Dimeric l-Dopa Derivatives as Potential Prodrugs
A series of dimeric derivatives (+)- 1, and (+)- 2, and (+)- 3a–d of l-Dopa diacetyl esters was synthesized and evaluated as potential l-Dopa prodrugs with improved physicochemical properties. All the new compounds showed chemical stability in aqueous buffer solutions (pH 1.3 and 7.4). A relatively...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2001-04, Vol.11 (8), p.1085-1088 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Di Stefano, Antonio Mosciatti, Barbara Mario Cingolani, Gian Giorgioni, Gianfabio Ricciutelli, Massimo Cacciatore, Ivana Sozio, Piera Claudi, Francesco |
| description | A series of dimeric derivatives (+)-
1, and (+)-
2, and (+)-
3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential
l-Dopa prodrugs with improved physicochemical properties. All the new compounds showed chemical stability in aqueous buffer solutions (pH 1.3 and 7.4). A relatively slow release of
l-Dopa in human plasma was observed.
A series of dimeric derivatives
(+)-1,
(+)-2, and
(+)-3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential prodrugs with improved physicochemical properties. A relatively slow release of
l-Dopa in human plasma was observed. |
| doi_str_mv | 10.1016/S0960-894X(01)00140-8 |
| format | Article |
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1, and (+)-
2, and (+)-
3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential
l-Dopa prodrugs with improved physicochemical properties. All the new compounds showed chemical stability in aqueous buffer solutions (pH 1.3 and 7.4). A relatively slow release of
l-Dopa in human plasma was observed.
A series of dimeric derivatives
(+)-1,
(+)-2, and
(+)-3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential prodrugs with improved physicochemical properties. A relatively slow release of
l-Dopa in human plasma was observed.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(01)00140-8</identifier><identifier>PMID: 11327596</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Animals ; Anticonvulsants. Antiepileptics. Antiparkinson agents ; Biological and medical sciences ; Dimerization ; Drug Stability ; Half-Life ; Humans ; Hydrogen-Ion Concentration ; Hydrolysis ; Levodopa - analogs & derivatives ; Levodopa - chemical synthesis ; Levodopa - pharmacokinetics ; Medical sciences ; Neuropharmacology ; Pharmacology. Drug treatments ; Plasma - metabolism ; Prodrugs - chemical synthesis ; Prodrugs - pharmacokinetics ; Rats</subject><ispartof>Bioorganic & medicinal chemistry letters, 2001-04, Vol.11 (8), p.1085-1088</ispartof><rights>2001 Elsevier Science Ltd</rights><rights>2001 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c389t-87cb650307d7fe104dbe86589631ed2be29375d8216b7547f4e3a3adb086a5ce3</citedby><cites>FETCH-LOGICAL-c389t-87cb650307d7fe104dbe86589631ed2be29375d8216b7547f4e3a3adb086a5ce3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X01001408$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=952815$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11327596$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Di Stefano, Antonio</creatorcontrib><creatorcontrib>Mosciatti, Barbara</creatorcontrib><creatorcontrib>Mario Cingolani, Gian</creatorcontrib><creatorcontrib>Giorgioni, Gianfabio</creatorcontrib><creatorcontrib>Ricciutelli, Massimo</creatorcontrib><creatorcontrib>Cacciatore, Ivana</creatorcontrib><creatorcontrib>Sozio, Piera</creatorcontrib><creatorcontrib>Claudi, Francesco</creatorcontrib><title>Dimeric l-Dopa Derivatives as Potential Prodrugs</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>A series of dimeric derivatives (+)-
1, and (+)-
2, and (+)-
3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential
l-Dopa prodrugs with improved physicochemical properties. All the new compounds showed chemical stability in aqueous buffer solutions (pH 1.3 and 7.4). A relatively slow release of
l-Dopa in human plasma was observed.
