Synthesis, Physicochemical Properties, Drug Likeness, and Antitumor Activity of 2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoic Acid Esters and Amides
2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoyl chloride was reacted with ethanol and amines to obtain the corresponding ester and amides, and their physicochemical properties and drug likeness were predicted in silico. The synthesized compounds were evaluated...
Gespeichert in:
| Veröffentlicht in: | Russian journal of organic chemistry 2021, Vol.57 (1), p.25-31 |
|---|---|
| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 31 |
|---|---|
| container_issue | 1 |
| container_start_page | 25 |
| container_title | Russian journal of organic chemistry |
| container_volume | 57 |
| creator | Horishny, V. Ya Matiychuk, V. S. |
| description | 2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoyl chloride was reacted with ethanol and amines to obtain the corresponding ester and amides, and their physicochemical properties and drug likeness were predicted in silico. The synthesized compounds were evaluated for their in vitro antitumor activity and were found to exhibit a moderate activity against most human cancer cell lines. The most sensitive cancer cell line was CCRF-CEM leukemia with respect to 2-[(5
Z
)-5-(4-bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-
N
-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-
N
,3-dimethylbutanamide. |
| doi_str_mv | 10.1134/S1070428021010048 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2493493129</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2493493129</sourcerecordid><originalsourceid>FETCH-LOGICAL-c316t-f0a254046089eec11a42d56bbaa2112b076f5c6b2de15ed293e86ce2bb40f553</originalsourceid><addsrcrecordid>eNp1kd1q3DAQhUVpIOmmD5A7Q29aWCUaSXZ2L7ebX1hIIHsXgpHlcazUlraSHOK8W96tWjbQixAQ-plzvjmgIeQI2DGAkCd3wE6Z5DPGgQFjcvaFHEDBZlSIufia7kmmW32ffAvhiSULSHFA3u5GG1sMJkyz23YMRjvdYm-06rJb7zboo8GknfnhMVuZP2gxpKeydbaw0cShdz5b6GieTRwz12Sc3uf0p6S_vetdhfZ17EydqF9UUvfiKKdh6Bpl38sUpoLG1qhXlwrGUkHH7iHtPcZ27KohKuuMThGmzs5DRB924X3CwyHZa1QX8Pv7OSHri_P18oqubi6vl4sV1QKKSBumeC6ZTP8xR9QASvI6L6pKKQ7AK3ZaNLkuKl4j5FjzucBZoZFXlWRNnosJ-bFru_Hu74Ahlk9u8DYlllzORVqQmAmBnUt7F4LHptx40ys_lsDK7ZDKD0NKDN8xIXntI_r_nT-H_gGatZSt</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2493493129</pqid></control><display><type>article</type><title>Synthesis, Physicochemical Properties, Drug Likeness, and Antitumor Activity of 2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoic Acid Esters and Amides</title><source>SpringerLink Journals</source><creator>Horishny, V. Ya ; Matiychuk, V. S.</creator><creatorcontrib>Horishny, V. Ya ; Matiychuk, V. S.</creatorcontrib><description>2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoyl chloride was reacted with ethanol and amines to obtain the corresponding ester and amides, and their physicochemical properties and drug likeness were predicted in silico. The synthesized compounds were evaluated for their in vitro antitumor activity and were found to exhibit a moderate activity against most human cancer cell lines. The most sensitive cancer cell line was CCRF-CEM leukemia with respect to 2-[(5
Z
)-5-(4-bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-
N
-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-
N
,3-dimethylbutanamide.</description><identifier>ISSN: 1070-4280</identifier><identifier>EISSN: 1608-3393</identifier><identifier>DOI: 10.1134/S1070428021010048</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Amides ; Amines ; Anticancer properties ; Biotechnology ; Cancer ; Chemistry ; Chemistry and Materials Science ; Esters ; Ethanol ; Leukemia ; Organic Chemistry</subject><ispartof>Russian journal of organic chemistry, 2021, Vol.57 (1), p.25-31</ispartof><rights>Pleiades Publishing, Ltd. 2021</rights><rights>Pleiades Publishing, Ltd. 2021.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-f0a254046089eec11a42d56bbaa2112b076f5c6b2de15ed293e86ce2bb40f553</citedby><cites>FETCH-LOGICAL-c316t-f0a254046089eec11a42d56bbaa2112b076f5c6b2de15ed293e86ce2bb40f553</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070428021010048$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070428021010048$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Horishny, V. Ya</creatorcontrib><creatorcontrib>Matiychuk, V. S.</creatorcontrib><title>Synthesis, Physicochemical Properties, Drug Likeness, and Antitumor Activity of 2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoic Acid Esters and Amides</title><title>Russian journal of organic chemistry</title><addtitle>Russ J Org Chem</addtitle><description>2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoyl chloride was reacted with ethanol and amines to obtain the corresponding ester and amides, and their physicochemical properties and drug likeness were predicted in silico. The synthesized compounds were evaluated for their in vitro antitumor activity and were found to exhibit a moderate activity against most human cancer cell lines. The most sensitive cancer cell line was CCRF-CEM leukemia with respect to 2-[(5
