Synthesis, biological evaluation, and molecular docking of Ugi products containing a zinc-chelating moiety as novel inhibitors of histone deacetylases

Ambra A. Grolla; Valeria Podestà; Maria Giovanna Chini; Simone Di Micco; Antonella Vallario; Armando A. Genazzani; Pier Luigi Canonico; Giuseppe Bifulco; Gian Cesare Tron; Giovanni Sorba; Tracey Pirali

doi:10.1021/jm801529c

Synthesis, biological evaluation, and molecular docking of Ugi products containing a zinc-chelating moiety as novel inhibitors of histone deacetylases

Ambra A. Grolla
, Valeria Podestà
, Maria Giovanna Chini
, Simone Di Micco
, Antonella Vallario
, Armando A. Genazzani
, Pier Luigi Canonico
, Giuseppe Bifulco
, Gian Cesare Tron
, Giovanni Sorba
, Tracey Pirali

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

HDAC inhibitors show great promise for the treatment of cancer. As part of a broader effort to explore the SAR of HDAC inhibitors, synthesis, biological evaluation, and molecular docking of novel Ugi products containing a zinc-chelating moiety are presented. One compound shows improved inhibitory potencies compared to SAHA, demonstrating that hindered lipophilic residues grafted on the peptide scaffold of the α-aminoacylamides can be favorable in the interaction with the enzyme.

Original language	English
Pages (from-to)	2776-2785
Number of pages	10
Journal	Journal of Medicinal Chemistry
Volume	52
Issue number	9
DOIs	https://doi.org/10.1021/jm801529c
Publication status	Published - 14 May 2009

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10.1021/jm801529c

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Grolla, A. A., Podestà, V., Chini, M. G., Di Micco, S., Vallario, A., Genazzani, A. A., Canonico, P. L., Bifulco, G., Tron, G. C., Sorba, G., & Pirali, T. (2009). Synthesis, biological evaluation, and molecular docking of Ugi products containing a zinc-chelating moiety as novel inhibitors of histone deacetylases. Journal of Medicinal Chemistry, 52(9), 2776-2785. https://doi.org/10.1021/jm801529c

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title = "Synthesis, biological evaluation, and molecular docking of Ugi products containing a zinc-chelating moiety as novel inhibitors of histone deacetylases",

abstract = "HDAC inhibitors show great promise for the treatment of cancer. As part of a broader effort to explore the SAR of HDAC inhibitors, synthesis, biological evaluation, and molecular docking of novel Ugi products containing a zinc-chelating moiety are presented. One compound shows improved inhibitory potencies compared to SAHA, demonstrating that hindered lipophilic residues grafted on the peptide scaffold of the α-aminoacylamides can be favorable in the interaction with the enzyme.",

author = "Grolla, \{Ambra A.\} and Valeria Podest{\`a} and Chini, \{Maria Giovanna\} and \{Di Micco\}, Simone and Antonella Vallario and Genazzani, \{Armando A.\} and Canonico, \{Pier Luigi\} and Giuseppe Bifulco and Tron, \{Gian Cesare\} and Giovanni Sorba and Tracey Pirali",

year = "2009",

month = may,

day = "14",

doi = "10.1021/jm801529c",

language = "English",

volume = "52",

pages = "2776--2785",

journal = "Journal of Medicinal Chemistry",

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Grolla, AA, Podestà, V, Chini, MG, Di Micco, S, Vallario, A, Genazzani, AA, Canonico, PL, Bifulco, G, Tron, GC, Sorba, G & Pirali, T 2009, 'Synthesis, biological evaluation, and molecular docking of Ugi products containing a zinc-chelating moiety as novel inhibitors of histone deacetylases', Journal of Medicinal Chemistry, vol. 52, no. 9, pp. 2776-2785. https://doi.org/10.1021/jm801529c

TY - JOUR

T1 - Synthesis, biological evaluation, and molecular docking of Ugi products containing a zinc-chelating moiety as novel inhibitors of histone deacetylases

AU - Grolla, Ambra A.

AU - Podestà, Valeria

AU - Chini, Maria Giovanna

AU - Di Micco, Simone

AU - Vallario, Antonella

AU - Genazzani, Armando A.

AU - Canonico, Pier Luigi

AU - Bifulco, Giuseppe

AU - Tron, Gian Cesare

AU - Sorba, Giovanni

AU - Pirali, Tracey

PY - 2009/5/14

Y1 - 2009/5/14

N2 - HDAC inhibitors show great promise for the treatment of cancer. As part of a broader effort to explore the SAR of HDAC inhibitors, synthesis, biological evaluation, and molecular docking of novel Ugi products containing a zinc-chelating moiety are presented. One compound shows improved inhibitory potencies compared to SAHA, demonstrating that hindered lipophilic residues grafted on the peptide scaffold of the α-aminoacylamides can be favorable in the interaction with the enzyme.

AB - HDAC inhibitors show great promise for the treatment of cancer. As part of a broader effort to explore the SAR of HDAC inhibitors, synthesis, biological evaluation, and molecular docking of novel Ugi products containing a zinc-chelating moiety are presented. One compound shows improved inhibitory potencies compared to SAHA, demonstrating that hindered lipophilic residues grafted on the peptide scaffold of the α-aminoacylamides can be favorable in the interaction with the enzyme.

UR - https://www.scopus.com/pages/publications/65649124129

U2 - 10.1021/jm801529c

DO - 10.1021/jm801529c

M3 - Article

SN - 0022-2623

VL - 52

SP - 2776

EP - 2785

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 9

ER -

Synthesis, biological evaluation, and molecular docking of Ugi products containing a zinc-chelating moiety as novel inhibitors of histone deacetylases

Abstract

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