Design, synthesis and biological evaluation of novel N,4-diphenylthiazol-2-amine derivatives
Novel N,4-diphenylthiazol-2-amine derivatives were designed and synthesized employing Hantzsch method. The three-step reaction involved in the synthesis occurred at a faster rate with excellent yields in eco-friendly conditions. The synthesized derivatives were characterized by spectral techniques s...
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| Veröffentlicht in: | Medicinal chemistry research 2020-03, Vol.29 (3), p.442-458 |
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| creator | Nadaf, AfraQuasar A. Barretto, Delicia A. Najare, Mahesh S. Mantur, Shivaraj Garbhagudi, Manjunatha Gaonkar, Supreet Joshi, Shrinivas Khazi, Imtiyaz Ahmed M. |
| description | Novel N,4-diphenylthiazol-2-amine derivatives were designed and synthesized employing Hantzsch method. The three-step reaction involved in the synthesis occurred at a faster rate with excellent yields in eco-friendly conditions. The synthesized derivatives were characterized by spectral techniques such as
1
H NMR,
13
C NMR, FT-IR and GCMS. Single-crystal X-ray diffraction studies also confirmed the formation of title compounds. These compounds were evaluated in vitro for their antimicrobial and anti-inflammatory activities. The results demonstrated that most of the tested compounds showed potent antifungal activity. Interestingly, these compounds also exhibited good anti-inflammatory and moderate antibacterial activity towards sensitive as well as resistant bacterial strains. In silico studies depicted their good binding affinity profile against
S. aureus
(PDB ID: 1AD4) and
C. albicans
(PDB ID: 1AI9). |
| doi_str_mv | 10.1007/s00044-019-02495-2 |
| format | Article |
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1
H NMR,
13
C NMR, FT-IR and GCMS. Single-crystal X-ray diffraction studies also confirmed the formation of title compounds. These compounds were evaluated in vitro for their antimicrobial and anti-inflammatory activities. The results demonstrated that most of the tested compounds showed potent antifungal activity. Interestingly, these compounds also exhibited good anti-inflammatory and moderate antibacterial activity towards sensitive as well as resistant bacterial strains. In silico studies depicted their good binding affinity profile against
S. aureus
(PDB ID: 1AD4) and
C. albicans
(PDB ID: 1AI9).</description><identifier>ISSN: 1054-2523</identifier><identifier>EISSN: 1554-8120</identifier><identifier>DOI: 10.1007/s00044-019-02495-2</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Antibacterial activity ; Antifungal activity ; Biochemistry ; Biomedical and Life Sciences ; Biomedicine ; Cell Biology ; Chemical synthesis ; Derivatives ; Fungicides ; Inflammation ; NMR ; Nuclear magnetic resonance ; Original Research ; Pharmacology/Toxicology ; Single crystals ; X-ray diffraction</subject><ispartof>Medicinal chemistry research, 2020-03, Vol.29 (3), p.442-458</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2020</rights><rights>2020© Springer Science+Business Media, LLC, part of Springer Nature 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c319t-d17fea507aaab19ddb4c491f8da37083a59accbd7f1d522a672ecc8c87eaeb963</citedby><cites>FETCH-LOGICAL-c319t-d17fea507aaab19ddb4c491f8da37083a59accbd7f1d522a672ecc8c87eaeb963</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/s00044-019-02495-2$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s00044-019-02495-2$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Nadaf, AfraQuasar A.</creatorcontrib><creatorcontrib>Barretto, Delicia A.</creatorcontrib><creatorcontrib>Najare, Mahesh S.</creatorcontrib><creatorcontrib>Mantur, Shivaraj</creatorcontrib><creatorcontrib>Garbhagudi, Manjunatha</creatorcontrib><creatorcontrib>Gaonkar, Supreet</creatorcontrib><creatorcontrib>Joshi, Shrinivas</creatorcontrib><creatorcontrib>Khazi, Imtiyaz Ahmed M.</creatorcontrib><title>Design, synthesis and biological evaluation of novel N,4-diphenylthiazol-2-amine derivatives</title><title>Medicinal chemistry research</title><addtitle>Med Chem Res</addtitle><description>Novel N,4-diphenylthiazol-2-amine derivatives were designed and synthesized employing Hantzsch method. The three-step reaction involved in the synthesis occurred at a faster rate with excellent yields in eco-friendly conditions. The synthesized derivatives were characterized by spectral techniques such as
1
H NMR,
13
C NMR, FT-IR and GCMS. Single-crystal X-ray diffraction studies also confirmed the formation of title compounds. These compounds were evaluated in vitro for their antimicrobial and anti-inflammatory activities. The results demonstrated that most of the tested compounds showed potent antifungal activity. Interestingly, these compounds also exhibited good anti-inflammatory and moderate antibacterial activity towards sensitive as well as resistant bacterial strains. In silico studies depicted their good binding affinity profile against
