Synthesis and In vitro cytotoxic activity evaluation of (E)-16-(substituted benzylidene) derivatives of dehydroepiandrosterone
Background and the purpose of the study Modified androsterone derivatives are class of steroidal compounds with potential anticancer properties. Various steroidal derivatives containing substitution at position 16 have shown diversified pharmacological activities. In the present study, a new series...
Gespeichert in:
| Veröffentlicht in: | Daru 2013-05, Vol.21 (1), p.34-34, Article 34 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 34 |
|---|---|
| container_issue | 1 |
| container_start_page | 34 |
| container_title | Daru |
| container_volume | 21 |
| creator | Vosooghi, Mohsen Yahyavi, Hoda Divsalar, Kouros Shamsa, Hashem Kheirollahi, Asma Safavi, Maliheh Ardestani, Sussan Kabudanian Sadeghi-Neshat, Sareh Mohammadhosseini, Negar Edraki, Najmeh Khoshneviszadeh, Mehdi Shafiee, Abbas Foroumadi, Alireza |
| description | Background and the purpose of the study
Modified androsterone derivatives are class of steroidal compounds with potential anticancer properties. Various steroidal derivatives containing substitution at position 16 have shown diversified pharmacological activities. In the present study, a new series of cytotoxic 16-(substituted benzylidene) derivatives of dehydroepiandrosterone (DHEA) were synthesized and evaluated against three different cancer cell lines.
Methods
The cytotoxic 16-(substituted benzylidene) derivatives of DHEA were synthesized via aldol condensation of DHEA with corresponding benzaldehyde derivatives. The cytotoxic activity of synthesized derivatives was evaluated against three different cancer cells including KB, T47D and SK-N-MC cell lines by MTT reduction colorimetric assay.
Results
The results indicated that 16-(substituted benzylidene) derivatives of DHEA could be served as a potent anti-cancer agent. The 3-cholro benzylidene derivatives of DHEA was the most potent synthesized derivative especially against KB and T47D cell lines (IC
50
values were 0.6 and 1.7 μM; respectively).
Conclusion
The cytotoxic potential of novel benzylidene derivatives of DHEA is mainly attributed to the position and nature of the substituted group on the benzylidene pendant. |
| doi_str_mv | 10.1186/2008-2231-21-34 |
| format | Article |
| fullrecord | <record><control><sourceid>gale_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3673839</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A534834387</galeid><sourcerecordid>A534834387</sourcerecordid><originalsourceid>FETCH-LOGICAL-c465t-f655581e71b8a8d946c9509d81cd5d1a0450ad8008ffb90c4d618c5383e77bd3</originalsourceid><addsrcrecordid>eNp1kUFv1DAQRi0EotvCmRvKCW0PoXYcO84FqapaqFSJA71bjj3ZuMrai-1EhAO_HUdbVnDgZGnm6XlmPoTeEfyREMGvKoxFWVWUlBUpaf0CbU6Vl2hDGMelIISdofMYnzCmoubVa3RWUU4ZJmSDfn1bXBog2lgoZ4p7V8w2BV_oJfnkf1hdKJ1sri0FzGqcVLLeFb4vtreXJeHlNk5dTDZNCUzRgfu5jNaAg8vCQLBzxmeIK29gWEzwcLD5n-BjguAdvEGvejVGePv8XqDHu9vHmy_lw9fP9zfXD6WuOUtlzxljgkBDOqGEaWuuW4ZbI4g2zBCFa4aVEXn1vu9arGvDidCMCgpN0xl6gT4dtYep24PR4FJQozwEu1dhkV5Z-W_H2UHu_Cwpb7KkzYLtsyD47xPEJPc2ahhH5cBPURKaJ8SiIXVGPxzRnRpBDqDGNEQ_TuvhorxmtBa0pqLJ4NUR1PkcMUB_modguaYr1yzlmqWsiKSr-v3fa5z4P3FmAB-BmFtuB0E--Sm4fNn_On8DohuxFw</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1365508714</pqid></control><display><type>article</type><title>Synthesis and In vitro cytotoxic