N-substituted Piperazinopyridylsteroid Derivatives as Abiraterone Analogues Inhibit Growth and Induce Pro-apoptosis in Human Hormone-independent Prostate Cancer Cell Lines
Nine new 17‐(piperazin‐1‐yl)pyridin‐5‐yl)steroids as abiraterone analogues were synthesized. Compounds 5d and 5g showed selective activities against 17α‐hydroxylase/C17,20‐lyase (CYP17A1) and aromatase (CYP19), respectively. IC50 values of 5d were 5.09 and >50 μm, whereas these values for 5g wer...
Gespeichert in:
| Veröffentlicht in: | Chemical biology & drug design 2013-11, Vol.82 (5), p.620-629 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 629 |
|---|---|
| container_issue | 5 |
| container_start_page | 620 |
| container_title | Chemical biology & drug design |
| container_volume | 82 |
| creator | Brossard, Dominique Zhang, Ying Haider, Shozeb M. Sgobba, Miriam Khalid, Mohamed Legay, Rémi Duterque-Coquillaud, Martine Galera, Philippe Rault, Sylvain Dallemagne, Patrick Moslemi, Safa El Kihel, Laïla |
| description | Nine new 17‐(piperazin‐1‐yl)pyridin‐5‐yl)steroids as abiraterone analogues were synthesized. Compounds 5d and 5g showed selective activities against 17α‐hydroxylase/C17,20‐lyase (CYP17A1) and aromatase (CYP19), respectively. IC50 values of 5d were 5.09 and >50 μm, whereas these values for 5g were >50 μm and 7.40 μm, respectively, for CYP17A1 and CYP19. Molecular modelling highlighted that the inhibitor designed to bind cytochrome P450 haem iron is a necessary condition but not the only rationale to explain inhibitory activity. These abiraterone analogues were then evaluated on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 and on hormone‐dependent breast and prostate cancer cell lines MCF‐7 and LNCaP, respectively. Compounds 5e, 5g and 5i have showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism as illustrated in PC‐3 cells by DNA ladder assay and Western blotting of Bax, Casp‐3 and its substrate, the poly (ADP–ribose) polymerase. We conclude that hybrid heterocycle steroids could be good lead compounds in the drug design especially against hormone‐independent prostate cancer.
Three derivatives showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism. |
| doi_str_mv | 10.1111/cbdd.12195 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1443426005</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1443426005</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3675-33421179f4b2b72696e1e7eff641dfaa526d24791736d91a90d50f09b711f9cb3</originalsourceid><addsrcrecordid>eNp9kc9u3CAQxq2qUZOmvfQBKo5VJSdgwKyPW2-7G2m1SaX-OSJsxg2tDQ7gJJtX6kuWzSZ7LIdhYH7zMejLsncEn5G0zttG6zNSkIq_yE6IYCLHxYy_PORCHGevQ_iNMWO8mL3Kjgta4TKdTrK_mzxMTYgmThE0ujIjePVgrBu33uhtHyJ4ZzRagDe3KppbCEgFNG-MV7uSBTS3qne_plS4sNemMREtvbuL10hZna701AK68i5XoxujCyYgY9FqGlSKzg9JIjdWwwgp2LhDQ0zaqFa2BY9q6Hu0NhbCm-yoU32At0_7afb9y-dv9SpfXy4v6vk6b2kpeE4pKwgRVceaohFFWZVAQEDXlYzoTilelLpgoiKClroiqsKa4w5XjSCkq9qGnmYf9rqjdzfpX1EOJrRpDGXBTUESxtITJcY8oR_3aJumDh46OXozKL-VBMudOXJnjnw0J8Hvn3SnZgB9QJ_dSADZA3emh-1_pGT9abF4Fs33PSZZdX_oUf6PLAUVXP7cLOXXGd2sOGbyB_0Hi7WsGg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1443426005</pqid></control><display><type>article</type><title>N-substituted Piperazinopyridylsteroid Derivatives as Abiraterone Analogues Inhibit Growth and Induce Pro-apoptosis in Human Hormone-independent Prostate Cancer Cell Lines</title><source>Wiley-Blackwell Journals</source><source>MEDLINE</source><creator>Brossard, Dominique ; Zhang, Ying ; Haider, Shozeb M. ; Sgobba, Miriam ; Khalid, Mohamed ; Legay, Rémi ; Duterque-Coquillaud, Martine ; Galera, Philippe ; Rault, Sylvain ; Dallemagne, Patrick ; Moslemi, Safa ; El Kihel, Laïla</creator><creatorcontrib>Brossard, Dominique ; Zhang, Ying ; Haider, Shozeb M. ; Sgobba, Miriam ; Khalid, Mohamed ; Legay, Rémi ; Duterque-Coquillaud, Martine ; Galera, Philippe ; Rault, Sylvain ; Dallemagne, Patrick ; Moslemi, Safa ; El Kihel, Laïla</creatorcontrib><description>Nine new 17‐(piperazin‐1‐yl)pyridin‐5‐yl)steroids as abiraterone analogues were synthesized. Compounds 5d and 5g showed selective activities against 17α‐hydroxylase/C17,20‐lyase (CYP17A1) and aromatase (CYP19), respectively. IC50 values of 5d were 5.09 and >50 μm, whereas these values for 5g were >50 μm and 7.40 μm, respectively, for CYP17A1 and CYP19. Molecular modelling highlighted that the inhibitor designed to bind cytochrome P450 haem iron is a necessary condition but not the only rationale to explain inhibitory activity. These abiraterone analogues were then evaluated on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 and on hormone‐dependent breast and prostate cancer cell lines MCF‐7 and LNCaP, respectively. Compounds 5e, 5g and 5i have showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism as illustrated in PC‐3 cells by DNA ladder assay and Western blotting of Bax, Casp‐3 and its substrate, the poly (ADP–ribose) polymerase. We conclude that hybrid heterocycle steroids could be good lead compounds in the drug design especially against hormone‐independent prostate cancer.
Three derivatives showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism.</description><identifier>ISSN: 1747-0277</identifier><identifier>EISSN: 1747-0285</identifier><identifier>DOI: 10.1111/cbdd.12195</identifier><identifier>PMID: 23906044</identifier><language>eng</language><publisher>England: Blackwell Publishing Ltd</publisher><subject>abiraterone analogues ; Androstenes ; Androstenols - chemical synthesis ; Androstenols - chemistry ; Androstenols - pharmacology ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Apoptosis - drug effects ; Aromatase - chemistry ; Aromatase - metabolism ; Cell Line, Tumor ; Cell Proliferation - drug effects ; CYP17A1 ; CYP19 ; DNA Cleavage - drug effects ; hormone-dependent cancer ; hormone-independent cancer ; Humans ; hybrid heterocycle steroids ; Male ; MCF-7 Cells ; Piperazines - chemistry ; prostate cancer ; Prostatic Neoplasms - metabolism ; Prostatic Neoplasms - pathology ; Pyridines - chemistry ; Steroid 17-alpha-Hydroxylase - antagonists & inhibitors ; Steroid 17-alpha-Hydroxylase - metabolism ; steroidal alkaloid analogues ; Steroids - chemical synthesis ; Steroids - chemistry ; Steroids - pharmacology</subject><ispartof>Chemical biology & drug design, 2013-11, Vol.82 (5), p.620-629</ispartof><rights>2013 John Wiley & Sons A/S</rights><rights>2013 John Wiley & Sons A/S.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3675-33421179f4b2b72696e1e7eff641dfaa526d24791736d91a90d50f09b711f9cb3</citedby><cites>FETCH-LOGICAL-c3675-33421179f4b2b72696e1e7eff641dfaa526d24791736d91a90d50f09b711f9cb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1111%2Fcbdd.12195$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2Fcbdd.12195$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23906044$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Brossard, Dominique</creatorcontrib><creatorcontrib>Zhang, Ying</creatorcontrib><creatorcontrib>Haider, Shozeb M.