Loading…
Caulerpenyne–colchicine hybrid: Synthesis and biological evaluation
The synthesis of an analog of caulerpenyne having a trimethoxyaryl moiety was achieved in 11% overall yield over 11 steps. Its biological activity has been evaluated as inhibitor of in vitro tubulin polymerization or angiogenesis.
Saved in:
| Published in: | Bioorganic & medicinal chemistry 2006-08, Vol.14 (16), p.5540-5548 |
|---|---|
| Main Authors: | , , , , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | cdi_FETCH-LOGICAL-c446t-eafc8fb7bd5ab30769a48df179f47363333dfe74ce633879b35849b4ce7376853 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c446t-eafc8fb7bd5ab30769a48df179f47363333dfe74ce633879b35849b4ce7376853 |
| container_end_page | 5548 |
| container_issue | 16 |
| container_start_page | 5540 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 14 |
| creator | Bourdron, Julien Commeiras, Laurent Barbier, Pascale Bourgarel-Rey, Véronique Pasquier, Eddy Vanthuyne, Nicolas Hubaud, Jean-Claude Peyrot, Vincent Parrain, Jean-Luc |
| description | The synthesis of an analog of caulerpenyne having a trimethoxyaryl moiety was achieved in 11% overall yield over 11 steps. Its biological activity has been evaluated as inhibitor of in vitro tubulin polymerization or angiogenesis. |
| doi_str_mv | 10.1016/j.bmc.2006.04.024 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_hal_p</sourceid><recordid>TN_cdi_hal_primary_oai_HAL_hal_00086154v1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0968089606003051</els_id><sourcerecordid>20865083</sourcerecordid><originalsourceid>FETCH-LOGICAL-c446t-eafc8fb7bd5ab30769a48df179f47363333dfe74ce633879b35849b4ce7376853</originalsourceid><addsrcrecordid>eNqFkc1uEzEUhS1ERUPhAdig2YDEYgZ7xuMfuqqiQitFYgGsLdtzhzhy7GDPRMqOd-AN-yQ4SkR31JtrX3336PochN4Q3BBM2MdNY7a2aTFmDaYNbukztCCU0brrJHmOFlgyUWMh2SV6mfMG44JI8gJdEsYJJaRfoNulnj2kHYRDgIfff2z0du2sC1CtDya54VP17RCmNWSXKx2Gyrjo409nta9gr_2sJxfDK3Qxap_h9bleoR-fb78v7-rV1y_3y5tVbSllUw16tGI03Ay9Nh3mTGoqhpFwOVLesa6cYQROLZS74NJ0vaDSlDfvOBN9d4U-nHTX2qtdcludDipqp-5uVurYK18UjPR0Twr7_sTuUvw1Q57U1mUL3usAcc6KCdYSItonwbZI9lh0BSQn0KaYc4Lx3woEq2MgaqNKIOoYiMJUFbfLzNuz-Gy2MDxOnBMowLszoHMxdUw6WJcfOS572hJWuOsTB8XfvYOksnUQLAwugZ3UEN1_1vgLDJyn_Q</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>20865083</pqid></control><display><type>article</type><title>Caulerpenyne–colchicine hybrid: Synthesis and biological evaluation</title><source>ScienceDirect Journals</source><creator>Bourdron, Julien ; Commeiras, Laurent ; Barbier, Pascale ; Bourgarel-Rey, Véronique ; Pasquier, Eddy ; Vanthuyne, Nicolas ; Hubaud, Jean-Claude ; Peyrot, Vincent ; Parrain, Jean-Luc</creator><creatorcontrib>Bourdron, Julien ; Commeiras, Laurent ; Barbier, Pascale ; Bourgarel-Rey, Véronique ; Pasquier, Eddy ; Vanthuyne, Nicolas ; Hubaud, Jean-Claude ; Peyrot, Vincent ; Parrain, Jean-Luc</creatorcontrib><description>The synthesis of an analog of caulerpenyne having a trimethoxyaryl moiety was achieved in 11% overall yield over 11 steps. Its biological activity has been evaluated as inhibitor of in vitro tubulin polymerization or angiogenesis.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2006.04.024</identifier><identifier>PMID: 16714115</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Antineoplastic agents ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - pharmacology ; Biological and medical sciences ; Biological evaluation ; Caulerpenyne ; Cell cytotoxicity ; Cell Line, Tumor ; Chemical Sciences ; Colchicine ; Colchicine - analogs & derivatives ; Colchicine - chemical synthesis ; Colchicine - pharmacology ; Drug Screening Assays, Antitumor ; General aspects ; Humans ; In vitro angiogenesis ; Medical sciences ; Medicinal Chemistry ; Neovascularization, Physiologic - drug effects ; Neovascularization, Physiologic - physiology ; Pharmacology. Drug treatments ; Polymers - chemistry ; Sesquiterpenes - chemical synthesis ; Sesquiterpenes - pharmacology ; Structure-Activity Relationship ; Tubulin - drug effects ; Tubulin - metabolism ; Tubulin polymerization</subject><ispartof>Bioorganic & medicinal chemistry, 2006-08, Vol.14 (16), p.5540-5548</ispartof><rights>2006 Elsevier Ltd</rights><rights>2006 