Electrochemistry of cyclic α-imino carboxylates and their metal complexes: Correlation with physiological activity
Cyclic voltammetry data were obtained for Δ 1-pyrroline-2-carboxylate, Δ 3-thiazoline-4-carboxylate, Δ 2-thiazoline-2-carboxylate and their complexes with Cu(II), Fe(III), and Fe(II). The free ligands were reduced at about −0.35 V and were oxidized in the range of 0.42–0.52 V. Complexing the imine c...
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| Veröffentlicht in: | Chemico-biological interactions 1989, Vol.69 (2), p.235-244 |
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| container_title | Chemico-biological interactions |
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| creator | Kovacic, Peter Popp, William J. Timberlake, Jack W. Ryan, Michael D. |
| description | Cyclic voltammetry data were obtained for
Δ
1-pyrroline-2-carboxylate,
Δ
3-thiazoline-4-carboxylate,
Δ
2-thiazoline-2-carboxylate and their complexes with Cu(II), Fe(III), and Fe(II). The free ligands were reduced at about −0.35 V and were oxidized in the range of 0.42–0.52 V. Complexing the imine carboxylates with metal ions produces reduction and oxidation in the ranges of 0.05–0.37 V and 0.52–0.74 V, respectively. Prior reports show that these ligands take part in various biological functions. We propose that electron transfer may be involved in some aspects of the physiological activity. The captodative effect can be applied. |
| doi_str_mv | 10.1016/0009-2797(89)90081-1 |
| format | Article |
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Δ
1-pyrroline-2-carboxylate,
Δ
3-thiazoline-4-carboxylate,
Δ
2-thiazoline-2-carboxylate and their complexes with Cu(II), Fe(III), and Fe(II). The free ligands were reduced at about −0.35 V and were oxidized in the range of 0.42–0.52 V. Complexing the imine carboxylates with metal ions produces reduction and oxidation in the ranges of 0.05–0.37 V and 0.52–0.74 V, respectively. Prior reports show that these ligands take part in various biological functions. We propose that electron transfer may be involved in some aspects of the physiological activity. The captodative effect can be applied.</description><identifier>ISSN: 0009-2797</identifier><identifier>EISSN: 1872-7786</identifier><identifier>DOI: 10.1016/0009-2797(89)90081-1</identifier><identifier>PMID: 2702704</identifier><identifier>CODEN: CBINA8</identifier><language>eng</language><publisher>Shannon: Elsevier Ireland Ltd</publisher><subject>Biological and medical sciences ; Copper ; Electrochemistry ; Electron transfer ; Fundamental and applied biological sciences. Psychology ; General aspects ; Iron ; Ligands ; Metal complexes ; Oxidation-Reduction ; Proline - analogs & derivatives ; Proline - pharmacology ; Structure-Activity Relationship ; Thiazoles - pharmacology ; Vertebrates: anatomy and physiology, studies on body, several organs or systems ; Δ1-Pyrroline-2-carboxylate ; Δ2-Thiazoline-2-carboxylate ; Δ3-Thiazoline-4-carboxylate</subject><ispartof>Chemico-biological interactions, 1989, Vol.69 (2), p.235-244</ispartof><rights>1989</rights><rights>1989 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c386t-7e0cf190752bdbd6c00c7cd7f9d75d00c8c7fcfe40cff6c5641310fe496960443</citedby><cites>FETCH-LOGICAL-c386t-7e0cf190752bdbd6c00c7cd7f9d75d00c8c7fcfe40cff6c5641310fe496960443</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/0009-2797(89)90081-1$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,4024,27923,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=7239339$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/2702704$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kovacic, Peter</creatorcontrib><creatorcontrib>Popp, William J.</creatorcontrib><creatorcontrib>Timberlake, Jack W.</creatorcontrib><creatorcontrib>Ryan, Michael D.</creatorcontrib><title>Electrochemistry of cyclic α-imino carboxylates and their metal complexes: Correlation with physiological activity</title><title>Chemico-biological interactions</title><addtitle>Chem Biol Interact</addtitle><description>Cyclic voltammetry data were obtained for
Δ
1-pyrroline-2-carboxylate,
Δ
3-thiazoline-4-carboxylate,
Δ
2-thiazoline-2-carboxylate and their complexes with Cu(II), Fe(III), and Fe(II). The free ligands were reduced at about −0.35 V and were oxidized in the range of 0.42–0.52 V. Complexing the imine carboxylates with metal ions produces reduction and oxidation in the ranges of 0.05–0.37 V and 0.52–0.74 V, respectively. Prior reports show that these ligands take part in various biological functions. We propose that electron transfer may be involved in some aspects of the physiological activity. The captodative effect can be applied.