Silver(I) complexes with phenolic Schiff bases: Synthesis, antibacterial evaluation and interaction with biomolecules
Novel Ag(I) complexes ( 2a – 2c ) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol ( 1a ), 4,6-di-tert-butyl-3-(((4-mercaptophenyl)imino)methyl)benzene-1,2-diol ( 1b ), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)...
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creator | Loginova, Natalia Gvozdev, Maxim Osipovich, Nikolai Khodosovskaya, Alina Koval'chuk-Rabchinskaya, Tatiana Ksendzova, Galina Kotsikau, Dzmitry Evtushenkov, Anatoly |
description | Novel Ag(I) complexes (
2a
–
2c
) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol (
1a
), 4,6-di-tert-butyl-3-(((4-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1b
), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1c
). They were examined by elemental analysis, FT-IR, UV-Vis,
1
H-NMR spectroscopy, XRD, cyclic voltammetry, conductivity measurements, and biological methods. The complexes are characterized by distorted geometry of the coordination cores AgN
2
S
2
(
2c
), AgNS (
2b
) and AgS
2
(
2a
). These stable complexes were not typified by the intramolecular redox reaction in organic solvents resulting in the formation of silver nanoparticles (AgNPs). Antibacterial activity of
1a
–
1c
and
2a
–
2c
was evaluated in comparison with AgNPs and commonly used antibiotics. All the complexes were more active than the ligands against the bacteria tested (14), but they were less active than AgNPs and commonly used antibiotics. Both
1a
–
1c
and their complexes
2a
–
2c
exhibited the capability for the bovine heart Fe(III)-Cyt c reduction. The ligands
1b
and
1c
were characterized by the highest reduction rate among the compounds under study, and they showed a higher reducing ability (determined by cyclic voltammetry) as compared with that of their Ag(I) complexes
2b
and
2c
. |
doi_str_mv | 10.5599/admet.1167 |
format | Article |
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2a
–
2c
) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol (
1a
), 4,6-di-tert-butyl-3-(((4-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1b
), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1c
). They were examined by elemental analysis, FT-IR, UV-Vis,
1
H-NMR spectroscopy, XRD, cyclic voltammetry, conductivity measurements, and biological methods. The complexes are characterized by distorted geometry of the coordination cores AgN
2
S
2
(
2c
), AgNS (
2b
) and AgS
2
(
2a
). These stable complexes were not typified by the intramolecular redox reaction in organic solvents resulting in the formation of silver nanoparticles (AgNPs). Antibacterial activity of
1a
–
1c
and
2a
–
2c
was evaluated in comparison with AgNPs and commonly used antibiotics. All the complexes were more active than the ligands against the bacteria tested (14), but they were less active than AgNPs and commonly used antibiotics. Both
1a
–
1c
and their complexes
2a
–
2c
exhibited the capability for the bovine heart Fe(III)-Cyt c reduction. The ligands
1b
and
1c
were characterized by the highest reduction rate among the compounds under study, and they showed a higher reducing ability (determined by cyclic voltammetry) as compared with that of their Ag(I) complexes
2b
and
2c
.</description><identifier>EISSN: 1848-7718</identifier><identifier>DOI: 10.5599/admet.1167</identifier><language>eng</language><publisher>International Association of Physical Chemists</publisher><subject>Original Scientific Paper</subject><ispartof>ADMET & DMPK, 2022-09, Vol.10 (3), p.197-212</ispartof><rights>Copyright © 2022 by the authors. 2022</rights><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9484703/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9484703/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,864,885,27922,27923,53789,53791</link.rule.ids></links><search><creatorcontrib>Loginova, Natalia</creatorcontrib><creatorcontrib>Gvozdev, Maxim</creatorcontrib><creatorcontrib>Osipovich, Nikolai</creatorcontrib><creatorcontrib>Khodosovskaya, Alina</creatorcontrib><creatorcontrib>Koval'chuk-Rabchinskaya, Tatiana</creatorcontrib><creatorcontrib>Ksendzova, Galina</creatorcontrib><creatorcontrib>Kotsikau, Dzmitry</creatorcontrib><creatorcontrib>Evtushenkov, Anatoly</creatorcontrib><title>Silver(I) complexes with phenolic Schiff bases: Synthesis, antibacterial evaluation and interaction with biomolecules</title><title>ADMET & DMPK</title><description>Novel Ag(I) complexes (
2a
–
2c
) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol (
1a
), 4,6-di-tert-butyl-3-(((4-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1b
), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1c
). They were examined by elemental analysis, FT-IR, UV-Vis,
1
H-NMR spectroscopy, XRD, cyclic voltammetry, conductivity measurements, and biological methods. The complexes are characterized by distorted geometry of the coordination cores AgN
2
S
2
(
2c
), AgNS (
2b
) and AgS
2
(
2a
). These stable complexes were not typified by the intramolecular redox reaction in organic solvents resulting in the formation of silver nanoparticles (AgNPs). Antibacterial activity of
1a
–
1c
