Pharmacological evaluation and preliminary pharmacokinetics studies of a new diclofenac prodrug without gastric ulceration effect
Long-term nonsteroidal anti-inflammatory drugs (NSAIDs) therapy has been associated with several adverse effects such as gastric ulceration and cardiovascular events. Among the molecular modifications strategies, the prodrug approach is a useful tool to discover new safe NSAIDs. The 1-(2,6-dichlorop...
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| Veröffentlicht in: | International journal of molecular sciences 2012-11, Vol.13 (11), p.15305-15320 |
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| creator | Santos, Jean Leandro Dos Moreira, Vanessa Campos, Michel Leandro Chelucci, Rafael Consolin Barbieri, Karina Pereira de Castro Souto, Pollyana Cristina Maggio Matsubara, Márcio Hideki Teixeira, Catarina Bosquesi, Priscila Longhin Peccinini, Rosângela Gonçalves Chin, Chung Man |
| description | Long-term nonsteroidal anti-inflammatory drugs (NSAIDs) therapy has been associated with several adverse effects such as gastric ulceration and cardiovascular events. Among the molecular modifications strategies, the prodrug approach is a useful tool to discover new safe NSAIDs. The 1-(2,6-dichlorophenyl)indolin-2-one is a diclofenac prodrug which demonstrated relevant anti-inflammatory properties without gastro ulceration effect. In addition, the prodrug decreases PGE(2) levels, COX-2 expression and cellular influx into peritoneal cavity induced by carrageenan treatment. Preliminary pharmacokinetic studies have shown in vivo bioconversion of prodrug to diclofenac. This prodrug is a new nonulcerogenic NSAID useful to treat inflammatory events by long-term therapy. |
| doi_str_mv | 10.3390/ijms131115305 |
| format | Article |
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Among the molecular modifications strategies, the prodrug approach is a useful tool to discover new safe NSAIDs. The 1-(2,6-dichlorophenyl)indolin-2-one is a diclofenac prodrug which demonstrated relevant anti-inflammatory properties without gastro ulceration effect. In addition, the prodrug decreases PGE(2) levels, COX-2 expression and cellular influx into peritoneal cavity induced by carrageenan treatment. Preliminary pharmacokinetic studies have shown in vivo bioconversion of prodrug to diclofenac. 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Among the molecular modifications strategies, the prodrug approach is a useful tool to discover new safe NSAIDs. The 1-(2,6-dichlorophenyl)indolin-2-one is a diclofenac prodrug which demonstrated relevant anti-inflammatory properties without gastro ulceration effect. In addition, the prodrug decreases PGE(2) levels, COX-2 expression and cellular influx into peritoneal cavity induced by carrageenan treatment. Preliminary pharmacokinetic studies have shown in vivo bioconversion of prodrug to diclofenac. This prodrug is a new nonulcerogenic NSAID useful to treat inflammatory events by long-term therapy.</description><subject>Alzheimer's disease</subject><subject>Animals</subject><subject>Anti-inflammatory agents</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - adverse effects</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - chemistry</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - pharmacokinetics</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</subject><subject>Carrageenan - adverse effects</subject><subject>Cyclooxygenase 2 - genetics</subject><subject>Cyclooxygenase 2 - metabolism</subject><subject>Diclofenac - administration & dosage</subject><subject>Diclofenac - adverse effects</subject><subject>Diclofenac - analogs & derivatives</subject><subject>Diclofenac - chemistry</subject><subject>Diclofenac - pharmacokinetics</subject><subject>Diclofenac - pharmacology</subject><subject>Dinoprostone - biosynthesis</subject><subject>Disease Models, Animal</subject><subject>Edema</subject><subject>Edema - chemically induced</subject><subject>Edema - drug therapy</subject><subject>Inflammation</subject><subject>Leukocytes - metabolism</subject><subject>Male</subject><subject>Mice</subject><subject>Molecular Structure</subject><subject>Nonsteroidal anti-inflammatory drugs</subject><subject>Peritoneal Cavity - pathology</subject><subject>Pharmaceutical industry</subject><subject>Pharmacokinetics</subject><subject>Prodrugs</subject><subject>Rats</subject><subject>Stomach Ulcer - chemically induced</subject><subject>Thrombosis</subject><issn>1422-0067</issn><issn>1661-6596</issn><issn>1422-0067</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>8G5</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNpVkctLBDEMxosovo9epeB5tI_pzM5FEPEFgh70XGom3e06065tZ8Wj_7kju4qekpBfviR8hBxxdiplw87cvE9ccs6VZGqD7PJSiIKxqt78k--QvZTmjAkpVLNNdsbIJBf1Lvl8nJnYGwhdmDowHcWl6QaTXfDU-JYuInaud97ED7pYo6_OY3aQaMpD6zDRYKmhHt9p66ALFr2BcTC0cZjSd5dnYch0alKODujQAcaVPlqLkA_IljVdwsN13CfP11dPl7fF_cPN3eXFfQElV7lAW_GyFsLW1jZKISth0hiLthbWlIZJAIWqaRoJHMaqnshxYKLkRLwwkELuk_OV7mJ46bEF9DmaTi-i68fndDBO_-94N9PTsNRSsaYq5ShwshaI4W3AlPU8DNGPN2uuRMV4Jdk3VawoiCGliPZ3A2f62zH9z7GRP_571i_9Y5H8AozzlgM</recordid><startdate>20121119</startdate><enddate>20121119</enddate><creator>Santos, Jean Leandro Dos</creator><creator>Moreira, Vanessa</creator><creator>Campos, Michel Leandro</creator><creator>Chelucci, Rafael Consolin</creator><creator>Barbieri, Karina Pereira</creator><creator>de Castro Souto, Pollyana Cristina Maggio</creator><creator>Matsubara, Márcio Hideki</creator><creator>Teixeira, Catarina</creator><creator>Bosquesi, Priscila Longhin</creator><creator>Peccinini, Rosângela Gonçalves</creator><creator>Chin, Chung Man</creator><general>MDPI AG</general><general>Molecular Diversity Preservation International (MDPI)</general><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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>M2O</scope><scope>MBDVC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>5PM</scope></search><sort><creationdate>20121119</creationdate><title>Pharmacological evaluation and preliminary pharmacokinetics studies of a new diclofenac prodrug without gastric ulceration effect</title><author>Santos, Jean Leandro Dos ; Moreira, Vanessa ; Campos, Michel Leandro ; Chelucci, Rafael Consolin ; Barbieri, Karina Pereira ; de Castro Souto, Pollyana Cristina Maggio ; Matsubara, Márcio Hideki ; Teixeira, Catarina ; Bosquesi, Priscila Longhin ; Peccinini, Rosângela Gonçalves ; Chin, Chung Man</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-ef614722f7ff955e04c89afef72fa4a03cc5e59993c1c03c78361485382b0c323</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Alzheimer's disease</topic><topic>Animals</topic><topic>Anti-inflammatory agents</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - adverse effects</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - chemistry</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - pharmacokinetics</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</topic><topic>Carrageenan - adverse effects</topic><topic>Cyclooxygenase 2 - genetics</topic><topic>Cyclooxygenase 2 - metabolism</topic><topic>Diclofenac - administration & dosage</topic><topic>Diclofenac - adverse effects</topic><topic>Diclofenac - analogs & derivatives</topic><topic>Diclofenac - chemistry</topic><topic>Diclofenac - pharmacokinetics</topic><topic>Diclofenac - pharmacology</topic><topic>Dinoprostone - biosynthesis</topic><topic>Disease Models, Animal</topic><topic>Edema</topic><topic>Edema - chemically induced</topic><topic>Edema - drug therapy</topic><topic>Inflammation</topic><topic>Leukocytes - metabolism</topic><topic>Male</topic><topic>Mice</topic><topic>Molecular Structure</topic><topic>Nonsteroidal anti-inflammatory drugs</topic><topic>Peritoneal Cavity - pathology</topic><topic>Pharmaceutical industry</topic><topic>Pharmacokinetics</topic><topic>Prodrugs</topic><topic>Rats</topic><topic>Stomach Ulcer - chemically induced</topic><topic>Thrombosis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Santos, Jean Leandro Dos</creatorcontrib><creatorcontrib>Moreira, Vanessa</creatorcontrib><creatorcontrib>Campos, Michel