Literature DB >> 19359173

Exploring bis-(indolyl)methane moiety as an alternative and innovative CAP group in the design of histone deacetylase (HDAC) inhibitors.

Giuseppe Giannini1, Mauro Marzi, Maria Di Marzo, Gianfranco Battistuzzi, Riccardo Pezzi, Tiziana Brunetti, Walter Cabri, Loredana Vesci, Claudio Pisano.   

Abstract

In order to gather further knowledge about the structural requirements on histone deacetylase inhibitors (HDACi), starting from the schematic model of the common pharmacophore that characterizes this class of molecules (surface recognition CAP group-connection unit-linker region-Zinc Binding Group), we designed and synthesized a series of hydroxamic acids containing a bis-(indolyl)methane moiety. HDAC inhibition profile and antiproliferative activity were evaluated.

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Year:  2009        PMID: 19359173     DOI: 10.1016/j.bmcl.2009.03.101

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


  7 in total

1.  Synthesis and Preliminary Biological Study of Bisindolylmethanes Accessed by an Acid-Catalyzed Hydroarylation of Vinylindoles.

Authors:  Tejas P Pathak; Jaroslaw G Osiak; Rachel M Vaden; Bryan E Welm; Matthew S Sigman
Journal:  Tetrahedron       Date:  2012-07-01       Impact factor: 2.457

2.  Identification and Characterization of AES-135, a Hydroxamic Acid-Based HDAC Inhibitor That Prolongs Survival in an Orthotopic Mouse Model of Pancreatic Cancer.

Authors:  Andrew E Shouksmith; Fenil Shah; Michelle L Grimard; Justyna M Gawel; Yasir S Raouf; Mulu Geletu; Angelika Berger-Becvar; Elvin D de Araujo; H Artee Luchman; William L Heaton; David Bakhshinyan; Ashley A Adile; Chitra Venugopal; Thomas O'Hare; Michael W Deininger; Sheila K Singh; Stephen F Konieczny; Samuel Weiss; Melissa L Fishel; Patrick T Gunning
Journal:  J Med Chem       Date:  2019-03-06       Impact factor: 7.446

3.  Development of N-Hydroxycinnamamide-Based Histone Deacetylase Inhibitors with Indole-Containing Cap Group.

Authors:  Yingjie Zhang; Penghui Yang; C James Chou; Chunxi Liu; Xuejian Wang; Wenfang Xu
Journal:  ACS Med Chem Lett       Date:  2013-01-08       Impact factor: 4.345

4.  Structural Requirements of Histone Deacetylase Inhibitors: SAHA Analogs Modified on the Hydroxamic Acid.

Authors:  Anton V Bieliauskas; Sujith V W Weerasinghe; Ahmed T Negmeldin; Mary Kay H Pflum
Journal:  Arch Pharm (Weinheim)       Date:  2016-04-09       Impact factor: 3.751

5.  Ligand Based Pharmacophore Modeling and Virtual Screening Studies to Design Novel HDAC2 Inhibitors.

Authors:  Naresh Kandakatla; Geetha Ramakrishnan
Journal:  Adv Bioinformatics       Date:  2014-11-26

6.  RuCl₃·3H₂O catalyzed reactions: facile synthesis of bis(indolyl)methanes under mild conditions.

Authors:  Hong-En Qu; Chen Xiao; Ning Wang; Kai-Hui Yu; Qiao-Sheng Hu; Liang-Xian Liu
Journal:  Molecules       Date:  2011-05-09       Impact factor: 4.411

7.  New Isatin-Indole Conjugates: Synthesis, Characterization, and a Plausible Mechanism of Their in vitro Antiproliferative Activity.

Authors:  Reem I Al-Wabli; Aliyah A Almomen; Maha S Almutairi; Adam B Keeton; Gary A Piazza; Mohamed I Attia
Journal:  Drug Des Devel Ther       Date:  2020-02-03       Impact factor: 4.162

  7 in total

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