title: Alkylation of spiropyran moiety provides reversible photo-control over nanostructured soft materials.
abstract: The purpose of this study was to create a light responsive nanostructured liquid crystalline matrix using a novel alkylated spiropyran photochromic molecule (spiropyran laurate, SPL) as a light activated drug delivery system. The liquid crystal matrix, prepared from phytantriol, responds reversibly to changes in photoisomerism of SPL on irradiation, switching between the bicontinuous cubic and the reversed hexagonal liquid crystal structures, a change previously shown to dramatically alter drug release rate. In contrast, the non-derivatized spiropyran and spirooxazine photochromic compounds do not sufficiently disrupt the matrix on isomerization to induce the phase change. Thus, novel alkylated spiropyran has the potential to be an effective agent for use in liquid crystalline systems for reversible 'on-demand' drug delivery applications.
authors.affiliation: Drug Delivery, Disposition and Dynamics, Monash Institute of Pharmaceutical Sciences, Monash University (Parkville Campus), 381 Royal Parade, Parkville, VIC, 3052, Australia.
authors.forename: Wye-Khay
authors.initials: WK
authors.lastname: Fong
authors.forename: Nino
authors.initials: N
authors.lastname: Malic
authors.forename: Richard A
authors.initials: RA
authors.lastname: Evans
authors.forename: Adrian
authors.initials: A
authors.lastname: Hawley
authors.forename: Ben J
authors.initials: BJ
authors.lastname: Boyd
authors.forename: Tracey L
authors.initials: TL
authors.lastname: Hanley
mesh_terms: D000478:Alkylation; D001578:Benzopyrans / Q000737:chemistry*; D016503:Drug Delivery Systems; D006801:Humans; D007211:Indoles / Q000737:chemistry*; D008027:Light; D050866:Liquid Crystals / Q000737:chemistry / Q000528:radiation effects; D049329:Nanostructures / Q000737:chemistry* / Q000528:radiation effects*; D009574:Nitro Compounds / Q000737:chemistry*; D010778:Photochemotherapy / Q000379:methods; D017319:Photosensitizing Agents
chemical_list: D001578:Benzopyrans; D007211:Indoles; D009574:Nitro Compounds; D017319:Photosensitizing Agents; C088184:spiropyran