Synthesis and study of antiviral and anti-radical properties of aminophenol derivatives
It has been shown that N-acyl and N-aryl derivatives of 4,4-di- tert-butyl-2-aminophenol passes the most marked antiviral activity. A number of sterically-hindered o-aminophenol derivatives have been synthesized, and their antiviral activity in parallel with reactivity towards commonly encountered f...
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Veröffentlicht in: | Bioorganic & medicinal chemistry 2008-04, Vol.18 (7), p.2420-2423 |
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container_title | Bioorganic & medicinal chemistry |
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creator | Shadyro, O. Ksendzova, G. Polozov, G. Sorokin, V. Boreko, E. Savinova, O. Dubovik, B. Bizunok, N. |
description | It has been shown that
N-acyl and
N-aryl derivatives of 4,4-di-
tert-butyl-2-aminophenol passes the most marked antiviral activity.
A number of sterically-hindered
o-aminophenol derivatives have been synthesized, and their antiviral activity in parallel with reactivity towards commonly encountered free-radical intermediates was investigated. Of the compounds tested, the highest activity in suppressing replication
of Herpes simplex type l viruses was displayed by
N-acyl and
N-aryl derivatives of 4,6-di-
tert-butyl-2-aminophenol, which were able to interact with organic free radicals and, at the same time, manifested low reactivity towards reactive oxygen species. |
doi_str_mv | 10.1016/j.bmcl.2008.02.055 |
format | Article |
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N-acyl and
N-aryl derivatives of 4,4-di-
tert-butyl-2-aminophenol passes the most marked antiviral activity.
A number of sterically-hindered
o-aminophenol derivatives have been synthesized, and their antiviral activity in parallel with reactivity towards commonly encountered free-radical intermediates was investigated. Of the compounds tested, the highest activity in suppressing replication
of Herpes simplex type l viruses was displayed by
N-acyl and
N-aryl derivatives of 4,6-di-
tert-butyl-2-aminophenol, which were able to interact with organic free radicals and, at the same time, manifested low reactivity towards reactive oxygen species.</description><identifier>ISSN: 0960-894X</identifier><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3405</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmcl.2008.02.055</identifier><identifier>PMID: 18334296</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Aminophenols ; Aminophenols - chemical synthesis ; Aminophenols - pharmacology ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antiviral agents ; Antiviral Agents - chemical synthesis ; Antiviral Agents - pharmacology ; Biological and medical sciences ; Free Radicals - metabolism ; Herpesvirus 1, Human - drug effects ; Herpesvirus 1, Human - growth & development ; Inhibition ; Medical sciences ; Microbial Sensitivity Tests ; Models, Chemical ; Pharmacology. Drug treatments ; Radicals ; Reactive Oxygen Species - metabolism ; Structure-Activity Relationship ; Viruses</subject><ispartof>Bioorganic & medicinal chemistry, 2008-04, Vol.18 (7), p.2420-2423</ispartof><rights>2008 Elsevier Ltd</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c415t-25835e7e997a028624f569bdc09c46397d91ffec7f9f2445de3c5b9cd6dcb4c83</citedby><cites>FETCH-LOGICAL-c415t-25835e7e997a028624f569bdc09c46397d91ffec7f9f2445de3c5b9cd6dcb4c83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X08002369$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20253556$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18334296$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Shadyro, O.</creatorcontrib><creatorcontrib>Ksendzova, G.</creatorcontrib><creatorcontrib>Polozov, G.</creatorcontrib><creatorcontrib>Sorokin, V.</creatorcontrib><creatorcontrib>Boreko, E.</creatorcontrib><creatorcontrib>Savinova, O.</creatorcontrib><creatorcontrib>Dubovik, B.</creatorcontrib><creatorcontrib>Bizunok, N.</creatorcontrib><title>Synthesis and study of antiviral and anti-radical properties of aminophenol derivatives</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem Lett</addtitle><description>It has been shown that
N-acyl and
N-aryl derivatives of 4,4-di-
tert-butyl-2-aminophenol passes the most marked antiviral activity.
