Literature DB >> 17892933

Omega-alkoxy analogues of SAHA (vorinostat) as inhibitors of HDAC: a study of chain-length and stereochemical dependence.

Stephen Hanessian1, Luciana Auzzas, Giuseppe Giannini, Mauro Marzi, Walter Cabri, Marcella Barbarino, Loredana Vesci, Claudio Pisano.   

Abstract

A series of omega-alkoxy ethers were prepared with variation of the length of the aliphatic chain of suberoylanilide hydroxamic acid (SAHA, vorinostat). Eight carbon long chain analogues showed the best activity, among which several substituted benzyl ether derivatives exhibited inhibitory activity on HDAC comparable to SAHA, and antiproliferative activity on three human cell lines (NB4, H460, and HCT-116) better than SAHA. However, no significant difference in antiproliferative activity was observed between two enantiomers bearing the benzyl ether moiety.

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Year:  2007        PMID: 17892933     DOI: 10.1016/j.bmcl.2007.09.014

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


  5 in total

1.  Vorinostat-like molecules as structural, stereochemical, and pharmacological tools.

Authors:  Stephen Hanessian; Luciana Auzzas; Andreas Larsson; Jianbin Zhang; Giuseppe Giannini; Grazia Gallo; Andrea Ciacci; Walter Cabri
Journal:  ACS Med Chem Lett       Date:  2010-03-11       Impact factor: 4.345

Review 2.  An Insight into the Medicinal Chemistry Perspective of Macrocyclic Derivatives with Antitumor Activity: A Systematic Review.

Authors:  Yan Liang; Ru Fang; Qiu Rao
Journal:  Molecules       Date:  2022-04-29       Impact factor: 4.927

3.  Synthesis and Biological Evaluation of JAHAs: Ferrocene-Based Histone Deacetylase Inhibitors.

Authors:  John Spencer; Jahangir Amin; Minghua Wang; Graham Packham; Sharifah S Syed Alwi; Graham J Tizzard; Simon J Coles; Ronald M Paranal; James E Bradner; Tom D Heightman
Journal:  ACS Med Chem Lett       Date:  2011-03-18       Impact factor: 4.345

4.  In search of constrained FTY720 and phytosphingosine analogs as dual acting anticancer agents targeting metabolic and epigenetic pathways.

Authors:  Jean-Baptiste Garsi; Lorenzo Sernissi; Vito Vece; Stephen Hanessian; Alison N McCracken; Grigor Simitian; Aimee L Edinger
Journal:  Eur J Med Chem       Date:  2018-09-21       Impact factor: 6.514

5.  Hydroxamic acid - A novel molecule for anticancer therapy.

Authors:  Dilipkumar Pal; Supriyo Saha
Journal:  J Adv Pharm Technol Res       Date:  2012-04
  5 in total

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