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.
MeSH terms
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Benzene / chemistry
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Cell Line
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Drug Screening Assays, Antitumor
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Enzyme Inhibitors / chemical synthesis*
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology*
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Ethers / chemistry
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Histone Deacetylase Inhibitors*
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Humans
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Hydroxamic Acids / chemistry*
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Hydroxamic Acids / pharmacology
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Inhibitory Concentration 50
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Molecular Structure
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Stereoisomerism
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Structure-Activity Relationship
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Vorinostat
Substances
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Antineoplastic Agents
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Enzyme Inhibitors
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Ethers
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Histone Deacetylase Inhibitors
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Hydroxamic Acids
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Vorinostat
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Benzene