title: Organic nanotubes for drug loading and cellular delivery.
abstract: Organic nanotubes made of synthetic amphiphilic molecules are novel materials that form by self-assembly. In this study, organic nanotubes with a carboxyl group (ONTs) at the surface were used as a carrier for the anticancer drug doxorubicin, which has a weak amine group. The IC(50) values of ONT for cells were higher than that of conventional liposomes, suggesting that ONTs are safe. The results showed that the drug loading of ONTs was susceptible to the effect of ionic strength and H(+) concentration in the medium, and drug release from ONTs was promoted at lower pH, which is favorable for the release of drugs in the endosome after cellular uptake. ONTs loaded with the drug were internalized, and the drug was released quickly in the cells, as demonstrated on transmission electron microscopy images of ONTs and the detection of a 0.05% dose of ONT chelating gadolinium in the cells. Moreover, ONT could be modified chemically with folate by simply mixing with a folate-conjugate lipid. Therefore, these novel, biodegradable organic nanotubes have the potential to be used as drug carriers for controlled and targeting drug delivery.
authors.affiliation: Institute of Medicinal Chemistry, Hoshi University, Tokyo, Japan.
authors.forename: Ai
authors.initials: A
authors.lastname: Wakasugi
authors.forename: Masumi
authors.initials: M
authors.lastname: Asakawa
authors.forename: Masaki
authors.initials: M
authors.lastname: Kogiso
authors.forename: Toshimi
authors.initials: T
authors.lastname: Shimizu
authors.forename: Mamiko
authors.initials: M
authors.lastname: Sato
authors.forename: Yoshie
authors.initials: Y
authors.lastname: Maitani
mesh_terms: D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000737:chemistry*; D045744:Cell Line, Tumor; D002470:Cell Survival; D003692:Delayed-Action Preparations; D004317:Doxorubicin / Q000737:chemistry*; D004337:Drug Carriers / Q000737:chemistry*; D004339:Drug Compounding / Q000379:methods*; D016503:Drug Delivery Systems / Q000379:methods; D005682:Gadolinium / Q000032:analysis / Q000737:chemistry; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007624:KB Cells; D051379:Mice; D043942:Nanotubes / Q000737:chemistry*; D009930:Organic Chemicals / Q000737:chemistry
chemical_list: D000903:Antibiotics, Antineoplastic; D003692:Delayed-Action Preparations; D004337:Drug Carriers; D009930:Organic Chemicals; D004317:Doxorubicin; D005682:Gadolinium