Comparative in vitro Studies of the Topoisomerase I Inhibition and Anticancer Activities of Metallated N‐Confused Porphyrins and Metallated Porphyrins
Using the original approach, a series of metallated N‐confused porphyrins and metallated porphyrins have been synthesized and characterized. For all the synthesized porphyrins, in vitro studies of cytotoxic activity against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines, the ability to i...
Gespeichert in:
| Veröffentlicht in: | ChemMedChem 2020-04, Vol.15 (7), p.632-642 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 642 |
|---|---|
| container_issue | 7 |
| container_start_page | 632 |
| container_title | ChemMedChem |
| container_volume | 15 |
| creator | Halder, Nyancy Dzhemileva, Lilya U. Ramazanov, Ilfir R. D'yakonov, Vladimir A. Dzhemilev, Usein M. Rath, Harapriya |
| description | Using the original approach, a series of metallated N‐confused porphyrins and metallated porphyrins have been synthesized and characterized. For all the synthesized porphyrins, in vitro studies of cytotoxic activity against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines, the ability to induce apoptosis and effects on the cell cycle as well as the kinetics of proliferative activity of porphyrins and their respective metallated complexes in real time have been developed. The inhibitory activity of metallated porphyrins against human topoisomerase I and the possible mechanism of inhibition have been carried out by modelling using molecular docking.
Clarity in confusion! We developed comparative in vitro studies of the topoisomerase I inhibitory and anticancer activities of metallated N‐confused porphyrins and metallated porphyrins. The synthetic porphyrins exhibit inhibitory activity against human topoisomerase I and high cytotoxic activity in vitro against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines. Induction of programmed cell death in Jurkat cells by the metallated N‐confused porphyrin corresponds to the apoptotic pathway and has a predominant dose‐dependent effect on the S and G2 phases of the cell cycle. |
| doi_str_mv | 10.1002/cmdc.201900633 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2375860840</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2384683784</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4393-3bc75c19f69eb5d4db04dec6353bf296ed847e0b1ec1d09cf90095119f7dfdc13</originalsourceid><addsrcrecordid>eNqFkTFvFDEQha0IlISQNiWylIbmDnvt3bXL0wbISQkgEeqV157VObq1F9sbdF0aeur8vPwSHC5cUBqqmdF872k0D6ETSuaUkOKdHoyeF4RKQirG9tAhFRWZ1VTUL3Z9LQ_QqxivCeFcULGPDlhBS15xcojuGj-MKqhkbwBbd3_788am4PHXNBkLEfsepxXgKz96G_0AQUXAS7x0K9vZZL3Dyhm8cMlq5TQEvNDZKm-22ktIar1WCQz-dH_7q_Gun2IevvgwrjbBuvhH_w_2tHmNXvZqHeH4sR6hbx_eXzXns4vPH5fN4mKmOZNsxjpdl5rKvpLQlYabjnADumIl6_pCVmAEr4F0FDQ1ROo-v0qWNAtq0xtN2RF6u_Udg_8-QUztYKOGfI8DP8W2YHWZHyk4yejpM_TaT8Hl6zIleCVYLXim5ltKBx9jgL4dgx1U2LSUtA-ptQ-ptbvUsuDNo-3UDWB2-N-YMiC3wA-7hs1_7Nrm8qx5Mv8N1c2olw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2384683784</pqid></control><display><type>article</type><title>Comparative in vitro Studies of the Topoisomerase I Inhibition and Anticancer Activities of Metallated N‐Confused Porphyrins and Metallated Porphyrins</title><source>MEDLINE</source><source>Wiley Online Library Journals Frontfile Complete</source><creator>Halder, Nyancy ; Dzhemileva, Lilya U. ; Ramazanov, Ilfir R. ; D'yakonov, Vladimir A. ; Dzhemilev, Usein M. ; Rath, Harapriya</creator><creatorcontrib>Halder, Nyancy ; Dzhemileva, Lilya U. ; Ramazanov, Ilfir R. ; D'yakonov, Vladimir A. ; Dzhemilev, Usein M. ; Rath, Harapriya</creatorcontrib><description>Using the original approach, a series of metallated N‐confused porphyrins and metallated porphyrins have been synthesized and characterized. For all the synthesized porphyrins, in vitro studies of cytotoxic activity against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines, the ability to induce apoptosis and effects on the cell cycle as well as the kinetics of proliferative activity of porphyrins and their respective metallated complexes in real time have been developed. The inhibitory activity of metallated porphyrins against human topoisomerase I and the possible mechanism of inhibition have been carried out by modelling using molecular docking.
