Synthesis, characterization and biological evaluation of some 16β-azolyl-3β-amino-5α-androstane derivatives as potential anticancer agents
A series of new 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activity against the human cancer cell lines SW480, A549, HepG2, HeLa and SiHa in vitro using the MTT assay. The results of the in vitro study showed...
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| Veröffentlicht in: | European journal of medicinal chemistry 2011-09, Vol.46 (9), p.3662-3674 |
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| container_title | European journal of medicinal chemistry |
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| creator | Guo, Hao Zhang, Guolan Zhang, Tao He, Xianran Wu, Zhongyuan Xiao, Yuling Pan, Yuanhu Qiu, Guofu Liu, Peng Hu, Xianming |
| description | A series of new 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activity against the human cancer cell lines SW480, A549, HepG2, HeLa and SiHa in vitro using the MTT assay. The results of the in vitro study showed that a number of compounds have shown IC
50 values lower than 20 μM against the five cancer cell lines.
A series of 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activities against five human cancer cell lines using the MTT assay.
[Display omitted]
► A series of 16β-azolyl-3β-amino androstane derivatives were synthesized. ► X-ray crystal structure of
16f and
18d were analyzed. ► A number of compounds have shown IC
50 values lower than 20 μM. |
| doi_str_mv | 10.1016/j.ejmech.2011.05.030 |
| format | Article |
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50 values lower than 20 μM against the five cancer cell lines.
A series of 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activities against five human cancer cell lines using the MTT assay.
[Display omitted]
► A series of 16β-azolyl-3β-amino androstane derivatives were synthesized. ► X-ray crystal structure of
16f and
18d were analyzed. ► A number of compounds have shown IC
50 values lower than 20 μM.</description><identifier>ISSN: 0223-5234</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2011.05.030</identifier><identifier>PMID: 21641694</identifier><identifier>CODEN: EJMCA5</identifier><language>eng</language><publisher>Kidlington: Elsevier Masson SAS</publisher><subject>Amine ; Androstane ; Androstanes - chemical synthesis ; Androstanes - chemistry ; Androstanes - pharmacology ; Anticancer activity ; Antineoplastic agents ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Azoles ; Benzimidazoles - chemical synthesis ; Benzimidazoles - chemistry ; Benzimidazoles - pharmacology ; Biological and medical sciences ; Cell Line, Tumor ; Crystallography, X-Ray ; Drug Screening Assays, Antitumor ; General aspects ; Heterocycles ; Humans ; Inhibitory Concentration 50 ; Magnetic Resonance Spectroscopy ; Medical sciences ; Models, Molecular ; Pharmacology. Drug treatments ; Synthesis ; Triazoles - chemical synthesis ; Triazoles - chemistry ; Triazoles - pharmacology</subject><ispartof>European journal of medicinal chemistry, 2011-09, Vol.46 (9), p.3662-3674</ispartof><rights>2011 Elsevier Masson SAS</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-f89014533442fb9398c0732986f6fb5b16f5497611966d1cdfd1c5a73d23c9b03</citedby><cites>FETCH-LOGICAL-c391t-f89014533442fb9398c0732986f6fb5b16f5497611966d1cdfd1c5a73d23c9b03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0223523411004107$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24524605$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21641694$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Guo, Hao</creatorcontrib><creatorcontrib>Zhang, Guolan</creatorcontrib><creatorcontrib>Zhang, Tao</creatorcontrib><creatorcontrib>He, Xianran</creatorcontrib><creatorcontrib>Wu, Zhongyuan</creatorcontrib><creatorcontrib>Xiao, Yuling</creatorcontrib><creatorcontrib>Pan, Yuanhu</creatorcontrib><creatorcontrib>Qiu, Guofu</creatorcontrib><creatorcontrib>Liu, Peng</creatorcontrib><creatorcontrib>Hu, Xianming</creatorcontrib><title>Synthesis, characterization and biological evaluation of some 16β-azolyl-3β-amino-5α-androstane derivatives as potential anticancer agents</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>A series of new 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activity against the human cancer cell lines SW480, A549, HepG2, HeLa and SiHa in vitro using the MTT assay. The results of the in vitro study showed that a number of compounds have shown IC
50 values lower than 20 μM against the five cancer cell lines.