</creatorcontrib><creatorcontrib>Sgobba, Miriam</creatorcontrib><creatorcontrib>Khalid, Mohamed</creatorcontrib><creatorcontrib>Legay, Rémi</creatorcontrib><creatorcontrib>Duterque-Coquillaud, Martine</creatorcontrib><creatorcontrib>Galera, Philippe</creatorcontrib><creatorcontrib>Rault, Sylvain</creatorcontrib><creatorcontrib>Dallemagne, Patrick</creatorcontrib><creatorcontrib>Moslemi, Safa</creatorcontrib><creatorcontrib>El Kihel, Laïla</creatorcontrib><title>N-substituted Piperazinopyridylsteroid Derivatives as Abiraterone Analogues Inhibit Growth and Induce Pro-apoptosis in Human Hormone-independent Prostate Cancer Cell Lines</title><title>Chemical biology & drug design</title><addtitle>Chem Biol Drug Des</addtitle><description>Nine new 17‐(piperazin‐1‐yl)pyridin‐5‐yl)steroids as abiraterone analogues were synthesized. Compounds 5d and 5g showed selective activities against 17α‐hydroxylase/C17,20‐lyase (CYP17A1) and aromatase (CYP19), respectively. IC50 values of 5d were 5.09 and >50 μm, whereas these values for 5g were >50 μm and 7.40 μm, respectively, for CYP17A1 and CYP19. Molecular modelling highlighted that the inhibitor designed to bind cytochrome P450 haem iron is a necessary condition but not the only rationale to explain inhibitory activity. These abiraterone analogues were then evaluated on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 and on hormone‐dependent breast and prostate cancer cell lines MCF‐7 and LNCaP, respectively. Compounds 5e, 5g and 5i have showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism as illustrated in PC‐3 cells by DNA ladder assay and Western blotting of Bax, Casp‐3 and its substrate, the poly (ADP–ribose) polymerase. We conclude that hybrid heterocycle steroids could be good lead compounds in the drug design especially against hormone‐independent prostate cancer.
Three derivatives showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism.</description><subject>abiraterone analogues</subject><subject>Androstenes</subject><subject>Androstenols - chemical synthesis</subject><subject>Androstenols - chemistry</subject><subject>Androstenols - pharmacology</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Apoptosis - drug effects</subject><subject>Aromatase - chemistry</subject><subject>Aromatase - metabolism</subject><subject>Cell Line, Tumor</subject><subject>Cell Proliferation - drug effects</subject><subject>CYP17A1</subject><subject>CYP19</subject><subject>DNA Cleavage - drug effects</subject><subject>hormone-dependent cancer</subject><subject>hormone-independent cancer</subject><subject>Humans</subject><subject>hybrid heterocycle steroids</subject><subject>Male</subject><subject>MCF-7 Cells</subject><subject>Piperazines - chemistry</subject><subject>prostate cancer</subject><subject>Prostatic Neoplasms - metabolism</subject><subject>Prostatic Neoplasms - pathology</subject><subject>Pyridines - chemistry</subject><subject>Steroid 17-alpha-Hydroxylase - antagonists & inhibitors</subject><subject>Steroid 17-alpha-Hydroxylase - metabolism</subject><subject>steroidal alkaloid analogues</subject><subject>Steroids - chemical synthesis</subject><subject>Steroids - chemistry</subject><subject>Steroids - pharmacology</subject><issn>1747-0277</issn><issn>1747-0285</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kc9u3CAQxq2qUZOmvfQBKo5VJSdgwKyPW2-7G2m1SaX-OSJsxg2tDQ7gJJtX6kuWzSZ7LIdhYH7zMejLsncEn5G0zttG6zNSkIq_yE6IYCLHxYy_PORCHGevQ_iNMWO8mL3Kjgta4TKdTrK_mzxMTYgmThE0ujIjePVgrBu33uhtHyJ4ZzRagDe3KppbCEgFNG-MV7uSBTS3qne_plS4sNemMREtvbuL10hZna701AK68i5XoxujCyYgY9FqGlSKzg9JIjdWwwgp2LhDQ0zaqFa2BY9q6Hu0NhbCm-yoU32At0_7afb9y-dv9SpfXy4v6vk6b2kpeE4pKwgRVceaohFFWZVAQEDXlYzoTilelLpgoiKClroiqsKa4w5XjSCkq9qGnmYf9rqjdzfpX1EOJrRpDGXBTUESxtITJcY8oR_3aJumDh46OXozKL-VBMudOXJnjnw0J8Hvn3SnZgB9QJ_dSADZA3emh-1_pGT9abF4Fs33PSZZdX_oUf6PLAUVXP7cLOXXGd2sOGbyB_0Hi7WsGg</recordid><startdate>201311</startdate><enddate>201311</enddate><creator>Brossard, Dominique</creator><creator>Zhang, Ying</creator><creator>Haider, Shozeb M.