Literature DB >> 16870443

Mimicking the biological activity of diazobenzo[b]fluorene natural products with electronically tuned diazofluorene analogs.

Wei Zeng1, T Eric Ballard, Alexander G Tkachenko, Virginia A Burns, Daniel L Feldheim, Christian Melander.   

Abstract

Under appropriate electronic modulation, simple diazofluorene analogs recapitulate the DNA cleavage activity of kinamycin D under thiol-based reducing conditions. Achieving DNA cleavage under these reducing conditions is key to anticancer activity, as the most active compound, 1-methoxydiazofluorene, inhibits the proliferation of HeLa cells.

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Year:  2006        PMID: 16870443     DOI: 10.1016/j.bmcl.2006.07.024

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  11-Step enantioselective synthesis of (-)-lomaiviticin aglycon.

Authors:  Seth B Herzon; Liang Lu; Christina M Woo; Shivajirao L Gholap
Journal:  J Am Chem Soc       Date:  2011-01-31       Impact factor: 15.419

2.  Analysis of diazofluorene DNA binding and damaging activity: DNA cleavage by a synthetic monomeric diazofluorene.

Authors:  Christina M Woo; Nihar Ranjan; Dev P Arya; Seth B Herzon
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-09       Impact factor: 15.336

3.  Development of enantioselective synthetic routes to (-)-kinamycin F and (-)-lomaiviticin aglycon.

Authors:  Christina M Woo; Shivajirao L Gholap; Liang Lu; Miho Kaneko; Zhenwu Li; P C Ravikumar; Seth B Herzon
Journal:  J Am Chem Soc       Date:  2012-10-03       Impact factor: 15.419

4.  Carbon-hydrogen bond functionalization approach for the synthesis of fluorenones and ortho-arylated benzonitriles.

Authors:  Dmitry Shabashov; Jesús R Molina Maldonado; Olafs Daugulis
Journal:  J Org Chem       Date:  2008-09-03       Impact factor: 4.354

5.  Mechanism of the cytotoxicity of the diazoparaquinone antitumor antibiotic kinamycin F.

Authors:  Kimberley A O'Hara; Xing Wu; Daywin Patel; Hong Liang; Jack C Yalowich; Nan Chen; Valerie Goodfellow; Otunola Adedayo; Gary I Dmitrienko; Brian B Hasinoff
Journal:  Free Radic Biol Med       Date:  2007-07-13       Impact factor: 7.376

6.  The cytotoxicity of (-)-lomaiviticin A arises from induction of double-strand breaks in DNA.

Authors:  Laureen C Colis; Christina M Woo; Denise C Hegan; Zhenwu Li; Peter M Glazer; Seth B Herzon
Journal:  Nat Chem       Date:  2014-05-11       Impact factor: 24.427

7.  Synthesis of Novel Fluorene Bisamide Derivatives via Ugi Reaction and Evaluation their Biological Activity against Mycobacterium species.

Authors:  Ali Hossein Rezayan; Safoura Hariri; Parisa Azerang; Ghazaleh Ghavami; Isabel Portugal; Soroush Sardari
Journal:  Iran J Pharm Res       Date:  2017       Impact factor: 1.696

  7 in total

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