Aromatic Sulfide Inhibitors of Histone Deacetylase Based on Arylsulfinyl-2,4-hexadienoic Acid Hydroxyamides
The synthesis of a novel series of potent inhibitors of histone deacetylases is described, based on arylsulfinyl-2,4-hexadienoic acid hydroxyamides and their derivatives. In vitro IC50 values down to 40 nM were obtained, and several compounds showed inhibition of CEM (human leukemic) cell viability...
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| Veröffentlicht in: | Journal of medicinal chemistry 2006-01, Vol.49 (2), p.800-805 |
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| container_end_page | 805 |
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| container_issue | 2 |
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| container_title | Journal of medicinal chemistry |
| container_volume | 49 |
| creator | Marson, Charles M Savy, Pascal Rioja, Alphonso S Mahadevan, Thevaki Mikol, Catherine Veerupillai, Arthi Nsubuga, Eva Chahwan, Angela Joel, Simon P |
| description | The synthesis of a novel series of potent inhibitors of histone deacetylases is described, based on arylsulfinyl-2,4-hexadienoic acid hydroxyamides and their derivatives. In vitro IC50 values down to 40 nM were obtained, and several compounds showed inhibition of CEM (human leukemic) cell viability with IC50 of ∼1.5 μM, comparable to or better than that of suberoylanilide hydroxamic acid, an inhibitor of histone deacetylase currently in clinical trials. |
| doi_str_mv | 10.1021/jm051010j |
| format | Article |
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Drug treatments ; Sorbic Acid - analogs & derivatives ; Sorbic Acid - chemical synthesis ; Sorbic Acid - pharmacology ; Structure-Activity Relationship ; Sulfides - chemical synthesis ; Sulfides - pharmacology ; Sulfinic Acids - chemical synthesis ; Sulfinic Acids - pharmacology</subject><ispartof>Journal of medicinal chemistry, 2006-01, Vol.49 (2), p.800-805</ispartof><rights>Copyright © 2006 American Chemical Society</rights><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a381t-569c7817faca12ba6681e14794d58fb99cd70651608e15e95beb98eeba8add083</citedby><cites>FETCH-LOGICAL-a381t-569c7817faca12ba6681e14794d58fb99cd70651608e15e95beb98eeba8add083</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jm051010j$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jm051010j$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17433956$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16420064$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Marson, Charles M</creatorcontrib><creatorcontrib>Savy, Pascal</creatorcontrib><creatorcontrib>Rioja, Alphonso S</creatorcontrib><creatorcontrib>Mahadevan, Thevaki</creatorcontrib><creatorcontrib>Mikol, Catherine</creatorcontrib><creatorcontrib>Veerupillai, Arthi</creatorcontrib><creatorcontrib>Nsubuga, Eva</creatorcontrib><creatorcontrib>Chahwan, Angela</creatorcontrib><creatorcontrib>Joel, Simon P</creatorcontrib><title>Aromatic Sulfide Inhibitors of Histone Deacetylase Based on Arylsulfinyl-2,4-hexadienoic Acid Hydroxyamides</title><title>Journal of medicinal chemistry</title><addtitle>J. Med. Chem</addtitle><description>The synthesis of a novel series of potent inhibitors of histone deacetylases is described, based on arylsulfinyl-2,4-hexadienoic acid hydroxyamides and their derivatives. In vitro IC50 values down to 40 nM were obtained, and several compounds showed inhibition of CEM (human leukemic) cell viability with IC50 of ∼1.5 μM, comparable to or better than that of suberoylanilide hydroxamic acid, an inhibitor of histone deacetylase currently in clinical trials.</description><subject>Amides - chemical synthesis</subject><subject>Amides - pharmacology</subject><subject>Antineoplastic agents</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cell Line, Tumor</subject><subject>Drug Screening Assays, Antitumor</subject><subject>General aspects</subject><subject>Histone Deacetylase Inhibitors</subject><subject>Humans</subject><subject>Medical sciences</subject><subject>Pharmacology. 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| subjects | Amides - chemical synthesis Amides - pharmacology Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - pharmacology Biological and medical sciences Cell Line, Tumor Drug Screening Assays, Antitumor General aspects Histone Deacetylase Inhibitors Humans Medical sciences Pharmacology. Drug treatments Sorbic Acid - analogs & derivatives Sorbic Acid - chemical synthesis Sorbic Acid - pharmacology Structure-Activity Relationship Sulfides - chemical synthesis Sulfides - pharmacology Sulfinic Acids - chemical synthesis Sulfinic Acids - pharmacology |
| title | Aromatic Sulfide Inhibitors of Histone Deacetylase Based on Arylsulfinyl-2,4-hexadienoic Acid Hydroxyamides |
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