title: A comparison of spacer on water-soluble cyclodextrin grafted chitosan inclusion complex as carrier of eugenol to mucosae.
abstract: In this study two types of water-soluble βCD grafted chitosan were synthesized and compared based on similar degree of N-substitution of βCD moiety; QCD23-g-CS contained methylene spacer and QCDCA22-g-CS contained citric acid spacer. The QCD23-g-CS demonstrated greater eugenol (EG) encapsulation efficiency than that of QCDCA22-g-CS. The micelle-like assemblies of QCD23-g-CS led to slower release of EG while it did not observe in case of QCDCA22-g-CS. It was found that EG could absorb on chitosan backbone according to in silico modeling. Cytotoxicity of both derivatives against buccal mucosa cell is concentration-dependent. The QCDCA22-g-CS demonstrated stronger mucoadhesive response than that of QCD23-g-CS, due to hydrogen bonding according to mucin particle and SPR methods. Our results revealed that the spacer on both derivatives played an important role on binding affinity with EG, releasing profile and mucoadhesive property. These derivatives could be considered as promising carriers for mucosal delivery system.
authors.affiliation: National Nanotechnology Center, National Science and Technology Development Agency, Thailand Science Park, Pathumthani, Thailand.
authors.forename: Warayuth
authors.initials: W
authors.lastname: Sajomsang
authors.forename: Onanong
authors.initials: O
authors.lastname: Nuchuchua
authors.forename: Somsak
authors.initials: S
authors.lastname: Saesoo
authors.forename: Pattarapond
authors.initials: P
authors.lastname: Gonil
authors.forename: Saowaluk
authors.initials: S
authors.lastname: Chaleawlert-umpon
authors.forename: Nuttaporn
authors.initials: N
authors.lastname: Pimpha
authors.forename: Issara
authors.initials: I
authors.lastname: Sramala
authors.forename: Apinan
authors.initials: A
authors.lastname: Soottitantawat
authors.forename: Satit
authors.initials: S
authors.lastname: Puttipipatkhachorn
authors.forename: Uracha Rungsardthong
authors.initials: UR
authors.lastname: Ruktanonchai
mesh_terms: D002460:Cell Line / Q000187:drug effects; D048271:Chitosan / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D003505:Cyclodextrins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D016503:Drug Delivery Systems; D005054:Eugenol / Q000138:chemical synthesis / Q000737:chemistry*; D006801:Humans; D006860:Hydrogen Bonding; D008823:Micelles; D009061:Mouth Mucosa / Q000166:cytology / Q000187:drug effects; D009077:Mucins / Q000737:chemistry; D010316:Particle Size; D014867:Water / Q000737:chemistry
chemical_list: D003505:Cyclodextrins; D008823:Micelles; D009077:Mucins; D014867:Water; D005054:Eugenol; D048271:Chitosan