activity evaluation of (E)-16-(substituted benzylidene) derivatives of dehydroepiandrosterone</title><source>EZB-FREE-00999 freely available EZB journals</source><source>PubMed Central</source><source>Alma/SFX Local Collection</source><source>Free Full-Text Journals in Chemistry</source><source>SpringerLink Journals - AutoHoldings</source><creator>Vosooghi, Mohsen ; Yahyavi, Hoda ; Divsalar, Kouros ; Shamsa, Hashem ; Kheirollahi, Asma ; Safavi, Maliheh ; Ardestani, Sussan Kabudanian ; Sadeghi-Neshat, Sareh ; Mohammadhosseini, Negar ; Edraki, Najmeh ; Khoshneviszadeh, Mehdi ; Shafiee, Abbas ; Foroumadi, Alireza</creator><creatorcontrib>Vosooghi, Mohsen ; Yahyavi, Hoda ; Divsalar, Kouros ; Shamsa, Hashem ; Kheirollahi, Asma ; Safavi, Maliheh ; Ardestani, Sussan Kabudanian ; Sadeghi-Neshat, Sareh ; Mohammadhosseini, Negar ; Edraki, Najmeh ; Khoshneviszadeh, Mehdi ; Shafiee, Abbas ; Foroumadi, Alireza</creatorcontrib><description>Background and the purpose of the study
Modified androsterone derivatives are class of steroidal compounds with potential anticancer properties. Various steroidal derivatives containing substitution at position 16 have shown diversified pharmacological activities. In the present study, a new series of cytotoxic 16-(substituted benzylidene) derivatives of dehydroepiandrosterone (DHEA) were synthesized and evaluated against three different cancer cell lines.
Methods
The cytotoxic 16-(substituted benzylidene) derivatives of DHEA were synthesized via aldol condensation of DHEA with corresponding benzaldehyde derivatives. The cytotoxic activity of synthesized derivatives was evaluated against three different cancer cells including KB, T47D and SK-N-MC cell lines by MTT reduction colorimetric assay.
Results
The results indicated that 16-(substituted benzylidene) derivatives of DHEA could be served as a potent anti-cancer agent. The 3-cholro benzylidene derivatives of DHEA was the most potent synthesized derivative especially against KB and T47D cell lines (IC
50
values were 0.6 and 1.7 μM; respectively).
Conclusion
The cytotoxic potential of novel benzylidene derivatives of DHEA is mainly attributed to the position and nature of the substituted group on the benzylidene pendant.</description><identifier>ISSN: 1560-8115</identifier><identifier>ISSN: 2008-2231</identifier><identifier>EISSN: 2008-2231</identifier><identifier>DOI: 10.1186/2008-2231-21-34</identifier><identifier>PMID: 23635011</identifier><language>eng</language><publisher>London: BioMed Central</publisher><subject>Aldehydes ; Biomedical and Life Sciences ; Biomedicine ; Cancer ; Care and treatment ; Dehydroepiandrosterone ; Hormones, Sex ; Medicinal Chemistry ; Pharmaceutical Sciences/Technology ; Pharmacology/Toxicology ; Research Article ; Structure-activity relationships (Biochemistry)</subject><ispartof>Daru, 2013-05, Vol.21 (1), p.34-34, Article 34</ispartof><rights>Vosooghi et al.; licensee BioMed Central Ltd. 2013. This article is published under license to BioMed Central Ltd. This is an Open Access article distributed under the terms of the Creative Commons Attribution License ( ), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.</rights><rights>COPYRIGHT 2013 BioMed Central Ltd.</rights><rights>Copyright © 2013 Vosooghi et al.; licensee BioMed Central Ltd. 2013 Vosooghi et al.; licensee BioMed Central Ltd.