Clarity in confusion! We developed comparative in vitro studies of the topoisomerase I inhibitory and anticancer activities of metallated N‐confused porphyrins and metallated porphyrins. The synthetic porphyrins exhibit inhibitory activity against human topoisomerase I and high cytotoxic activity in vitro against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines. Induction of programmed cell death in Jurkat cells by the metallated N‐confused porphyrin corresponds to the apoptotic pathway and has a predominant dose‐dependent effect on the S and G2 phases of the cell cycle.</description><identifier>ISSN: 1860-7179</identifier><identifier>EISSN: 1860-7187</identifier><identifier>DOI: 10.1002/cmdc.201900633</identifier><identifier>PMID: 32154640</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>anticancer agents ; Anticancer properties ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Apoptosis ; Apoptosis - drug effects ; Cell cycle ; Cell Cycle - drug effects ; Cell Line, Tumor ; Cell Proliferation - drug effects ; Cu−N confused porphyrins ; Cytotoxicity ; DNA Damage ; DNA topoisomerase ; DNA Topoisomerases, Type I - metabolism ; Drug Screening Assays, Antitumor ; Humans ; in vitro studies ; Metalloporphyrins - chemical synthesis ; Metalloporphyrins - chemistry ; Metalloporphyrins - pharmacology ; Molecular docking ; Molecular Structure ; N-confused porphyrins ; Porphyrins ; Synthesis ; topoisomerase I inhibitors ; Topoisomerase I Inhibitors - chemical synthesis ; Topoisomerase I Inhibitors - chemistry ; Topoisomerase I Inhibitors - pharmacology ; Tumor cell lines</subject><ispartof>ChemMedChem, 2020-04, Vol.15 (7), p.632-642</ispartof><rights>2020 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4393-3bc75c19f69eb5d4db04dec6353bf296ed847e0b1ec1d09cf90095119f7dfdc13</citedby><cites>FETCH-LOGICAL-c4393-3bc75c19f69eb5d4db04dec6353bf296ed847e0b1ec1d09cf90095119f7dfdc13</cites><orcidid>0000-0002-5507-5275</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcmdc.201900633$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcmdc.201900633$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32154640$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Halder, Nyancy</creatorcontrib><creatorcontrib>Dzhemileva, Lilya U.</creatorcontrib><creatorcontrib>Ramazanov, Ilfir R.</creatorcontrib><creatorcontrib>D'yakonov, Vladimir A.</creatorcontrib><creatorcontrib>Dzhemilev, Usein M.</creatorcontrib><creatorcontrib>Rath, Harapriya</creatorcontrib><title>Comparative in vitro Studies of the Topoisomerase I Inhibition and Anticancer Activities of Metallated N‐Confused Porphyrins and Metallated Porphyrins</title><title>ChemMedChem</title><addtitle>ChemMedChem</addtitle><description>Using the original approach, a series of metallated N‐confused porphyrins and metallated porphyrins have been synthesized and characterized. For all the synthesized porphyrins, in vitro studies of cytotoxic activity against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines, the ability to induce apoptosis and effects on the cell cycle as well as the kinetics of proliferative activity of porphyrins and their respective metallated complexes in real time have been developed. The inhibitory activity of metallated porphyrins against human topoisomerase I and the possible mechanism of inhibition have been carried out by modelling using molecular docking.
