Technetium labeling of bi, tri and tetradentate ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid: Characterization and biodistribution of their oxo and nitrido 99mtechnetium complexes
We have synthesized and characterized seven ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid with different donor sets (SN 2−, SNO 2−, SNN 2−, SNNO 3− and SNNN 3−) and different substituents on the sulfur moieties -SR (with R = H, CH 3 or C 2H 5O(CH 3)CH). With five of these ligands...
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| Veröffentlicht in: | Nuclear medicine and biology 1996-04, Vol.23 (3), p.353-357 |
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| container_title | Nuclear medicine and biology |
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| creator | Belhadj-Tahar, H. Coulais, Y. Cros, G. Darbieu, M.H. Tafani, J.A.M. Fabre, J. Esquerré, J.P. Guiraud, R. |
| description | We have synthesized and characterized seven ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid with different donor sets (SN
2−, SNO
2−, SNN
2−, SNNO
3− and SNNN
3−) and different substituents on the sulfur moieties -SR (with R = H, CH
3 or C
2H
5O(CH
3)CH). With five of these ligands technetium nitrido complexes have been obtained with high yields (over 95%) using rather harsh conditions (pH ≈ 1, temperature ≥ 80 °C), whereas for technetium oxo complexes similar high yields were only obtained with two ligands but with mild conditions (pH = 7–8, temperature ≈ 50 °C). Changing an OH group for an NH
2 has a drastic effect upon labeling yields. The possibility of complexing ligands as either oxo (TcO)
3+ or nitrido (TcN)
2+ derivatives increases the number of available labeled agents with different overall change and consequently with different biological behavior. |
| doi_str_mv | 10.1016/0969-8051(95)02100-0 |
| format | Article |
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2−, SNO
2−, SNN
2−, SNNO
3− and SNNN
3−) and different substituents on the sulfur moieties -SR (with R = H, CH
3 or C
2H
5O(CH
3)CH). With five of these ligands technetium nitrido complexes have been obtained with high yields (over 95%) using rather harsh conditions (pH ≈ 1, temperature ≥ 80 °C), whereas for technetium oxo complexes similar high yields were only obtained with two ligands but with mild conditions (pH = 7–8, temperature ≈ 50 °C). Changing an OH group for an NH
2 has a drastic effect upon labeling yields. The possibility of complexing ligands as either oxo (TcO)
3+ or nitrido (TcN)
2+ derivatives increases the number of available labeled agents with different overall change and consequently with different biological behavior.</description><identifier>ISSN: 0969-8051</identifier><identifier>EISSN: 1872-9614</identifier><identifier>DOI: 10.1016/0969-8051(95)02100-0</identifier><identifier>PMID: 8782247</identifier><language>eng</language><publisher>Amsterdam: Elsevier Inc</publisher><subject>2-Aminocyclopentene-1-dithiocarboxylic acid ; Aminothiol ; Animals ; Biodistribution ; Biological and medical sciences ; Complexes ; Contrast media. Radiopharmaceuticals ; Isotope Labeling - methods ; Ligands ; Magnetic Resonance Spectroscopy ; Male ; Medical sciences ; Molecular Structure ; Nitridotechnetium ; Pharmacology. Drug treatments ; Rats ; Rats, Wistar ; Structure-Activity Relationship ; Technetium - pharmacokinetics ; Technetium-99m ; Thiones - chemical synthesis ; Thiones - chemistry ; Thiones - pharmacokinetics ; Tissue Distribution ; X-Ray Diffraction</subject><ispartof>Nuclear medicine and biology, 1996-04, Vol.23 (3), p.353-357</ispartof><rights>1996</rights><rights>1996 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2337-3f61ce951525aebc5caa36ce6d9623a8001a545e1403790fec15018107dcc5453</citedby><cites>FETCH-LOGICAL-c2337-3f61ce951525aebc5caa36ce6d9623a8001a545e1403790fec15018107dcc5453</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/0969-8051(95)02100-0$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3105638$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8782247$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Belhadj-Tahar, H.