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Total synthesis of plagiochin G and derivatives as potential cancer chemopreventive agents.

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 (EBVEA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells and, thus, are potential cancer chemopreventive agents.

SUBMITTER: Li RJ

PROVIDER: S-EPMC4283946 | biostudies-literature | 2014 Nov

REPOSITORIES: biostudies-literature

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Total synthesis of plagiochin G and derivatives as potential cancer chemopreventive agents.

Li Rui-Juan RJ Zhao Yu Y Tokuda Harukuni H Yang Xiao-Ming XM Wang Yue-Hu YH Shi Qian Q Morris-Natschke Susan L SL Lou Hong-Xiang HX Lee Kuo-Hsiung KH

Tetrahedron letters 20141101 47

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 (EBVEA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells and, thus, are potential cancer chem ...[more]

PMID: 25574060

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