A series of 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activities against five human cancer cell lines using the MTT assay.
[Display omitted]
► A series of 16β-azolyl-3β-amino androstane derivatives were synthesized. ► X-ray crystal structure of
16f and
18d were analyzed. ► A number of compounds have shown IC
50 values lower than 20 μM.</description><subject>Amine</subject><subject>Androstane</subject><subject>Androstanes - chemical synthesis</subject><subject>Androstanes - chemistry</subject><subject>Androstanes - pharmacology</subject><subject>Anticancer activity</subject><subject>Antineoplastic agents</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Azoles</subject><subject>Benzimidazoles - chemical synthesis</subject><subject>Benzimidazoles - chemistry</subject><subject>Benzimidazoles - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cell Line, Tumor</subject><subject>Crystallography, X-Ray</subject><subject>Drug Screening Assays, Antitumor</subject><subject>General aspects</subject><subject>Heterocycles</subject><subject>Humans</subject><subject>Inhibitory Concentration 50</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Models, Molecular</subject><subject>Pharmacology. Drug treatments</subject><subject>Synthesis</subject><subject>Triazoles - chemical synthesis</subject><subject>Triazoles - chemistry</subject><subject>Triazoles - pharmacology</subject><issn>0223-5234</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kc2KFDEUhYMoTjv6BiLZiBtT5r8rG2EY_IMBF-o6pFI302mqKm1S3dDzDj6MPsg8k2mq1Z2b3JB85-bmHISeM9owyvSbbQPbEfym4ZSxhqqGCvoArdhat0RwJR-iFeVcEMWFvEBPStlSSpWm9DG64ExLpo1coR9fjtO8gRLLa-w3Ljs_Q453bo5pwm7qcRfTkG6jdwOGgxv2y00KuKQRMNP3v4i7S8NxIOK0HeOUiLr_Sao2pzK7CXBfOx6q7gAFu4J3aYZpjrWhq8W7yUPG7raelafoUXBDgWfneom-vX_39fojufn84dP11Q3xwrCZhNZQJpUQUvLQGWFaT9eCm1YHHTrVMR2UNGvNmNG6Z74PdVFuLXouvOmouESvlr67nL7vocx2jMXDMNRx077YttWGadaySsqF9PU3JUOwuxxHl4-WUXvKwW7tkoM95WCpsjWHKntxfmDfjdD_Ff0xvgIvz4Ar1duQqw2x_OOk4lJTVbm3CwfVjkOEbIuPUC3rYwY_2z7F_0_yG108q98</recordid><startdate>20110901</startdate><enddate>20110901</enddate><creator>Guo, Hao</creator><creator>Zhang, Guolan</creator><creator>Zhang, Tao</creator><creator>He, Xianran</creator><creator>Wu, Zhongyuan</creator><creator>Xiao, Yuling</creator><creator>Pan, Yuanhu</creator><creator>Qiu, Guofu</creator><creator>Liu, Peng</creator><creator>Hu, Xianming</creator><general>Elsevier Masson SAS</general><general>Elsevier</general><scope>IQODW</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>20110901</creationdate><title>Synthesis, characterization and biological evaluation of some 16β-azolyl-3β-amino-5α-androstane derivatives as potential anticancer agents</title><author>Guo, Hao ; Zhang, Guolan ; Zhang, Tao ; He, Xianran ; Wu, Zhongyuan ; Xiao, Yuling ; Pan, Yuanhu ; Qiu, Guofu ; Liu, Peng ; Hu, Xianming</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-f89014533442fb9398c0732986f6fb5b16f5497611966d1cdfd1c5a73d23c9b03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Amine</topic><topic>Androstane</topic><topic>Androstanes - chemical synthesis</topic><topic>Androstanes - chemistry</topic><topic>Androstanes - pharmacology</topic><topic>Anticancer activity</topic><topic>Antineoplastic agents</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Azoles</topic><topic>Benzimidazoles - chemical synthesis</topic><topic>Benzimidazoles - chemistry</topic><topic>Benzimidazoles - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cell Line, Tumor</topic><topic>Crystallography, X-Ray</topic><topic>Drug