title: Synthesis, characterization, and in vitro evaluation of artesunate-β-cyclodextrin conjugates as novel anti-cancer prodrugs.
abstract: A novel series of artesunate-β-cyclodextrin (ATS-β-CD) conjugates, in which artesunate (ATS) was coupled covalently to one of the primary hydroxyl groups of β-cyclodextrin (β-CD) through amino bond formation, were synthesized and characterized by (1)H NMR, HRMS, 2D NMR (ROESY), X-ray diffraction (XRD), and thermogravimetric analysis (TGA). The results showed that the aqueous solubility of ATS-β-CD conjugates was 26-45 times better than that of free ATS. The cytotoxicity of the ATS-β-CD conjugates was evaluated on human colon cancer cell lines HCT116, LOVO, SW480, and HT-29, and the results indicated that ATS-2NβCD exhibited a very high cytotoxicity against HCT116, LOVO, and HT-29 with IC50 values of 0.58, 1.62, and 5.18μmol/L, respectively. In addition, the supposition of better cytotoxicity was further supported by the control experiment of fluorescent cyclodextrin.
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China.
authors.forename: Rui-Jian
authors.initials: RJ
authors.lastname: Jiang
authors.affiliation: Faculty of Chemical Engineering, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China.
authors.forename: Yu-Lin
authors.initials: YL
authors.lastname: Zhao
authors.affiliation: Kunming Pharmaceutical Group Corporation, Kunming 650000, Yunnan, PR China.
authors.forename: Yun-Jian
authors.initials: YJ
authors.lastname: Chen
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China.
authors.forename: Dan
authors.initials: D
authors.lastname: Xiao
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China.
authors.forename: Fen
authors.initials: F
authors.lastname: Wang
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China.
authors.forename: Bin
authors.initials: B
authors.lastname: Han
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China.
authors.forename: Jian
authors.initials: J
authors.lastname: Yang
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China.
authors.forename: Xia-Li
authors.initials: XL
authors.lastname: Liao
authors.affiliation: Key Laboratory of Ethnic Medicine Resource Chemistry, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming 650500, PR China.
authors.forename: Li-Juan
authors.initials: LJ
authors.lastname: Yang
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China. Electronic address: gczasd@163.com.
authors.forename: Chuan-Zhu
authors.initials: CZ
authors.lastname: Gao
authors.affiliation: Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, Yunnan, PR China. Electronic address: yangbo6910@sina.com.
authors.forename: Bo
authors.initials: B
authors.lastname: Yang
mesh_terms: D037621:Artemisinins / Q000008:administration & dosage* / Q000138:chemical synthesis / Q000737:chemistry; D000077332:Artesunate; D049109:Cell Proliferation / Q000187:drug effects*; D003505:Cyclodextrins / Q000008:administration & dosage* / Q000138:chemical synthesis / Q000737:chemistry; D045325:HCT116 Cells; D019073:HT29 Cells; D006801:Humans; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D011355:Prodrugs / Q000008:administration & dosage* / Q000138:chemical synthesis / Q000737:chemistry; D012995:Solubility / Q000187:drug effects; D014961:X-Ray Diffraction
chemical_list: D037621:Artemisinins; D003505:Cyclodextrins; D011355:Prodrugs; D000077332:Artesunate
keywords: Anti-cancer; Artesunate; Carrier; Conjugate; Prodrug; β-Cyclodextrin