Mucoadhesive S-Protected Thiolated Cyclodextrin-Iodine Complexes: A Promising Strategy to Prolong Mucosal Residence time of Iodine

References

• Kanagalingam J , FelicianoR , HahJ , LabibH , LeT , LinJC . Practical use of povidone-iodine antiseptic in the maintenance of oral health and in the prevention and treatment of common oropharyngeal infections . Int. J. Clin. Pract.69 ( 11 ), 1247 – 1256 ( 2015 ).
   PubMed Web of Science ®Google Scholar
• Lachapelle J-M , CastelO , CasadoAFet al. Antiseptics in the era of bacterial resistance: a focus on povidone iodine . Clin. Pract.10 ( 5 ), 579 ( 2013 ).
   Google Scholar
• Zamora JL . Chemical and microbiologic characteristics and toxicity of povidone–iodine solutions . Am. J. Surg.151 ( 3 ), 400 – 406 ( 1986 ).
   PubMed Web of Science ®Google Scholar
• Schenck HU , SimakP , HaedickeE . Structure of polyvinylpyrrolidone–iodine (povidone–iodine) . J. Pharm. Sci.68 ( 12 ), 1505 – 1509 ( 1979 ).
   PubMed Web of Science ®Google Scholar
• Au-Duong A-N , LeeC-K . Iodine-loaded metal organic framework as growth-triggered antimicrobial agent . Mat. Sci. Eng.76 , 477 – 482 ( 2017 ).
   Google Scholar
• Mcdonnell G , RussellAD . Antiseptics and disinfectants: activity, action, and resistance . Clin. Microbiol. Rev.14 ( 1 ), 227 ( 2001 ).
   Web of Science ®Google Scholar
• He S , WangB , ChenH , TangC , FengY . Preparation and antimicrobial properties of gemini surfactant-supported triiodide complex system . ACS Appl. Mater. Interfaces4 ( 4 ), 2116 – 2123 ( 2012 ).
   PubMed Web of Science ®Google Scholar
• Durani P , LeaperD . Povidone–iodine: use in hand disinfection, skin preparation and antiseptic irrigation . Int. Wound J.5 ( 3 ), 376 – 387 ( 2008 ).
   PubMed Web of Science ®Google Scholar
• Wang T , LiB , FengY , GuoQ . Preparation, quantitive analysis and bacteriostasis of solid state iodine inclusion complex with β-cyclodextrin . J. Incl. Phenom. Macrocycl. Chem.69 ( 1–2 ), 255 – 262 ( 2011 ).
   Web of Science ®Google Scholar
• Reddersen K , FingerS , ZiegerMet al. Cytocompatibility testing of cyclodextrin-functionalized antimicrobial textiles—a comprehensive approach . J. Mater. Sci.27 ( 12 ), 190 ( 2016 ).
   Web of Science ®Google Scholar
• Asim M , MoghadamA , IjazMet al. S-protected thiolated cyclodextrins as mucoadhesive oligomers for drug delivery . J. Colloid Interface Sci.531 , 261 – 268 ( 2018 ).
   PubMed Web of Science ®Google Scholar
• Moghadam A , IjazM , AsimMet al. Non-ionic thiolated cyclodextrins-the next generation . Int. J. Nanomed. Nanosurg.13 , 4003 – 4013 ( 2018 ).
   Google Scholar
• Li J , LohXJ . Cyclodextrin-based supramolecular architectures: syntheses, structures, and applications for drug and gene delivery . Adv. Drug Deliv. Rev.60 ( 9 ), 1000 – 1017 ( 2008 ).
   PubMed Web of Science ®Google Scholar
• Munaf E , TakeuchiT , MiwaT . Visualization of cyclodextrins via complexation with iodine in microcolumn liquid chromatography . Anal. Chim. Acta418 ( 2 ), 175 – 179 ( 2000 ).
   Web of Science ®Google Scholar
• Hintzen F , HauptsteinS , PereraG , Bernkop-SchnürchA . Synthesis and in vitro characterization of entirely S-protected thiolated pectin for drug delivery . Eur. J. Pharm. Biopharm.85 ( 3 ), 1266 – 1273 ( 2013 ).
   PubMed Web of Science ®Google Scholar
• Rahmat D , SakloetsakunD , ShahnazG , PereraG , KaindlR , Bernkop-SchnürchA . Design and synthesis of a novel cationic thiolated polymer . Int. J. Pharm.411 ( 1–2 ), 10 – 17 ( 2011 ).
   PubMed Web of Science ®Google Scholar
• Polumbryk M , PasichnyiV , OmelchenkoC , VyshnevskiyO . Determination of structure and morphology of the cyclodextrins-iodine complexes . Ukr. Food J.6 ( 1 ), 117 – 124 ( 2017 ).
   Google Scholar
• Nowak J , LaffleurF , Bernkop-SchnürchA . Preactivated hyaluronic acid: a potential mucoadhesive polymer for vaginal delivery . Int. J. Pharm.478 ( 1 ), 383 – 389 ( 2015 ).
   PubMedGoogle Scholar
• Wang X , IqbalJ , RahmatD , Bernkop-SchnürchA . Preactivated thiomers: permeation enhancing properties . Int. J. Pharm.438 ( 1–2 ), 217 – 224 ( 2012 ).