Clarity in confusion! We developed comparative in vitro studies of the topoisomerase I inhibitory and anticancer activities of metallated N‐confused porphyrins and metallated porphyrins. The synthetic porphyrins exhibit inhibitory activity against human topoisomerase I and high cytotoxic activity in vitro against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines. Induction of programmed cell death in Jurkat cells by the metallated N‐confused porphyrin corresponds to the apoptotic pathway and has a predominant dose‐dependent effect on the S and G2 phases of the cell cycle.</description><subject>anticancer agents</subject><subject>Anticancer properties</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Apoptosis</subject><subject>Apoptosis - drug effects</subject><subject>Cell cycle</subject><subject>Cell Cycle - drug effects</subject><subject>Cell Line, Tumor</subject><subject>Cell Proliferation - drug effects</subject><subject>Cu−N confused porphyrins</subject><subject>Cytotoxicity</subject><subject>DNA Damage</subject><subject>DNA topoisomerase</subject><subject>DNA Topoisomerases, Type I - metabolism</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Humans</subject><subject>in vitro studies</subject><subject>Metalloporphyrins - chemical synthesis</subject><subject>Metalloporphyrins - chemistry</subject><subject>Metalloporphyrins - pharmacology</subject><subject>Molecular docking</subject><subject>Molecular Structure</subject><subject>N-confused porphyrins</subject><subject>Porphyrins</subject><subject>Synthesis</subject><subject>topoisomerase I inhibitors</subject><subject>Topoisomerase I Inhibitors - chemical synthesis</subject><subject>Topoisomerase I Inhibitors - chemistry</subject><subject>Topoisomerase I Inhibitors - pharmacology</subject><subject>Tumor cell lines</subject><issn>1860-7179</issn><issn>1860-7187</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkTFvFDEQha0IlISQNiWylIbmDnvt3bXL0wbISQkgEeqV157VObq1F9sbdF0aeur8vPwSHC5cUBqqmdF872k0D6ETSuaUkOKdHoyeF4RKQirG9tAhFRWZ1VTUL3Z9LQ_QqxivCeFcULGPDlhBS15xcojuGj-MKqhkbwBbd3_788am4PHXNBkLEfsepxXgKz96G_0AQUXAS7x0K9vZZL3Dyhm8cMlq5TQEvNDZKm-22ktIar1WCQz-dH_7q_Gun2IevvgwrjbBuvhH_w_2tHmNXvZqHeH4sR6hbx_eXzXns4vPH5fN4mKmOZNsxjpdl5rKvpLQlYabjnADumIl6_pCVmAEr4F0FDQ1ROo-v0qWNAtq0xtN2RF6u_Udg_8-QUztYKOGfI8DP8W2YHWZHyk4yejpM_TaT8Hl6zIleCVYLXim5ltKBx9jgL4dgx1U2LSUtA-ptQ-ptbvUsuDNo-3UDWB2-N-YMiC3wA-7hs1_7Nrm8qx5Mv8N1c2olw</recordid><startdate>20200403</startdate><enddate>20200403</enddate><creator>Halder, Nyancy</creator><creator>Dzhemileva, Lilya U.</creator><creator>Ramazanov, Ilfir R.</creator><creator>D'yakonov, Vladimir A.</creator><creator>Dzhemilev, Usein M.</creator><creator>Rath, Harapriya</creator><general>Wiley Subscription Services, Inc</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>7QO</scope><scope>7TK</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>K9.</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5507-5275</orcidid></search><sort><creationdate>20200403</creationdate><title>Comparative in vitro Studies of the Topoisomerase I Inhibition and Anticancer Activities of Metallated N‐Confused Porphyrins and Metallated Porphyrins</title><author>Halder, Nyancy ; Dzhemileva, Lilya U. ; Ramazanov, Ilfir R. ; D'yakonov, Vladimir A. ; Dzhemilev, Usein M. ; Rath, Harapriya</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4393-3bc75c19f69eb5d4db04dec6353bf296ed847e0b1ec1d09cf90095119f7dfdc13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>anticancer agents</topic><topic>Anticancer properties</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Apoptosis</topic><topic>Apoptosis - drug effects</topic><topic>Cell cycle</topic><topic>Cell Cycle - drug effects</topic><topic>Cell Line, Tumor</topic><topic>Cell Proliferation - drug effects</topic><topic>Cu−N confused porphyrins</topic><topic>Cytotoxicity</topic><topic>DNA Damage</topic><topic>DNA topoisomerase</topic><topic>DNA Topoisomerases, Type I - metabolism</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Humans</topic><topic>in vitro studies</topic><topic>Metalloporphyrins - chemical synthesis</topic><topic>Metalloporphyrins - chemistry</topic><topic>Metalloporphyrins - pharmacology</topic><topic>Molecular docking</topic><topic>Molecular Structure</topic><topic>N-confused porphyrins</topic><topic>Porphyrins</topic><topic>Synthesis</topic><topic>topoisomerase I inhibitors</topic><topic>Topoisomerase I Inhibitors - chemical synthesis</topic><topic>Topoisomerase I Inhibitors - chemistry</topic><topic>Topoisomerase I Inhibitors - pharmacology</topic><topic>Tumor cell lines</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Halder, Nyancy</creatorcontrib><creatorcontrib>Dzhemileva, Lilya U.