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  • Molecular modifications on carboxylic acid derivatives as potent histone deacetylase inhibitors: Activity and docking studies.

Molecular modifications on carboxylic acid derivatives as potent histone deacetylase inhibitors: Activity and docking studies.

Bioorganic & medicinal chemistry (2009-06-13)
Gamze Bora-Tatar, Didem Dayangaç-Erden, Ayhan S Demir, Sevim Dalkara, Kemal Yelekçi, Hayat Erdem-Yurter
ABSTRACT

In the light of known HDAC inhibitors, 33 carboxylic acid derivatives were tested to understand the structural requirements for HDAC inhibition activity. Several modifications were applied to develop the structure-activity relationships of carboxylic acid HDAC inhibitors. HDAC inhibition activities were investigated in vitro by using HeLa nuclear extract in a fluorimetric assay. Molecular docking was also carried out for the human HDAC8 enzyme in order to predict inhibition activity and the 3D poses of inhibitor-enzyme complexes. Of these compounds, caffeic acid derivatives such as chlorogenic acid and curcumin were found to be highly potent compared to sodium butyrate, which is a well-known HDAC inhibitor.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
trans-Ferulic acid, ≥99%
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Propionic acid, BioReagent, suitable for insect cell culture, ~99%
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Propionic acid, natural, 99%, FG
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D-(−)-Tartaric acid, puriss., unnatural form, ≥99.0% (T)
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Anthranilic acid, puriss. p.a., ≥99.5% (T)
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trans-Cinnamic acid, ≥99%
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trans-Cinnamic acid, natural, ≥99%, FCC, FG
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Sodium DL-lactate, ReagentPlus®, ≥99.0% (NT)
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Sodium butyrate, 98%
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Sodium butyrate, ≥98.5% (GC)
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Propionic acid, ACS reagent, ≥99.5%
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trans-Ferulic acid, 99%
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trans-Cinnamic acid, ≥99%, FG
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trans-Cinnamic acid, 97%
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Succinic acid, ReagentPlus®, BioRenewable, ≥99.0%
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Succinic acid, BioReagent, BioRenewable, suitable for cell culture, suitable for insect cell culture
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Succinic acid, BioXtra, BioRenewable, ≥99.0%
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Succinic acid, purum p.a., ≥99.0% (T)
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Citric acid, ACS reagent, ≥99.5%
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Citric acid, BioUltra, anhydrous, ≥99.5% (T)
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Citric acid, 99%
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