Novel synthesis of pyran, thiophene, and pyridine derivatives incorporating thiazole ring and their antitumor evaluation
This study aims to design and synthesize a number of novel pyran, thiophene, and pyridine derivatives incorporating thiazole ring and evaluate their antitumor inhibition (μM) as significant anticancer agents. The reactivity of compound 1 [2‐(4‐oxo‐4,5‐dihydrothiazol‐2‐yl)acetonitrile] towards differ...
Gespeichert in:
Veröffentlicht in: | Journal of heterocyclic chemistry 2020-03, Vol.57 (3), p.1330-1343 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1343 |
---|---|
container_issue | 3 |
container_start_page | 1330 |
container_title | Journal of heterocyclic chemistry |
container_volume | 57 |
creator | Mohareb, Rafat M. Khalil, Eid M. Mayhoub, Amany E. Abdallah, Amira E. M. |
description | This study aims to design and synthesize a number of novel pyran, thiophene, and pyridine derivatives incorporating thiazole ring and evaluate their antitumor inhibition (μM) as significant anticancer agents. The reactivity of compound 1 [2‐(4‐oxo‐4,5‐dihydrothiazol‐2‐yl)acetonitrile] towards different chemical reagents was described. Furthermore, the reactivity of all the newly synthesized products was evaluated. The most active compounds towards all the three tumor cancer cell lines used such as MCF‐7 (breast adenocarcinoma), NCI‐H460 (non‐small cell lung cancer) and SF‐268 (CNS cancer), and normal fibroblasts human cell line (WI‐38) were compounds 6d, 8, and 10b, which compared with the antiproliferative effects of the reference control doxorubicin. Also, some of the novel compounds indicate higher inhibition than doxorubicin against some of the cancer cell lines used such as 6c (especially towards MCF‐7) and 2b, 6b (especially towards SF‐268). |
doi_str_mv | 10.1002/jhet.3870 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2374055803</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2374055803</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2970-b09f2fdc99c5e8e0bf2cfe773f2667d16c45c40646b950e50da1fdf7ab81bd713</originalsourceid><addsrcrecordid>eNp1kM1OwzAQhC0EEqVw4A0scUJqWjt_bo6oKhRUwaVI3CInXhNXqR3sJBCeHody5bQ7u9_sSoPQNSVzSki42FfQzqMlIydoQrM4ChKaRado4ndhQJPw7RxdOLf3kkaMTdDXs-mhxm7QbQVOOWwkbgbL9Qy3lTJNBRpmmGsxTpVQGrAAq3reqh4cVro0tjHWS_0-Ovi3qQHbUY0mf1RZ37Wq7Q7GYuh53XnY6Et0Jnnt4OqvTtHr_Xq32gTbl4fH1d02KMOMkaAgmQylKLOsTGAJpJBhKYGxSIZpygRNyzgpY5LGaZElBBIiOJVCMl4saSEYjabo5ni3seajA9fme9NZ7V_mYcRikiRLEnnq9kiV1jhnQeaNVQduh5ySfAw2H4PNx2A9uziyn6qG4X8wf9qsd7-OHw62fiQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2374055803</pqid></control><display><type>article</type><title>Novel synthesis of pyran, thiophene, and pyridine derivatives incorporating thiazole ring and their antitumor evaluation</title><source>Wiley Online Library All Journals</source><creator>Mohareb, Rafat M. ; Khalil, Eid M. ; Mayhoub, Amany E. ; Abdallah, Amira E. M.</creator><creatorcontrib>Mohareb, Rafat M. ; Khalil, Eid M. ; Mayhoub, Amany E. ; Abdallah, Amira E. M.</creatorcontrib><description>This study aims to design and synthesize a number of novel pyran, thiophene, and pyridine derivatives incorporating thiazole ring and evaluate their antitumor inhibition (μM) as significant anticancer agents. The reactivity of compound 1 [2‐(4‐oxo‐4,5‐dihydrothiazol‐2‐yl)acetonitrile] towards different chemical reagents was described. Furthermore, the reactivity of all the newly synthesized products was evaluated. The most active compounds towards all the three tumor cancer cell lines used such as MCF‐7 (breast adenocarcinoma), NCI‐H460 (non‐small cell lung cancer) and SF‐268 (CNS cancer), and normal fibroblasts human cell line (WI‐38) were compounds 6d, 8, and 10b, which compared with the antiproliferative effects of the reference control doxorubicin. Also, some of the novel compounds indicate higher inhibition than doxorubicin against some of the cancer cell lines used such as 6c (especially towards MCF‐7) and 2b, 6b (especially towards SF‐268).