Literature DB >> 22199406

Design, synthesis, and biological evaluation of estrone-derived hedgehog signaling inhibitors.

Jeffrey D Winkler1, André K Isaacs, Chaomei Xiang, Valérie Baubet, Nadia Dahmane.   

Abstract

The design, synthesis and biological evaluation of new analogs of the naturally occurring compound cyclopamine, a Hedgehog signaling inhibitor, are described. Stucture-activity relationship studies lead to an evolving model for the pharmacophore of this medically promising compound class of anti-cancer chemotherapeutic agents.

Entities:  

Year:  2011        PMID: 22199406      PMCID: PMC3244726          DOI: 10.1016/j.tet.2011.10.028

Source DB:  PubMed          Journal:  Tetrahedron        ISSN: 0040-4020            Impact factor:   2.457


  39 in total

1.  Identification of a small molecule inhibitor of the hedgehog signaling pathway: effects on basal cell carcinoma-like lesions.

Authors:  Juliet A Williams; Oivin M Guicherit; Beatrice I Zaharian; Yin Xu; Ling Chai; Hynek Wichterle; Charlene Kon; Christine Gatchalian; Jeffery A Porter; Lee L Rubin; Frank Y Wang
Journal:  Proc Natl Acad Sci U S A       Date:  2003-04-04       Impact factor: 11.205

2.  Hedgehog antagonist cyclopamine isomerizes to less potent forms when acidified.

Authors:  Steven Ray Wilson; Martin Frank Strand; Andreas Krapp; Frode Rise; Dirk Petersen; Stefan Krauss
Journal:  J Pharm Biomed Anal       Date:  2010-02-23       Impact factor: 3.935

3.  Semisynthetic cyclopamine analogues as potent and orally bioavailable hedgehog pathway antagonists.

Authors:  Martin R Tremblay; Marta Nevalainen; Somarajan J Nair; James R Porter; Alfredo C Castro; Mark L Behnke; Lin-Chen Yu; Margit Hagel; Kerry White; Kerrie Faia; Louis Grenier; Matthew J Campbell; Jill Cushing; Caroline N Woodward; Jennifer Hoyt; Michael A Foley; Margaret A Read; Jens R Sydor; Jeffrey K Tong; Vito J Palombella; Karen McGovern; Julian Adams
Journal:  J Med Chem       Date:  2008-10-09       Impact factor: 7.446

4.  Frequent requirement of hedgehog signaling in non-small cell lung carcinoma.

Authors:  Z Yuan; J A Goetz; S Singh; S K Ogden; W J Petty; C C Black; V A Memoli; E Dmitrovsky; D J Robbins
Journal:  Oncogene       Date:  2006-08-14       Impact factor: 9.867

5.  Melanomas require HEDGEHOG-GLI signaling regulated by interactions between GLI1 and the RAS-MEK/AKT pathways.

Authors:  Barbara Stecca; Christophe Mas; Virginie Clement; Marie Zbinden; Rafael Correa; Vincent Piguet; Friedrich Beermann; Ariel Ruiz I Altaba
Journal:  Proc Natl Acad Sci U S A       Date:  2007-03-28       Impact factor: 11.205

6.  Mutations of the human homolog of Drosophila patched in the nevoid basal cell carcinoma syndrome.

Authors:  H Hahn; C Wicking; P G Zaphiropoulous; M R Gailani; S Shanley; A Chidambaram; I Vorechovsky; E Holmberg; A B Unden; S Gillies; K Negus; I Smyth; C Pressman; D J Leffell; B Gerrard; A M Goldstein; M Dean; R Toftgard; G Chenevix-Trench; B Wainwright; A E Bale
Journal:  Cell       Date:  1996-06-14       Impact factor: 41.582

7.  Design and synthesis of inhibitors of Hedgehog signaling based on the alkaloid cyclopamine.

Authors:  Jeffrey D Winkler; André Isaacs; Laura Holderbaum; Valérie Tatard; Nadia Dahmane
Journal:  Org Lett       Date:  2009-07-02       Impact factor: 6.005

8.  Widespread requirement for Hedgehog ligand stimulation in growth of digestive tract tumours.

Authors:  David M Berman; Sunil S Karhadkar; Anirban Maitra; Rocio Montes De Oca; Meg R Gerstenblith; Kimberly Briggs; Antony R Parker; Yutaka Shimada; James R Eshleman; D Neil Watkins; Philip A Beachy
Journal:  Nature       Date:  2003-09-14       Impact factor: 49.962

Review 9.  Communicating with Hedgehogs.

Authors:  Joan E Hooper; Matthew P Scott
Journal:  Nat Rev Mol Cell Biol       Date:  2005-04       Impact factor: 94.444

10.  The teratogenic Veratrum alkaloid cyclopamine inhibits sonic hedgehog signal transduction.

Authors:  J P Incardona; W Gaffield; R P Kapur; H Roelink
Journal:  Development       Date:  1998-09       Impact factor: 6.868

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  1 in total

1.  Synthesis and Smo Activity of Some Novel Benzamide Derivatives.

Authors:  Huaiwei Ding; Kai Chen; Bingke Song; Chenglong Deng; Wei Li; Li Niu; Mengxuan Bai; Hongrui Song; Lijuan Zhang
Journal:  Molecules       Date:  2017-12-31       Impact factor: 4.411

  1 in total

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