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Total synthesis of plagiochin G and derivatives as potential cancer chemopreventive agents |
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| Authors: | Rui-Juan Li Yu Zhao Harukuni Tokuda Xiao-Ming Yang Yue-Hu Wang Qian Shi Susan L Morris-Natschke Hong-Xiang Lou Kuo-Hsiung Lee |
| Institution: | 1. Department of Natural Products Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Science, Shandong University, Jinan 250012, PR China;2. Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599, United States;3. Department of Biochemistry, Kyoto Prefectural University of Medicine, Kamigyo-ku, Kyoto 602-0841, Japan;4. Chinese Medicine Research and Development Center, China Medical University and Hospital, Taichung, Taiwan |
| Abstract: | A new and efficient total synthesis has been developed to obtain plagiochin G (22), a macrocyclic bisbibenzyl, and four derivatives. The key 16-membered ring containing biphenyl ether and biaryl units was closed via an intramolecular SNAr reaction. All synthesized macrocyclic bisbibenzyls inhibited Epstein–Barr virus early antigen (EBV-EA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells and, thus, are potential cancer chemopreventive agents. |
| Keywords: | Bisbibenzyls Plagiochin G Intramolecular SNAr reaction Cancer chemopreventive agents Epstein&ndash Barr virus early antigen (EBV-EA) |
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