</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.3870</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc</publisher><subject>Acetonitrile ; Anticancer properties ; antitumor ; Biotechnology ; Cancer ; Derivatives ; Doxorubicin ; Fibroblasts ; pyran ; pyridine ; Reagents ; thiazole ; thiophene</subject><ispartof>Journal of heterocyclic chemistry, 2020-03, Vol.57 (3), p.1330-1343</ispartof><rights>2019 John Wiley & Sons, Ltd.</rights><rights>2020 Wiley Periodicals, Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2970-b09f2fdc99c5e8e0bf2cfe773f2667d16c45c40646b950e50da1fdf7ab81bd713</citedby><cites>FETCH-LOGICAL-c2970-b09f2fdc99c5e8e0bf2cfe773f2667d16c45c40646b950e50da1fdf7ab81bd713</cites><orcidid>0000-0003-3922-803X ; 0000-0002-6773-3634</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%2Fjhet.3870$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjhet.3870$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27922,27923,45572,45573</link.rule.ids></links><search><creatorcontrib>Mohareb, Rafat M.</creatorcontrib><creatorcontrib>Khalil, Eid M.</creatorcontrib><creatorcontrib>Mayhoub, Amany E.</creatorcontrib><creatorcontrib>Abdallah, Amira E. M.</creatorcontrib><title>Novel synthesis of pyran, thiophene, and pyridine derivatives incorporating thiazole ring and their antitumor evaluation</title><title>Journal of heterocyclic chemistry</title><description>This study aims to design and synthesize a number of novel pyran, thiophene, and pyridine derivatives incorporating thiazole ring and evaluate their antitumor inhibition (μM) as significant anticancer agents. The reactivity of compound 1 [2‐(4‐oxo‐4,5‐dihydrothiazol‐2‐yl)acetonitrile] towards different chemical reagents was described. Furthermore, the reactivity of all the newly synthesized products was evaluated. The most active compounds towards all the three tumor cancer cell lines used such as MCF‐7 (breast adenocarcinoma), NCI‐H460 (non‐small cell lung cancer) and SF‐268 (CNS cancer), and normal fibroblasts human cell line (WI‐38) were compounds 6d, 8, and 10b, which compared with the antiproliferative effects of the reference control doxorubicin. Also, some of the novel compounds indicate higher inhibition than doxorubicin against some of the cancer cell lines used such as 6c (especially towards MCF‐7) and 2b, 6b (especially towards SF‐268).</description><subject>Acetonitrile</subject><subject>Anticancer properties</subject><subject>antitumor</subject><subject>Biotechnology</subject><subject>Cancer</subject><subject>Derivatives</subject><subject>Doxorubicin</subject><subject>Fibroblasts</subject><subject>pyran</subject><subject>pyridine</subject><subject>Reagents</subject><subject>thiazole</subject><subject>thiophene</subject><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1kM1OwzAQhC0EEqVw4A0scUJqWjt_bo6oKhRUwaVI3CInXhNXqR3sJBCeHody5bQ7u9_sSoPQNSVzSki42FfQzqMlIydoQrM4ChKaRado4ndhQJPw7RxdOLf3kkaMTdDXs-mhxm7QbQVOOWwkbgbL9Qy3lTJNBRpmmGsxTpVQGrAAq3reqh4cVro0tjHWS_0-Ovi3qQHbUY0mf1RZ37Wq7Q7GYuh53XnY6Et0Jnnt4OqvTtHr_Xq32gTbl4fH1d02KMOMkaAgmQylKLOsTGAJpJBhKYGxSIZpygRNyzgpY5LGaZElBBIiOJVCMl4saSEYjabo5ni3seajA9fme9NZ7V_mYcRikiRLEnnq9kiV1jhnQeaNVQduh5ySfAw2H4PNx2A9uziyn6qG4X8wf9qsd7-OHw62fiQ</recordid><startdate>202003</startdate><enddate>202003</enddate><creator>Mohareb, Rafat M.</creator><creator>Khalil, Eid M.</creator><creator>Mayhoub, Amany E.</creator><creator>Abdallah, Amira E. M.