M, Stieger N, Barnard N, Liebenberg W. Solution-mediated phase transformation of different roxithromycin solid-state forms: implications on dissolution and solubility. Int J Pharm 2013;449:18–27
   Google Scholar