title: Identification, structural properties and chelating capacity of miltipolone as a broad-spectrum inhibitor to cancer cells.
abstract: Miltipolone (1) was discovered as a good and broad-spectrum inhibitor against the growth of cancer cells from "Danshen" based on the activity-driven screening of TCMs. The structural features make 1 easily tautomerize between different forms and 1 is linked and stabilized by intermolecular O-H⋯O hydrogen bonds in the crystal structure. The interaction of 1 in ddH(2)O solution with Co(2+), Mn(2+), Zn(2+), Fe(2+) or Fe(3+) changed UV absorption values; the chelation of 1 with Fe(2+) or Fe(3+) also altered the characteristic UV absorption peaks. However, only did Fe(2+) reverse 1's inhibition against the growth of cancer cells; therefore, we concluded that 1 possibly acts as a Fe(2+) chelator to conduct its inhibitory activity.
authors.affiliation: Department of Applied Chemistry, College of Sciences, Nanjing Agricultural University, Nanjing, Jiangsu 210095, PR China.
authors.forename: Jing
authors.initials: J
authors.lastname: Wang
authors.forename: Shaopeng
authors.initials: S
authors.lastname: Chen
authors.forename: Hao
authors.initials: H
authors.lastname: Cheng
authors.forename: Fangyi
authors.initials: F
authors.lastname: Yang
authors.forename: Junting
authors.initials: J
authors.lastname: Wan
authors.forename: Jian
authors.initials: J
authors.lastname: Bo
authors.forename: Yingxue
authors.initials: Y
authors.lastname: Liu
authors.forename: Junyun
authors.initials: J
authors.lastname: Yang
authors.forename: Jinsong
authors.initials: J
authors.lastname: Liu
authors.forename: Guo-Chun
authors.initials: GC
authors.lastname: Zhou
mesh_terms: D000970:Antineoplastic Agents / Q000032:analysis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000032:analysis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D007501:Iron / Q000737:chemistry; D007502:Iron Chelating Agents / Q000032:analysis / Q000737:chemistry* / Q000494:pharmacology*; D007536:Isomerism; D008958:Models, Molecular; D008968:Molecular Conformation; D014334:Tropolone / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry / Q000494:pharmacology; D014867:Water / Q000737:chemistry
chemical_list: D000970:Antineoplastic Agents; D004224:Diterpenes; D007502:Iron Chelating Agents; C558587:miltipolone; D014867:Water; D014334:Tropolone; D007501:Iron