Leandro</creatorcontrib><creatorcontrib>Chelucci, Rafael Consolin</creatorcontrib><creatorcontrib>Barbieri, Karina Pereira</creatorcontrib><creatorcontrib>de Castro Souto, Pollyana Cristina Maggio</creatorcontrib><creatorcontrib>Matsubara, Márcio Hideki</creatorcontrib><creatorcontrib>Teixeira, Catarina</creatorcontrib><creatorcontrib>Bosquesi, Priscila Longhin</creatorcontrib><creatorcontrib>Peccinini, Rosângela Gonçalves</creatorcontrib><creatorcontrib>Chin, Chung Man</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Research Library (Alumni Edition)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>Research Library Prep</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Research Library</collection><collection>Research Library (Corporate)</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>ProQuest Central Basic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>International journal of molecular sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Santos, Jean Leandro Dos</au><au>Moreira, Vanessa</au><au>Campos, Michel Leandro</au><au>Chelucci, Rafael Consolin</au><au>Barbieri, Karina Pereira</au><au>de Castro Souto, Pollyana Cristina Maggio</au><au>Matsubara, Márcio Hideki</au><au>Teixeira, Catarina</au><au>Bosquesi, Priscila Longhin</au><au>Peccinini, Rosângela Gonçalves</au><au>Chin, Chung Man</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pharmacological evaluation and preliminary pharmacokinetics studies of a new diclofenac prodrug without gastric ulceration effect</atitle><jtitle>International journal of molecular sciences</jtitle><addtitle>Int J Mol Sci</addtitle><date>2012-11-19</date><risdate>2012</risdate><volume>13</volume><issue>11</issue><spage>15305</spage><epage>15320</epage><pages>15305-15320</pages><issn>1422-0067</issn><issn>1661-6596</issn><eissn>1422-0067</eissn><abstract>Long-term nonsteroidal anti-inflammatory drugs (NSAIDs) therapy has been associated with several adverse effects such as gastric ulceration and cardiovascular events. Among the molecular modifications strategies, the prodrug approach is a useful tool to discover new safe NSAIDs. The 1-(2,6-dichlorophenyl)indolin-2-one is a diclofenac prodrug which demonstrated relevant anti-inflammatory properties without gastro ulceration effect. In addition, the prodrug decreases PGE(2) levels, COX-2 expression and cellular influx into peritoneal cavity induced by carrageenan treatment. Preliminary pharmacokinetic studies have shown in vivo bioconversion of prodrug to diclofenac. This prodrug is a new nonulcerogenic NSAID useful to treat inflammatory events by long-term therapy.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>23203127</pmid><doi>10.3390/ijms131115305</doi><tpages>16</tpages><oa>free_for_read</oa></addata></record> |
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| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; MDPI - Multidisciplinary Digital Publishing Institute; PubMed Central |
| subjects | Alzheimer's disease Animals Anti-inflammatory agents Anti-Inflammatory Agents, Non-Steroidal - adverse effects Anti-Inflammatory Agents, Non-Steroidal - chemistry Anti-Inflammatory Agents, Non-Steroidal - pharmacokinetics Anti-Inflammatory Agents, Non-Steroidal - pharmacology Carrageenan - adverse effects Cyclooxygenase 2 - genetics Cyclooxygenase 2 - metabolism Diclofenac - administration & dosage Diclofenac - adverse effects Diclofenac - analogs & derivatives Diclofenac - chemistry Diclofenac - pharmacokinetics Diclofenac - pharmacology Dinoprostone - biosynthesis Disease Models, Animal Edema Edema - chemically induced Edema - drug therapy Inflammation Leukocytes - metabolism Male Mice Molecular Structure Nonsteroidal anti-inflammatory drugs Peritoneal Cavity - pathology Pharmaceutical industry Pharmacokinetics Prodrugs Rats Stomach Ulcer - chemically induced Thrombosis |
| title | Pharmacological evaluation and preliminary pharmacokinetics studies of a new diclofenac prodrug without gastric ulceration effect |
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