Literature DB >> 19419863

Isoxazole moiety in the linker region of HDAC inhibitors adjacent to the Zn-chelating group: effects on HDAC biology and antiproliferative activity.

Subhasish Tapadar1, Rong He, Doris N Luchini, Daniel D Billadeau, Alan P Kozikowski.   

Abstract

A series of hydroxamic acid based histone deacetylase inhibitors 6-15, containing an isoxazole moiety adjacent to the Zn-chelating hydroxamic acid, is reported herein. Some of these compounds showed nanomolar activity in the HDAC isoform inhibitory assay and exhibited micro molar inhibitory activity against five pancreatic cancer cell lines.

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Year:  2009        PMID: 19419863      PMCID: PMC2705901          DOI: 10.1016/j.bmcl.2009.04.058

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


  19 in total

1.  Chemistry and biology of mercaptoacetamides as novel histone deacetylase inhibitors.

Authors:  Bin Chen; Pavel A Petukhov; Mira Jung; Alfredo Velena; Elena Eliseeva; Anatoly Dritschilo; Alan P Kozikowski
Journal:  Bioorg Med Chem Lett       Date:  2005-03-01       Impact factor: 2.823

2.  Exploring alternative Zn-binding groups in the design of HDAC inhibitors: squaric acid, N-hydroxyurea, and oxazoline analogues of SAHA.

Authors:  Stephen Hanessian; Valerio Vinci; Luciana Auzzas; Mauro Marzi; Giuseppe Giannini
Journal:  Bioorg Med Chem Lett       Date:  2006-07-25       Impact factor: 2.823

Review 3.  Histone acetylation in chromatin structure and transcription.

Authors:  M Grunstein
Journal:  Nature       Date:  1997-09-25       Impact factor: 49.962

4.  Structure-activity relationship studies of novel heteroretinoids: induction of apoptosis in the HL-60 cell line by a novel isoxazole-containing heteroretinoid.

Authors:  D Simoni; F P Invidiata; R Rondanin; S Grimaudo; G Cannizzo; E Barbusca; F Porretto; N D'Alessandro; M Tolomeo
Journal:  J Med Chem       Date:  1999-12-02       Impact factor: 7.446

Review 5.  Histone deacetylase inhibitors: inducers of differentiation or apoptosis of transformed cells.

Authors:  P A Marks; V M Richon; R A Rifkind
Journal:  J Natl Cancer Inst       Date:  2000-08-02       Impact factor: 13.506

6.  Neuroprotection by histone deacetylase-related protein.

Authors:  Brad E Morrison; Nazanin Majdzadeh; Xiaoguang Zhang; Aaron Lyles; Rhonda Bassel-Duby; Eric N Olson; Santosh R D'Mello
Journal:  Mol Cell Biol       Date:  2006-05       Impact factor: 4.272

7.  A new simple and high-yield synthesis of suberoylanilide hydroxamic acid and its inhibitory effect alone or in combination with retinoids on proliferation of human prostate cancer cells.

Authors:  Lalji K Gediya; Pankaj Chopra; Puranik Purushottamachar; Neha Maheshwari; Vincent C O Njar
Journal:  J Med Chem       Date:  2005-07-28       Impact factor: 7.446

Review 8.  New perspectives in the management of pancreas cancer.

Authors:  Daniel G Haller
Journal:  Semin Oncol       Date:  2003-08       Impact factor: 4.929

9.  Sulfamides as novel histone deacetylase inhibitors.

Authors:  Amal Wahhab; David Smil; Alain Ajamian; Martin Allan; Yves Chantigny; Eric Therrien; Natalie Nguyen; Sukhdev Manku; Silvana Leit; Jubrail Rahil; Andrea J Petschner; Ai-Hua Lu; Alina Nicolescu; Sylvain Lefebvre; Samuel Montcalm; Marielle Fournel; Theresa P Yan; Zuomei Li; Jeffrey M Besterman; Robert Déziel
Journal:  Bioorg Med Chem Lett       Date:  2008-11-27       Impact factor: 2.823

Review 10.  Pancreatic cancer.

Authors:  Donghui Li; Keping Xie; Robert Wolff; James L Abbruzzese
Journal:  Lancet       Date:  2004-03-27       Impact factor: 79.321

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  3 in total

1.  Discovery of isoxazole analogues of sazetidine-A as selective α4β2-nicotinic acetylcholine receptor partial agonists for the treatment of depression.

Authors:  Jianhua Liu; Li-Fang Yu; J Brek Eaton; Barbara Caldarone; Katie Cavino; Christina Ruiz; Matthew Terry; Allison Fedolak; Daguang Wang; Afshin Ghavami; David A Lowe; Dani Brunner; Ronald J Lukas; Alan P Kozikowski
Journal:  J Med Chem       Date:  2011-09-30       Impact factor: 7.446

2.  Identification of HDAC6-Selective Inhibitors of Low Cancer Cell Cytotoxicity.

Authors:  Irina N Gaisina; Werner Tueckmantel; Andrey Ugolkov; Sida Shen; Jessica Hoffen; Oleksii Dubrovskyi; Andrew Mazar; Renee A Schoon; Daniel Billadeau; Alan P Kozikowski
Journal:  ChemMedChem       Date:  2015-11-23       Impact factor: 3.466

3.  Exploration of Novel Inhibitors for Class I Histone Deacetylase Isoforms by QSAR Modeling and Molecular Dynamics Simulation Assays.

Authors:  Zainab Noor; Noreen Afzal; Sajid Rashid
Journal:  PLoS One       Date:  2015-10-02       Impact factor: 3.240

  3 in total

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