Screening Assays, Antitumor</topic><topic>General aspects</topic><topic>Heterocycles</topic><topic>Humans</topic><topic>Inhibitory Concentration 50</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Models, Molecular</topic><topic>Pharmacology. Drug treatments</topic><topic>Synthesis</topic><topic>Triazoles - chemical synthesis</topic><topic>Triazoles - chemistry</topic><topic>Triazoles - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guo, Hao</creatorcontrib><creatorcontrib>Zhang, Guolan</creatorcontrib><creatorcontrib>Zhang, Tao</creatorcontrib><creatorcontrib>He, Xianran</creatorcontrib><creatorcontrib>Wu, Zhongyuan</creatorcontrib><creatorcontrib>Xiao, Yuling</creatorcontrib><creatorcontrib>Pan, Yuanhu</creatorcontrib><creatorcontrib>Qiu, Guofu</creatorcontrib><creatorcontrib>Liu, Peng</creatorcontrib><creatorcontrib>Hu, Xianming</creatorcontrib><collection>Pascal-Francis</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>European journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guo, Hao</au><au>Zhang, Guolan</au><au>Zhang, Tao</au><au>He, Xianran</au><au>Wu, Zhongyuan</au><au>Xiao, Yuling</au><au>Pan, Yuanhu</au><au>Qiu, Guofu</au><au>Liu, Peng</au><au>Hu, Xianming</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, characterization and biological evaluation of some 16β-azolyl-3β-amino-5α-androstane derivatives as potential anticancer agents</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2011-09-01</date><risdate>2011</risdate><volume>46</volume><issue>9</issue><spage>3662</spage><epage>3674</epage><pages>3662-3674</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><coden>EJMCA5</coden><abstract>A series of new 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activity against the human cancer cell lines SW480, A549, HepG2, HeLa and SiHa in vitro using the MTT assay. The results of the in vitro study showed that a number of compounds have shown IC
50 values lower than 20 μM against the five cancer cell lines.
A series of 16β-azolyl-3β-amino-5α-androstane derivatives were synthesized and characterized. The new compounds were screened for their anticancer activities against five human cancer cell lines using the MTT assay.
[Display omitted]
► A series of 16β-azolyl-3β-amino androstane derivatives were synthesized. ► X-ray crystal structure of
16f and
18d were analyzed. ► A number of compounds have shown IC
50 values lower than 20 μM.</abstract><cop>Kidlington</cop><pub>Elsevier Masson SAS</pub><pmid>21641694</pmid><doi>10.1016/j.ejmech.2011.05.030</doi><tpages>13</tpages></addata></record> |
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| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Amine Androstane Androstanes - chemical synthesis Androstanes - chemistry Androstanes - pharmacology Anticancer activity Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Azoles Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Benzimidazoles - pharmacology Biological and medical sciences Cell Line, Tumor Crystallography, X-Ray Drug Screening Assays, Antitumor General aspects Heterocycles Humans Inhibitory Concentration 50 Magnetic Resonance Spectroscopy Medical sciences Models, Molecular Pharmacology. Drug treatments Synthesis Triazoles - chemical synthesis Triazoles - chemistry Triazoles - pharmacology |
| title | Synthesis, characterization and biological evaluation of some 16β-azolyl-3β-amino-5α-androstane derivatives as potential anticancer agents |
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