Design, synthesis, docking studies and biological evaluation of novel chalcone derivatives as potential histone deacetylase inhibitors
[Display omitted] •Chalcone derivatives comprising hydroxamic acids or 2-aminobenzamide as zinc binding groups.•Anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines.•In vitro HDAIs activity.•Molecular docking to HDAC enzyme. A group of novel chalcone derivatives comprising h...
Gespeichert in:
| Veröffentlicht in: | Bioorganic chemistry 2017-06, Vol.72, p.32-41 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 41 |
|---|---|
| container_issue | |
| container_start_page | 32 |
| container_title | Bioorganic chemistry |
| container_volume | 72 |
| creator | Mohamed, Mamdouh F.A. Shaykoon, Montaser Sh.A. Abdelrahman, Mostafa H. Elsadek, Bakheet E.M. Aboraia, Ahmed S. Abuo-Rahma, Gamal El-Din A.A. |
| description | [Display omitted]
•Chalcone derivatives comprising hydroxamic acids or 2-aminobenzamide as zinc binding groups.•Anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines.•In vitro HDAIs activity.•Molecular docking to HDAC enzyme.
A group of novel chalcone derivatives comprising hydroxamic acid or 2-aminobenzamide group as zinc binding groups (ZBG) were synthesized. The structure of the prepared compounds was fully characterized by IR, NMR and elemental microanalyses. Most of the tested compounds displayed strong to moderate HDAC inhibitory activity. Some of these compounds showed potent anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines. In particular, compounds 4a and 4b exhibited significant anti-proliferative activity against the three cell lines compared to SAHA as reference drug and displayed promising profile as anti-tumor candidates. The results indicated that these chalcone derivatives could serve as a promising lead compounds for further optimization as antitumor agents. |
| doi_str_mv | 10.1016/j.bioorg.2017.03.005 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_1881772077</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0045206816300852</els_id><sourcerecordid>1881772077</sourcerecordid><originalsourceid>FETCH-LOGICAL-e266t-bcbcd5cb6371dd1f5b98cf22dac0df38d4514f23f29d3aa5e73d35f5790c95213</originalsourceid><addsrcrecordid>eNo1kc1q3DAQgEVpSbZp36AUHXuI3ZFkWfalUNJfCPSSnIUsjXe11UpbSzbsC-S542XT0wzMNz_MR8gHBjUD1n7e14NPadrWHJiqQdQA8hXZMOih4ozDa7IBaGTFoe2uyduc9wCMNaq9Ite8E03bKbEhT98w-228pfkUy27N8y11yf71cUtzmZ3HTE10dN0V0tZbEyguJsym-BRpGmlMCwZqdybYFJE6nPyyFpdzX6bHVDAWv3btfC4XwFgsp2AyUh93fvAlTfkdeTOakPH9S7whjz--P9z9qu7__Px99_W-Qt62pRrsYJ20QysUc46Ncug7O3LujAU3is41kjUjFyPvnTBGohJOyFGqHmwvORM35NNl7nFK_2bMRR98thiCiZjmrFnXMaU4KLWiH1_QeTig08fJH8x00v9_twJfLgCuBy8eJ52tx2jR-Qlt0S55zUCfZem9vsjSZ1kahF5liWfqxIwB</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1881772077</pqid></control><display><type>article</type><title>Design, synthesis, docking studies and biological evaluation of novel chalcone derivatives as potential histone deacetylase inhibitors</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals</source><creator>Mohamed, Mamdouh F.A. ; Shaykoon, Montaser Sh.A. ; Abdelrahman, Mostafa H. ; Elsadek, Bakheet E.M. ; Aboraia, Ahmed S. ; Abuo-Rahma, Gamal El-Din A.A.</creator><creatorcontrib>Mohamed, Mamdouh F.A. ; Shaykoon, Montaser Sh.A. ; Abdelrahman, Mostafa H. ; Elsadek, Bakheet E.M. ; Aboraia, Ahmed S. ; Abuo-Rahma, Gamal El-Din A.A.</creatorcontrib><description>[Display omitted]
•Chalcone derivatives comprising hydroxamic acids or 2-aminobenzamide as zinc binding groups.•Anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines.•In vitro HDAIs activity.•Molecular docking to HDAC enzyme.