A number of sterically-hindered
o-aminophenol derivatives have been synthesized, and their antiviral activity in parallel with reactivity towards commonly encountered free-radical intermediates was investigated. Of the compounds tested, the highest activity in suppressing replication
of Herpes simplex type l viruses was displayed by
N-acyl and
N-aryl derivatives of 4,6-di-
tert-butyl-2-aminophenol, which were able to interact with organic free radicals and, at the same time, manifested low reactivity towards reactive oxygen species.</description><subject>Aminophenols</subject><subject>Aminophenols - chemical synthesis</subject><subject>Aminophenols - pharmacology</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antiviral agents</subject><subject>Antiviral Agents - chemical synthesis</subject><subject>Antiviral Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Free Radicals - metabolism</subject><subject>Herpesvirus 1, Human - drug effects</subject><subject>Herpesvirus 1, Human - growth & development</subject><subject>Inhibition</subject><subject>Medical sciences</subject><subject>Microbial Sensitivity Tests</subject><subject>Models, Chemical</subject><subject>Pharmacology. Drug treatments</subject><subject>Radicals</subject><subject>Reactive Oxygen Species - metabolism</subject><subject>Structure-Activity Relationship</subject><subject>Viruses</subject><issn>0960-894X</issn><issn>0968-0896</issn><issn>1464-3405</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1rGzEQhkVpady0f6CH4Et72-3oc1eQSzDpBwR6aEN6E1ppRGT2w5XWBv_7amOT3trT8A7POwwPIe8p1BSo-rStu8H1NQNoa2A1SPmCrKhQouIC5EuyAq2garX4dUHe5LwFoAKEeE0uaMu5YFqtyMOP4zg_Yo55bUe_zvPeH9dTKGGOh5hs_7ReUpWsj64sdmnaYZoj5idwiOO0e8Rx6tceUzzYUsT8lrwKts_47jwvyf3n25-br9Xd9y_fNjd3lRNUzhWTLZfYoNaNBdYqJoJUuvMOtBOK68ZrGgK6JujAhJAeuZOddl551wnX8kvy8XS3fPV7j3k2Q8wO-96OOO2zaUAo3Sj4L0i1UpRxVkB2Al2ack4YzC7FwaajoWAW72ZrFu9m8W6AmeK9lK7O1_fdgP5v5Sy6AB_OgM1FYkh2dDE_cwyY5FIu3PWJwyLtEDGZ7CKODn1M6Gbjp_ivP_4AqIGiEA</recordid><startdate>20080401</startdate><enddate>20080401</enddate><creator>Shadyro, O.</creator><creator>Ksendzova, G.</creator><creator>Polozov, G.</creator><creator>Sorokin, V.</creator><creator>Boreko, E.</creator><creator>Savinova, O.</creator><creator>Dubovik, B.</creator><creator>Bizunok, N.</creator><general>Elsevier Ltd</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>7QO</scope><scope>7T7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20080401</creationdate><title>Synthesis and study of antiviral and anti-radical properties of aminophenol derivatives</title><author>Shadyro, O. ; Ksendzova, G. ; Polozov, G. ; Sorokin, V. ; Boreko, E. ; Savinova, O. ; Dubovik, B. ; Bizunok, N.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-25835e7e997a028624f569bdc09c46397d91ffec7f9f2445de3c5b9cd6dcb4c83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Aminophenols</topic><topic>Aminophenols - chemical synthesis</topic><topic>Aminophenols - pharmacology</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antiviral agents</topic><topic>Antiviral Agents - chemical synthesis</topic><topic>Antiviral Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Free Radicals - metabolism</topic><topic>Herpesvirus 1, Human - drug effects</topic><topic>Herpesvirus 1, Human - growth & development</topic><topic>Inhibition</topic><topic>Medical sciences</topic><topic>Microbial Sensitivity Tests</topic><topic>Models, Chemical</topic><topic>Pharmacology. Drug treatments</topic><topic>Radicals</topic><topic>Reactive Oxygen Species - metabolism</topic><topic>Structure-Activity Relationship</topic><topic>Viruses</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shadyro, O.</creatorcontrib><creatorcontrib>Ksendzova, G.</creatorcontrib><creatorcontrib>Polozov, G.</creatorcontrib><creatorcontrib>Sorokin, V.</creatorcontrib><creatorcontrib>Boreko, E.</creatorcontrib><creatorcontrib>Savinova, O.</creatorcontrib><creatorcontrib>Dubovik, B.</creatorcontrib><creatorcontrib>Bizunok, N.</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>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shadyro, O.</au><au>Ksendzova, G.</au><au>Polozov, G.</au><au>Sorokin, V.</au><au>Boreko, E.</au><au>Savinova, O.</au><au>Dubovik, B.</au><au>Bizunok, N.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and study of antiviral and anti-radical properties of aminophenol derivatives</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2008-04-01</date><risdate>2008</risdate><volume>18</volume><issue>7</issue><spage>2420</spage><epage>2423</epage><pages>2420-2423</pages><issn>0960-894X</issn><issn>0968-0896</issn><eissn>1464-3405</eissn><eissn>1464-3391</eissn><abstract>It has been shown that
N-acyl and
N-aryl derivatives of 4,4-di-
tert-butyl-2-aminophenol passes the most marked antiviral activity.
A number of sterically-hindered
o-aminophenol derivatives have been synthesized, and their antiviral activity in parallel with reactivity towards commonly encountered free-radical intermediates was investigated. Of the compounds tested, the highest activity in suppressing replication
of Herpes simplex type l viruses was displayed by
N-acyl and
N-aryl derivatives of 4,6-di-
tert-butyl-2-aminophenol, which were able to interact with organic free radicals and, at the same time, manifested low reactivity towards reactive oxygen species.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>18334296</pmid><doi>10.1016/j.bmcl.2008.02.055</doi><tpages>4</tpages></addata></record> |
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subjects | Aminophenols Aminophenols - chemical synthesis Aminophenols - pharmacology Antibiotics. Antiinfectious agents. Antiparasitic agents Antiviral agents Antiviral Agents - chemical synthesis Antiviral Agents - pharmacology Biological and medical sciences Free Radicals - metabolism Herpesvirus 1, Human - drug effects Herpesvirus 1, Human - growth & development Inhibition Medical sciences Microbial Sensitivity Tests Models, Chemical Pharmacology. Drug treatments Radicals Reactive Oxygen Species - metabolism Structure-Activity Relationship Viruses |
title | Synthesis and study of antiviral and anti-radical properties of aminophenol derivatives |
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