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Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents
A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties ( 8a– s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were 8a, 8h, 8k, 8n and 8q with MIC value in the range of 0.5–4 μg/mL...
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| Published in: | European journal of medicinal chemistry 2011-08, Vol.46 (8), p.3469-3473 |
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| Main Authors: | , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c457t-d5b1c62bd6d58f2f1330d68357ffb6d09aa073961ff3d5d5960c48817839333d3 |
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| cites | cdi_FETCH-LOGICAL-c457t-d5b1c62bd6d58f2f1330d68357ffb6d09aa073961ff3d5d5960c48817839333d3 |
| container_end_page | 3473 |
| container_issue | 8 |
| container_start_page | 3469 |
| container_title | European journal of medicinal chemistry |
| container_volume | 46 |
| creator | Liu, Xiao-Fang Zheng, Chang-Ji Sun, Liang-Peng Liu, Xue-Kun Piao, Hu-Ri |
| description | A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties (
8a–
s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were
8a,
8h,
8k,
8n and
8q with MIC value in the range of 0.5–4 μg/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria
Escherichia coli 1356 and
E. coli 1682 at 64 μg/mL.
A series of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties were synthesized, characterized, and evaluated for their anti-bacterial activity.
[Display omitted]
► New hybrid compounds possessing chalcone and 2,4-thiazolidinedione were synthesized. ► Some compounds exhibited more potent than control medicines against
MRSA and
QRSA. ►
8a showed strongest activity against
MRSA 3506 with the MIC value of 0.5 μg/mL. |
| doi_str_mv | 10.1016/j.ejmech.2011.05.012 |
| format | article |
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8a–
s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were
8a,
8h,
8k,
8n and
8q with MIC value in the range of 0.5–4 μg/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria
Escherichia coli 1356 and
E. coli 1682 at 64 μg/mL.
A series of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties were synthesized, characterized, and evaluated for their anti-bacterial activity.
[Display omitted]
► New hybrid compounds possessing chalcone and 2,4-thiazolidinedione were synthesized. ► Some compounds exhibited more potent than control medicines against
MRSA and
QRSA. ►
8a showed strongest activity against
MRSA 3506 with the MIC value of 0.5 μg/mL.</description><identifier>ISSN: 0223-5234</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2011.05.012</identifier><identifier>PMID: 21624712</identifier><identifier>CODEN: EJMCA5</identifier><language>eng</language><publisher>Kidlington: Elsevier Masson SAS</publisher><subject>2,4-Thiazolidinedione ; Anti-bacterial activity ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - pharmacology ; Antibacterial agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Bacterial Infections - drug therapy ; Bacterial Infections - microbiology ; Benzoic acid ; Benzoic Acid - chemistry ; Biological and medical sciences ; Cell Proliferation - drug effects ; Chalcone ; Chalcone - chemical synthesis ; Chalcone - pharmacology ; Drug Resistance, Bacterial - drug effects ; Escherichia coli - drug effects ; Escherichia coli - growth & development ; Medical sciences ; Microbial Sensitivity Tests ; Pharmacology. Drug treatments ; Staphylococcus aureus - drug effects ; Staphylococcus aureus - growth & development ; Thiazolidinediones - chemistry</subject><ispartof>European journal of medicinal chemistry, 2011-08, Vol.46 (8), p.3469-3473</ispartof><rights>2011 Elsevier Masson SAS</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c457t-d5b1c62bd6d58f2f1330d68357ffb6d09aa073961ff3d5d5960c48817839333d3</citedby><cites>FETCH-LOGICAL-c457t-d5b1c62bd6d58f2f1330d68357ffb6d09aa073961ff3d5d5960c48817839333d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24273852$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21624712$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Xiao-Fang</creatorcontrib><creatorcontrib>Zheng, Chang-Ji</creatorcontrib><creatorcontrib>Sun, Liang-Peng</creatorcontrib><creatorcontrib>Liu, Xue-Kun</creatorcontrib><creatorcontrib>Piao, Hu-Ri</creatorcontrib><title>Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties (
8a–
s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were
8a,
8h,
8k,
8n and
8q with MIC value in the range of 0.5–4 μg/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria
Escherichia coli 1356 and
E. coli 1682 at 64 μg/mL.
A series of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties were synthesized, characterized, and evaluated for their anti-bacterial activity.
