Literature DB >> 17900144

The total synthesis of neoamphimedine.

Daniel V LaBarbera1, Tim S Bugni, Chris M Ireland.   

Abstract

Neoamphimedine, a pyridoacridine alkaloid from Xestospongia sp., is a potent antitumor agent both in vitro and in vivo. Neoamphimedine can efficiently induce topoisomerase II mediated catenation of plasmid DNA in vitro and is the only member of more than one hundred pyridoacridines thus far to have this mechanism of action. Herein we report the first total synthesis of neoamphimedine.

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Year:  2007        PMID： 17900144      PMCID： PMC2547140          DOI： 10.1021/jo7017813

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  6 in total

Review 1.  DNA topoisomerases: structure, function, and mechanism.

Authors:  J J Champoux
Journal:  Annu Rev Biochem       Date:  2001       Impact factor: 23.643

Review 2.  DNA topoisomerases.

Authors:  J C Wang
Journal:  Annu Rev Biochem       Date:  1996       Impact factor: 23.643

Review 3.  DNA topoisomerase poisons as antitumor drugs.

Authors:  L F Liu
Journal:  Annu Rev Biochem       Date:  1989       Impact factor: 23.643

4.  Preparative methods of 4-methoxy-2,6-dinitrophenol.

Authors:  N Kawano; M Hirai; A Kaneko
Journal:  Chem Pharm Bull (Tokyo)       Date:  1965-07       Impact factor: 1.645

Review 5.  Biological activities of pyridoacridines.

Authors:  Kathryn M Marshall; Louis R Barrows
Journal:  Nat Prod Rep       Date:  2004-10-29       Impact factor: 13.423

6.  The anti-neoplastic and novel topoisomerase II-mediated cytotoxicity of neoamphimedine, a marine pyridoacridine.

Authors:  Kathryn M Marshall; Sandra S Matsumoto; Joseph A Holden; Gisela P Concepción; Deniz Tasdemir; Chris M Ireland; Louis R Barrows
Journal:  Biochem Pharmacol       Date:  2003-08-01       Impact factor: 5.858
  6 in total
  8 in total

1.  Deoxyamphimedine, a pyridoacridine alkaloid, damages DNA via the production of reactive oxygen species.

Authors:  Kathryn M Marshall; Cynthia D Andjelic; Deniz Tasdemir; Gisela P Concepción; Chris M Ireland; Louis R Barrows
Journal:  Mar Drugs       Date:  2009-05-25       Impact factor: 5.118

2.  Drug Design Targeting T-Cell Factor-Driven Epithelial-Mesenchymal Transition as a Therapeutic Strategy for Colorectal Cancer.

Authors:  Adedoyin D Abraham; Hector Esquer; Qiong Zhou; Nicholas Tomlinson; Brayden D Hamill; Joshua M Abbott; Linfeng Li; Laura A Pike; Sébastien Rinaldetti; Dominique A Ramirez; Paul J Lunghofer; Jose D Gomez; Jerome Schaack; Travis Nemkov; Angelo D'Alessandro; Kirk C Hansen; Daniel L Gustafson; Wells A Messersmith; Daniel V LaBarbera
Journal:  J Med Chem       Date:  2019-11-18       Impact factor: 7.446

3.  Neoamphimedine circumvents metnase-enhanced DNA topoisomerase IIα activity through ATP-competitive inhibition.

Authors:  Jessica Ponder; Byong Hoon Yoo; Adedoyin D Abraham; Qun Li; Amanda K Ashley; Courtney L Amerin; Qiong Zhou; Brian G Reid; Philip Reigan; Robert Hromas; Jac A Nickoloff; Daniel V LaBarbera
Journal:  Mar Drugs       Date:  2011-11-18       Impact factor: 6.085

4.  A General Protocol for Cu-Mediated Fluoro-deamination: Sandmeyer Fluorination of Diverse Aromatic Substrates.

Authors:  R Manuel Pérez-García; Gaute Grønnevik; Patrick J Riss
Journal:  Org Lett       Date:  2021-01-25       Impact factor: 6.005

5.  An improved high yield total synthesis and cytotoxicity study of the marine alkaloid neoamphimedine: an ATP-competitive inhibitor of topoisomerase IIα and potent anticancer agent.

Authors:  Linfeng Li; Adedoyin D Abraham; Qiong Zhou; Hadi Ali; Jeremy V O'Brien; Brayden D Hamill; John J Arcaroli; Wells A Messersmith; Daniel V LaBarbera
Journal:  Mar Drugs       Date:  2014-09-19       Impact factor: 5.118

Review 6.  New Perspectives in the Chemistry of Marine Pyridoacridine Alkaloids.

Authors:  Alois Plodek; Franz Bracher
Journal:  Mar Drugs       Date:  2016-01-26       Impact factor: 5.118

Review 7.  Pyridinoacridine alkaloids of marine origin: NMR and MS spectral data, synthesis, biosynthesis and biological activity.

Authors:  Louis P Sandjo; Victor Kuete; Maique W Biavatti
Journal:  Beilstein J Org Chem       Date:  2015-09-18       Impact factor: 2.883

Review 8.  Marine Alkaloids: Compounds with In Vivo Activity and Chemical Synthesis.

Authors:  Paulo E S Munekata; Mirian Pateiro; Carlos A Conte-Junior; Rubén Domínguez; Asad Nawaz; Noman Walayat; Elena Movilla Fierro; José M Lorenzo
Journal:  Mar Drugs       Date:  2021-06-28       Impact factor: 5.118
  8 in total

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