</creatorcontrib><creatorcontrib>Coulais, Y.</creatorcontrib><creatorcontrib>Cros, G.</creatorcontrib><creatorcontrib>Darbieu, M.H.</creatorcontrib><creatorcontrib>Tafani, J.A.M.</creatorcontrib><creatorcontrib>Fabre, J.</creatorcontrib><creatorcontrib>Esquerré, J.P.</creatorcontrib><creatorcontrib>Guiraud, R.</creatorcontrib><title>Technetium labeling of bi, tri and tetradentate ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid: Characterization and biodistribution of their oxo and nitrido 99mtechnetium complexes</title><title>Nuclear medicine and biology</title><addtitle>Nucl Med Biol</addtitle><description>We have synthesized and characterized seven ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid with different donor sets (SN
2−, SNO
2−, SNN
2−, SNNO
3− and SNNN
3−) and different substituents on the sulfur moieties -SR (with R = H, CH
3 or C
2H
5O(CH
3)CH). With five of these ligands technetium nitrido complexes have been obtained with high yields (over 95%) using rather harsh conditions (pH ≈ 1, temperature ≥ 80 °C), whereas for technetium oxo complexes similar high yields were only obtained with two ligands but with mild conditions (pH = 7–8, temperature ≈ 50 °C). Changing an OH group for an NH
2 has a drastic effect upon labeling yields. The possibility of complexing ligands as either oxo (TcO)
3+ or nitrido (TcN)
2+ derivatives increases the number of available labeled agents with different overall change and consequently with different biological behavior.</description><subject>2-Aminocyclopentene-1-dithiocarboxylic acid</subject><subject>Aminothiol</subject><subject>Animals</subject><subject>Biodistribution</subject><subject>Biological and medical sciences</subject><subject>Complexes</subject><subject>Contrast media. Radiopharmaceuticals</subject><subject>Isotope Labeling - methods</subject><subject>Ligands</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Male</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Nitridotechnetium</subject><subject>Pharmacology. Drug treatments</subject><subject>Rats</subject><subject>Rats, Wistar</subject><subject>Structure-Activity Relationship</subject><subject>Technetium - pharmacokinetics</subject><subject>Technetium-99m</subject><subject>Thiones - chemical synthesis</subject><subject>Thiones - chemistry</subject><subject>Thiones - pharmacokinetics</subject><subject>Tissue Distribution</subject><subject>X-Ray Diffraction</subject><issn>0969-8051</issn><issn>1872-9614</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1996</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kd2KFDEQhRtR1tnVN1DIhYiCrUl3p7uzF4IM_sGCN-t1SFeqd0q6kzHJLDO-oK-1mR_GO68K6nynqqhTFC8Efy-4aD9w1aqy51K8UfItrwTnJX9ULETfVaVqRfO4WJyRp8VljL94tjWCXxQXfddXVdMtir-3CCuHiTYzm8yAE7k75kc20DuWAjHjLEuYgrHokknIJrrLvcgsBrpHy8bgZ1aVZibnYQeTX2cQHZaitJRW5MGEwW93EwEzQPaaLVcmGEjZ_8ck8u6wYyBvKeaNw-bQyyekFVJgfusPgKMsWs-UmtO_k8HP6wm3GJ8VT0YzRXx-qlfFzy-fb5ffypsfX78vP92UUNV1V9ZjKwCVFLKSBgeQYEzdArZWtVVt-vwhIxuJouF1p_iIICQXveCdBchCfVW8Ps5dB_97gzHpmSLgNBmHfhN1_mvf82oPNkcQgo8x4KjXgWYTdlpwvc9P78PR-3C0kvqQn-bZ9vI0fzPMaM-mU2BZf3XSTQQzjcE4oHjGasFlW_cZ-3jEMP_injDoCIQO0FJASNp6-v8dD7kIuwA</recordid><startdate>199604</startdate><enddate>199604</enddate><creator>Belhadj-Tahar, H.</creator><creator>Coulais, Y.</creator><creator>Cros, G.</creator><creator>Darbieu, M.H.</creator><creator>Tafani, J.A.M.</creator><creator>Fabre, J.</creator><creator>Esquerré, J.P.</creator><creator>Guiraud, R.</creator><general>Elsevier Inc</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>199604</creationdate><title>Technetium labeling of bi, tri and tetradentate ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid: Characterization and biodistribution of their oxo and nitrido 99mtechnetium complexes</title><author>Belhadj-Tahar, H. ; Coulais, Y. ; Cros, G. ; Darbieu, M.H. ; Tafani, J.A.M. ; Fabre, J. ; Esquerré, J.P. ; Guiraud, R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2337-3f61ce951525aebc5caa36ce6d9623a8001a545e1403790fec15018107dcc5453</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1996</creationdate><topic>2-Aminocyclopentene-1-dithiocarboxylic