1.The preparation of bi-functional organophosphine oxides as potential antitumor agents.
Lam KH1, Chui CH, Gambari R, Wong RS, Cheng GY, Lau FY, Lai PB, Tong SW, Chan KW, Wong WY, Chan AS, Tang JC. Eur J Med Chem. 2010 Nov;45(11):5527-30. doi: 10.1016/j.ejmech.2010.08.038. Epub 2010 Aug 24.
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.