</description><subject>Biological and medical sciences</subject><subject>Copper</subject><subject>Electrochemistry</subject><subject>Electron transfer</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General aspects</subject><subject>Iron</subject><subject>Ligands</subject><subject>Metal complexes</subject><subject>Oxidation-Reduction</subject><subject>Proline - analogs & derivatives</subject><subject>Proline - pharmacology</subject><subject>Structure-Activity Relationship</subject><subject>Thiazoles - pharmacology</subject><subject>Vertebrates: anatomy and physiology, studies on body, several organs or systems</subject><subject>Δ1-Pyrroline-2-carboxylate</subject><subject>Δ2-Thiazoline-2-carboxylate</subject><subject>Δ3-Thiazoline-4-carboxylate</subject><issn>0009-2797</issn><issn>1872-7786</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1989</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kcGKFDEQQIO4rOPoHyjkIKKH1qS7J-l4EGRYXWHBi55DplJxIunOmGTW7c_aH_GbzDjDHBcKQlGviqoXQl5w9o4zLt4zxlTTSiXfDOqtYmzgDX9EFnyQbSPlIB6TxRl5Qp7m_KumrO3ZJblsJavRL0i-CgglRdji6HNJM42OwgzBA_173_jRT5GCSZt4NwdTMFMzWVq26BMdsZhAIY67gHeYP9B1TAkr5eNE__iypbvtnH0M8aeHShoo_taX-Rm5cCZkfH56l-TH56vv6-vm5tuXr-tPNw10gyiNRAaOKyZX7cZurADGQIKVTlm5sjUZQDpw2FfMCViJnnec1VwJJVjfd0vy-jh3l-LvPeai64mAIZgJ4z5rOah2JVhXwf4IQoo5J3R6l_xo0qw50wfX-iBSH0TqQen_rjWvbS9P8_ebEe256SS31l-d6ibX-10yE_h8xmTbqa7Gknw8Ylhd3HpMOoPHCdD6VP9G2-gf3uMfuyaeDg</recordid><startdate>1989</startdate><enddate>1989</enddate><creator>Kovacic, Peter</creator><creator>Popp, William J.</creator><creator>Timberlake, Jack W.</creator><creator>Ryan, Michael D.</creator><general>Elsevier Ireland Ltd</general><general>Elsevier Science</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>1989</creationdate><title>Electrochemistry of cyclic α-imino carboxylates and their metal complexes: Correlation with physiological activity</title><author>Kovacic, Peter ; Popp, William J. ; Timberlake, Jack W. ; Ryan, Michael D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c386t-7e0cf190752bdbd6c00c7cd7f9d75d00c8c7fcfe40cff6c5641310fe496960443</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1989</creationdate><topic>Biological and medical sciences</topic><topic>Copper</topic><topic>Electrochemistry</topic><topic>Electron transfer</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General aspects</topic><topic>Iron</topic><topic>Ligands</topic><topic>Metal complexes</topic><topic>Oxidation-Reduction</topic><topic>Proline - analogs & derivatives</topic><topic>Proline - pharmacology</topic><topic>Structure-Activity Relationship</topic><topic>Thiazoles - pharmacology</topic><topic>Vertebrates: anatomy and physiology, studies on body, several organs or systems</topic><topic>Δ1-Pyrroline-2-carboxylate</topic><topic>Δ2-Thiazoline-2-carboxylate</topic><topic>Δ3-Thiazoline-4-carboxylate</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kovacic, Peter</creatorcontrib><creatorcontrib>Popp, William J.</creatorcontrib><creatorcontrib>Timberlake, Jack W.</creatorcontrib><creatorcontrib>Ryan, Michael D.</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>Chemico-biological interactions</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kovacic, Peter</au><au>Popp, William J.</au><au>Timberlake, Jack W.</au><au>Ryan, Michael D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Electrochemistry of cyclic α-imino carboxylates and their metal complexes: Correlation with physiological activity</atitle><jtitle>Chemico-biological interactions</jtitle><addtitle>Chem Biol Interact</addtitle><date>1989</date><risdate>1989</risdate><volume>69</volume><issue>2</issue><spage>235</spage><epage>244</epage><pages>235-244</pages><issn>0009-2797</issn><eissn>1872-7786</eissn><coden>CBINA8</coden><abstract>Cyclic voltammetry data were obtained for
Δ
1-pyrroline-2-carboxylate,
Δ
3-thiazoline-4-carboxylate,
Δ
2-thiazoline-2-carboxylate and their complexes with Cu(II), Fe(III), and Fe(II). The free ligands were reduced at about −0.35 V and were oxidized in the range of 0.42–0.52 V. Complexing the imine carboxylates with metal ions produces reduction and oxidation in the ranges of 0.05–0.37 V and 0.52–0.74 V, respectively. Prior reports show that these ligands take part in various biological functions. We propose that electron transfer may be involved in some aspects of the physiological activity. The captodative effect can be applied.</abstract><cop>Shannon</cop><pub>Elsevier Ireland Ltd</pub><pmid>2702704</pmid><doi>10.1016/0009-2797(89)90081-1</doi><tpages>10</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0009-2797 |
| ispartof | Chemico-biological interactions, 1989, Vol.69 (2), p.235-244 |
| issn | 0009-2797 1872-7786 |
| language | eng |
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| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Biological and medical sciences Copper Electrochemistry Electron transfer Fundamental and applied biological sciences. Psychology General aspects Iron Ligands Metal complexes Oxidation-Reduction Proline - analogs & derivatives Proline - pharmacology Structure-Activity Relationship Thiazoles - pharmacology Vertebrates: anatomy and physiology, studies on body, several organs or systems Δ1-Pyrroline-2-carboxylate Δ2-Thiazoline-2-carboxylate Δ3-Thiazoline-4-carboxylate |
| title | Electrochemistry of cyclic α-imino carboxylates and their metal complexes: Correlation with physiological activity |
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