Literature DB >> 25574060

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

Rui-Juan Li1, Yu Zhao2, Harukuni Tokuda3, Xiao-Ming Yang2, Yue-Hu Wang2, Qian Shi2, Susan L Morris-Natschke2, Hong-Xiang Lou4, Kuo-Hsiung Lee5.   

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.

Entities:  

Keywords:  Bisbibenzyls; Cancer chemopreventive agents; Epstein-Barr virus early antigen (EBV-EA); Intramolecular SNAr reaction; Plagiochin G

Year:  2014        PMID： 25574060      PMCID： PMC4283946          DOI： 10.1016/j.tetlet.2014.10.038

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents.

Authors:  Juan Jiang; Bin Sun; Yan-yan Wang; Min Cui; Li Zhang; Chang-zhi Cui; Yan-feng Wang; Xi-gong Liu; Hong-xiang Lou
Journal:  Bioorg Med Chem       Date:  2012-02-09       Impact factor: 3.641

2.  Chemoprevention: First line of defence.

Authors:  Lauren Gravitz
Journal:  Nature       Date:  2011-03-24       Impact factor: 49.962

3.  Antifungal bis[bibenzyls] from the Chinese liverwort Marchantia polymorpha L.

Authors:  Chong Niu; Jian-Bo Qu; Hong-Xiang Lou
Journal:  Chem Biodivers       Date:  2006-01       Impact factor: 2.408

Review 4.  Macrocylic bisbibenzyl natural products and their chemical synthesis.

Authors:  David C Harrowven; Sarah L Kostiuk
Journal:  Nat Prod Rep       Date:  2011-11-16       Impact factor: 13.423

5.  Anti-tumor-promoting activity of the diterpene from Excoecaria agallocha. II.

Authors:  T Konoshima; T Konishi; M Takasaki; K Yamazoe; H Tokuda
Journal:  Biol Pharm Bull       Date:  2001-12       Impact factor: 2.233

6.  Wilkinson's catalyst catalyzed selective hydrogenation of olefin in the presence of an aromatic nitro function: a remarkable solvent effect.

Authors:  Angélique Jourdant; Eduardo González-Zamora; Jieping Zhu
Journal:  J Org Chem       Date:  2002-05-03       Impact factor: 4.354

7.  Cancer chemopreventive activity of phenylpropanoids and phytoquinoids from Illicium plants.

Authors:  Masataka Itoigawa; Chihiro Ito; Harukuni Tokuda; Fumio Enjo; Hoyoku Nishino; Hiroshi Furukawa
Journal:  Cancer Lett       Date:  2004-10-28       Impact factor: 8.679

8.  A short-term in vitro assay for promoter substances using human lymphoblastoid cells latently infected with Epstein-Barr virus.

Authors:  Y Ito; S Yanase; J Fujita; T Harayama; M Takashima; H Imanaka
Journal:  Cancer Lett       Date:  1981-06       Impact factor: 8.679
  8 in total
  2 in total

1.  Chemotypes and Biomarkers of Seven Species of New Caledonian Liverworts from the Bazzanioideae Subfamily.

Authors:  Benjamin Métoyer; Nicolas Lebouvier; Edouard Hnawia; Gaëtan Herbette; Louis Thouvenot; Yoshinori Asakawa; Mohammed Nour; Phila Raharivelomanana
Journal:  Molecules       Date:  2018-06-05       Impact factor: 4.411

2.  Design, Synthesis and Biological Evaluation of Phenyl Urea Derivatives as IDO1 Inhibitors.

Authors:  Chuan Zhou; Fangfang Lai; Li Sheng; Xiaoguang Chen; Yan Li; Zhiqiang Feng
Journal:  Molecules       Date:  2020-03-23       Impact factor: 4.411
  2 in total

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