[Display omitted]
► New hybrid compounds possessing chalcone and 2,4-thiazolidinedione were synthesized. ► Some compounds exhibited more potent than control medicines against
MRSA and
QRSA. ►
8a showed strongest activity against
MRSA 3506 with the MIC value of 0.5 μg/mL.</description><subject>2,4-Thiazolidinedione</subject><subject>Anti-bacterial activity</subject><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Bacterial Infections - drug therapy</subject><subject>Bacterial Infections - microbiology</subject><subject>Benzoic acid</subject><subject>Benzoic Acid - chemistry</subject><subject>Biological and medical sciences</subject><subject>Cell Proliferation - drug effects</subject><subject>Chalcone</subject><subject>Chalcone - chemical synthesis</subject><subject>Chalcone - pharmacology</subject><subject>Drug Resistance, Bacterial - drug effects</subject><subject>Escherichia coli - drug effects</subject><subject>Escherichia coli - growth & development</subject><subject>Medical sciences</subject><subject>Microbial Sensitivity Tests</subject><subject>Pharmacology. Drug treatments</subject><subject>Staphylococcus aureus - drug effects</subject><subject>Staphylococcus aureus - growth & development</subject><subject>Thiazolidinediones - chemistry</subject><issn>0223-5234</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9kE2LFDEQhoMo7uzqPxDpi3ixx3x00j0XQRZdhQUP6jmkk8pODd3JmGRGdk_-dNPMqDdPRRXPW1U8hLxgdM0oU293a9jNYLdrThlbU7mmjD8iK9aroRVcdo_JinIuWslFd0Euc95RSqWi9Cm54Ezxrmd8RX59vQ9lCxlzE30T4Gdjt2ayMUDjIOHRFDxCbkYwCcNdw990bdmieYgTOgzgcCFNcJUIDxFtYyy6Zo4IBWvO5GYfC4SCZqpYwXY0ttTFS3tX5_kZeeLNlOH5uV6R7x8_fLv-1N5-ufl8_f62tZ3sS-vkyKzio1NODp57JgR1ahCy935Ujm6Mob3YKOa9cNLJjaK2GwbWD2IjhHDiirw-7d2n-OMAuegZs4VpMgHiIeuh55J3nNFKdifSpphzAq_3CWeT7jWjelGvd_qkXi_qNZW6qq-xl-cDh3EG9zf0x3UFXp0Bk62ZfDLBYv7HdbwXg1y4dycOqo4jQtLZIgRbZSewRbuI___kNzEGpOM</recordid><startdate>20110801</startdate><enddate>20110801</enddate><creator>Liu, Xiao-Fang</creator><creator>Zheng, Chang-Ji</creator><creator>Sun, Liang-Peng</creator><creator>Liu, Xue-Kun</creator><creator>Piao, Hu-Ri</creator><general>Elsevier Masson SAS</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>7X8</scope></search><sort><creationdate>20110801</creationdate><title>Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents</title><author>Liu, Xiao-Fang ; Zheng, Chang-Ji ; Sun, Liang-Peng ; Liu, Xue-Kun ; Piao, Hu-Ri</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c457t-d5b1c62bd6d58f2f1330d68357ffb6d09aa073961ff3d5d5960c48817839333d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>2,4-Thiazolidinedione</topic><topic>Anti-bacterial activity</topic><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibacterial agents</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Bacterial Infections - drug therapy</topic><topic>Bacterial Infections - microbiology</topic><topic>Benzoic acid</topic><topic>Benzoic Acid - chemistry</topic><topic>Biological and medical sciences</topic><topic>Cell Proliferation - drug effects</topic><topic>Chalcone</topic><topic>Chalcone - chemical synthesis</topic><topic>Chalcone - pharmacology</topic><topic>Drug Resistance, Bacterial - drug effects</topic><topic>Escherichia coli - drug effects</topic><topic>Escherichia coli - growth & development</topic><topic>Medical sciences</topic><topic>Microbial Sensitivity Tests</topic><topic>Pharmacology. Drug treatments</topic><topic>Staphylococcus aureus - drug effects</topic><topic>Staphylococcus aureus - growth & development</topic><topic>Thiazolidinediones - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Xiao-Fang</creatorcontrib><creatorcontrib>Zheng, Chang-Ji</creatorcontrib><creatorcontrib>Sun, Liang-Peng</creatorcontrib><creatorcontrib>Liu, Xue-Kun</creatorcontrib><creatorcontrib>Piao, Hu-Ri</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>MEDLINE - Academic</collection><jtitle>European journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Xiao-Fang</au><au>Zheng, Chang-Ji</au><au>Sun, Liang-Peng</au><au>Liu, Xue-Kun</au><au>Piao, Hu-Ri</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2011-08-01</date><risdate>2011</risdate><volume>46</volume><issue>8</issue><spage>3469</spage><epage>3473</epage><pages>3469-3473</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><coden>EJMCA5</coden><abstract>A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties (
8a–
s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were
8a,
8h,
8k,
8n and
8q with MIC value in the range of 0.5–4 μg/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria
Escherichia coli 1356 and
E. coli 1682 at 64 μg/mL.
A series of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties were synthesized, characterized, and evaluated for their anti-bacterial activity.
[Display omitted]
► New hybrid compounds possessing chalcone and 2,4-thiazolidinedione were synthesized. ► Some compounds exhibited more potent than control medicines against
MRSA and
QRSA. ►
8a showed strongest activity against
MRSA 3506 with the MIC value of 0.5 μg/mL.</abstract><cop>Kidlington</cop><pub>Elsevier Masson SAS</pub><pmid>21624712</pmid><doi>10.1016/j.ejmech.2011.05.012</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0223-5234 |
| ispartof | European journal of medicinal chemistry, 2011-08, Vol.46 (8), p.3469-3473 |
| issn | 0223-5234 1768-3254 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_872524210 |
| source | ScienceDirect Journals |
| subjects | 2,4-Thiazolidinedione Anti-bacterial activity Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - pharmacology Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Bacterial Infections - drug therapy Bacterial Infections - microbiology Benzoic acid Benzoic Acid - chemistry Biological and medical sciences Cell Proliferation - drug effects Chalcone Chalcone - chemical synthesis Chalcone - pharmacology Drug Resistance, Bacterial - drug effects Escherichia coli - drug effects Escherichia coli - growth & development Medical sciences Microbial Sensitivity Tests Pharmacology. Drug treatments Staphylococcus aureus - drug effects Staphylococcus aureus - growth & development Thiazolidinediones - chemistry |
| title | Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents |
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