Determining Stable Structure and in Vitro Antiproliferative Properties of a Novel 3‐(2‐((4‐Trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one Molecule
Since coumarin and thiazole derivatives are known to have antioxidant properties, a novel derivative was synthesized in this article. 3‐(2‐((4‐(trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one (ATC) was synthesized as a novel compound with high yield and characterized by Raman, FT‐IR, 13C...
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| Veröffentlicht in: | Chemistry & biodiversity 2024-01, Vol.21 (1), p.e202301216-n/a |
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| creator | Burak Sarigüney, Ahmet Karakaş Sarikaya, Ebru Pehlivanoğlu, Suray |
| description | Since coumarin and thiazole derivatives are known to have antioxidant properties, a novel derivative was synthesized in this article. 3‐(2‐((4‐(trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one (ATC) was synthesized as a novel compound with high yield and characterized by Raman, FT‐IR, 13C‐NMR, and 1H‐NMR spectroscopic procedures and DFT calculations. In this study, the potential in vitro antiproliferative properties of the ATC compound were evaluated on colorectal cancer (HT29) and melanoma (SK‐MEL‐30) cell lines. According to the results, the compound was found to be significantly active, approximately 2.6‐fold, against melanoma cells compared to healthy fibroblast (L929) cells. Unlike melanoma cells, the compound did not have any adverse effects on colorectal cancer cells. Due to these findings, the compound can be harnessed as a promising antiproliferative drug candidate for preclinical studies against melanoma. |
| doi_str_mv | 10.1002/cbdv.202301216 |
| format | Article |
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In this study, the potential in vitro antiproliferative properties of the ATC compound were evaluated on colorectal cancer (HT29) and melanoma (SK‐MEL‐30) cell lines. According to the results, the compound was found to be significantly active, approximately 2.6‐fold, against melanoma cells compared to healthy fibroblast (L929) cells. Unlike melanoma cells, the compound did not have any adverse effects on colorectal cancer cells. Due to these findings, the compound can be harnessed as a promising antiproliferative drug candidate for preclinical studies against melanoma.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202301216</identifier><identifier>PMID: 37870095</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>anti-cancer ; Antiproliferatives ; Cancer ; Colorectal carcinoma ; Colorectal Neoplasms - drug therapy ; Coumarin ; Coumarins - chemistry ; Coumarins - pharmacology ; DFT calculations ; Drug development ; FTIR ; Humans ; in vitro ; Melanoma ; Melanoma - drug therapy ; NMR ; Nuclear magnetic resonance ; Spectroscopy, Fourier Transform Infrared ; Synthesis ; thiazole-coumarin</subject><ispartof>Chemistry & biodiversity, 2024-01, Vol.21 (1), p.e202301216-n/a</ispartof><rights>2023 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2023 Wiley-VHCA AG, Zurich, Switzerland.</rights><rights>2024 Wiley‐VHCA AG, Zurich, Switzerland</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0003-2149-9341 ; 0000-0003-0815-1578 ; 0000-0001-7422-2974</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%2Fcbdv.202301216$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.202301216$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37870095$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Burak Sarigüney, Ahmet</creatorcontrib><creatorcontrib>Karakaş Sarikaya, Ebru</creatorcontrib><creatorcontrib>Pehlivanoğlu, Suray</creatorcontrib><title>Determining Stable Structure and in Vitro Antiproliferative Properties of a Novel 3‐(2‐((4‐Trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one Molecule</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Since coumarin and thiazole derivatives are known to have antioxidant properties, a novel derivative was synthesized in this article. 3‐(2‐((4‐(trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one (ATC) was synthesized as a novel compound with high yield and characterized by Raman, FT‐IR, 13C‐NMR, and 1H‐NMR spectroscopic procedures and DFT calculations. In this study, the potential in vitro antiproliferative properties of the ATC compound were evaluated on colorectal cancer (HT29) and melanoma (SK‐MEL‐30) cell lines. According to the results, the compound was found to be significantly active, approximately 2.6‐fold, against melanoma cells compared to healthy fibroblast (L929) cells. Unlike melanoma cells, the compound did not have any adverse effects on colorectal cancer cells. Due to these findings, the compound can be harnessed as a promising antiproliferative drug candidate for preclinical studies against melanoma.</description><subject>anti-cancer</subject><subject>Antiproliferatives</subject><subject>Cancer</subject><subject>Colorectal carcinoma</subject><subject>Colorectal Neoplasms - drug therapy</subject><subject>Coumarin</subject><subject>Coumarins - chemistry</subject><subject>Coumarins - pharmacology</subject><subject>DFT calculations</subject><subject>Drug development</subject><subject>FTIR</subject><subject>Humans</subject><subject>in vitro</subject><subject>Melanoma</subject><subject>Melanoma - drug therapy</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Spectroscopy, Fourier Transform Infrared</subject><subject>Synthesis</subject><subject>thiazole-coumarin</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkcluFDEQhi0EIgtcOSJLXCaHSbz0egwTIJESQCLkarnd1Ywjt9243YMmJx6BV-GVeJJUkzAHDv7LVf7K20_IK86OOWPixDTt5lgwIRkXvHhC9nnBxZJXFXu6m5dijxyM4y3yWK-ekz1ZViVjdb5Pfp9Bgthbb_03-iXpxgGGOJk0RaDat9R6emNTDPTUJzvE4GwHUSe7Afo5hgFisjDS0FFNP4YNOCr__Py1ELMsMtTraDs3hRh6SOutOxrW4DFoPDMcpbXVd8EhNqNYRhXnKGY9N_g5xRE80KvgwEwOXpBnnXYjvHyMh-Tr-3fXq_Pl5acPF6vTy-UgRV0sQbeNKfJGshx4wypelp3RJuugMJAXWZ21wsjCcFHlNYesKRuRad0ajmwnmDwki4d98c3fJxiT6u1owDntIUyj-vuXQoqKI_rmP_Q2TNHj7ZSoec6klLlE6vUjNTU9tGqIttdxq_6ZgUD9APywDra7dc7UbLWarVY7q9Xq7dnNLpP3vQCnIw</recordid><startdate>202401</startdate><enddate>202401</enddate><creator>Burak Sarigüney, Ahmet</creator><creator>Karakaş Sarikaya, Ebru</creator><creator>Pehlivanoğlu, Suray</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>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-2149-9341</orcidid><orcidid>https://orcid.org/0000-0003-0815-1578</orcidid><orcidid>https://orcid.org/0000-0001-7422-2974</orcidid></search><sort><creationdate>202401</creationdate><title>Determining Stable Structure and in Vitro Antiproliferative Properties of a Novel 3‐(2‐((4‐Trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one Molecule</title><author>Burak Sarigüney, Ahmet ; 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| subjects | anti-cancer Antiproliferatives Cancer Colorectal carcinoma Colorectal Neoplasms - drug therapy Coumarin Coumarins - chemistry Coumarins - pharmacology DFT calculations Drug development FTIR Humans in vitro Melanoma Melanoma - drug therapy NMR Nuclear magnetic resonance Spectroscopy, Fourier Transform Infrared Synthesis thiazole-coumarin |
| title | Determining Stable Structure and in Vitro Antiproliferative Properties of a Novel 3‐(2‐((4‐Trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one Molecule |
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