acid</topic><topic>Aminothiol</topic><topic>Animals</topic><topic>Biodistribution</topic><topic>Biological and medical sciences</topic><topic>Complexes</topic><topic>Contrast media. Radiopharmaceuticals</topic><topic>Isotope Labeling - methods</topic><topic>Ligands</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Male</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Nitridotechnetium</topic><topic>Pharmacology. Drug treatments</topic><topic>Rats</topic><topic>Rats, Wistar</topic><topic>Structure-Activity Relationship</topic><topic>Technetium - pharmacokinetics</topic><topic>Technetium-99m</topic><topic>Thiones - chemical synthesis</topic><topic>Thiones - chemistry</topic><topic>Thiones - pharmacokinetics</topic><topic>Tissue Distribution</topic><topic>X-Ray Diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Belhadj-Tahar, H.</creatorcontrib><creatorcontrib>Coulais, Y.</creatorcontrib><creatorcontrib>Cros, G.</creatorcontrib><creatorcontrib>Darbieu, M.H.</creatorcontrib><creatorcontrib>Tafani, J.A.M.</creatorcontrib><creatorcontrib>Fabre, J.</creatorcontrib><creatorcontrib>Esquerré, J.P.</creatorcontrib><creatorcontrib>Guiraud, R.</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>Nuclear medicine and biology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Belhadj-Tahar, H.</au><au>Coulais, Y.</au><au>Cros, G.</au><au>Darbieu, M.H.</au><au>Tafani, J.A.M.</au><au>Fabre, J.</au><au>Esquerré, J.P.</au><au>Guiraud, R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Technetium labeling of bi, tri and tetradentate ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid: Characterization and biodistribution of their oxo and nitrido 99mtechnetium complexes</atitle><jtitle>Nuclear medicine and biology</jtitle><addtitle>Nucl Med Biol</addtitle><date>1996-04</date><risdate>1996</risdate><volume>23</volume><issue>3</issue><spage>353</spage><epage>357</epage><pages>353-357</pages><issn>0969-8051</issn><eissn>1872-9614</eissn><abstract>We have synthesized and characterized seven ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid with different donor sets (SN
2−, SNO
2−, SNN
2−, SNNO
3− and SNNN
3−) and different substituents on the sulfur moieties -SR (with R = H, CH
3 or C
2H
5O(CH
3)CH). With five of these ligands technetium nitrido complexes have been obtained with high yields (over 95%) using rather harsh conditions (pH ≈ 1, temperature ≥ 80 °C), whereas for technetium oxo complexes similar high yields were only obtained with two ligands but with mild conditions (pH = 7–8, temperature ≈ 50 °C). Changing an OH group for an NH
2 has a drastic effect upon labeling yields. The possibility of complexing ligands as either oxo (TcO)
3+ or nitrido (TcN)
2+ derivatives increases the number of available labeled agents with different overall change and consequently with different biological behavior.</abstract><cop>Amsterdam</cop><pub>Elsevier Inc</pub><pmid>8782247</pmid><doi>10.1016/0969-8051(95)02100-0</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0969-8051 |
| ispartof | Nuclear medicine and biology, 1996-04, Vol.23 (3), p.353-357 |
| issn | 0969-8051 1872-9614 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_78288025 |
| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | 2-Aminocyclopentene-1-dithiocarboxylic acid Aminothiol Animals Biodistribution Biological and medical sciences Complexes Contrast media. Radiopharmaceuticals Isotope Labeling - methods Ligands Magnetic Resonance Spectroscopy Male Medical sciences Molecular Structure Nitridotechnetium Pharmacology. Drug treatments Rats Rats, Wistar Structure-Activity Relationship Technetium - pharmacokinetics Technetium-99m Thiones - chemical synthesis Thiones - chemistry Thiones - pharmacokinetics Tissue Distribution X-Ray Diffraction |
| title | Technetium labeling of bi, tri and tetradentate ligands derived from 2-aminocyclopentene-1-dithiocarboxylic acid: Characterization and biodistribution of their oxo and nitrido 99mtechnetium complexes |
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