A series of dimeric derivatives
(+)-1,
(+)-2, and
(+)-3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential prodrugs with improved physicochemical properties. A relatively slow release of
l-Dopa in human plasma was observed.</description><subject>Animals</subject><subject>Anticonvulsants. Antiepileptics. Antiparkinson agents</subject><subject>Biological and medical sciences</subject><subject>Dimerization</subject><subject>Drug Stability</subject><subject>Half-Life</subject><subject>Humans</subject><subject>Hydrogen-Ion Concentration</subject><subject>Hydrolysis</subject><subject>Levodopa - analogs & derivatives</subject><subject>Levodopa - chemical synthesis</subject><subject>Levodopa - pharmacokinetics</subject><subject>Medical sciences</subject><subject>Neuropharmacology</subject><subject>Pharmacology. Drug treatments</subject><subject>Plasma - metabolism</subject><subject>Prodrugs - chemical synthesis</subject><subject>Prodrugs - pharmacokinetics</subject><subject>Rats</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0FuLEzEUwPEgiu1WP4IyIMj6MHoyuT-JbNcLFCyo4FvIJGckMpeazBT89jtth_roUzjwO0n4E_KCwlsKVL77BkZCqQ3_eQv0DQDl8_SIrCmXvGQcxGOyvpIVucn59xlx_pSsKGWVEkauCWxjhyn6oi23w8EV23k4ujEeMRcuF_thxH6Mri32aQhp-pWfkSeNazM-X84N-fHx_vvd53L39dOXuw-70jNtxlIrX0sBDFRQDVLgoUYthTaSUQxVjZVhSgRdUVkrwVXDkTnmQg1aOuGRbcjry72HNPyZMI-2i9lj27oehylbBcoIamCG4gJ9GnJO2NhDip1Lfy0Fe0plz6nsqYMFas8VrJ73Xi4PTHWH4d_W0mYGrxbgsndtk1zvY746IypNxazeXxTOMY4Rk80-Yu8xxIR-tGGI__nIA3pTg9s</recordid><startdate>20010423</startdate><enddate>20010423</enddate><creator>Di Stefano, Antonio</creator><creator>Mosciatti, Barbara</creator><creator>Mario Cingolani, Gian</creator><creator>Giorgioni, Gianfabio</creator><creator>Ricciutelli, Massimo</creator><creator>Cacciatore, Ivana</creator><creator>Sozio, Piera</creator><creator>Claudi, Francesco</creator><general>Elsevier Ltd</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>20010423</creationdate><title>Dimeric l-Dopa Derivatives as Potential Prodrugs</title><author>Di Stefano, Antonio ; Mosciatti, Barbara ; Mario Cingolani, Gian ; Giorgioni, Gianfabio ; Ricciutelli, Massimo ; Cacciatore, Ivana ; Sozio, Piera ; Claudi, Francesco</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c389t-87cb650307d7fe104dbe86589631ed2be29375d8216b7547f4e3a3adb086a5ce3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Animals</topic><topic>Anticonvulsants. Antiepileptics. Antiparkinson agents</topic><topic>Biological and medical sciences</topic><topic>Dimerization</topic><topic>Drug Stability</topic><topic>Half-Life</topic><topic>Humans</topic><topic>Hydrogen-Ion Concentration</topic><topic>Hydrolysis</topic><topic>Levodopa - analogs & derivatives</topic><topic>Levodopa - chemical synthesis</topic><topic>Levodopa - pharmacokinetics</topic><topic>Medical sciences</topic><topic>Neuropharmacology</topic><topic>Pharmacology. Drug treatments</topic><topic>Plasma - metabolism</topic><topic>Prodrugs - chemical synthesis</topic><topic>Prodrugs - pharmacokinetics</topic><topic>Rats</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Di Stefano, Antonio</creatorcontrib><creatorcontrib>Mosciatti, Barbara</creatorcontrib><creatorcontrib>Mario Cingolani, Gian</creatorcontrib><creatorcontrib>Giorgioni, Gianfabio</creatorcontrib><creatorcontrib>Ricciutelli, Massimo</creatorcontrib><creatorcontrib>Cacciatore, Ivana</creatorcontrib><creatorcontrib>Sozio, Piera</creatorcontrib><creatorcontrib>Claudi, Francesco</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>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Di Stefano, Antonio</au><au>Mosciatti, Barbara</au><au>Mario Cingolani, Gian</au><au>Giorgioni, Gianfabio</au><au>Ricciutelli, Massimo</au><au>Cacciatore, Ivana</au><au>Sozio, Piera</au><au>Claudi, Francesco</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Dimeric l-Dopa Derivatives as Potential Prodrugs</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2001-04-23</date><risdate>2001</risdate><volume>11</volume><issue>8</issue><spage>1085</spage><epage>1088</epage><pages>1085-1088</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>A series of dimeric derivatives (+)-
1, and (+)-
2, and (+)-
3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential
l-Dopa prodrugs with improved physicochemical properties. All the new compounds showed chemical stability in aqueous buffer solutions (pH 1.3 and 7.4). A relatively slow release of
l-Dopa in human plasma was observed.
A series of dimeric derivatives
(+)-1,
(+)-2, and
(+)-3a–d of
l-Dopa diacetyl esters was synthesized and evaluated as potential prodrugs with improved physicochemical properties. A relatively slow release of
l-Dopa in human plasma was observed.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>11327596</pmid><doi>10.1016/S0960-894X(01)00140-8</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2001-04, Vol.11 (8), p.1085-1088 |
| issn | 0960-894X 1464-3405 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_70795190 |
| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Animals Anticonvulsants. Antiepileptics. Antiparkinson agents Biological and medical sciences Dimerization Drug Stability Half-Life Humans Hydrogen-Ion Concentration Hydrolysis Levodopa - analogs & derivatives Levodopa - chemical synthesis Levodopa - pharmacokinetics Medical sciences Neuropharmacology Pharmacology. Drug treatments Plasma - metabolism Prodrugs - chemical synthesis Prodrugs - pharmacokinetics Rats |
| title | Dimeric l-Dopa Derivatives as Potential Prodrugs |
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