Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17,20-lyase (P-450 17α)
We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole targetted against 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). Results suggest that the compounds are highly potent inhibitors of the lyase component in comparison to ketoco...
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Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2009-08, Vol.19 (16), p.4698-4701 |
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container_title | Bioorganic & medicinal chemistry letters |
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creator | Ahmed, Sabbir Shahid, Imran Dhanani, Sachin Owen, Caroline P. |
description | We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole targetted against 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). Results suggest that the compounds are highly potent inhibitors of the lyase component in comparison to ketoconazole (KTZ).
We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole which has been targetted against the two components of 17α-hydroxylase/17,20-lyase (P-450
17α), namely, 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). The results from the biochemical testing suggest that the compounds synthesised are highly potent inhibitors possessing excellent selectivity towards the lyase component. |
doi_str_mv | 10.1016/j.bmcl.2009.06.070 |
format | Article |
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We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole which has been targetted against the two components of 17α-hydroxylase/17,20-lyase (P-450
17α), namely, 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). The results from the biochemical testing suggest that the compounds synthesised are highly potent inhibitors possessing excellent selectivity towards the lyase component.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2009.06.070</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Antineoplastic agents ; Biological and medical sciences ; General aspects ; Hydroxylase ; Inhibition ; Lyase ; Medical sciences ; Pharmacology. Drug treatments ; Prostate cancer ; Sulfonate</subject><ispartof>Bioorganic & medicinal chemistry letters, 2009-08, Vol.19 (16), p.4698-4701</ispartof><rights>2009 Elsevier Ltd</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c361t-129ca73012e820c6c21921285fe4cda05489406726c0734c84b7a8802afa03333</citedby><cites>FETCH-LOGICAL-c361t-129ca73012e820c6c21921285fe4cda05489406726c0734c84b7a8802afa03333</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2009.06.070$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21799111$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Ahmed, Sabbir</creatorcontrib><creatorcontrib>Shahid, Imran</creatorcontrib><creatorcontrib>Dhanani, Sachin</creatorcontrib><creatorcontrib>Owen, Caroline P.</creatorcontrib><title>Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17,20-lyase (P-450 17α)</title><title>Bioorganic & medicinal chemistry letters</title><description>We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole targetted against 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). Results suggest that the compounds are highly potent inhibitors of the lyase component in comparison to ketoconazole (KTZ).
We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole which has been targetted against the two components of 17α-hydroxylase/17,20-lyase (P-450
17α), namely, 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). The results from the biochemical testing suggest that the compounds synthesised are highly potent inhibitors possessing excellent selectivity towards the lyase component.</description><subject>Antineoplastic agents</subject><subject>Biological and medical sciences</subject><subject>General aspects</subject><subject>Hydroxylase</subject><subject>Inhibition</subject><subject>Lyase</subject><subject>Medical sciences</subject><subject>Pharmacology. Drug treatments</subject><subject>Prostate cancer</subject><subject>Sulfonate</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp9kc2KFDEUhQtRsB19AVfZKApWzU0qXT_gZhj8gwEFFdyFW6lbU2nSlTZJNda8lS_gI_hMpqZHl2aTC_nOSXJOlj3lUHDg1fmu6PbaFgKgLaAqoIZ72YbLSualhO39bANtBXnTym8Ps0ch7AC4BCk32a_PyxRHCiYwnHrWGadH2huNltER7YzRuIm5gSHzOF3TOobZDm7CSD3ryZtjYo4U1hOZj0vv3Y-lo-lmsczsTY83zhLDwEZzPdqFHVykKTIzjaYz0flbocfIIoVo9GzRM17__vnXymKgc16_EpDbJc3sxadcbuGWefk4ezCgDfTkbj_Lvr598-XyfX718d2Hy4urXJcVjzkXrca6BC6oEaArLXgruGi2A0ndI2xligaqWlQa6lLqRnY1Ng0IHBDKtM6y5yffg3ff5_RQtTdBk7U4kZuDEiDKSrYygeIEau9C8DSogzd79IvioNaq1E6tVam1KgWVSlUl0bM7dwwp-SElrU34pxS8blvOeeJenzhKXz0a8ipoQ5Om3njSUfXO_O-aP8IIrJQ</recordid><startdate>20090815</startdate><enddate>20090815</enddate><creator>Ahmed, Sabbir</creator><creator>Shahid, Imran</creator><creator>Dhanani, Sachin</creator><creator>Owen, Caroline P.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20090815</creationdate><title>Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17,20-lyase (P-450 17α)</title><author>Ahmed, Sabbir ; Shahid, Imran ; Dhanani, Sachin ; Owen, Caroline P.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c361t-129ca73012e820c6c21921285fe4cda05489406726c0734c84b7a8802afa03333</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Antineoplastic agents</topic><topic>Biological and medical sciences</topic><topic>General aspects</topic><topic>Hydroxylase</topic><topic>Inhibition</topic><topic>Lyase</topic><topic>Medical sciences</topic><topic>Pharmacology. Drug treatments</topic><topic>Prostate cancer</topic><topic>Sulfonate</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ahmed, Sabbir</creatorcontrib><creatorcontrib>Shahid, Imran</creatorcontrib><creatorcontrib>Dhanani, Sachin</creatorcontrib><creatorcontrib>Owen, Caroline P.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ahmed, Sabbir</au><au>Shahid, Imran</au><au>Dhanani, Sachin</au><au>Owen, Caroline P.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17,20-lyase (P-450 17α)</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><date>2009-08-15</date><risdate>2009</risdate><volume>19</volume><issue>16</issue><spage>4698</spage><epage>4701</epage><pages>4698-4701</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole targetted against 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). Results suggest that the compounds are highly potent inhibitors of the lyase component in comparison to ketoconazole (KTZ).
We report the synthesis and biochemical evaluation of a range of 4-sulfonated derivatives of 4-hydroxybenzyl imidazole which has been targetted against the two components of 17α-hydroxylase/17,20-lyase (P-450
17α), namely, 17α-hydroxylase (17α-OHase) and 17,20-lyase (lyase). The results from the biochemical testing suggest that the compounds synthesised are highly potent inhibitors possessing excellent selectivity towards the lyase component.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.bmcl.2009.06.070</doi><tpages>4</tpages></addata></record> |
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subjects | Antineoplastic agents Biological and medical sciences General aspects Hydroxylase Inhibition Lyase Medical sciences Pharmacology. Drug treatments Prostate cancer Sulfonate |
title | Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17,20-lyase (P-450 17α) |
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