and
2a
–
2c
was evaluated in comparison with AgNPs and commonly used antibiotics. All the complexes were more active than the ligands against the bacteria tested (14), but they were less active than AgNPs and commonly used antibiotics. Both
1a
–
1c
and their complexes
2a
–
2c
exhibited the capability for the bovine heart Fe(III)-Cyt c reduction. The ligands
1b
and
1c
were characterized by the highest reduction rate among the compounds under study, and they showed a higher reducing ability (determined by cyclic voltammetry) as compared with that of their Ag(I) complexes
2b
and
2c
.</description><subject>Original Scientific Paper</subject><issn>1848-7718</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpVzE9LwzAYx_EiCI65i68gxwl2Jk2atB4EGf4ZDDxMzyVNntpImtQmne7dW3UXTw-_5wPfJLkgeJXnZXktdQdxRQgXJ8mMFKxIhSDFWbII4R1jTERJMS5nybgzdg_DcnOJlO96C18Q0KeJLepbcN4ahXaqNU2Dahkg3KDdwcUWgglXSLpoaqkiDEZaBHtpRxmNdxNoZNz0n_Bn__Zq4ztvQY0Wwnly2kgbYHG88-T14f5l_ZRunx8367tt2hNBYyrKumk4x4TXgCmQQhMBuCFasYxmudZ64qJWJWYCGk6pYoUQTGdQFzLPOZ0nt3_dfqw70ApcHKSt-sF0cjhUXprqvzjTVm9-X5WsYALTKbA8Bgb_MUKIVWeCAmulAz-GKhOEl5Rxzuk3mEx3qA</recordid><startdate>20220913</startdate><enddate>20220913</enddate><creator>Loginova, Natalia</creator><creator>Gvozdev, Maxim</creator><creator>Osipovich, Nikolai</creator><creator>Khodosovskaya, Alina</creator><creator>Koval'chuk-Rabchinskaya, Tatiana</creator><creator>Ksendzova, Galina</creator><creator>Kotsikau, Dzmitry</creator><creator>Evtushenkov, Anatoly</creator><general>International Association of Physical Chemists</general><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20220913</creationdate><title>Silver(I) complexes with phenolic Schiff bases: Synthesis, antibacterial evaluation and interaction with biomolecules</title><author>Loginova, Natalia ; Gvozdev, Maxim ; Osipovich, Nikolai ; Khodosovskaya, Alina ; Koval'chuk-Rabchinskaya, Tatiana ; Ksendzova, Galina ; Kotsikau, Dzmitry ; Evtushenkov, Anatoly</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p173t-79bff66016be03e18d17e0f1dc42325dddff68bc9047ef633c48774d2eb8a5563</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Original Scientific Paper</topic><toplevel>online_resources</toplevel><creatorcontrib>Loginova, Natalia</creatorcontrib><creatorcontrib>Gvozdev, Maxim</creatorcontrib><creatorcontrib>Osipovich, Nikolai</creatorcontrib><creatorcontrib>Khodosovskaya, Alina</creatorcontrib><creatorcontrib>Koval'chuk-Rabchinskaya, Tatiana</creatorcontrib><creatorcontrib>Ksendzova, Galina</creatorcontrib><creatorcontrib>Kotsikau, Dzmitry</creatorcontrib><creatorcontrib>Evtushenkov, Anatoly</creatorcontrib><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>ADMET & DMPK</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Loginova, Natalia</au><au>Gvozdev, Maxim</au><au>Osipovich, Nikolai</au><au>Khodosovskaya, Alina</au><au>Koval'chuk-Rabchinskaya, Tatiana</au><au>Ksendzova, Galina</au><au>Kotsikau, Dzmitry</au><au>Evtushenkov, Anatoly</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Silver(I) complexes with phenolic Schiff bases: Synthesis, antibacterial evaluation and interaction with biomolecules</atitle><jtitle>ADMET & DMPK</jtitle><date>2022-09-13</date><risdate>2022</risdate><volume>10</volume><issue>3</issue><spage>197</spage><epage>212</epage><pages>197-212</pages><eissn>1848-7718</eissn><abstract>Novel Ag(I) complexes (
2a
–
2c
) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol (
1a
), 4,6-di-tert-butyl-3-(((4-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1b
), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)imino)methyl)benzene-1,2-diol (
1c
). They were examined by elemental analysis, FT-IR, UV-Vis,
1
H-NMR spectroscopy, XRD, cyclic voltammetry, conductivity measurements, and biological methods. The complexes are characterized by distorted geometry of the coordination cores AgN
2
S
2
(
2c
), AgNS (
2b
) and AgS
2
(
2a
). These stable complexes were not typified by the intramolecular redox reaction in organic solvents resulting in the formation of silver nanoparticles (AgNPs). Antibacterial activity of
1a
–
1c
and
2a
–
2c
was evaluated in comparison with AgNPs and commonly used antibiotics. All the complexes were more active than the ligands against the bacteria tested (14), but they were less active than AgNPs and commonly used antibiotics. Both
1a
–
1c
and their complexes
2a
–
2c
exhibited the capability for the bovine heart Fe(III)-Cyt c reduction. The ligands
1b
and
1c
were characterized by the highest reduction rate among the compounds under study, and they showed a higher reducing ability (determined by cyclic voltammetry) as compared with that of their Ag(I) complexes
2b
and
2c
.</abstract><pub>International Association of Physical Chemists</pub><doi>10.5599/admet.1167</doi><tpages>16</tpages><oa>free_for_read</oa></addata></record> |
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source | DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central |
subjects | Original Scientific Paper |
title | Silver(I) complexes with phenolic Schiff bases: Synthesis, antibacterial evaluation and interaction with biomolecules |
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