</creator><creator>Sgobba, Miriam</creator><creator>Khalid, Mohamed</creator><creator>Legay, Rémi</creator><creator>Duterque-Coquillaud, Martine</creator><creator>Galera, Philippe</creator><creator>Rault, Sylvain</creator><creator>Dallemagne, Patrick</creator><creator>Moslemi, Safa</creator><creator>El Kihel, Laïla</creator><general>Blackwell Publishing Ltd</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>201311</creationdate><title>N-substituted Piperazinopyridylsteroid Derivatives as Abiraterone Analogues Inhibit Growth and Induce Pro-apoptosis in Human Hormone-independent Prostate Cancer Cell Lines</title><author>Brossard, Dominique ; Zhang, Ying ; Haider, Shozeb M. ; Sgobba, Miriam ; Khalid, Mohamed ; Legay, Rémi ; Duterque-Coquillaud, Martine ; Galera, Philippe ; Rault, Sylvain ; Dallemagne, Patrick ; Moslemi, Safa ; El Kihel, Laïla</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3675-33421179f4b2b72696e1e7eff641dfaa526d24791736d91a90d50f09b711f9cb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>abiraterone analogues</topic><topic>Androstenes</topic><topic>Androstenols - chemical synthesis</topic><topic>Androstenols - chemistry</topic><topic>Androstenols - pharmacology</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Apoptosis - drug effects</topic><topic>Aromatase - chemistry</topic><topic>Aromatase - metabolism</topic><topic>Cell Line, Tumor</topic><topic>Cell Proliferation - drug effects</topic><topic>CYP17A1</topic><topic>CYP19</topic><topic>DNA Cleavage - drug effects</topic><topic>hormone-dependent cancer</topic><topic>hormone-independent cancer</topic><topic>Humans</topic><topic>hybrid heterocycle steroids</topic><topic>Male</topic><topic>MCF-7 Cells</topic><topic>Piperazines - chemistry</topic><topic>prostate cancer</topic><topic>Prostatic Neoplasms - metabolism</topic><topic>Prostatic Neoplasms - pathology</topic><topic>Pyridines - chemistry</topic><topic>Steroid 17-alpha-Hydroxylase - antagonists & inhibitors</topic><topic>Steroid 17-alpha-Hydroxylase - metabolism</topic><topic>steroidal alkaloid analogues</topic><topic>Steroids - chemical synthesis</topic><topic>Steroids - chemistry</topic><topic>Steroids - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Brossard, Dominique</creatorcontrib><creatorcontrib>Zhang, Ying</creatorcontrib><creatorcontrib>Haider, Shozeb M.</creatorcontrib><creatorcontrib>Sgobba, Miriam</creatorcontrib><creatorcontrib>Khalid, Mohamed</creatorcontrib><creatorcontrib>Legay, Rémi</creatorcontrib><creatorcontrib>Duterque-Coquillaud, Martine</creatorcontrib><creatorcontrib>Galera, Philippe</creatorcontrib><creatorcontrib>Rault, Sylvain</creatorcontrib><creatorcontrib>Dallemagne, Patrick</creatorcontrib><creatorcontrib>Moslemi, Safa</creatorcontrib><creatorcontrib>El Kihel, Laïla</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical biology & drug design</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Brossard, Dominique</au><au>Zhang, Ying</au><au>Haider, Shozeb M.