INIST-CNRS</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c446t-eafc8fb7bd5ab30769a48df179f47363333dfe74ce633879b35849b4ce7376853</citedby><cites>FETCH-LOGICAL-c446t-eafc8fb7bd5ab30769a48df179f47363333dfe74ce633879b35849b4ce7376853</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,776,780,881,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17954216$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16714115$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00086154$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Bourdron, Julien</creatorcontrib><creatorcontrib>Commeiras, Laurent</creatorcontrib><creatorcontrib>Barbier, Pascale</creatorcontrib><creatorcontrib>Bourgarel-Rey, Véronique</creatorcontrib><creatorcontrib>Pasquier, Eddy</creatorcontrib><creatorcontrib>Vanthuyne, Nicolas</creatorcontrib><creatorcontrib>Hubaud, Jean-Claude</creatorcontrib><creatorcontrib>Peyrot, Vincent</creatorcontrib><creatorcontrib>Parrain, Jean-Luc</creatorcontrib><title>Caulerpenyne–colchicine hybrid: Synthesis and biological evaluation</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>The synthesis of an analog of caulerpenyne having a trimethoxyaryl moiety was achieved in 11% overall yield over 11 steps. Its biological activity has been evaluated as inhibitor of in vitro tubulin polymerization or angiogenesis.</description><subject>Antineoplastic agents</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Biological evaluation</subject><subject>Caulerpenyne</subject><subject>Cell cytotoxicity</subject><subject>Cell Line, Tumor</subject><subject>Chemical Sciences</subject><subject>Colchicine</subject><subject>Colchicine - analogs & derivatives</subject><subject>Colchicine - chemical synthesis</subject><subject>Colchicine - pharmacology</subject><subject>Drug Screening Assays, Antitumor</subject><subject>General aspects</subject><subject>Humans</subject><subject>In vitro angiogenesis</subject><subject>Medical sciences</subject><subject>Medicinal Chemistry</subject><subject>Neovascularization, Physiologic - drug effects</subject><subject>Neovascularization, Physiologic - physiology</subject><subject>Pharmacology. Drug treatments</subject><subject>Polymers - chemistry</subject><subject>Sesquiterpenes - chemical synthesis</subject><subject>Sesquiterpenes - pharmacology</subject><subject>Structure-Activity Relationship</subject><subject>Tubulin - drug effects</subject><subject>Tubulin - metabolism</subject><subject>Tubulin polymerization</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNqFkc1uEzEUhS1ERUPhAdig2YDEYgZ7xuMfuqqiQitFYgGsLdtzhzhy7GDPRMqOd-AN-yQ4SkR31JtrX3336PochN4Q3BBM2MdNY7a2aTFmDaYNbukztCCU0brrJHmOFlgyUWMh2SV6mfMG44JI8gJdEsYJJaRfoNulnj2kHYRDgIfff2z0du2sC1CtDya54VP17RCmNWSXKx2Gyrjo409nta9gr_2sJxfDK3Qxap_h9bleoR-fb78v7-rV1y_3y5tVbSllUw16tGI03Ay9Nh3mTGoqhpFwOVLesa6cYQROLZS74NJ0vaDSlDfvOBN9d4U-nHTX2qtdcludDipqp-5uVurYK18UjPR0Twr7_sTuUvw1Q57U1mUL3usAcc6KCdYSItonwbZI9lh0BSQn0KaYc4Lx3woEq2MgaqNKIOoYiMJUFbfLzNuz-Gy2MDxOnBMowLszoHMxdUw6WJcfOS572hJWuOsTB8XfvYOksnUQLAwugZ3UEN1_1vgLDJyn_Q</recordid><startdate>20060815</startdate><enddate>20060815</enddate><creator>Bourdron, Julien</creator><creator>Commeiras, Laurent</creator><creator>Barbier, Pascale</creator><creator>Bourgarel-Rey, Véronique</creator><creator>Pasquier, Eddy</creator><creator>Vanthuyne, Nicolas</creator><creator>Hubaud, Jean-Claude</creator><creator>Peyrot, Vincent</creator><creator>Parrain, Jean-Luc</creator><general>Elsevier Ltd</general><general>Elsevier Science</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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><scope>1XC</scope></search><sort><creationdate>20060815</creationdate><title>Caulerpenyne–colchicine hybrid: Synthesis and biological evaluation</title><author>Bourdron, Julien ; Commeiras, Laurent ; Barbier, Pascale ; Bourgarel-Rey, Véronique ; Pasquier, Eddy ; Vanthuyne, Nicolas ; Hubaud, Jean-Claude ; Peyrot, Vincent ; Parrain, Jean-Luc</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c446t-eafc8fb7bd5ab30769a48df179f47363333dfe74ce633879b35849b4ce7376853</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Antineoplastic agents</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Biological evaluation</topic><topic>Caulerpenyne</topic><topic>Cell