title: A medusa-like β-cyclodextrin with 1-methyl-2-(2'-carboxyethyl) maleic anhydrides, a potential carrier for pH-sensitive drug delivery.
abstract: We developed a new pH-sensitive drug delivery carrier based on β-cyclodextrin (β-CD) and 1-methyl-2-(2'-carboxyethyl) maleic anhydrides (MCM). The primary hydroxyl groups of β-CD were successfully attached to MCM residues to produce a medusa-like β-CD-MCM. The MCM residue was conjugated with cephradine (CP) with high efficiency ( > 90%). More importantly, β-CD-MCM-CP responded to the small pH drop from 7.4 to 5.5 and released greater than 80% of the drugs within 0.5 h at pH 5.5. In addition, the inclusion complex between β-CD-MCM-CP and the adamantane derivative was formed by simple mixing to show the possibility of introducing multi-functionality. Based on these results, β-CD-MCM can target weakly acidic tissues or organelles, such as tumours, inflammatory tissues, abscesses or endosomes, and be easily modified with various functional moieties, such as ligands for cell binding or penetration, enabling more efficient and specific drug delivery.
authors: Department of Chemistry and.
authors: Sunyoung
authors: S
authors: Kang
authors: Euddeum
authors: E
authors: Park
authors: Youngeun
authors: Y
authors: Kim
authors: Seonju
authors: S
authors: Lee
authors: Jiwoong
authors: J
authors: Kwon
authors: Hyungdo
authors: H
authors: Cho
authors: Yan
authors: Y
authors: Lee
mesh_terms: D000218:Adamantane / Q000737:chemistry; D000818:Animals; D000900:Anti-Bacterial Agents / Q000008:administration & dosage* / Q000633:toxicity; D002470:Cell Survival / Q000187:drug effects; D002515:Cephradine / Q000008:administration & dosage* / Q000633:toxicity; D004337:Drug Carriers / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D065546:Drug Liberation; D006863:Hydrogen-Ion Concentration; D008299:Maleic Anhydrides / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D041681:NIH 3T3 Cells; D047392:beta-Cyclodextrins / Q000737:chemistry* / Q000633:toxicity
chemical_list: D000900:Anti-Bacterial Agents; D004337:Drug Carriers; D008299:Maleic Anhydrides; D047392:beta-Cyclodextrins; D002515:Cephradine; C031215:betadex; D000218:Adamantane
keywords: Acidic environment; cephradine; dimethylmaleic acid anhydride; drug conjugation