</creatorcontrib><creatorcontrib>Ramazanov, Ilfir R.</creatorcontrib><creatorcontrib>D'yakonov, Vladimir A.</creatorcontrib><creatorcontrib>Dzhemilev, Usein M.</creatorcontrib><creatorcontrib>Rath, Harapriya</creatorcontrib><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>Neurosciences Abstracts</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>ChemMedChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Halder, Nyancy</au><au>Dzhemileva, Lilya U.</au><au>Ramazanov, Ilfir R.</au><au>D'yakonov, Vladimir A.</au><au>Dzhemilev, Usein M.</au><au>Rath, Harapriya</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Comparative in vitro Studies of the Topoisomerase I Inhibition and Anticancer Activities of Metallated N‐Confused Porphyrins and Metallated Porphyrins</atitle><jtitle>ChemMedChem</jtitle><addtitle>ChemMedChem</addtitle><date>2020-04-03</date><risdate>2020</risdate><volume>15</volume><issue>7</issue><spage>632</spage><epage>642</epage><pages>632-642</pages><issn>1860-7179</issn><eissn>1860-7187</eissn><abstract>Using the original approach, a series of metallated N‐confused porphyrins and metallated porphyrins have been synthesized and characterized. For all the synthesized porphyrins, in vitro studies of cytotoxic activity against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines, the ability to induce apoptosis and effects on the cell cycle as well as the kinetics of proliferative activity of porphyrins and their respective metallated complexes in real time have been developed. The inhibitory activity of metallated porphyrins against human topoisomerase I and the possible mechanism of inhibition have been carried out by modelling using molecular docking.
Clarity in confusion! We developed comparative in vitro studies of the topoisomerase I inhibitory and anticancer activities of metallated N‐confused porphyrins and metallated porphyrins. The synthetic porphyrins exhibit inhibitory activity against human topoisomerase I and high cytotoxic activity in vitro against K562, U937, HL‐60, Jurkat, A549 and HeLa cancer cell lines. Induction of programmed cell death in Jurkat cells by the metallated N‐confused porphyrin corresponds to the apoptotic pathway and has a predominant dose‐dependent effect on the S and G2 phases of the cell cycle.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>32154640</pmid><doi>10.1002/cmdc.201900633</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0002-5507-5275</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1860-7179 |
| ispartof | ChemMedChem, 2020-04, Vol.15 (7), p.632-642 |
| issn | 1860-7179 1860-7187 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2375860840 |
| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | anticancer agents Anticancer properties Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Apoptosis Apoptosis - drug effects Cell cycle Cell Cycle - drug effects Cell Line, Tumor Cell Proliferation - drug effects Cu−N confused porphyrins Cytotoxicity DNA Damage DNA topoisomerase DNA Topoisomerases, Type I - metabolism Drug Screening Assays, Antitumor Humans in vitro studies Metalloporphyrins - chemical synthesis Metalloporphyrins - chemistry Metalloporphyrins - pharmacology Molecular docking Molecular Structure N-confused porphyrins Porphyrins Synthesis topoisomerase I inhibitors Topoisomerase I Inhibitors - chemical synthesis Topoisomerase I Inhibitors - chemistry Topoisomerase I Inhibitors - pharmacology Tumor cell lines |
| title | Comparative in vitro Studies of the Topoisomerase I Inhibition and Anticancer Activities of Metallated N‐Confused Porphyrins and Metallated Porphyrins |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T17%3A50%3A15IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Comparative%20in%E2%80%85vitro%20Studies%20of%20the%20Topoisomerase%20I%20Inhibition%20and%20Anticancer%20Activities%20of%20Metallated%20N%E2%80%90Confused%20Porphyrins%20and%20Metallated%20Porphyrins&rft.jtitle=ChemMedChem&rft.au=Halder,%20Nyancy&rft.date=2020-04-03&rft.volume=15&rft.issue=7&rft.spage=632&rft.epage=642&rft.pages=632-642&rft.issn=1860-7179&rft.eissn=1860-7187&rft_id=info:doi/10.1002/cmdc.201900633&rft_dat=%3Cproquest_cross%3E2384683784%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2384683784&rft_id=info:pmid/32154640&rfr_iscdi=true |