Z
)-5-(4-bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-
N
-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-
N
,3-dimethylbutanamide.</description><subject>Amides</subject><subject>Amines</subject><subject>Anticancer properties</subject><subject>Biotechnology</subject><subject>Cancer</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Esters</subject><subject>Ethanol</subject><subject>Leukemia</subject><subject>Organic Chemistry</subject><issn>1070-4280</issn><issn>1608-3393</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp1kd1q3DAQhUVpIOmmD5A7Q29aWCUaSXZ2L7ebX1hIIHsXgpHlcazUlraSHOK8W96tWjbQixAQ-plzvjmgIeQI2DGAkCd3wE6Z5DPGgQFjcvaFHEDBZlSIufia7kmmW32ffAvhiSULSHFA3u5GG1sMJkyz23YMRjvdYm-06rJb7zboo8GknfnhMVuZP2gxpKeydbaw0cShdz5b6GieTRwz12Sc3uf0p6S_vetdhfZ17EydqF9UUvfiKKdh6Bpl38sUpoLG1qhXlwrGUkHH7iHtPcZ27KohKuuMThGmzs5DRB924X3CwyHZa1QX8Pv7OSHri_P18oqubi6vl4sV1QKKSBumeC6ZTP8xR9QASvI6L6pKKQ7AK3ZaNLkuKl4j5FjzucBZoZFXlWRNnosJ-bFru_Hu74Ahlk9u8DYlllzORVqQmAmBnUt7F4LHptx40ys_lsDK7ZDKD0NKDN8xIXntI_r_nT-H_gGatZSt</recordid><startdate>2021</startdate><enddate>2021</enddate><creator>Horishny, V. Ya</creator><creator>Matiychuk, V. S.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2021</creationdate><title>Synthesis, Physicochemical Properties, Drug Likeness, and Antitumor Activity of 2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoic Acid Esters and Amides</title><author>Horishny, V. Ya ; Matiychuk, V. S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-f0a254046089eec11a42d56bbaa2112b076f5c6b2de15ed293e86ce2bb40f553</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Amides</topic><topic>Amines</topic><topic>Anticancer properties</topic><topic>Biotechnology</topic><topic>Cancer</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Esters</topic><topic>Ethanol</topic><topic>Leukemia</topic><topic>Organic Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Horishny, V. Ya</creatorcontrib><creatorcontrib>Matiychuk, V. S.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Horishny, V. Ya</au><au>Matiychuk, V. S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, Physicochemical Properties, Drug Likeness, and Antitumor Activity of 2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoic Acid Esters and Amides</atitle><jtitle>Russian journal of organic chemistry</jtitle><stitle>Russ J Org Chem</stitle><date>2021</date><risdate>2021</risdate><volume>57</volume><issue>1</issue><spage>25</spage><epage>31</epage><pages>25-31</pages><issn>1070-4280</issn><eissn>1608-3393</eissn><abstract>2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoyl chloride was reacted with ethanol and amines to obtain the corresponding ester and amides, and their physicochemical properties and drug likeness were predicted in silico. The synthesized compounds were evaluated for their in vitro antitumor activity and were found to exhibit a moderate activity against most human cancer cell lines. The most sensitive cancer cell line was CCRF-CEM leukemia with respect to 2-[(5
Z
)-5-(4-bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-
N
-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-
N
,3-dimethylbutanamide.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070428021010048</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1070-4280 |
| ispartof | Russian journal of organic chemistry, 2021, Vol.57 (1), p.25-31 |
| issn | 1070-4280 1608-3393 |
| language | eng |
| recordid | cdi_proquest_journals_2493493129 |
| source | SpringerLink Journals |
| subjects | Amides Amines Anticancer properties Biotechnology Cancer Chemistry Chemistry and Materials Science Esters Ethanol Leukemia Organic Chemistry |
| title | Synthesis, Physicochemical Properties, Drug Likeness, and Antitumor Activity of 2-[5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoic Acid Esters and Amides |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-29T09%3A44%3A10IST&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=Synthesis,%20Physicochemical%20Properties,%20Drug%20Likeness,%20and%20Antitumor%20Activity%20of%202-%5B5-(4-Bromobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl%5D-3-methylbutanoic%20Acid%20Esters%20and%20Amides&rft.jtitle=Russian%20journal%20of%20organic%20chemistry&rft.au=Horishny,%20V.%20Ya&rft.date=2021&rft.volume=57&rft.issue=1&rft.spage=25&rft.epage=31&rft.pages=25-31&rft.issn=1070-4280&rft.eissn=1608-3393&rft_id=info:doi/10.1134/S1070428021010048&rft_dat=%3Cproquest_cross%3E2493493129%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=2493493129&rft_id=info:pmid/&rfr_iscdi=true |