New highly hydrosoluble and not self-aggregated perylene derivatives with three and four polar side-chains as G-quadruplex telomere targeting agents and telomerase inhibitors
Four new perylene derivatives with three and four basic side chains, readily soluble in water and not self-aggregated, are presented here. All four compounds are able to inhibit human telomerase and to induce different G-quadruplex structures. Four new perylene derivatives with three and four basic...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2007-05, Vol.17 (9), p.2515-2522 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Franceschin, Marco Pascucci, Emanuela Alvino, Antonello D’Ambrosio, Danilo Bianco, Armandodoriano Ortaggi, Giancarlo Savino, Maria |
| description | Four new perylene derivatives with three and four basic side chains, readily soluble in water and not self-aggregated, are presented here. All four compounds are able to inhibit human telomerase and to induce different G-quadruplex structures.
Four new perylene derivatives with three and four basic side-chains are reported here as G-quadruplex interactive compounds. The new perylene derivatives are readily soluble in water and not self-aggregated, in contrast to what happens with the previously reported two side-chain perylene derivatives. All four compounds are able to induce the G-quadruplex and to inhibit 50% of telomerase activity at about 5
μM concentration, showing a similar efficiency with respect to each other. Molecular modelling studies are presented to try to explain these findings. |
| doi_str_mv | 10.1016/j.bmcl.2007.02.021 |
| format | Article |
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Four new perylene derivatives with three and four basic side-chains are reported here as G-quadruplex interactive compounds. The new perylene derivatives are readily soluble in water and not self-aggregated, in contrast to what happens with the previously reported two side-chain perylene derivatives. All four compounds are able to induce the G-quadruplex and to inhibit 50% of telomerase activity at about 5
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Four new perylene derivatives with three and four basic side-chains are reported here as G-quadruplex interactive compounds. The new perylene derivatives are readily soluble in water and not self-aggregated, in contrast to what happens with the previously reported two side-chain perylene derivatives. All four compounds are able to induce the G-quadruplex and to inhibit 50% of telomerase activity at about 5
μM concentration, showing a similar efficiency with respect to each other. Molecular modelling studies are presented to try to explain these findings.</description><subject>Antineoplastic agents</subject><subject>Biological and medical sciences</subject><subject>Chemistry, Pharmaceutical - methods</subject><subject>DNA - chemistry</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Design</subject><subject>Enzyme Inhibitors - chemical synthesis</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>G-quadruplex</subject><subject>General aspects</subject><subject>Humans</subject><subject>Hydrosoluble perylene derivatives</subject><subject>Medical sciences</subject><subject>Models, Chemical</subject><subject>Molecular Conformation</subject><subject>Nucleic Acid Conformation</subject><subject>Perylene - analogs & derivatives</subject><subject>Perylene - chemistry</subject><subject>Pharmacology. Drug treatments</subject><subject>Solubility</subject><subject>Spectrophotometry, Ultraviolet</subject><subject>Telomerase - antagonists & inhibitors</subject><subject>Telomerase inhibitors</subject><subject>Telomere - chemistry</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUFv1DAQhSMEokvhD3BAvsAti-04TiJxQVVpkSq4gMTNcuxx4pUTb21n2_1T_Ea8bKTeQBppDvO9p9F7RfGW4C3BhH_cbftJuS3FuNlimoc8KzaEcVZWDNfPiw3uOC7bjv26KF7FuMOYMMzYy-KCNBVpSMM3xe9v8IBGO4zuiMajDj56t_QOkJw1mn1CEZwp5TAEGGQCjfYQjg5mQBqCPchkDxDRg00jSmOAs874JaC9dzKgaDWUapR2jkhGdFPeL1KHZe_gESVwfoIAKMkwQLLzgOQAc4p_TdarjIDsPNreJh_i6-KFkS7Cm3VfFj-_XP-4ui3vvt98vfp8VypG6lRq6CqDMaNAVA-46wDaira9bg3lTCvWSqWoMVTlTDoO3PRAW9x3kpGe17S6LD6cfffB3y8Qk5hsVOCcnMEvUTS44hWpq_-CpKt5l-kM0jOocsYxgBH7YCcZjoJgcapT7MSpTnGqU2Cah2TRu9V96SfQT5K1vwy8XwEZlXQmyFnZ-MS1vOFdhTP36cxBDu1gIYioLMwKtA2gktDe_uuPPxEowwc</recordid><startdate>20070501</startdate><enddate>20070501</enddate><creator>Franceschin, Marco</creator><creator>Pascucci, Emanuela</creator><creator>Alvino, Antonello</creator><creator>D’Ambrosio, Danilo</creator><creator>Bianco, Armandodoriano</creator><creator>Ortaggi, Giancarlo</creator><creator>Savino, Maria</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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope></search><sort><creationdate>20070501</creationdate><title>New