title: Synthesis, structure, and evaluation of a β-cyclodextrin-artificial carbohydrate conjugate for use as a doxorubicin-carrying molecule.
abstract: This paper describes the synthesis of a β-cyclodextrin (β-CyD) derivative conjugated with a C,C-glucopyranoside containing a benzene unit. Its doxorubicin-inclusion ability and structure are also discussed. SPR analysis revealed that the β-CyD conjugate had a high inclusion association value of 3.8×10(6)M(-1) for immobilized doxorubicin. NMR structural analysis suggested that its high doxorubicin-inclusion ability was due to the formation of the inclusion complex as a result of the π-π stacking interaction between the benzene ring of the conjugate and the A ring of doxorubicin.
authors.affiliation: Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japan. Electronic address: yamanoi1119@gmail.com.
authors.forename: Takashi
authors.initials: T
authors.lastname: Yamanoi
authors.affiliation: Technology Joint Management Office, Tokai University, 4-1-1 Kitakaname, Hiratsuka, Kanagawa 259-1292, Japan.
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Oda
authors.affiliation: Department of Human Ecology, Wayo Women's University, Chiba 272-8533, Japan.
authors.forename: Kaname
authors.initials: K
authors.lastname: Katsuraya
authors.affiliation: Department of Applied Chemistry, School of Engineering, and Institute of Glycoscience, Tokai University, Kanagawa 259-1292, Japan.
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Inazu
authors.affiliation: R&D Lab, NanoDex Inc., 2-3227 Mita, Kawasaki, Kanagawa 214-0034, Japan.
authors.forename: Kenjiro
authors.initials: K
authors.lastname: Hattori
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D004317:Doxorubicin / Q000737:chemistry*; D004337:Drug Carriers / Q000737:chemistry; D015394:Molecular Structure; D047392:beta-Cyclodextrins / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D002241:Carbohydrates; D004337:Drug Carriers; D047392:beta-Cyclodextrins; D004317:Doxorubicin; C031215:betadex
keywords: Conjugate with a carbohydrate; Cyclodextrin; Doxorubicin; Drug carrier; NMR; Stacking complex