</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-3922-803X</orcidid><orcidid>https://orcid.org/0000-0002-6773-3634</orcidid></search><sort><creationdate>202003</creationdate><title>Novel synthesis of pyran, thiophene, and pyridine derivatives incorporating thiazole ring and their antitumor evaluation</title><author>Mohareb, Rafat M. ; Khalil, Eid M. ; Mayhoub, Amany E. ; Abdallah, Amira E. M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2970-b09f2fdc99c5e8e0bf2cfe773f2667d16c45c40646b950e50da1fdf7ab81bd713</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Acetonitrile</topic><topic>Anticancer properties</topic><topic>antitumor</topic><topic>Biotechnology</topic><topic>Cancer</topic><topic>Derivatives</topic><topic>Doxorubicin</topic><topic>Fibroblasts</topic><topic>pyran</topic><topic>pyridine</topic><topic>Reagents</topic><topic>thiazole</topic><topic>thiophene</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mohareb, Rafat M.</creatorcontrib><creatorcontrib>Khalil, Eid M.</creatorcontrib><creatorcontrib>Mayhoub, Amany E.</creatorcontrib><creatorcontrib>Abdallah, Amira E. M.</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mohareb, Rafat M.</au><au>Khalil, Eid M.</au><au>Mayhoub, Amany E.</au><au>Abdallah, Amira E. M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel synthesis of pyran, thiophene, and pyridine derivatives incorporating thiazole ring and their antitumor evaluation</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><date>2020-03</date><risdate>2020</risdate><volume>57</volume><issue>3</issue><spage>1330</spage><epage>1343</epage><pages>1330-1343</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>This study aims to design and synthesize a number of novel pyran, thiophene, and pyridine derivatives incorporating thiazole ring and evaluate their antitumor inhibition (μM) as significant anticancer agents. The reactivity of compound 1 [2‐(4‐oxo‐4,5‐dihydrothiazol‐2‐yl)acetonitrile] towards different chemical reagents was described. Furthermore, the reactivity of all the newly synthesized products was evaluated. The most active compounds towards all the three tumor cancer cell lines used such as MCF‐7 (breast adenocarcinoma), NCI‐H460 (non‐small cell lung cancer) and SF‐268 (CNS cancer), and normal fibroblasts human cell line (WI‐38) were compounds 6d, 8, and 10b, which compared with the antiproliferative effects of the reference control doxorubicin. Also, some of the novel compounds indicate higher inhibition than doxorubicin against some of the cancer cell lines used such as 6c (especially towards MCF‐7) and 2b, 6b (especially towards SF‐268).</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/jhet.3870</doi><tpages>14</tpages><orcidid>https://orcid.org/0000-0003-3922-803X</orcidid><orcidid>https://orcid.org/0000-0002-6773-3634</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-152X |
ispartof | Journal of heterocyclic chemistry, 2020-03, Vol.57 (3), p.1330-1343 |
issn | 0022-152X 1943-5193 |
language | eng |
recordid | cdi_proquest_journals_2374055803 |
source | Wiley Online Library All Journals |
subjects | Acetonitrile Anticancer properties antitumor Biotechnology Cancer Derivatives Doxorubicin Fibroblasts pyran pyridine Reagents thiazole thiophene |
title | Novel synthesis of pyran, thiophene, and pyridine derivatives incorporating thiazole ring and their antitumor evaluation |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-10T08%3A40%3A46IST&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=Novel%20synthesis%20of%20pyran,%20thiophene,%20and%20pyridine%20derivatives%20incorporating%20thiazole%20ring%20and%20their%20antitumor%20evaluation&rft.jtitle=Journal%20of%20heterocyclic%20chemistry&rft.au=Mohareb,%20Rafat%20M.&rft.date=2020-03&rft.volume=57&rft.issue=3&rft.spage=1330&rft.epage=1343&rft.pages=1330-1343&rft.issn=0022-152X&rft.eissn=1943-5193&rft_id=info:doi/10.1002/jhet.3870&rft_dat=%3Cproquest_cross%3E2374055803%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=2374055803&rft_id=info:pmid/&rfr_iscdi=true |