highly hydrosoluble and not self-aggregated perylene derivatives with three and four polar side-chains as G-quadruplex telomere targeting agents and telomerase inhibitors</title><author>Franceschin, Marco ; Pascucci, Emanuela ; Alvino, Antonello ; D’Ambrosio, Danilo ; Bianco, Armandodoriano ; Ortaggi, Giancarlo ; Savino, Maria</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-de93f0042e1cbe099ee8328bd8f264dc48acc2ff2c00196e6fbe280b9a41b6523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Antineoplastic agents</topic><topic>Biological and medical sciences</topic><topic>Chemistry, Pharmaceutical - methods</topic><topic>DNA - chemistry</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Design</topic><topic>Enzyme Inhibitors - chemical synthesis</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>G-quadruplex</topic><topic>General aspects</topic><topic>Humans</topic><topic>Hydrosoluble perylene derivatives</topic><topic>Medical sciences</topic><topic>Models, Chemical</topic><topic>Molecular Conformation</topic><topic>Nucleic Acid Conformation</topic><topic>Perylene - analogs & derivatives</topic><topic>Perylene - chemistry</topic><topic>Pharmacology. Drug treatments</topic><topic>Solubility</topic><topic>Spectrophotometry, Ultraviolet</topic><topic>Telomerase - antagonists & inhibitors</topic><topic>Telomerase inhibitors</topic><topic>Telomere - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Franceschin, Marco</creatorcontrib><creatorcontrib>Pascucci, Emanuela</creatorcontrib><creatorcontrib>Alvino, Antonello</creatorcontrib><creatorcontrib>D’Ambrosio, Danilo</creatorcontrib><creatorcontrib>Bianco, Armandodoriano</creatorcontrib><creatorcontrib>Ortaggi, Giancarlo</creatorcontrib><creatorcontrib>Savino, Maria</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>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Franceschin, Marco</au><au>Pascucci, Emanuela</au><au>Alvino, Antonello</au><au>D’Ambrosio, Danilo</au><au>Bianco, Armandodoriano</au><au>Ortaggi, Giancarlo</au><au>Savino, Maria</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New highly hydrosoluble and not self-aggregated perylene derivatives with three and four polar side-chains as G-quadruplex telomere targeting agents and telomerase inhibitors</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2007-05-01</date><risdate>2007</risdate><volume>17</volume><issue>9</issue><spage>2515</spage><epage>2522</epage><pages>2515-2522</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Four new perylene derivatives with three and four basic side chains, readily soluble in water and not self-aggregated, are presented here. All four compounds are able to inhibit human telomerase and to induce different G-quadruplex structures.
Four new perylene derivatives with three and four basic side-chains are reported here as G-quadruplex interactive compounds. The new perylene derivatives are readily soluble in water and not self-aggregated, in contrast to what happens with the previously reported two side-chain perylene derivatives. All four compounds are able to induce the G-quadruplex and to inhibit 50% of telomerase activity at about 5
μM concentration, showing a similar efficiency with respect to each other. Molecular modelling studies are presented to try to explain these findings.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>17317176</pmid><doi>10.1016/j.bmcl.2007.02.021</doi><tpages>8</tpages></addata></record> |
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| subjects | Antineoplastic agents Biological and medical sciences Chemistry, Pharmaceutical - methods DNA - chemistry Dose-Response Relationship, Drug Drug Design Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology G-quadruplex General aspects Humans Hydrosoluble perylene derivatives Medical sciences Models, Chemical Molecular Conformation Nucleic Acid Conformation Perylene - analogs & derivatives Perylene - chemistry Pharmacology. Drug treatments Solubility Spectrophotometry, Ultraviolet Telomerase - antagonists & inhibitors Telomerase inhibitors Telomere - chemistry |
| title | New highly hydrosoluble and not self-aggregated perylene derivatives with three and four polar side-chains as G-quadruplex telomere targeting agents and telomerase inhibitors |
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