S. aureus
(PDB ID: 1AD4) and
C. albicans
(PDB ID: 1AI9).</description><subject>Antibacterial activity</subject><subject>Antifungal activity</subject><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Cell Biology</subject><subject>Chemical synthesis</subject><subject>Derivatives</subject><subject>Fungicides</subject><subject>Inflammation</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Original Research</subject><subject>Pharmacology/Toxicology</subject><subject>Single crystals</subject><subject>X-ray diffraction</subject><issn>1054-2523</issn><issn>1554-8120</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kEtPwzAQhC0EEqXwBzhZ4lqDn01yROUpIbjADSna2E7rKrWLnUYqvx5DkLhx2jnMzO5-CJ0zeskoLa4SpVRKQllFKJeVIvwATZhSkpSM08OsadZccXGMTlJaUyoKKtUEvd_Y5JZ-htPe96usEwZvcONCF5ZOQ4ftAN0Oehc8Di32YbAdfp5JYtx2Zf2-61cOPkNHOIGN8xYbG92Q_YNNp-iohS7Zs985RW93t6-LB_L0cv-4uH4iWrCqJ4YVrQVFCwBoWGVMI7WsWFsayFeWAlQFWjemaJlRnMO84FbrUpeFBdtUczFFF2PvNoaPnU19vQ676PPKmov8s-BKsuzio0vHkFK0bb2NbgNxXzNaf1OsR4p1plj_UMzpKRJjKGWzX9r4V_1P6gtMpnam</recordid><startdate>20200301</startdate><enddate>20200301</enddate><creator>Nadaf, AfraQuasar A.</creator><creator>Barretto, Delicia A.</creator><creator>Najare, Mahesh S.</creator><creator>Mantur, Shivaraj</creator><creator>Garbhagudi, Manjunatha</creator><creator>Gaonkar, Supreet</creator><creator>Joshi, Shrinivas</creator><creator>Khazi, Imtiyaz Ahmed M.</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>20200301</creationdate><title>Design, synthesis and biological evaluation of novel N,4-diphenylthiazol-2-amine derivatives</title><author>Nadaf, AfraQuasar A. ; Barretto, Delicia A. ; Najare, Mahesh S. ; Mantur, Shivaraj ; Garbhagudi, Manjunatha ; Gaonkar, Supreet ; Joshi, Shrinivas ; Khazi, Imtiyaz Ahmed M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c319t-d17fea507aaab19ddb4c491f8da37083a59accbd7f1d522a672ecc8c87eaeb963</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Antibacterial activity</topic><topic>Antifungal activity</topic><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Cell Biology</topic><topic>Chemical synthesis</topic><topic>Derivatives</topic><topic>Fungicides</topic><topic>Inflammation</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Original Research</topic><topic>Pharmacology/Toxicology</topic><topic>Single crystals</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nadaf, AfraQuasar A.</creatorcontrib><creatorcontrib>Barretto, Delicia A.</creatorcontrib><creatorcontrib>Najare, Mahesh S.</creatorcontrib><creatorcontrib>Mantur, Shivaraj</creatorcontrib><creatorcontrib>Garbhagudi, Manjunatha</creatorcontrib><creatorcontrib>Gaonkar, Supreet</creatorcontrib><creatorcontrib>Joshi, Shrinivas</creatorcontrib><creatorcontrib>Khazi, Imtiyaz Ahmed M.</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>Nadaf, AfraQuasar A.</au><au>Barretto, Delicia A.</au><au>Najare, Mahesh S.</au><au>Mantur, Shivaraj</au><au>Garbhagudi, Manjunatha</au><au>Gaonkar, Supreet</au><au>Joshi, Shrinivas</au><au>Khazi, Imtiyaz Ahmed M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, synthesis and biological evaluation of novel N,4-diphenylthiazol-2-amine derivatives</atitle><jtitle>Medicinal chemistry research</jtitle><stitle>Med Chem Res</stitle><date>2020-03-01</date><risdate>2020</risdate><volume>29</volume><issue>3</issue><spage>442</spage><epage>458</epage><pages>442-458</pages><issn>1054-2523</issn><eissn>1554-8120</eissn><abstract>Novel N,4-diphenylthiazol-2-amine derivatives were designed and synthesized employing Hantzsch method. The three-step reaction involved in the synthesis occurred at a faster rate with excellent yields in eco-friendly conditions. The synthesized derivatives were characterized by spectral techniques such as
1
H NMR,
13
C NMR, FT-IR and GCMS. Single-crystal X-ray diffraction studies also confirmed the formation of title compounds. These compounds were evaluated in vitro for their antimicrobial and anti-inflammatory activities. The results demonstrated that most of the tested compounds showed potent antifungal activity. Interestingly, these compounds also exhibited good anti-inflammatory and moderate antibacterial activity towards sensitive as well as resistant bacterial strains. In silico studies depicted their good binding affinity profile against
S. aureus
(PDB ID: 1AD4) and
C. albicans
(PDB ID: 1AI9).</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s00044-019-02495-2</doi><tpages>17</tpages></addata></record> |
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| subjects | Antibacterial activity Antifungal activity Biochemistry Biomedical and Life Sciences Biomedicine Cell Biology Chemical synthesis Derivatives Fungicides Inflammation NMR Nuclear magnetic resonance Original Research Pharmacology/Toxicology Single crystals X-ray diffraction |
| title | Design, synthesis and biological evaluation of novel N,4-diphenylthiazol-2-amine derivatives |
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