Synthesis and evaluation of novel benzene-ethanol bearing 1,2,4-triazole derivatives as potential antimicrobial agents
The azole pharmacophore is still regarded as a viable lead structure for the synthesis of more efficacious and broad-spectrum antimicrobial agents. In this study, a novel series of triazole derivates that are structurally related to the famous antimicrobial azole pharmacophore were synthesized and t...
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| Veröffentlicht in: | Medicinal chemistry research 2017, Vol.26 (1), p.44-51 |
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| creator | Li, Bochao Zhang, Dawei Zhang, Yumin Dan Jiang Li, Shuang Lei, Wei Wang, Huiying Lin, Feng |
| description | The azole pharmacophore is still regarded as a viable lead structure for the synthesis of more efficacious and broad-spectrum antimicrobial agents. In this study, a novel series of triazole derivates that are structurally related to the famous antimicrobial azole pharmacophore were synthesized and the structures of them were characterized by spectral (IR,
1
H NMR,
13
C NMR, and MS spectra) analysis. Antimicrobial activity was measured against both bacteria and fungus. In vitro antimicrobial evaluation showed that five compounds had growth inhibitory effects on the tested Gram-positive bacteria and fungus with special efficacy. Potential antibacterial and antifungal activities are incorporated in these triazole compounds. Results of antimicrobial activities also revealed that compounds (
5a–i
) were the potent antibacterial and antifungal agents as compared to standard drugs (ciprofloxacin and itraconazole), and thus could be promising new lead molecules. |
| doi_str_mv | 10.1007/s00044-016-1724-6 |
| format | Article |
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1
H NMR,
13
C NMR, and MS spectra) analysis. Antimicrobial activity was measured against both bacteria and fungus. In vitro antimicrobial evaluation showed that five compounds had growth inhibitory effects on the tested Gram-positive bacteria and fungus with special efficacy. Potential antibacterial and antifungal activities are incorporated in these triazole compounds. Results of antimicrobial activities also revealed that compounds (
5a–i
) were the potent antibacterial and antifungal agents as compared to standard drugs (ciprofloxacin and itraconazole), and thus could be promising new lead molecules.</description><identifier>ISSN: 1054-2523</identifier><identifier>EISSN: 1554-8120</identifier><identifier>DOI: 10.1007/s00044-016-1724-6</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Antifungal activity ; Antifungal agents ; Antiinfectives and antibacterials ; Antimicrobial activity ; Antimicrobial agents ; Bacteria ; Benzene ; Biochemistry ; Biomedical and Life Sciences ; Biomedicine ; Cell Biology ; Ciprofloxacin ; Ethanol ; Fungi ; Fungicides ; Gram-positive bacteria ; Itraconazole ; NMR ; Nuclear magnetic resonance ; Original Research ; Pharmacology/Toxicology ; Synthesis ; Triazoles</subject><ispartof>Medicinal chemistry research, 2017, Vol.26 (1), p.44-51</ispartof><rights>Springer Science+Business Media New York 2016</rights><rights>Copyright Springer Science & Business Media 2017</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-a09d1e8c3a0e90838970fbabb548a8bc09ecc1c39635c409a7f9621a578cca3</citedby><cites>FETCH-LOGICAL-c316t-a09d1e8c3a0e90838970fbabb548a8bc09ecc1c39635c409a7f9621a578cca3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s00044-016-1724-6$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s00044-016-1724-6$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Li, Bochao</creatorcontrib><creatorcontrib>Zhang, Dawei</creatorcontrib><creatorcontrib>Zhang, Yumin</creatorcontrib><creatorcontrib>Dan Jiang</creatorcontrib><creatorcontrib>Li, Shuang</creatorcontrib><creatorcontrib>Lei, Wei</creatorcontrib><creatorcontrib>Wang, Huiying</creatorcontrib><creatorcontrib>Lin, Feng</creatorcontrib><title>Synthesis and evaluation of novel benzene-ethanol bearing 1,2,4-triazole derivatives as potential antimicrobial agents</title><title>Medicinal chemistry research</title><addtitle>Med Chem Res</addtitle><description>The azole pharmacophore is still regarded as a viable lead structure for the synthesis of more efficacious and broad-spectrum antimicrobial agents. In this study, a novel series of triazole derivates that are structurally related to the famous antimicrobial azole pharmacophore were synthesized and the structures of them were characterized by spectral (IR,
1
H NMR,
13
C NMR, and MS spectra) analysis. Antimicrobial activity was measured against both bacteria and fungus. In vitro antimicrobial evaluation showed that five compounds had growth inhibitory effects on the tested Gram-positive bacteria and fungus with special efficacy. Potential antibacterial and antifungal activities are incorporated in these triazole compounds. Results of antimicrobial activities also revealed that compounds (
5a–i
