Design and Synthesis of Some New Quinoxaline-1,2,4-triazole-3-amide Conjugates as Anticancer Agents
The newly synthesized quinoxaline-1,2,4-triazole-3-amide conjugates through a multistep method. The prepared compounds were screened for their anticancer activity against secreted human cancer cell lines such as DU-145 (prostate), MCF-7 (breast), and A549 (lung) by applying the MTT method, and the s...
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Veröffentlicht in: | Russian journal of general chemistry 2024, Vol.94 (1), p.204-213 |
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creator | Ravula, S. Marupati, S. Dasari, G. Kurma, S. Manchal, R. Bandari, S. |
description | The newly synthesized quinoxaline-1,2,4-triazole-3-amide conjugates through a multistep method. The prepared compounds were screened for their anticancer activity against secreted human cancer cell lines such as DU-145 (prostate), MCF-7 (breast), and A549 (lung) by applying the MTT method, and the standard drug etoposide was used as a reference drug. The activity results show that two compounds, namely 3,5-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more potent activity than the standard drug. Whereas, two compounds, 3-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide, and 3,4-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide showed very similar activity against tested cell lines to that of the standard drug IC
50
value. The in vitro tyrosine kinase EGFR inhibitory activity results indicate that two compounds, 3,5-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more activity than the standard drug etoposide. |
doi_str_mv | 10.1134/S1070363224010201 |
format | Article |
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N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more potent activity than the standard drug. Whereas, two compounds, 3-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide, and 3,4-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide showed very similar activity against tested cell lines to that of the standard drug IC
50
value. The in vitro tyrosine kinase EGFR inhibitory activity results indicate that two compounds, 3,5-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more activity than the standard drug etoposide.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S1070363224010201</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Anticancer properties ; Benzamide ; Cancer ; Care and treatment ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Conjugates ; Kinases ; Quinoxalines ; Romidepsin ; Triazoles ; Tyrosine ; Vorinostat</subject><ispartof>Russian journal of general chemistry, 2024, Vol.94 (1), p.204-213</ispartof><rights>Pleiades Publishing, Ltd. 2024</rights><rights>COPYRIGHT 2024 Springer</rights><rights>Pleiades Publishing, Ltd. 2024.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c335t-9111009fa678d4e079ac9460b4f8d637d59b5f931017beabdbd1bb3f4383bc793</cites><orcidid>0000-0002-1161-9576</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070363224010201$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070363224010201$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Ravula, S.</creatorcontrib><creatorcontrib>Marupati, S.</creatorcontrib><creatorcontrib>Dasari, G.</creatorcontrib><creatorcontrib>Kurma, S.</creatorcontrib><creatorcontrib>Manchal, R.</creatorcontrib><creatorcontrib>Bandari, S.</creatorcontrib><title>Design and Synthesis of Some New Quinoxaline-1,2,4-triazole-3-amide Conjugates as Anticancer Agents</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>The newly synthesized quinoxaline-1,2,4-triazole-3-amide conjugates through a multistep method. The prepared compounds were screened for their anticancer activity against secreted human cancer cell lines such as DU-145 (prostate), MCF-7 (breast), and A549 (lung) by applying the MTT method, and the standard drug etoposide was used as a reference drug. The activity results show that two compounds, namely 3,5-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more potent activity than the standard drug. Whereas, two compounds, 3-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide, and 3,4-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide showed very similar activity against tested cell lines to that of the standard drug IC
50