A group of novel chalcone derivatives comprising hydroxamic acid or 2-aminobenzamide group as zinc binding groups (ZBG) were synthesized. The structure of the prepared compounds was fully characterized by IR, NMR and elemental microanalyses. Most of the tested compounds displayed strong to moderate HDAC inhibitory activity. Some of these compounds showed potent anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines. In particular, compounds 4a and 4b exhibited significant anti-proliferative activity against the three cell lines compared to SAHA as reference drug and displayed promising profile as anti-tumor candidates. The results indicated that these chalcone derivatives could serve as a promising lead compounds for further optimization as antitumor agents.</description><identifier>ISSN: 0045-2068</identifier><identifier>EISSN: 1090-2120</identifier><identifier>DOI: 10.1016/j.bioorg.2017.03.005</identifier><identifier>PMID: 28346873</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Anti-proliferative ; Chalcone ; Chalcone - chemical synthesis ; Chalcone - chemistry ; Chalcone - pharmacology ; Docking ; Dose-Response Relationship, Drug ; Drug Design ; HDAC inhibitors ; Histone deacetylase ; Histone Deacetylase Inhibitors - chemical synthesis ; Histone Deacetylase Inhibitors - chemistry ; Histone Deacetylase Inhibitors - pharmacology ; Histone Deacetylases - metabolism ; Humans ; Molecular Docking Simulation ; Molecular Structure ; Structure-Activity Relationship</subject><ispartof>Bioorganic chemistry, 2017-06, Vol.72, p.32-41</ispartof><rights>2017 Elsevier Inc.</rights><rights>Copyright © 2017 Elsevier Inc. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0045206816300852$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28346873$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mohamed, Mamdouh F.A.</creatorcontrib><creatorcontrib>Shaykoon, Montaser Sh.A.</creatorcontrib><creatorcontrib>Abdelrahman, Mostafa H.</creatorcontrib><creatorcontrib>Elsadek, Bakheet E.M.</creatorcontrib><creatorcontrib>Aboraia, Ahmed S.</creatorcontrib><creatorcontrib>Abuo-Rahma, Gamal El-Din A.A.</creatorcontrib><title>Design, synthesis, docking studies and biological evaluation of novel chalcone derivatives as potential histone deacetylase inhibitors</title><title>Bioorganic chemistry</title><addtitle>Bioorg Chem</addtitle><description>[Display omitted]
•Chalcone derivatives comprising hydroxamic acids or 2-aminobenzamide as zinc binding groups.•Anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines.•In vitro HDAIs activity.•Molecular docking to HDAC enzyme.
A group of novel chalcone derivatives comprising hydroxamic acid or 2-aminobenzamide group as zinc binding groups (ZBG) were synthesized. The structure of the prepared compounds was fully characterized by IR, NMR and elemental microanalyses. Most of the tested compounds displayed strong to moderate HDAC inhibitory activity. Some of these compounds showed potent anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines. In particular, compounds 4a and 4b exhibited significant anti-proliferative activity against the three cell lines compared to SAHA as reference drug and displayed promising profile as anti-tumor candidates. The results indicated that these chalcone derivatives could serve as a promising lead compounds for further optimization as antitumor agents.</description><subject>Anti-proliferative</subject><subject>Chalcone</subject><subject>Chalcone - chemical synthesis</subject><subject>Chalcone - chemistry</subject><subject>Chalcone - pharmacology</subject><subject>Docking</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Design</subject><subject>HDAC inhibitors</subject><subject>Histone deacetylase</subject><subject>Histone Deacetylase Inhibitors - chemical synthesis</subject><subject>Histone Deacetylase Inhibitors - chemistry</subject><subject>Histone Deacetylase Inhibitors - pharmacology</subject><subject>Histone Deacetylases - metabolism</subject><subject>Humans</subject><subject>Molecular Docking Simulation</subject><subject>Molecular Structure</subject><subject>Structure-Activity Relationship</subject><issn>0045-2068</issn><issn>1090-2120</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo1kc1q3DAQgEVpSbZp36AUHXuI3ZFkWfalUNJfCPSSnIUsjXe11UpbSzbsC-S542XT0wzMNz_MR8gHBjUD1n7e14NPadrWHJiqQdQA8hXZMOih4ozDa7IBaGTFoe2uyduc9wCMNaq9Ite8E03bKbEhT98w-228pfkUy27N8y11yf71cUtzmZ3HTE10dN0V0tZbEyguJsym-BRpGmlMCwZqdybYFJE6nPyyFpdzX6bHVDAWv3btfC4XwFgsp2AyUh93fvAlTfkdeTOakPH9S7whjz--P9z9qu7__Px99_W-Qt62pRrsYJ20QysUc46Ncug7O3LujAU3is41kjUjFyPvnTBGohJOyFGqHmwvORM35NNl7nFK_2bMRR98thiCiZjmrFnXMaU4KLWiH1_QeTig08fJH8x00v9_twJfLgCuBy8eJ52tx2jR-Qlt0S55zUCfZem9vsjSZ1kahF5liWfqxIwB</recordid><startdate>201706</startdate><enddate>201706</enddate><creator>Mohamed, Mamdouh F.A.</creator><creator>Shaykoon, Montaser Sh.A.</creator><creator>Abdelrahman, Mostafa H.</creator><creator>Elsadek, Bakheet E.M.</creator><creator>Aboraia, Ahmed S.