   PubMedGoogle Scholar
• Snyder SL , SobocinskiPZ . An improved 2, 4, 6-trinitrobenzenesulfonic acid method for the determination of amines . Anal. Biochem.64 ( 1 ), 284 – 288 ( 1975 ).
   PubMed Web of Science ®Google Scholar
• Teitelbaum RC , RubySL , MarksTJ . On the structure of starch-iodine . J. Am. Chem. Soc.100 ( 10 ), 3215 – 3217 ( 1978 ).
   Web of Science ®Google Scholar
• Higuchi T , ConnorsA . Phase-solubility techniques . 4 , 117 – 212 ( 1965 ).
   Google Scholar
• Nazir I , LeichnerC , Le-VinhB , Bernkop-SchnürchA . Surface phosphorylation of nanoparticles by hexokinase: a powerful tool for cellular uptake improvement . J. Colloid Interface Sci.516 , 384 – 391 ( 2018 ).
   PubMed Web of Science ®Google Scholar
• Menzel C , BonengelS , De SousaIP , LaffleurF , PrüfertF , Bernkop-SchnürchA . Preactivated thiolated nanoparticles: a novel mucoadhesive dosage form . Int. J. Pharm.497 ( 1–2 ), 123 – 128 ( 2016 ).
   PubMedGoogle Scholar
• Suchaoin W , De SousaIP , NetsomboonK , LamHT , LaffleurF , Bernkop-SchnürchA . Development and in vitro evaluation of zeta potential changing self-emulsifying drug delivery systems for enhanced mucus permeation . Int. J. Pharm.510 ( 1 ), 255 – 262 ( 2016 ).
   PubMedGoogle Scholar
• Coyle MB . Manual of Antimicrobial Susceptibility Testing.American Society for Microbiology , Washington, DC, USA ( 2005 ).
   Google Scholar
• Wiederschain GY . The molecular probes handbook. A guide to fluorescent probes and labeling technologies . Biochemistry76 ( 11 ), 1276 – 1276 ( 2011 ).
   Google Scholar
• Elbahwy IA , LupoN , IbrahimHMet al. Mucoadhesive self-emulsifying delivery systems for ocular administration of econazole . Int. J. Pharm.541 ( 1–2 ), 72 – 80 ( 2018 ).
   PubMedGoogle Scholar
• Mohan PK , SreelakshmiG , MuraleedharanC , JosephR . Water soluble complexes of curcumin with cyclodextrins: characterization by FT-Raman spectroscopy . Vib. Spectrosc.62 , 77 – 84 ( 2012 ).
   Web of Science ®Google Scholar
• Gottardi W . Iodine and disinfection: theoretical study on mode of action, efficiency, stability, and analytical aspects in the aqueous system . Arch. Pharm. (Weinheim)332 ( 5 ), 151 – 157 ( 1999 ).
   PubMed Web of Science ®Google Scholar
• Huys G , D'haeneK , SwingsJ . Influence of the culture medium on antibiotic susceptibility testing of food-associated lactic acid bacteria with the agar overlay disc diffusion method . Lett. Appl. Microbiol.34 ( 6 ), 402 – 406 ( 2002 ).
   PubMed Web of Science ®Google Scholar
• Khan AR , ForgoP , StineKJ , D'souzaVT . Methods for selective modifications of cyclodextrins . Chem. Rev.98 ( 5 ), 1977 – 1996 ( 1998 ).
   PubMed Web of Science ®Google Scholar
• Kobayashi M , UrayamaT , SuzawaI , TakagiS , MatsudaK , IchishimaE . Cyclodextrin–dialdehyde prepared by periodate oxidation . Agric. Biol. Chem.52 ( 11 ), 2695 – 2702 ( 1988 ).
   Web of Science ®Google Scholar
• Pumera M , JelınekI , JindřichJ , CoufalP , HorskýJ . Determination of cyclodextrin content using periodate oxidation by capillary electrophoresis . J. Chromatogr. A891 ( 1 ), 201 – 206 ( 2000 ).
   PubMed Web of Science ®Google Scholar
• Tomono K , GotoH , SuzukiT , UedaH , NagaiT , WatanabeJ . Interaction of iodine with 2-hydroxypropyl-α-cyclodextrin and its bactericidal activity . Drug Dev. Ind. Pharm.28 ( 10 ), 1303 – 1309 ( 2002 ).
   PubMed Web of Science ®Google Scholar
• O'brien J , WilsonI , OrtonT , PognanF . Investigation of the Alamar Blue (resazurin) fluorescent dye for the assessment of mammalian cell cytotoxicity . Eur. J. Biochem.267 ( 17 ), 5421 – 5426 ( 2000 ).
   PubMedGoogle Scholar
• Duggan S , HughesH , OwensE , DugganE , CumminsW , O'donovanO . Synthesis and characterisation of mucoadhesive thiolated polyallylamine . Int. J. Pharm.499 ( 1–2 ), 368 – 375 ( 2016 ).
   PubMedGoogle Scholar
• Barthelmes J , PereraG , HombachJ , DünnhauptS , Bernkop-SchnürchA . Development of a mucoadhesive nanoparticulate drug delivery system for a targeted drug release in the bladder . Int. J. Pharm.416 ( 1 ), 339 – 345 ( 2011 ).
   PubMed Web of Science ®Google Scholar