) were the potent antibacterial and antifungal agents as compared to standard drugs (ciprofloxacin and itraconazole), and thus could be promising new lead molecules.</description><subject>Antifungal activity</subject><subject>Antifungal agents</subject><subject>Antiinfectives and antibacterials</subject><subject>Antimicrobial activity</subject><subject>Antimicrobial agents</subject><subject>Bacteria</subject><subject>Benzene</subject><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Cell Biology</subject><subject>Ciprofloxacin</subject><subject>Ethanol</subject><subject>Fungi</subject><subject>Fungicides</subject><subject>Gram-positive bacteria</subject><subject>Itraconazole</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Original Research</subject><subject>Pharmacology/Toxicology</subject><subject>Synthesis</subject><subject>Triazoles</subject><issn>1054-2523</issn><issn>1554-8120</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kE1PwzAMhisEEmPwA7hV4rqA3c_0iCa-pEkcxj1KM3fL1CUjySqNX0_KOHDh5NeW39fWkyS3CPcIUD94ACgKBlgxrLOCVWfJBMuyYBwzOI8aos7KLL9MrrzfAuQ1FOUkGZZHEzbktU-lWaU0yP4gg7YmtV1q7EB92pL5IkOMwkYaO_bSabNOcZbNChacll-2p3RFTg_ROlCM8uneBjJByz7mBr3Tytn2p1vHsb9OLjrZe7r5rdNk-fz0MX9li_eXt_njgqkcq8AkNCskrnIJ1ADPeVND18q2LQsueaugIaVQ5U2Vl6qARtZdU2Uoy5orJfNpcndK3Tv7eSAfxNYenIkHBXKOiNDwOm7haSu-6L2jTuyd3kl3FAhihCtOcEWEK0a4ooqe7OTx-5EFuT_J_5q-ATUVflA</recordid><startdate>2017</startdate><enddate>2017</enddate><creator>Li, Bochao</creator><creator>Zhang, Dawei</creator><creator>Zhang, Yumin</creator><creator>Dan Jiang</creator><creator>Li, Shuang</creator><creator>Lei, Wei</creator><creator>Wang, Huiying</creator><creator>Lin, Feng</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>8FD</scope><scope>FR3</scope><scope>M7Z</scope><scope>P64</scope></search><sort><creationdate>2017</creationdate><title>Synthesis and evaluation of novel benzene-ethanol bearing 1,2,4-triazole derivatives as potential antimicrobial agents</title><author>Li, Bochao ; Zhang, Dawei ; Zhang, Yumin ; Dan Jiang ; Li, Shuang ; Lei, Wei ; Wang, Huiying ; Lin, Feng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-a09d1e8c3a0e90838970fbabb548a8bc09ecc1c39635c409a7f9621a578cca3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Antifungal activity</topic><topic>Antifungal agents</topic><topic>Antiinfectives and antibacterials</topic><topic>Antimicrobial activity</topic><topic>Antimicrobial agents</topic><topic>Bacteria</topic><topic>Benzene</topic><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Cell Biology</topic><topic>Ciprofloxacin</topic><topic>Ethanol</topic><topic>Fungi</topic><topic>Fungicides</topic><topic>Gram-positive bacteria</topic><topic>Itraconazole</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Original Research</topic><topic>Pharmacology/Toxicology</topic><topic>Synthesis</topic><topic>Triazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Bochao</creatorcontrib><creatorcontrib>Zhang, Dawei</creatorcontrib><creatorcontrib>Zhang, Yumin</creatorcontrib><creatorcontrib>Dan Jiang</creatorcontrib><creatorcontrib>Li, Shuang</creatorcontrib><creatorcontrib>Lei, Wei</creatorcontrib><creatorcontrib>Wang, Huiying</creatorcontrib><creatorcontrib>Lin, Feng</creatorcontrib><collection>CrossRef</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biochemistry Abstracts 1</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Medicinal chemistry research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Bochao</au><au>Zhang, Dawei</au><au>Zhang, Yumin</au><au>Dan Jiang</au><au>Li, Shuang</au><au>Lei, Wei</au><au>Wang, Huiying</au><au>Lin, Feng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and evaluation of novel benzene-ethanol bearing 1,2,4-triazole derivatives as potential antimicrobial agents</atitle><jtitle>Medicinal chemistry research</jtitle><stitle>Med Chem Res</stitle><date>2017</date><risdate>2017</risdate><volume>26</volume><issue>1</issue><spage>44</spage><epage>51</epage><pages>44-51</pages><issn>1054-2523</issn><eissn>1554-8120</eissn><abstract>The azole pharmacophore is still regarded as a viable lead structure for the synthesis of more efficacious and broad-spectrum antimicrobial agents. In this study, a novel series of triazole derivates that are structurally related to the famous antimicrobial azole pharmacophore were synthesized and the structures of them were characterized by spectral (IR,
1
H NMR,
13
C NMR, and MS spectra) analysis. Antimicrobial activity was measured against both bacteria and fungus. In vitro antimicrobial evaluation showed that five compounds had growth inhibitory effects on the tested Gram-positive bacteria and fungus with special efficacy. Potential antibacterial and antifungal activities are incorporated in these triazole compounds. Results of antimicrobial activities also revealed that compounds (
5a–i
) were the potent antibacterial and antifungal agents as compared to standard drugs (ciprofloxacin and itraconazole), and thus could be promising new lead molecules.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s00044-016-1724-6</doi><tpages>8</tpages></addata></record> |
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| subjects | Antifungal activity Antifungal agents Antiinfectives and antibacterials Antimicrobial activity Antimicrobial agents Bacteria Benzene Biochemistry Biomedical and Life Sciences Biomedicine Cell Biology Ciprofloxacin Ethanol Fungi Fungicides Gram-positive bacteria Itraconazole NMR Nuclear magnetic resonance Original Research Pharmacology/Toxicology Synthesis Triazoles |
| title | Synthesis and evaluation of novel benzene-ethanol bearing 1,2,4-triazole derivatives as potential antimicrobial agents |
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