title: Thiolated silicone oil: synthesis, gelling and mucoadhesive properties.
abstract: The aim of this study was the development of novel thiolated silicone oils and their evaluation with regard to gelling and mucoadhesive properties. A thiol coupling of 220 ± 14 and 127 ± 33 μmol/g polymer for 3-mercaptopropionic acid (MPA)- and cysteine-coupled silicone oil was determined, respectively. The dynamic viscosity of MPA-silicone raised significantly (p<0.000001) after oxidation with iodine to a maximum of 523-fold within 1h. During tensile studies, MPA-silicone showed both the highest results for total work of adhesion (TWA) and maximum detachment force (MDF) with a 3.8- and 3.4-fold increase, respectively, compared to the control. As far as the residence time on small intestinal mucosa is concerned, both silicone conjugates were detectable in almost the same quantities for up to 8h with 56.9 ± 3.3 and 47.8 ± 8.9% of the initially applied conjugated silicone oil. Thiolated silicone oils can be regarded superior in comparison to commonly used silicone oils due to a prolonged retention time in the small intestine as site of action. Gelling and mucoadhesive features are advantageous for antiflatulent as well as mucoprotective biomaterials. Thus, these novel thiomers seem promising for an upgrade of currently available products for the treatment of dyspepsia, reflux oesophagitis and even inflammatory bowel diseases such as ulcerative colitis or Crohn's disease.
authors: Department of Pharmaceutical Technology, Institute of Pharmacy, University of Innsbruck, Innrain 80/82, Innsbruck, Austria.
authors: Alexandra
authors: A
authors: Partenhauser
authors: Department of Pharmaceutical Technology, Institute of Pharmacy, University of Innsbruck, Innrain 80/82, Innsbruck, Austria.
authors: Flavia
authors: F
authors: Laffleur
authors: Department of Pharmaceutical Technology, Institute of Pharmacy, University of Innsbruck, Innrain 80/82, Innsbruck, Austria.
authors: Julia
authors: J
authors: Rohrer
authors: Department of Pharmaceutical Technology, Institute of Pharmacy, University of Innsbruck, Innrain 80/82, Innsbruck, Austria. Electronic address: Andreas.bernkop@uibk.ac.at.
authors: Andreas
authors: A
authors: Bernkop-Schnürch
mesh_terms: D015097:3-Mercaptopropionic Acid / Q000494:pharmacology; D000269:Adhesives / Q000494:pharmacology*; D000818:Animals; D001696:Biomechanical Phenomena / Q000187:drug effects; D018938:Caco-2 Cells; D002470:Cell Survival / Q000187:drug effects; D055119:Elastic Modulus / Q000187:drug effects; D005782:Gels / Q000737:chemistry*; D006801:Humans; D066298:In Vitro Techniques; D007422:Intestines / Q000187:drug effects; D008024:Ligands; D009093:Mucus / Q000187:drug effects / Q000378:metabolism*; D010078:Oxazines / Q000378:metabolism; D012827:Silicone Oils / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012996:Solutions; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D034421:Sus scrofa; D013997:Time Factors; D014783:Viscosity / Q000187:drug effects; D014966:Xanthenes / Q000378:metabolism
chemical_list: D000269:Adhesives; D005782:Gels; D008024:Ligands; D010078:Oxazines; D012827:Silicone Oils; D012996:Solutions; D013438:Sulfhydryl Compounds; D014966:Xanthenes; C005843:resazurin; D015097:3-Mercaptopropionic Acid
keywords: Antiflatulence; Gelling; Mucoadhesiveness; Silicone oil; Thiomers