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c465t-f655581e71b8a8d946c9509d81cd5d1a0450ad8008ffb90c4d618c5383e77bd3</citedby><cites>FETCH-LOGICAL-c465t-f655581e71b8a8d946c9509d81cd5d1a0450ad8008ffb90c4d618c5383e77bd3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC3673839/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC3673839/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,315,728,781,785,886,27929,27930,41493,42562,51324,53796,53798</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23635011$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Vosooghi, Mohsen</creatorcontrib><creatorcontrib>Yahyavi, Hoda</creatorcontrib><creatorcontrib>Divsalar, Kouros</creatorcontrib><creatorcontrib>Shamsa, Hashem</creatorcontrib><creatorcontrib>Kheirollahi, Asma</creatorcontrib><creatorcontrib>Safavi, Maliheh</creatorcontrib><creatorcontrib>Ardestani, Sussan Kabudanian</creatorcontrib><creatorcontrib>Sadeghi-Neshat, Sareh</creatorcontrib><creatorcontrib>Mohammadhosseini, Negar</creatorcontrib><creatorcontrib>Edraki, Najmeh</creatorcontrib><creatorcontrib>Khoshneviszadeh, Mehdi</creatorcontrib><creatorcontrib>Shafiee, Abbas</creatorcontrib><creatorcontrib>Foroumadi, Alireza</creatorcontrib><title>Synthesis and In vitro cytotoxic activity evaluation of (E)-16-(substituted benzylidene) derivatives of dehydroepiandrosterone</title><title>Daru</title><addtitle>DARU J Pharm Sci</addtitle><addtitle>Daru</addtitle><description>Background and the purpose of the study
Modified androsterone derivatives are class of steroidal compounds with potential anticancer properties. Various steroidal derivatives containing substitution at position 16 have shown diversified pharmacological activities. In the present study, a new series of cytotoxic 16-(substituted benzylidene) derivatives of dehydroepiandrosterone (DHEA) were synthesized and evaluated against three different cancer cell lines.
Methods
The cytotoxic 16-(substituted benzylidene) derivatives of DHEA were synthesized via aldol condensation of DHEA with corresponding benzaldehyde derivatives. The cytotoxic activity of synthesized derivatives was evaluated against three different cancer cells including KB, T47D and SK-N-MC cell lines by MTT reduction colorimetric assay.
Results
The results indicated that 16-(substituted benzylidene) derivatives of DHEA could be served as a potent anti-cancer agent. The 3-cholro benzylidene derivatives of DHEA was the most potent synthesized derivative especially against KB and T47D cell lines (IC
50
values were 0.6 and 1.7 μM; respectively).
Conclusion
The cytotoxic potential of novel benzylidene derivatives of DHEA is mainly attributed to the position and nature of the substituted group on the benzylidene pendant.</description><subject>Aldehydes</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Cancer</subject><subject>Care and treatment</subject><subject>Dehydroepiandrosterone</subject><subject>Hormones, Sex</subject><subject>Medicinal Chemistry</subject><subject>Pharmaceutical Sciences/Technology</subject><subject>Pharmacology/Toxicology</subject><subject>Research Article</subject><subject>Structure-activity relationships (Biochemistry)</subject><issn>1560-8115</issn><issn>2008-2231</issn><issn>2008-2231</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>C6C</sourceid><recordid>eNp1kUFv1DAQRi0EotvCmRvKCW0PoXYcO84FqapaqFSJA71bjj3ZuMrai-1EhAO_HUdbVnDgZGnm6XlmPoTeEfyREMGvKoxFWVWUlBUpaf0CbU6Vl2hDGMelIISdofMYnzCmoubVa3RWUU4ZJmSDfn1bXBog2lgoZ4p7V8w2BV_oJfnkf1hdKJ1sri0FzGqcVLLeFb4vtreXJeHlNk5dTDZNCUzRgfu5jNaAg8vCQLBzxmeIK29gWEzwcLD5n-BjguAdvEGvejVGePv8XqDHu9vHmy_lw9fP9zfXD6WuOUtlzxljgkBDOqGEaWuuW4ZbI4g2zBCFa4aVEXn1vu9arGvDidCMCgpN0xl6gT4dtYep24PR4FJQozwEu1dhkV5Z-W_H2UHu_Cwpb7KkzYLtsyD47xPEJPc2ahhH5cBPURKaJ8SiIXVGPxzRnRpBDqDGNEQ_TuvhorxmtBa0pqLJ4NUR1PkcMUB_modguaYr1yzlmqWsiKSr-v3fa5z4P3FmAB-BmFtuB0E--Sm4fNn_On8DohuxFw</recordid><startdate>20130501</startdate><enddate>20130501</enddate><creator>Vosooghi, Mohsen</creator><creator>Yahyavi, Hoda</creator><creator>Divsalar, Kouros</creator><creator>Shamsa, Hashem</creator><creator>Kheirollahi, Asma</creator><creator>Safavi, Maliheh</creator><creator>Ardestani, Sussan Kabudanian</creator><creator>Sadeghi-Neshat, Sareh</creator><creator>Mohammadhosseini, Negar</creator><creator>Edraki, Najmeh</creator><creator>Khoshneviszadeh, Mehdi</creator><creator>Shafiee, Abbas</creator><creator>Foroumadi, Alireza</creator><general>BioMed Central</general><general>BioMed Central Ltd</general><scope>C6C</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20130501</creationdate><title>Synthesis and In vitro cytotoxic activity evaluation of (E)-16-(substituted benzylidene) derivatives of dehydroepiandrosterone</title><author>Vosooghi, Mohsen ; Yahyavi, Hoda ; Divsalar, Kouros ; Shamsa, Hashem ; Kheirollahi, Asma ; Safavi, Maliheh ; Ardestani, Sussan Kabudanian ; Sadeghi-Neshat, Sareh ; Mohammadhosseini, Negar ; Edraki, Najmeh ; Khoshneviszadeh, Mehdi ; Shafiee, Abbas ; Foroumadi, Alireza</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c465t-f655581e71b8a8d946c9509d81cd5d1a0450ad8008ffb90c4d618c5383e77bd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Aldehydes</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Cancer</topic><topic>Care and treatment</topic><topic>Dehydroepiandrosterone</topic><topic>Hormones, Sex</topic><topic>Medicinal Chemistry</topic><topic>Pharmaceutical Sciences/Technology</topic><topic>Pharmacology/Toxicology</topic><topic>Research Article</topic><topic>Structure-activity relationships (Biochemistry)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vosooghi, Mohsen</creatorcontrib><creatorcontrib>Yahyavi, Hoda</creatorcontrib><creatorcontrib>Divsalar, Kouros</creatorcontrib><creatorcontrib>Shamsa, Hashem</creatorcontrib><creatorcontrib>Kheirollahi, Asma</creatorcontrib><creatorcontrib>Safavi, Maliheh</creatorcontrib><creatorcontrib>Ardestani, Sussan Kabudanian</creatorcontrib><creatorcontrib>Sadeghi-Neshat, Sareh</creatorcontrib><creatorcontrib>Mohammadhosseini, Negar</creatorcontrib><creatorcontrib>Edraki, Najmeh</creatorcontrib><creatorcontrib>Khoshneviszadeh, Mehdi</creatorcontrib><creatorcontrib>Shafiee, Abbas</creatorcontrib><creatorcontrib>Foroumadi, Alireza</creatorcontrib><collection>Springer Nature OA/Free Journals</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Daru</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vosooghi, Mohsen</au><au>Yahyavi, Hoda</au><au>Divsalar, Kouros</au><au>Shamsa, Hashem</au><au>Kheirollahi, Asma</au><au>Safavi, Maliheh</au><au>Ardestani, Sussan Kabudanian</au><au>Sadeghi-Neshat, Sareh</au><au>Mohammadhosseini, Negar</au><au>Edraki, Najmeh</au><au>Khoshneviszadeh, Mehdi</au><au>Shafiee, Abbas</au><au>Foroumadi, Alireza</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and