cytotoxicity</topic><topic>Cell Line, Tumor</topic><topic>Chemical Sciences</topic><topic>Colchicine</topic><topic>Colchicine - analogs & derivatives</topic><topic>Colchicine - chemical synthesis</topic><topic>Colchicine - pharmacology</topic><topic>Drug Screening Assays, Antitumor</topic><topic>General aspects</topic><topic>Humans</topic><topic>In vitro angiogenesis</topic><topic>Medical sciences</topic><topic>Medicinal Chemistry</topic><topic>Neovascularization, Physiologic - drug effects</topic><topic>Neovascularization, Physiologic - physiology</topic><topic>Pharmacology. Drug treatments</topic><topic>Polymers - chemistry</topic><topic>Sesquiterpenes - chemical synthesis</topic><topic>Sesquiterpenes - pharmacology</topic><topic>Structure-Activity Relationship</topic><topic>Tubulin - drug effects</topic><topic>Tubulin - metabolism</topic><topic>Tubulin polymerization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bourdron, Julien</creatorcontrib><creatorcontrib>Commeiras, Laurent</creatorcontrib><creatorcontrib>Barbier, Pascale</creatorcontrib><creatorcontrib>Bourgarel-Rey, Véronique</creatorcontrib><creatorcontrib>Pasquier, Eddy</creatorcontrib><creatorcontrib>Vanthuyne, Nicolas</creatorcontrib><creatorcontrib>Hubaud, Jean-Claude</creatorcontrib><creatorcontrib>Peyrot, Vincent</creatorcontrib><creatorcontrib>Parrain, Jean-Luc</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>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bourdron, Julien</au><au>Commeiras, Laurent</au><au>Barbier, Pascale</au><au>Bourgarel-Rey, Véronique</au><au>Pasquier, Eddy</au><au>Vanthuyne, Nicolas</au><au>Hubaud, Jean-Claude</au><au>Peyrot, Vincent</au><au>Parrain, Jean-Luc</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Caulerpenyne–colchicine hybrid: Synthesis and biological evaluation</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2006-08-15</date><risdate>2006</risdate><volume>14</volume><issue>16</issue><spage>5540</spage><epage>5548</epage><pages>5540-5548</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>The synthesis of an analog of caulerpenyne having a trimethoxyaryl moiety was achieved in 11% overall yield over 11 steps. Its biological activity has been evaluated as inhibitor of in vitro tubulin polymerization or angiogenesis.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>16714115</pmid><doi>10.1016/j.bmc.2006.04.024</doi><tpages>9</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2006-08, Vol.14 (16), p.5540-5548 |
| issn | 0968-0896 1464-3391 |
| language | eng |
| recordid | cdi_hal_primary_oai_HAL_hal_00086154v1 |
| source | ScienceDirect Journals |
| subjects | Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - pharmacology Biological and medical sciences Biological evaluation Caulerpenyne Cell cytotoxicity Cell Line, Tumor Chemical Sciences Colchicine Colchicine - analogs & derivatives Colchicine - chemical synthesis Colchicine - pharmacology Drug Screening Assays, Antitumor General aspects Humans In vitro angiogenesis Medical sciences Medicinal Chemistry Neovascularization, Physiologic - drug effects Neovascularization, Physiologic - physiology Pharmacology. Drug treatments Polymers - chemistry Sesquiterpenes - chemical synthesis Sesquiterpenes - pharmacology Structure-Activity Relationship Tubulin - drug effects Tubulin - metabolism Tubulin polymerization |
| title | Caulerpenyne–colchicine hybrid: Synthesis and biological evaluation |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-05T23%3A45%3A08IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_hal_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Caulerpenyne%E2%80%93colchicine%20hybrid:%20Synthesis%20and%20biological%20evaluation&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry&rft.au=Bourdron,%20Julien&rft.date=2006-08-15&rft.volume=14&rft.issue=16&rft.spage=5540&rft.epage=5548&rft.pages=5540-5548&rft.issn=0968-0896&rft.eissn=1464-3391&rft_id=info:doi/10.1016/j.bmc.2006.04.024&rft_dat=%3Cproquest_hal_p%3E20865083%3C/proquest_hal_p%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c446t-eafc8fb7bd5ab30769a48df179f47363333dfe74ce633879b35849b4ce7376853%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=20865083&rft_id=info:pmid/16714115&rfr_iscdi=true |