value. The in vitro tyrosine kinase EGFR inhibitory activity results indicate that two compounds, 3,5-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more activity than the standard drug etoposide.</description><subject>Anticancer properties</subject><subject>Benzamide</subject><subject>Cancer</subject><subject>Care and treatment</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Conjugates</subject><subject>Kinases</subject><subject>Quinoxalines</subject><subject>Romidepsin</subject><subject>Triazoles</subject><subject>Tyrosine</subject><subject>Vorinostat</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp1kclKBDEQhhtRcH0AbwGvRiud9JLjMK4gioyem3S60maYTjTpweXpzTCCiEoOWer7Kj9Ulh0yOGGMi9MZgwp4yfNcAIMc2Ea2w0qoKecFbKZzKtNVfTvbjXEOCYIy38n0GUbbO6JcR2bvbnxK10i8ITM_ILnFV3K_tM6_qYV1SNlxfizoGKz68AuknKrBdkim3s2XvRoxEhXJxI1WK6cxkEmPboz72ZZRi4gHX_te9nhx_jC9ojd3l9fTyQ3VKeRIJWMplDSqrOpOIFRSaSlKaIWpu5JXXSHbwkjOgFUtqrZrO9a23Ahe81ZXku9lR-u-z8G_LDGOzdwvg0tfNhy4rOtS5PU31asFNtYZPwalBxt1M6kkCAFFsaJO_qDS6nCw2js0Nr3_ENha0MHHGNA0z8EOKrw3DJrViJpfI0pOvnZiYl2P4Tvw_9InpFuPRQ</recordid><startdate>2024</startdate><enddate>2024</enddate><creator>Ravula, S.</creator><creator>Marupati, S.</creator><creator>Dasari, G.</creator><creator>Kurma, S.</creator><creator>Manchal, R.</creator><creator>Bandari, S.</creator><general>Pleiades Publishing</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-1161-9576</orcidid></search><sort><creationdate>2024</creationdate><title>Design and Synthesis of Some New Quinoxaline-1,2,4-triazole-3-amide Conjugates as Anticancer Agents</title><author>Ravula, S. ; Marupati, S. ; Dasari, G. ; Kurma, S. ; Manchal, R. ; Bandari, S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-9111009fa678d4e079ac9460b4f8d637d59b5f931017beabdbd1bb3f4383bc793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Anticancer properties</topic><topic>Benzamide</topic><topic>Cancer</topic><topic>Care and treatment</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Conjugates</topic><topic>Kinases</topic><topic>Quinoxalines</topic><topic>Romidepsin</topic><topic>Triazoles</topic><topic>Tyrosine</topic><topic>Vorinostat</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ravula, S.</creatorcontrib><creatorcontrib>Marupati, S.</creatorcontrib><creatorcontrib>Dasari, G.</creatorcontrib><creatorcontrib>Kurma, S.</creatorcontrib><creatorcontrib>Manchal, R.</creatorcontrib><creatorcontrib>Bandari, S.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ravula, S.</au><au>Marupati, S.</au><au>Dasari, G.</au><au>Kurma, S.</au><au>Manchal, R.</au><au>Bandari, S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design and Synthesis of Some New Quinoxaline-1,2,4-triazole-3-amide Conjugates as Anticancer Agents</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2024</date><risdate>2024</risdate><volume>94</volume><issue>1</issue><spage>204</spage><epage>213</epage><pages>204-213</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>The newly synthesized quinoxaline-1,2,4-triazole-3-amide conjugates through a multistep method. The prepared compounds were screened for their anticancer activity against secreted human cancer cell lines such as DU-145 (prostate), MCF-7 (breast), and A549 (lung) by applying the MTT method, and the standard drug etoposide was used as a reference drug. The activity results show that two compounds, namely 3,5-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more potent activity than the standard drug. Whereas, two compounds, 3-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide, and 3,4-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide showed very similar activity against tested cell lines to that of the standard drug IC
50
value. The in vitro tyrosine kinase EGFR inhibitory activity results indicate that two compounds, 3,5-dimethoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide and 4-methoxy-
N
-(5-{[2-oxoquinoxalin-1(2
H
)-yl]methyl}-4
H
-1,2,4-triazol-3-yl)benzamide exhibited more activity than the standard drug etoposide.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070363224010201</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-1161-9576</orcidid></addata></record> |
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subjects | Anticancer properties Benzamide Cancer Care and treatment Chemistry Chemistry and Materials Science Chemistry/Food Science Conjugates Kinases Quinoxalines Romidepsin Triazoles Tyrosine Vorinostat |
title | Design and Synthesis of Some New Quinoxaline-1,2,4-triazole-3-amide Conjugates as Anticancer Agents |
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