In vitro cytotoxic activity evaluation of (E)-16-(substituted benzylidene) derivatives of dehydroepiandrosterone</atitle><jtitle>Daru</jtitle><stitle>DARU J Pharm Sci</stitle><addtitle>Daru</addtitle><date>2013-05-01</date><risdate>2013</risdate><volume>21</volume><issue>1</issue><spage>34</spage><epage>34</epage><pages>34-34</pages><artnum>34</artnum><issn>1560-8115</issn><issn>2008-2231</issn><eissn>2008-2231</eissn><abstract>Background and the purpose of the study
Modified androsterone derivatives are class of steroidal compounds with potential anticancer properties. Various steroidal derivatives containing substitution at position 16 have shown diversified pharmacological activities. In the present study, a new series of cytotoxic 16-(substituted benzylidene) derivatives of dehydroepiandrosterone (DHEA) were synthesized and evaluated against three different cancer cell lines.
Methods
The cytotoxic 16-(substituted benzylidene) derivatives of DHEA were synthesized via aldol condensation of DHEA with corresponding benzaldehyde derivatives. The cytotoxic activity of synthesized derivatives was evaluated against three different cancer cells including KB, T47D and SK-N-MC cell lines by MTT reduction colorimetric assay.
Results
The results indicated that 16-(substituted benzylidene) derivatives of DHEA could be served as a potent anti-cancer agent. The 3-cholro benzylidene derivatives of DHEA was the most potent synthesized derivative especially against KB and T47D cell lines (IC
50
values were 0.6 and 1.7 μM; respectively).
Conclusion
The cytotoxic potential of novel benzylidene derivatives of DHEA is mainly attributed to the position and nature of the substituted group on the benzylidene pendant.</abstract><cop>London</cop><pub>BioMed Central</pub><pmid>23635011</pmid><doi>10.1186/2008-2231-21-34</doi><tpages>1</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1560-8115 |
| ispartof | Daru, 2013-05, Vol.21 (1), p.34-34, Article 34 |
| issn | 1560-8115 2008-2231 2008-2231 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3673839 |
| source | EZB-FREE-00999 freely available EZB journals; PubMed Central; Alma/SFX Local Collection; Free Full-Text Journals in Chemistry; SpringerLink Journals - AutoHoldings |
| subjects | Aldehydes Biomedical and Life Sciences Biomedicine Cancer Care and treatment Dehydroepiandrosterone Hormones, Sex Medicinal Chemistry Pharmaceutical Sciences/Technology Pharmacology/Toxicology Research Article Structure-activity relationships (Biochemistry) |
| title | Synthesis and In vitro cytotoxic activity evaluation of (E)-16-(substituted benzylidene) derivatives of dehydroepiandrosterone |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-12T02%3A47%3A03IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20and%20In%20vitro%20cytotoxic%20activity%20evaluation%20of%20(E)-16-(substituted%20benzylidene)%20derivatives%20of%20dehydroepiandrosterone&rft.jtitle=Daru&rft.au=Vosooghi,%20Mohsen&rft.date=2013-05-01&rft.volume=21&rft.issue=1&rft.spage=34&rft.epage=34&rft.pages=34-34&rft.artnum=34&rft.issn=1560-8115&rft.eissn=2008-2231&rft_id=info:doi/10.1186/2008-2231-21-34&rft_dat=%3Cgale_pubme%3EA534834387%3C/gale_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1365508714&rft_id=info:pmid/23635011&rft_galeid=A534834387&rfr_iscdi=true |