Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives
New 1-aryl-4-(β-D-fructopyranos-3- O -yl)methyl-1 H -1,2,3-triazole derivatives have been synthesized by a CuAAC reaction and their antibacterial and antifungal activity has been evaluated. Some of the derivatives showed remarkable in vitro antibacterial activity against Staphylococcus aureus , Stap...
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| Veröffentlicht in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2018-06, Vol.54 (6), p.630-637 |
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| container_title | Chemistry of heterocyclic compounds (New York, N.Y. 1965) |
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| creator | Vennam, Dinesh Kumar Reddy Thatipamula, Ranjith Kumar Haridasyam, Sharath Babu Koppula, Shiva Kumar |
| description | New 1-aryl-4-(β-D-fructopyranos-3-
O
-yl)methyl-1
H
-1,2,3-triazole derivatives have been synthesized by a CuAAC reaction and their antibacterial and antifungal activity has been evaluated. Some of the derivatives showed remarkable
in vitro
antibacterial activity against
Staphylococcus aureus
,
Staphylococcus epidermidis
,
Pseudomonas aeruginosa
, and
Klebsiella pneumoniae
and moderate antifungal activity
.
In addition, molecular docking studies of these compounds into the active site of
Staphylococcus aureus
tyrosyl-tRNA synthetase were performed. The docking study revealed that all compounds have considerable binding energies and good affinity toward the active site of the enzyme. |
| doi_str_mv | 10.1007/s10593-018-2319-6 |
| format | Article |
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O
-yl)methyl-1
H
-1,2,3-triazole derivatives have been synthesized by a CuAAC reaction and their antibacterial and antifungal activity has been evaluated. Some of the derivatives showed remarkable
in vitro
antibacterial activity against
Staphylococcus aureus
,
Staphylococcus epidermidis
,
Pseudomonas aeruginosa
, and
Klebsiella pneumoniae
and moderate antifungal activity
.
In addition, molecular docking studies of these compounds into the active site of
Staphylococcus aureus
tyrosyl-tRNA synthetase were performed. The docking study revealed that all compounds have considerable binding energies and good affinity toward the active site of the enzyme.</description><identifier>ISSN: 0009-3122</identifier><identifier>EISSN: 1573-8353</identifier><identifier>DOI: 10.1007/s10593-018-2319-6</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Analysis ; Aromatic compounds ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Crystal structure ; Derivatives ; Fungicides ; Klebsiella ; Ligases ; Molecular docking ; Organic Chemistry ; Pharmacy ; Pseudomonas aeruginosa ; Tazobactam ; Transfer RNA ; Triazoles</subject><ispartof>Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2018-06, Vol.54 (6), p.630-637</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2018</rights><rights>COPYRIGHT 2018 Springer</rights><rights>Copyright Springer Science & Business Media 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c383t-6b82edac79343eae195034d5c7db96a1619302a88171363c20c7d368079fef8c3</citedby><cites>FETCH-LOGICAL-c383t-6b82edac79343eae195034d5c7db96a1619302a88171363c20c7d368079fef8c3</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/s10593-018-2319-6$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10593-018-2319-6$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Vennam, Dinesh Kumar Reddy</creatorcontrib><creatorcontrib>Thatipamula, Ranjith Kumar</creatorcontrib><creatorcontrib>Haridasyam, Sharath Babu</creatorcontrib><creatorcontrib>Koppula, Shiva Kumar</creatorcontrib><title>Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives</title><title>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</title><addtitle>Chem Heterocycl Comp</addtitle><description>New 1-aryl-4-(β-D-fructopyranos-3-
O
-yl)methyl-1
H
-1,2,3-triazole derivatives have been synthesized by a CuAAC reaction and their antibacterial and antifungal activity has been evaluated. Some of the derivatives showed remarkable
in vitro
antibacterial activity against
Staphylococcus aureus
,
Staphylococcus epidermidis
,
Pseudomonas aeruginosa
, and
Klebsiella pneumoniae
and moderate antifungal activity
.
