Department of Chemistry
The preparation of bi-functional organophosphine oxides as potential antitumor agents
Following our previously reported pyridinyl phosphine oxides as antitumor agents, we targeted the commercially available C2-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. © 2010 Elsevier Masson SAS. All rights reserved.
Antitumor activity, Bi-functional organophosphine oxides, Hepatocellular carcinoma
Source Publication Title
European Journal of Medicinal Chemistry
Link to Publisher's Edition
Lam, Kim-Hung, Chung-Hin Chui, Roberto Gambari, Raymond Siu-Ming Wong, Gregory Yin-Ming Cheng, Fung-Yi Lau, Paul Bo-San Lai, See-Wai Tong, Kit-Wah Chan, Wai-Yeung Wong, Albert Sun-Chi Chan, and Johnny Cheuk-On Tang. "The preparation of bi-functional organophosphine oxides as potential antitumor agents." European Journal of Medicinal Chemistry 45.11 (2010): 5527-5530.