</au><au>Sgobba, Miriam</au><au>Khalid, Mohamed</au><au>Legay, Rémi</au><au>Duterque-Coquillaud, Martine</au><au>Galera, Philippe</au><au>Rault, Sylvain</au><au>Dallemagne, Patrick</au><au>Moslemi, Safa</au><au>El Kihel, Laïla</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>N-substituted Piperazinopyridylsteroid Derivatives as Abiraterone Analogues Inhibit Growth and Induce Pro-apoptosis in Human Hormone-independent Prostate Cancer Cell Lines</atitle><jtitle>Chemical biology & drug design</jtitle><addtitle>Chem Biol Drug Des</addtitle><date>2013-11</date><risdate>2013</risdate><volume>82</volume><issue>5</issue><spage>620</spage><epage>629</epage><pages>620-629</pages><issn>1747-0277</issn><eissn>1747-0285</eissn><abstract>Nine new 17‐(piperazin‐1‐yl)pyridin‐5‐yl)steroids as abiraterone analogues were synthesized. Compounds 5d and 5g showed selective activities against 17α‐hydroxylase/C17,20‐lyase (CYP17A1) and aromatase (CYP19), respectively. IC50 values of 5d were 5.09 and >50 μm, whereas these values for 5g were >50 μm and 7.40 μm, respectively, for CYP17A1 and CYP19. Molecular modelling highlighted that the inhibitor designed to bind cytochrome P450 haem iron is a necessary condition but not the only rationale to explain inhibitory activity. These abiraterone analogues were then evaluated on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 and on hormone‐dependent breast and prostate cancer cell lines MCF‐7 and LNCaP, respectively. Compounds 5e, 5g and 5i have showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism as illustrated in PC‐3 cells by DNA ladder assay and Western blotting of Bax, Casp‐3 and its substrate, the poly (ADP–ribose) polymerase. We conclude that hybrid heterocycle steroids could be good lead compounds in the drug design especially against hormone‐independent prostate cancer.
Three derivatives showed potent activities only on hormone‐independent prostate cancer cell lines DU‐145 and PC‐3 with 60–85% inhibition of both cell viability and growth at 10 nm with pro‐apoptotic mechanism.</abstract><cop>England</cop><pub>Blackwell Publishing Ltd</pub><pmid>23906044</pmid><doi>10.1111/cbdd.12195</doi><tpages>10</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1747-0277 |
| ispartof | Chemical biology & drug design, 2013-11, Vol.82 (5), p.620-629 |
| issn | 1747-0277 1747-0285 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1443426005 |
| source | Wiley-Blackwell Journals; MEDLINE |
| subjects | abiraterone analogues Androstenes Androstenols - chemical synthesis Androstenols - chemistry Androstenols - pharmacology Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Apoptosis - drug effects Aromatase - chemistry Aromatase - metabolism Cell Line, Tumor Cell Proliferation - drug effects CYP17A1 CYP19 DNA Cleavage - drug effects hormone-dependent cancer hormone-independent cancer Humans hybrid heterocycle steroids Male MCF-7 Cells Piperazines - chemistry prostate cancer Prostatic Neoplasms - metabolism Prostatic Neoplasms - pathology Pyridines - chemistry Steroid 17-alpha-Hydroxylase - antagonists & inhibitors Steroid 17-alpha-Hydroxylase - metabolism steroidal alkaloid analogues Steroids - chemical synthesis Steroids - chemistry Steroids - pharmacology |
| title | N-substituted Piperazinopyridylsteroid Derivatives as Abiraterone Analogues Inhibit Growth and Induce Pro-apoptosis in Human Hormone-independent Prostate Cancer Cell Lines |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-20T15%3A06%3A06IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=N-substituted%20Piperazinopyridylsteroid%20Derivatives%20as%20Abiraterone%20Analogues%20Inhibit%20Growth%20and%20Induce%20Pro-apoptosis%20in%20Human%20Hormone-independent%20Prostate%20Cancer%20Cell%20Lines&rft.jtitle=Chemical%20biology%20&%20drug%20design&rft.au=Brossard,%20Dominique&rft.date=2013-11&rft.volume=82&rft.issue=5&rft.spage=620&rft.epage=629&rft.pages=620-629&rft.issn=1747-0277&rft.eissn=1747-0285&rft_id=info:doi/10.1111/cbdd.12195&rft_dat=%3Cproquest_cross%3E1443426005%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1443426005&rft_id=info:pmid/23906044&rfr_iscdi=true |