title: The preparation of bi-functional organophosphine oxides as potential antitumor agents.
abstract: Following our previously reported pyridinyl phosphine oxides as antitumor agents, we targeted the commercially available C(2)-axial chiral organophosphine ligand catalysts, such as 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) 1 and 2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine (P-Phos) 2 as a convenient source for producing organophosphine oxides as antitumor leads. Their corresponding chiral and racemic bi-phosphine oxides 3 and 4 can be obtained easily through a simple oxidation step with hydrogen peroxide, and their antitumor activities towards human hepatocellular carcinoma Hep3B cell line were reported. We found out that compound 3 shows stronger antitumor activity than that of 4, where axial chirality cannot improve their activity. Further athymic nude mice Hep3B xenograft model demonstrates the attractive in vivo antitumor potential of 3.
authors.affiliation: Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China. bcjoelam@inet.polyu.edu.hk
authors.forename: Kim-Hung
authors.initials: KH
authors.lastname: Lam
authors.forename: Chung-Hin
authors.initials: CH
authors.lastname: Chui
authors.forename: Roberto
authors.initials: R
authors.lastname: Gambari
authors.forename: Raymond Siu-Ming
authors.initials: RS
authors.lastname: Wong
authors.forename: Gregory Yin-Ming
authors.initials: GY
authors.lastname: Cheng
authors.forename: Fung-Yi
authors.initials: FY
authors.lastname: Lau
authors.forename: Paul Bo-San
authors.initials: PB
authors.lastname: Lai
authors.forename: See-Wai
authors.initials: SW
authors.lastname: Tong
authors.forename: Kit-Wah
authors.initials: KW
authors.lastname: Chan
authors.forename: Wai-Yeung
authors.initials: WY
authors.lastname: Wong
authors.forename: Albert Sun-Chi
authors.initials: AS
authors.lastname: Chan
authors.forename: Johnny Cheuk-On
authors.initials: JC
authors.lastname: Tang
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D010087:Oxides / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000970:Antineoplastic Agents; D009943:Organophosphorus Compounds; D010087:Oxides