title: Antimony(V) and bismuth(V) complexes of lapachol: synthesis, crystal structure and cytotoxic activity.
abstract: Antimony(V) and bismuth(V) complexes of lapachol have been synthesized by the reaction of Ph₃SbCl₂ or Ph₃BiCl₂ with lapachol (Lp) and characterized by several physicochemical techniques such as IR, and NMR spectroscopy and X-ray crystallography. The compounds contain six-coordinated antimony and bismuth atoms. The antimony(V) complex is a monomeric derivative, (Lp)(Ph₃Sb)OH, and the bismuth(V) complex is a dinuclear compound bridged by an oxygen atom, (Lp)₂(Ph₃Bi)₂O. Both compounds inhibited the growth of a chronic myelogenous leukemia cell line and the complex of Bi(V) was about five times more active than free lapachol. This work provides a rare example of an organo-Bi(V) complex showing significant cytotoxic activity.
authors.affiliation: Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais (UFMG), Av. Antônio Carlos 6627, 31270-901 Belo Horizonte, MG, Brazil.
authors.forename: Ludmila G de
authors.initials: LG
authors.lastname: Oliveira
authors.forename: Meiriane M
authors.initials: MM
authors.lastname: Silva
authors.forename: Flávia C S de
authors.initials: FC
authors.lastname: Paula
authors.forename: Elene C
authors.initials: EC
authors.lastname: Pereira-Maia
authors.forename: Cláudio L
authors.initials: CL
authors.lastname: Donnici
authors.forename: Carlos A de
authors.initials: CA
authors.lastname: Simone
authors.forename: Frédéric
authors.initials: F
authors.lastname: Frézard
authors.forename: Eufrânio N da
authors.initials: EN
authors.lastname: Silva
authors.forename: Cynthia
authors.initials: C
authors.lastname: Demicheli
mesh_terms: D000965:Antimony / Q000737:chemistry / Q000494:pharmacology*; D001729:Bismuth / Q000737:chemistry / Q000494:pharmacology*; D016923:Cell Death / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D005260:Female; D006801:Humans; D020014:K562 Cells; D009682:Magnetic Resonance Spectroscopy; D008875:Middle Aged; D008968:Molecular Conformation; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D009285:Naphthoquinones; D000965:Antimony; C008252:lapachol; D001729:Bismuth