Synthesis, characterization, cytotoxicity and antimicrobial studies on bis(N-furfuryl-N-(2-phenylethyl)dithiocarbamato-S,S')zinc(II) and its nitrogen donor adducts
[Zn(fpedtc)2] (1), [Zn(fpedtc)2(py)] (2), [Zn(fpedtc)2(1,10-phen)] (3) and [Zn(fpedtc)2(2,2'-bipy)] (4) (where fpedtc = N-furfuryl-N-(2-phenylethyl)dithiocarbamate, py = pyridine, 1,10-phen = 1,10-phenanthroline and 2,2'-bipy = 2,2'-bipyridine) were synthesized. Characterization of th...
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| Veröffentlicht in: | European journal of medicinal chemistry 2013-04, Vol.62, p.139-147 |
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| creator | Rani, Palanisamy Jamuna Thirumaran, Subbiah |
| description | [Zn(fpedtc)2] (1), [Zn(fpedtc)2(py)] (2), [Zn(fpedtc)2(1,10-phen)] (3) and [Zn(fpedtc)2(2,2'-bipy)] (4) (where fpedtc = N-furfuryl-N-(2-phenylethyl)dithiocarbamate, py = pyridine, 1,10-phen = 1,10-phenanthroline and 2,2'-bipy = 2,2'-bipyridine) were synthesized. Characterization of the complexes were achieved by IR and NMR ((1)H and (13)C) spectra and in addition, for 2 and 3, by X-ray crystallography. Single crystal X-ray structural analysis of 2 and 3 showed that complex 2 is almost half way between trigonal bipyramidal and square pyramidal and complex 3 has a distorted octahedral geometry. Zn-N distances in 2 is shorter than that found in a six coordinate complex 3 due to the change in coordination number. These complexes were also screened for in vitro antibacterial and antifungal activities and significant activities have been found. In vitro cytotoxic activity of all the synthesized complexes was evaluated on HeLa cell line. Complex 1 exhibits maximum inhibitory effect at a concentration of 40 μg mL(-1) on HeLa cell line. |
| doi_str_mv | 10.1016/j.ejmech.2012.12.047 |
| format | Article |
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Characterization of the complexes were achieved by IR and NMR ((1)H and (13)C) spectra and in addition, for 2 and 3, by X-ray crystallography. Single crystal X-ray structural analysis of 2 and 3 showed that complex 2 is almost half way between trigonal bipyramidal and square pyramidal and complex 3 has a distorted octahedral geometry. Zn-N distances in 2 is shorter than that found in a six coordinate complex 3 due to the change in coordination number. These complexes were also screened for in vitro antibacterial and antifungal activities and significant activities have been found. In vitro cytotoxic activity of all the synthesized complexes was evaluated on HeLa cell line. Complex 1 exhibits maximum inhibitory effect at a concentration of 40 μg mL(-1) on HeLa cell line.</description><identifier>ISSN: 0223-5234</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2012.12.047</identifier><identifier>PMID: 23353751</identifier><language>eng</language><publisher>France</publisher><subject>Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Anti-Bacterial Agents - toxicity ; Antifungal Agents - chemical synthesis ; Antifungal Agents - chemistry ; Antifungal Agents - pharmacology ; Antifungal Agents - toxicity ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Antineoplastic Agents - toxicity ; Cell Proliferation - drug effects ; Coordination Complexes - chemical synthesis ; Coordination Complexes - chemistry ; Coordination Complexes - pharmacology ; Crystallography, X-Ray ; Drug Screening Assays, Antitumor ; Fungi - drug effects ; Gram-Negative Bacteria - drug effects ; Gram-Positive Bacteria - drug effects ; HeLa Cells ; Humans ; Microbial Sensitivity Tests ; Models, Molecular ; Molecular Structure</subject><ispartof>European journal of medicinal chemistry, 2013-04, Vol.62, p.139-147</ispartof><rights>Copyright © 2013 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c307t-aa134659c7d4c87d14cd11c793fea20959478469a764d457d10ea60e3bf40cf23</citedby><cites>FETCH-LOGICAL-c307t-aa134659c7d4c87d14cd11c793fea20959478469a764d457d10ea60e3bf40cf23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23353751$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Rani, Palanisamy Jamuna</creatorcontrib><creatorcontrib>Thirumaran, Subbiah</creatorcontrib><title>Synthesis, characterization, cytotoxicity and antimicrobial studies on bis(N-furfuryl-N-(2-phenylethyl)dithiocarbamato-S,S')zinc(II) and its nitrogen donor adducts</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>[Zn(fpedtc)2] (1), [Zn(fpedtc)2(py)] (2), [Zn(fpedtc)2(1,10-phen)] (3) and [Zn(fpedtc)2(2,2'-bipy)] (4) (where fpedtc = N-furfuryl-N-(2-phenylethyl)dithiocarbamate, py = pyridine, 1,10-phen = 1,10-phenanthroline and 2,2'-bipy = 2,2'-bipyridine) were synthesized. Characterization of the complexes were achieved by IR and NMR ((1)H and (13)C) spectra and in addition, for 2 and 3, by X-ray crystallography. Single crystal X-ray structural analysis of 2 and 3 showed that complex 2 is almost half way between trigonal bipyramidal and square pyramidal and complex 3 has a distorted octahedral geometry. Zn-N distances in 2 is shorter than that found in a six coordinate complex 3 due to the change in coordination number. These complexes were also screened for in vitro antibacterial and antifungal activities and significant activities have been found. In vitro cytotoxic activity of all the synthesized complexes was evaluated on HeLa cell line. Complex 1 exhibits maximum inhibitory effect at a concentration of 40 μg mL(-1) on HeLa cell line.</description><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Anti-Bacterial Agents - toxicity</subject><subject>Antifungal Agents - chemical synthesis</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - pharmacology</subject><subject>Antifungal Agents - toxicity</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antineoplastic Agents - toxicity</subject><subject>Cell Proliferation - drug effects</subject><subject>Coordination Complexes - chemical synthesis</subject><subject>Coordination Complexes - chemistry</subject><subject>Coordination Complexes - pharmacology</subject><subject>Crystallography, X-Ray</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Fungi - drug effects</subject><subject>Gram-Negative Bacteria - drug effects</subject><subject>Gram-Positive Bacteria - drug effects</subject><subject>HeLa Cells</subject><subject>Humans</subject><subject>Microbial Sensitivity Tests</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><issn>0223-5234</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kd2KFDEQhYMo7uzqG4j0nTOwGfPXnenLZdF1YFkvRq9DOqm2M3QnY5IGe1_HFzXrrMIpCopTVXA-hN5RsqWENh-PWzhOYIYtI5Rti4iQL9CKymaHOavFS7QijHFcMy4u0GVKR0JI3RDyGl0wzmsua7pCvw-LzwMkl64rM-ioTYboHnV2wZfJkkMOv5xxeam0t6Wym5yJoXN6rFKerYNUBV91Lq0fcD_HomXED3jN8GkAv4yQh2XcWJcHF4yOnZ50DvhwffiweXTerPf7zd_TLqfKuxzDD_CVDT7ESls7m5zeoFe9HhO8fe5X6PvnT99uv-D7r3f725t7bDiRGWtNuWjq1kgrzE5aKoyl1MiW96AZaetWyJ1oWi0bYUVdDAR0Q4B3vSCmZ_wKrc93TzH8nCFlNblkYBy1hzAnRUusnFMuRbGKs7VEkVKEXp2im3RcFCXqCY86qjMe9YRHFRU8Ze3984e5m8D-X_rHg_8BXueQIQ</recordid><startdate>201304</startdate><enddate>201304</enddate><creator>Rani, Palanisamy Jamuna</creator><creator>Thirumaran, Subbiah</creator><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>201304</creationdate><title>Synthesis, characterization, cytotoxicity and antimicrobial studies on bis(N-furfuryl-N-(2-phenylethyl)dithiocarbamato-S,S')zinc(II) and its nitrogen donor adducts</title><author>Rani, Palanisamy Jamuna ; Thirumaran, Subbiah</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c307t-aa134659c7d4c87d14cd11c793fea20959478469a764d457d10ea60e3bf40cf23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Anti-Bacterial Agents - toxicity</topic><topic>Antifungal Agents - chemical synthesis</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - pharmacology</topic><topic>Antifungal Agents - toxicity</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antineoplastic Agents - toxicity</topic><topic>Cell Proliferation - drug effects</topic><topic>Coordination Complexes - chemical synthesis</topic><topic>Coordination Complexes - chemistry</topic><topic>Coordination Complexes - pharmacology</topic><topic>Crystallography, X-Ray</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Fungi - drug effects</topic><topic>Gram-Negative Bacteria - drug effects</topic><topic>Gram-Positive Bacteria - drug effects</topic><topic>HeLa Cells</topic><topic>Humans</topic><topic>Microbial Sensitivity Tests</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rani, Palanisamy Jamuna</creatorcontrib><creatorcontrib>Thirumaran, Subbiah</creatorcontrib><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>Rani, Palanisamy Jamuna</au><au>Thirumaran, Subbiah</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, characterization, cytotoxicity and antimicrobial studies on bis(N-furfuryl-N-(2-phenylethyl)dithiocarbamato-S,S')zinc(II) and its nitrogen donor adducts</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2013-04</date><risdate>2013</risdate><volume>62</volume><spage>139</spage><epage>147</epage><pages>139-147</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><abstract>[Zn(fpedtc)2] (1), [Zn(fpedtc)2(py)] (2), [Zn(fpedtc)2(1,10-phen)] (3) and [Zn(fpedtc)2(2,2'-bipy)] (4) (where fpedtc = N-furfuryl-N-(2-phenylethyl)dithiocarbamate, py = pyridine, 1,10-phen = 1,10-phenanthroline and 2,2'-bipy = 2,2'-bipyridine) were synthesized. Characterization of the complexes were achieved by IR and NMR ((1)H and (13)C) spectra and in addition, for 2 and 3, by X-ray crystallography. Single crystal X-ray structural analysis of 2 and 3 showed that complex 2 is almost half way between trigonal bipyramidal and square pyramidal and complex 3 has a distorted octahedral geometry. Zn-N distances in 2 is shorter than that found in a six coordinate complex 3 due to the change in coordination number. These complexes were also screened for in vitro antibacterial and antifungal activities and significant activities have been found. In vitro cytotoxic activity of all the synthesized complexes was evaluated on HeLa cell line. Complex 1 exhibits maximum inhibitory effect at a concentration of 40 μg mL(-1) on HeLa cell line.</abstract><cop>France</cop><pmid>23353751</pmid><doi>10.1016/j.ejmech.2012.12.047</doi><tpages>9</tpages></addata></record> |
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| subjects | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Anti-Bacterial Agents - toxicity Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacology Antifungal Agents - toxicity Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Antineoplastic Agents - toxicity Cell Proliferation - drug effects Coordination Complexes - chemical synthesis Coordination Complexes - chemistry Coordination Complexes - pharmacology Crystallography, X-Ray Drug Screening Assays, Antitumor Fungi - drug effects Gram-Negative Bacteria - drug effects Gram-Positive Bacteria - drug effects HeLa Cells Humans Microbial Sensitivity Tests Models, Molecular Molecular Structure |
| title | Synthesis, characterization, cytotoxicity and antimicrobial studies on bis(N-furfuryl-N-(2-phenylethyl)dithiocarbamato-S,S')zinc(II) and its nitrogen donor adducts |
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