1,2-Benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors
A novel series of 1,2-benzisothiazol-3-one derivatives was synthesized and their biological activities were evaluated for inhibiting caspase-3 and -7 activities, in which some of them showed low nanomolar potency against caspase-3 in vitro and significant protection against apoptosis in a camptothec...
Gespeichert in:
| Veröffentlicht in: | Bioorganic & medicinal chemistry 2014-04, Vol.22 (8), p.2416-2426 |
|---|---|
| Hauptverfasser: | , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 2426 |
|---|---|
| container_issue | 8 |
| container_start_page | 2416 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 22 |
| creator | Wu, Lixin Lu, Meiqi Yan, Zhihui Tang, Xiaobin Sun, Bo Liu, Wei Zhou, Honggang Yang, Cheng |
| description | A novel series of 1,2-benzisothiazol-3-one derivatives was synthesized and their biological activities were evaluated for inhibiting caspase-3 and -7 activities, in which some of them showed low nanomolar potency against caspase-3 in vitro and significant protection against apoptosis in a camptothecin-induced Jurkat T cells system. Among the tested compounds, compound 5i exhibited the most potent caspase-3 inhibitory activity (IC50=1.15nM). The molecular docking predicted the interactions and binding modes of the synthesized inhibitor in the caspase-3 active site. |
| doi_str_mv | 10.1016/j.bmc.2014.03.002 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1534841704</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0968089614001758</els_id><sourcerecordid>1534841704</sourcerecordid><originalsourceid>FETCH-LOGICAL-c386t-9f047ae873ad4551341836999af7f87b94a41df80ebe8effb8450f1c9e0609343</originalsourceid><addsrcrecordid>eNqNkE-LFDEQR4Mo7rj6AbxIHz2YtqqTTid4chf_wYIXvQkhna6wGdKdMekZcD-9vczqUYSCurzfOzzGXiK0CKje7ttx9m0HKFsQLUD3iO1QKsmFMPiY7cAozUEbdcGe1bqHjZAGn7KLTqpeaZA79gPfdPyKlrtY83ob3V1OXPC8UDNRiSe3xhPVxm3XLPlEqfHJ1drk0NTZpcTnnMgfEzXe1YOrxEUTl9s4xjWX-pw9CS5VevHwL9n3jx--XX_mN18_fbl-f8O90GrlJoAcHOlBuEn2PQqJWihjjAtD0MNopJM4BQ00kqYQRi17COgNgQIjpLhkr8_eQ8k_j1RXO8fqKSW3UD5Wi72QWuIA_4OilJ1G3W0onlFfcq2Fgj2UOLvyyyLY-_52b7f-9r6_BWG3utvm1YP-OM40_V38Cb4B784AbT1OkYqtPtLiaYqF_GqnHP-h_w1q9JRH</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1514428182</pqid></control><display><type>article</type><title>1,2-Benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals Complete</source><creator>Wu, Lixin ; Lu, Meiqi ; Yan, Zhihui ; Tang, Xiaobin ; Sun, Bo ; Liu, Wei ; Zhou, Honggang ; Yang, Cheng</creator><creatorcontrib>Wu, Lixin ; Lu, Meiqi ; Yan, Zhihui ; Tang, Xiaobin ; Sun, Bo ; Liu, Wei ; Zhou, Honggang ; Yang, Cheng</creatorcontrib><description>A novel series of 1,2-benzisothiazol-3-one derivatives was synthesized and their biological activities were evaluated for inhibiting caspase-3 and -7 activities, in which some of them showed low nanomolar potency against caspase-3 in vitro and significant protection against apoptosis in a camptothecin-induced Jurkat T cells system. Among the tested compounds, compound 5i exhibited the most potent caspase-3 inhibitory activity (IC50=1.15nM). The molecular docking predicted the interactions and binding modes of the synthesized inhibitor in the caspase-3 active site.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2014.03.002</identifier><identifier>PMID: 24656804</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>1,2-Benzisothiazol-3-one ; Apoptosis ; Apoptosis - drug effects ; Benzothiazoles - chemical synthesis ; Benzothiazoles - chemistry ; Benzothiazoles - pharmacology ; Binding Sites ; Camptothecin - toxicity ; Caspase 3 - chemistry ; Caspase 3 - metabolism ; Caspase Inhibitors - chemical synthesis ; Caspase Inhibitors - chemistry ; Caspase Inhibitors - pharmacology ; Caspase-3 ; Catalytic Domain ; Humans ; Inhibitors ; Jurkat Cells ; Molecular Docking Simulation ; Morpholines - chemical synthesis ; Morpholines - chemistry ; Morpholines - pharmacology ; Static Electricity ; Thiazoles - chemical synthesis ; Thiazoles - chemistry ; Thiazoles - pharmacology</subject><ispartof>Bioorganic & medicinal chemistry, 2014-04, Vol.22 (8), p.2416-2426</ispartof><rights>2014 Elsevier Ltd</rights><rights>Copyright © 2014 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c386t-9f047ae873ad4551341836999af7f87b94a41df80ebe8effb8450f1c9e0609343</citedby><cites>FETCH-LOGICAL-c386t-9f047ae873ad4551341836999af7f87b94a41df80ebe8effb8450f1c9e0609343</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmc.2014.03.002$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24656804$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wu, Lixin</creatorcontrib><creatorcontrib>Lu, Meiqi</creatorcontrib><creatorcontrib>Yan, Zhihui</creatorcontrib><creatorcontrib>Tang, Xiaobin</creatorcontrib><creatorcontrib>Sun, Bo</creatorcontrib><creatorcontrib>Liu, Wei</creatorcontrib><creatorcontrib>Zhou, Honggang</creatorcontrib><creatorcontrib>Yang, Cheng</creatorcontrib><title>1,2-Benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>A novel series of 1,2-benzisothiazol-3-one derivatives was synthesized and their biological activities were evaluated for inhibiting caspase-3 and -7 activities, in which some of them showed low nanomolar potency against caspase-3 in vitro and significant protection against apoptosis in a camptothecin-induced Jurkat T cells system. Among the tested compounds, compound 5i exhibited the most potent caspase-3 inhibitory activity (IC50=1.15nM). The molecular docking predicted the interactions and binding modes of the synthesized inhibitor in the caspase-3 active site.</description><subject>1,2-Benzisothiazol-3-one</subject><subject>Apoptosis</subject><subject>Apoptosis - drug effects</subject><subject>Benzothiazoles - chemical synthesis</subject><subject>Benzothiazoles - chemistry</subject><subject>Benzothiazoles - pharmacology</subject><subject>Binding Sites</subject><subject>Camptothecin - toxicity</subject><subject>Caspase 3 - chemistry</subject><subject>Caspase 3 - metabolism</subject><subject>Caspase Inhibitors - chemical synthesis</subject><subject>Caspase Inhibitors - chemistry</subject><subject>Caspase Inhibitors - pharmacology</subject><subject>Caspase-3</subject><subject>Catalytic Domain</subject><subject>Humans</subject><subject>Inhibitors</subject><subject>Jurkat Cells</subject><subject>Molecular Docking Simulation</subject><subject>Morpholines - chemical synthesis</subject><subject>Morpholines - chemistry</subject><subject>Morpholines - pharmacology</subject><subject>Static Electricity</subject><subject>Thiazoles - chemical synthesis</subject><subject>Thiazoles - chemistry</subject><subject>Thiazoles - pharmacology</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkE-LFDEQR4Mo7rj6AbxIHz2YtqqTTid4chf_wYIXvQkhna6wGdKdMekZcD-9vczqUYSCurzfOzzGXiK0CKje7ttx9m0HKFsQLUD3iO1QKsmFMPiY7cAozUEbdcGe1bqHjZAGn7KLTqpeaZA79gPfdPyKlrtY83ob3V1OXPC8UDNRiSe3xhPVxm3XLPlEqfHJ1drk0NTZpcTnnMgfEzXe1YOrxEUTl9s4xjWX-pw9CS5VevHwL9n3jx--XX_mN18_fbl-f8O90GrlJoAcHOlBuEn2PQqJWihjjAtD0MNopJM4BQ00kqYQRi17COgNgQIjpLhkr8_eQ8k_j1RXO8fqKSW3UD5Wi72QWuIA_4OilJ1G3W0onlFfcq2Fgj2UOLvyyyLY-_52b7f-9r6_BWG3utvm1YP-OM40_V38Cb4B784AbT1OkYqtPtLiaYqF_GqnHP-h_w1q9JRH</recordid><startdate>20140415</startdate><enddate>20140415</enddate><creator>Wu, Lixin</creator><creator>Lu, Meiqi</creator><creator>Yan, Zhihui</creator><creator>Tang, Xiaobin</creator><creator>Sun, Bo</creator><creator>Liu, Wei</creator><creator>Zhou, Honggang</creator><creator>Yang, Cheng</creator><general>Elsevier Ltd</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>7X8</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20140415</creationdate><title>1,2-Benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors</title><author>Wu, Lixin ; Lu, Meiqi ; Yan, Zhihui ; Tang, Xiaobin ; Sun, Bo ; Liu, Wei ; Zhou, Honggang ; Yang, Cheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c386t-9f047ae873ad4551341836999af7f87b94a41df80ebe8effb8450f1c9e0609343</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>1,2-Benzisothiazol-3-one</topic><topic>Apoptosis</topic><topic>Apoptosis - drug effects</topic><topic>Benzothiazoles - chemical synthesis</topic><topic>Benzothiazoles - chemistry</topic><topic>Benzothiazoles - pharmacology</topic><topic>Binding Sites</topic><topic>Camptothecin - toxicity</topic><topic>Caspase 3 - chemistry</topic><topic>Caspase 3 - metabolism</topic><topic>Caspase Inhibitors - chemical synthesis</topic><topic>Caspase Inhibitors - chemistry</topic><topic>Caspase Inhibitors - pharmacology</topic><topic>Caspase-3</topic><topic>Catalytic Domain</topic><topic>Humans</topic><topic>Inhibitors</topic><topic>Jurkat Cells</topic><topic>Molecular Docking Simulation</topic><topic>Morpholines - chemical synthesis</topic><topic>Morpholines - chemistry</topic><topic>Morpholines - pharmacology</topic><topic>Static Electricity</topic><topic>Thiazoles - chemical synthesis</topic><topic>Thiazoles - chemistry</topic><topic>Thiazoles - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Lixin</creatorcontrib><creatorcontrib>Lu, Meiqi</creatorcontrib><creatorcontrib>Yan, Zhihui</creatorcontrib><creatorcontrib>Tang, Xiaobin</creatorcontrib><creatorcontrib>Sun, Bo</creatorcontrib><creatorcontrib>Liu, Wei</creatorcontrib><creatorcontrib>Zhou, Honggang</creatorcontrib><creatorcontrib>Yang, Cheng</creatorcontrib><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><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Lixin</au><au>Lu, Meiqi</au><au>Yan, Zhihui</au><au>Tang, Xiaobin</au><au>Sun, Bo</au><au>Liu, Wei</au><au>Zhou, Honggang</au><au>Yang, Cheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>1,2-Benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2014-04-15</date><risdate>2014</risdate><volume>22</volume><issue>8</issue><spage>2416</spage><epage>2426</epage><pages>2416-2426</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>A novel series of 1,2-benzisothiazol-3-one derivatives was synthesized and their biological activities were evaluated for inhibiting caspase-3 and -7 activities, in which some of them showed low nanomolar potency against caspase-3 in vitro and significant protection against apoptosis in a camptothecin-induced Jurkat T cells system. Among the tested compounds, compound 5i exhibited the most potent caspase-3 inhibitory activity (IC50=1.15nM). The molecular docking predicted the interactions and binding modes of the synthesized inhibitor in the caspase-3 active site.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>24656804</pmid><doi>10.1016/j.bmc.2014.03.002</doi><tpages>11</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2014-04, Vol.22 (8), p.2416-2426 |
| issn | 0968-0896 1464-3391 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1534841704 |
| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | 1,2-Benzisothiazol-3-one Apoptosis Apoptosis - drug effects Benzothiazoles - chemical synthesis Benzothiazoles - chemistry Benzothiazoles - pharmacology Binding Sites Camptothecin - toxicity Caspase 3 - chemistry Caspase 3 - metabolism Caspase Inhibitors - chemical synthesis Caspase Inhibitors - chemistry Caspase Inhibitors - pharmacology Caspase-3 Catalytic Domain Humans Inhibitors Jurkat Cells Molecular Docking Simulation Morpholines - chemical synthesis Morpholines - chemistry Morpholines - pharmacology Static Electricity Thiazoles - chemical synthesis Thiazoles - chemistry Thiazoles - pharmacology |
| title | 1,2-Benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-03T08%3A49%3A18IST&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=1,2-Benzisothiazol-3-one%20derivatives%20as%20a%20novel%20class%20of%20small-molecule%20caspase-3%20inhibitors&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry&rft.au=Wu,%20Lixin&rft.date=2014-04-15&rft.volume=22&rft.issue=8&rft.spage=2416&rft.epage=2426&rft.pages=2416-2426&rft.issn=0968-0896&rft.eissn=1464-3391&rft_id=info:doi/10.1016/j.bmc.2014.03.002&rft_dat=%3Cproquest_cross%3E1534841704%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=1514428182&rft_id=info:pmid/24656804&rft_els_id=S0968089614001758&rfr_iscdi=true |