Literature DB >> 25466187

Synthesis and evaluation of ether-linked demethylepipodophyllotoxin dimers.

Norma Dunlap1, Tracy L J Salyard1, Anuradha Liyana Pathiranage1, Jeannie Stubblefield1, Steven L Pitts2, Rachel E Ashley2, Neil Osheroff2.   

Abstract

A series of novel ether-linked dimers of demethylepipodophyllotoxin are topoisomerase II poisons that exhibit higher levels of double-stranded versus single-stranded DNA cleavage than their corresponding monomers. The dimers also have higher levels of tumor cell cytotoxicity than the monomers, lending support to the two-drug model for interaction of demethylepipodophyllotoxins with human topoisomerase IIα.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Cytotoxicity; Demethylepipodophyllotoxin; Topoisomerase

Mesh:

Substances:

Year:  2014        PMID: 25466187      PMCID: PMC4425371          DOI: 10.1016/j.bmcl.2014.10.082

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


  11 in total

Review 1.  Drugs that inhibit tubulin polymerization: the particular case of podophyllotoxin and analogues.

Authors:  Stéphanie Desbène; Sylviane Giorgi-Renault
Journal:  Curr Med Chem Anticancer Agents       Date:  2002-01

2.  Synthesis and biological study of a new series of 4'-demethylepipodophyllotoxin derivatives.

Authors:  Maria Duca; Dominique Guianvarc'h; Philippe Meresse; Emmanuel Bertounesque; Daniel Dauzonne; Laurence Kraus-Berthier; Sylvie Thirot; Stéphane Léonce; Alain Pierré; Bruno Pfeiffer; Pierre Renard; Paola B Arimondo; Claude Monneret
Journal:  J Med Chem       Date:  2005-01-27       Impact factor: 7.446

Review 3.  Etoposide: four decades of development of a topoisomerase II inhibitor.

Authors:  K R Hande
Journal:  Eur J Cancer       Date:  1998-09       Impact factor: 9.162

4.  Antitumor agents. 111. New 4-hydroxylated and 4-halogenated anilino derivatives of 4'-demethylepipodophyllotoxin as potent inhibitors of human DNA topoisomerase II.

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Journal:  J Med Chem       Date:  1990-05       Impact factor: 7.446

5.  A two-drug model for etoposide action against human topoisomerase IIalpha.

Authors:  Kenneth D Bromberg; Alex B Burgin; Neil Osheroff
Journal:  J Biol Chem       Date:  2002-12-08       Impact factor: 5.157

6.  Antitumor activity of a novel podophyllotoxin derivative (TOP-53) against lung cancer and lung metastatic cancer.

Authors:  T Utsugi; J Shibata; Y Sugimoto; K Aoyagi; K Wierzba; T Kobunai; T Terada; T Oh-hara; T Tsuruo; Y Yamada
Journal:  Cancer Res       Date:  1996-06-15       Impact factor: 12.701

7.  Design, synthesis, biological evaluation and QSAR studies of novel bisepipodophyllotoxins as cytotoxic agents.

Authors:  Ahmed Kamal; E Laxman; G B Ramesh Khanna; P S M M Reddy; Tasneem Rehana; M Arifuddin; K Neelima; Anand K Kondapi; Sunanda G Dastidar
Journal:  Bioorg Med Chem       Date:  2004-08-01       Impact factor: 3.641

Review 8.  Etoposide: discovery and medicinal chemistry.

Authors:  Philippe Meresse; Elsa Dechaux; Claude Monneret; Emmanuel Bertounesque
Journal:  Curr Med Chem       Date:  2004-09       Impact factor: 4.530

9.  [On a new glycoside synthesis process. II. Glycosides of 4'-demethylepipodophyllotoxins].

Authors:  M Kuhn; A von Wartburg
Journal:  Helv Chim Acta       Date:  1969       Impact factor: 2.164

Review 10.  The DNA cleavage reaction of topoisomerase II: wolf in sheep's clothing.

Authors:  Joseph E Deweese; Neil Osheroff
Journal:  Nucleic Acids Res       Date:  2008-11-28       Impact factor: 16.971

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  3 in total

Review 1.  Unique indolizidine alkaloid securinine is a promising scaffold for the development of neuroprotective and antitumor drugs.

Authors:  Sergey Klochkov; Margarita Neganova
Journal:  RSC Adv       Date:  2021-05-26       Impact factor: 4.036

2.  Design, Synthesis and Evaluation of Novel Isoxazolines/Oxime Sulfonates of 2'(2',6')-(Di)Chloropodophyllotoxins as Insecticidal Agents.

Authors:  Mingqiao Yu; Guangci Liu; Yuanyuan Zhang; Tao Feng; Ming Xu; Hui Xu
Journal:  Sci Rep       Date:  2016-09-26       Impact factor: 4.379

3.  Novel bivalent securinine mimetics as topoisomerase I inhibitors.

Authors:  Wen Hou; Hui Lin; Zhen-Ya Wang; Martin G Banwell; Ting Zeng; Ping-Hua Sun; Jing Lin; Wei-Min Chen
Journal:  Medchemcomm       Date:  2017-01-03       Impact factor: 3.597

  3 in total

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