In addition, molecular docking studies of these compounds into the active site of
Staphylococcus aureus
tyrosyl-tRNA synthetase were performed. The docking study revealed that all compounds have considerable binding energies and good affinity toward the active site of the enzyme.</description><subject>Analysis</subject><subject>Aromatic compounds</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Crystal structure</subject><subject>Derivatives</subject><subject>Fungicides</subject><subject>Klebsiella</subject><subject>Ligases</subject><subject>Molecular docking</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><subject>Pseudomonas aeruginosa</subject><subject>Tazobactam</subject><subject>Transfer RNA</subject><subject>Triazoles</subject><issn>0009-3122</issn><issn>1573-8353</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1kVFrFDEQx4MoeFY_gG8Lvihcaiazm00eS2utUOiLPodcdvaaspecyd6VEz-VH6SfyZQTiqCEkEny-88M82fsLYhTEKL_WEB0BrkAzSWC4eoZW0DXI9fY4XO2EEIYjiDlS_aqlLt67UG3C_bzgkpYx2VTDnG-rXFZNi4OzSqkKa2Dd1NDezft3BxSbNLYRLpvgLt8mHjL3z_84hd8zDs_p-0hu5gKR37DD9OHDc23lYErDku5RD7n4H6kiZqBctjXdHsqr9mL0U2F3vw5T9i3y09fz6_49c3nL-dn19yjxpmrlZY0ON8bbJEcgekEtkPn-2FllAMFBoV0WkMPqNBLUX9QadGbkUbt8YS9O-bd5vR9R2W2d2mXYy1ppdAKpaj7iVq7iWyIY5qz85tQvD3rWqNqcY2VOv0HVddAm-BTpDHU978EcBT4nErJNNptDps6QAvCPnpnj97Z6p199M6qqpFHTalsXFN-avj_ot8wFJmq</recordid><startdate>20180601</startdate><enddate>20180601</enddate><creator>Vennam, Dinesh Kumar Reddy</creator><creator>Thatipamula, Ranjith Kumar</creator><creator>Haridasyam, Sharath Babu</creator><creator>Koppula, Shiva Kumar</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20180601</creationdate><title>Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives</title><author>Vennam, Dinesh Kumar Reddy ; Thatipamula, Ranjith Kumar ; Haridasyam, Sharath Babu ; Koppula, Shiva Kumar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c383t-6b82edac79343eae195034d5c7db96a1619302a88171363c20c7d368079fef8c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Analysis</topic><topic>Aromatic compounds</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Crystal structure</topic><topic>Derivatives</topic><topic>Fungicides</topic><topic>Klebsiella</topic><topic>Ligases</topic><topic>Molecular docking</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><topic>Pseudomonas aeruginosa</topic><topic>Tazobactam</topic><topic>Transfer RNA</topic><topic>Triazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vennam, Dinesh Kumar Reddy</creatorcontrib><creatorcontrib>Thatipamula, Ranjith Kumar</creatorcontrib><creatorcontrib>Haridasyam, Sharath Babu</creatorcontrib><creatorcontrib>Koppula, Shiva Kumar</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vennam, Dinesh Kumar Reddy</au><au>Thatipamula, Ranjith Kumar</au><au>Haridasyam, Sharath Babu</au><au>Koppula, Shiva Kumar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives</atitle><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle><stitle>Chem Heterocycl Comp</stitle><date>2018-06-01</date><risdate>2018</risdate><volume>54</volume><issue>6</issue><spage>630</spage><epage>637</epage><pages>630-637</pages><issn>0009-3122</issn><eissn>1573-8353</eissn><abstract>New 1-aryl-4-(β-D-fructopyranos-3-
O
-yl)methyl-1
H
-1,2,3-triazole derivatives have been synthesized by a CuAAC reaction and their antibacterial and antifungal activity has been evaluated. Some of the derivatives showed remarkable
in vitro
antibacterial activity against
Staphylococcus aureus
,
Staphylococcus epidermidis
,
Pseudomonas aeruginosa
, and
Klebsiella pneumoniae
and moderate antifungal activity
.
In addition, molecular docking studies of these compounds into the active site of
Staphylococcus aureus
tyrosyl-tRNA synthetase were performed. The docking study revealed that all compounds have considerable binding energies and good affinity toward the active site of the enzyme.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10593-018-2319-6</doi><tpages>8</tpages></addata></record> |
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| language | eng |
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| source | SpringerLink Journals - AutoHoldings |
| subjects | Analysis Aromatic compounds Chemical synthesis Chemistry Chemistry and Materials Science Crystal structure Derivatives Fungicides Klebsiella Ligases Molecular docking Organic Chemistry Pharmacy Pseudomonas aeruginosa Tazobactam Transfer RNA Triazoles |
| title | Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives |
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