</creator><creator>Abuo-Rahma, Gamal El-Din A.A.</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>201706</creationdate><title>Design, synthesis, docking studies and biological evaluation of novel chalcone derivatives as potential histone deacetylase inhibitors</title><author>Mohamed, Mamdouh F.A. ; Shaykoon, Montaser Sh.A. ; Abdelrahman, Mostafa H. ; Elsadek, Bakheet E.M. ; Aboraia, Ahmed S. ; Abuo-Rahma, Gamal El-Din A.A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-e266t-bcbcd5cb6371dd1f5b98cf22dac0df38d4514f23f29d3aa5e73d35f5790c95213</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Anti-proliferative</topic><topic>Chalcone</topic><topic>Chalcone - chemical synthesis</topic><topic>Chalcone - chemistry</topic><topic>Chalcone - pharmacology</topic><topic>Docking</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Design</topic><topic>HDAC inhibitors</topic><topic>Histone deacetylase</topic><topic>Histone Deacetylase Inhibitors - chemical synthesis</topic><topic>Histone Deacetylase Inhibitors - chemistry</topic><topic>Histone Deacetylase Inhibitors - pharmacology</topic><topic>Histone Deacetylases - metabolism</topic><topic>Humans</topic><topic>Molecular Docking Simulation</topic><topic>Molecular Structure</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mohamed, Mamdouh F.A.</creatorcontrib><creatorcontrib>Shaykoon, Montaser Sh.A.</creatorcontrib><creatorcontrib>Abdelrahman, Mostafa H.</creatorcontrib><creatorcontrib>Elsadek, Bakheet E.M.</creatorcontrib><creatorcontrib>Aboraia, Ahmed S.</creatorcontrib><creatorcontrib>Abuo-Rahma, Gamal El-Din A.A.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mohamed, Mamdouh F.A.</au><au>Shaykoon, Montaser Sh.A.</au><au>Abdelrahman, Mostafa H.</au><au>Elsadek, Bakheet E.M.</au><au>Aboraia, Ahmed S.</au><au>Abuo-Rahma, Gamal El-Din A.A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, synthesis, docking studies and biological evaluation of novel chalcone derivatives as potential histone deacetylase inhibitors</atitle><jtitle>Bioorganic chemistry</jtitle><addtitle>Bioorg Chem</addtitle><date>2017-06</date><risdate>2017</risdate><volume>72</volume><spage>32</spage><epage>41</epage><pages>32-41</pages><issn>0045-2068</issn><eissn>1090-2120</eissn><abstract>[Display omitted]
•Chalcone derivatives comprising hydroxamic acids or 2-aminobenzamide as zinc binding groups.•Anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines.•In vitro HDAIs activity.•Molecular docking to HDAC enzyme.
A group of novel chalcone derivatives comprising hydroxamic acid or 2-aminobenzamide group as zinc binding groups (ZBG) were synthesized. The structure of the prepared compounds was fully characterized by IR, NMR and elemental microanalyses. Most of the tested compounds displayed strong to moderate HDAC inhibitory activity. Some of these compounds showed potent anti-proliferative activity against human HepG2, MCF-7 and HCT-116 cell lines. In particular, compounds 4a and 4b exhibited significant anti-proliferative activity against the three cell lines compared to SAHA as reference drug and displayed promising profile as anti-tumor candidates. The results indicated that these chalcone derivatives could serve as a promising lead compounds for further optimization as antitumor agents.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>28346873</pmid><doi>10.1016/j.bioorg.2017.03.005</doi><tpages>10</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0045-2068 |
| ispartof | Bioorganic chemistry, 2017-06, Vol.72, p.32-41 |
| issn | 0045-2068 1090-2120 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1881772077 |
| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Anti-proliferative Chalcone Chalcone - chemical synthesis Chalcone - chemistry Chalcone - pharmacology Docking Dose-Response Relationship, Drug Drug Design HDAC inhibitors Histone deacetylase Histone Deacetylase Inhibitors - chemical synthesis Histone Deacetylase Inhibitors - chemistry Histone Deacetylase Inhibitors - pharmacology Histone Deacetylases - metabolism Humans Molecular Docking Simulation Molecular Structure Structure-Activity Relationship |
| title | Design, synthesis, docking studies and biological evaluation of novel chalcone derivatives as potential histone deacetylase inhibitors |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-02T14%3A46%3A42IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Design,%20synthesis,%20docking%20studies%20and%20biological%20evaluation%20of%20novel%20chalcone%20derivatives%20as%20potential%20histone%20deacetylase%20inhibitors&rft.jtitle=Bioorganic%20chemistry&rft.au=Mohamed,%20Mamdouh%20F.A.&rft.date=2017-06&rft.volume=72&rft.spage=32&rft.epage=41&rft.pages=32-41&rft.issn=0045-2068&rft.eissn=1090-2120&rft_id=info:doi/10.1016/j.bioorg.2017.03.005&rft_dat=%3Cproquest_pubme%3E1881772077%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1881772077&rft_id=info:pmid/28346873&rft_els_id=S0045206816300852&rfr_iscdi=true |