Synthesis and biological evaluation of chromone derivatives against triple-negative breast cancer cells
This study described the bioactivity and the structure-activity relationship (SAR) of newly synthesized chromone derivatives against triple-negative breast cancer (TNBC) MDA-MB-231 cells. Among the compounds tested, C8 exerted a growth inhibitory effect on the TNBC-derived MDA-MB-231 cells with an I...
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| Veröffentlicht in: | Medicinal chemistry research 2023-05, Vol.32 (5), p.884-898 |
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| container_title | Medicinal chemistry research |
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| creator | Islam, Rajibul Yan, Mock Phooi Yen, Khor Poh Rasol, Nurulfazlina Edayah Meng, Chan Kok Wai, Lam Kok |
| description | This study described the bioactivity and the structure-activity relationship (SAR) of newly synthesized chromone derivatives against triple-negative breast cancer (TNBC) MDA-MB-231 cells. Among the compounds tested,
C8
exerted a growth inhibitory effect on the TNBC-derived MDA-MB-231 cells with an IC
50
value of 11.71 ± 0.79 µM. Results showed that it could promote apoptosis, sensitize TNBC MDA-MB-231 cells to doxorubicin (Dox) and inhibit multiple kinase activities with higher selectivity against PIM1 and PIM2 kinases. Molecular docking results revealed compound
C8
engaged in several critical interactions with the important residues in PIM1 and PIM2 binding sites. This suggests that compound
C8
possessed anticancer activity on TNBC cells potentially mediated by inhibition of multiple tyrosine kinases and kinases involved in cell-cycle regulation. |
| doi_str_mv | 10.1007/s00044-023-03048-4 |
| format | Article |
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C8
exerted a growth inhibitory effect on the TNBC-derived MDA-MB-231 cells with an IC
50
value of 11.71 ± 0.79 µM. Results showed that it could promote apoptosis, sensitize TNBC MDA-MB-231 cells to doxorubicin (Dox) and inhibit multiple kinase activities with higher selectivity against PIM1 and PIM2 kinases. Molecular docking results revealed compound
C8
engaged in several critical interactions with the important residues in PIM1 and PIM2 binding sites. This suggests that compound
C8
possessed anticancer activity on TNBC cells potentially mediated by inhibition of multiple tyrosine kinases and kinases involved in cell-cycle regulation.</description><identifier>ISSN: 1054-2523</identifier><identifier>EISSN: 1554-8120</identifier><identifier>DOI: 10.1007/s00044-023-03048-4</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Anticancer properties ; Antitumor activity ; Apoptosis ; Binding sites ; Biochemistry ; Biological activity ; Biomedical and Life Sciences ; Biomedicine ; Bioorganic Chemistry ; Breast cancer ; Doxorubicin ; Inorganic Chemistry ; Kinases ; Medicinal Chemistry ; Molecular docking ; Original Research ; Pharmacology/Toxicology ; Tyrosine</subject><ispartof>Medicinal chemistry research, 2023-05, Vol.32 (5), p.884-898</ispartof><rights>The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature 2023. Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c270t-a8c94a2a4573a5dca1eb379f03b4041e79a1fa253e90d16b68531a00418a72d73</cites><orcidid>0000-0002-4366-6772</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s00044-023-03048-4$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s00044-023-03048-4$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Islam, Rajibul</creatorcontrib><creatorcontrib>Yan, Mock Phooi</creatorcontrib><creatorcontrib>Yen, Khor Poh</creatorcontrib><creatorcontrib>Rasol, Nurulfazlina Edayah</creatorcontrib><creatorcontrib>Meng, Chan Kok</creatorcontrib><creatorcontrib>Wai, Lam Kok</creatorcontrib><title>Synthesis and biological evaluation of chromone derivatives against triple-negative breast cancer cells</title><title>Medicinal chemistry research</title><addtitle>Med Chem Res</addtitle><description>This study described the bioactivity and the structure-activity relationship (SAR) of newly synthesized chromone derivatives against triple-negative breast cancer (TNBC) MDA-MB-231 cells. Among the compounds tested,
C8
exerted a growth inhibitory effect on the TNBC-derived MDA-MB-231 cells with an IC
50
value of 11.71 ± 0.79 µM. Results showed that it could promote apoptosis, sensitize TNBC MDA-MB-231 cells to doxorubicin (Dox) and inhibit multiple kinase activities with higher selectivity against PIM1 and PIM2 kinases. Molecular docking results revealed compound
C8
engaged in several critical interactions with the important residues in PIM1 and PIM2 binding sites. This suggests that compound
C8
possessed anticancer activity on TNBC cells potentially mediated by inhibition of multiple tyrosine kinases and kinases involved in cell-cycle regulation.</description><subject>Anticancer properties</subject><subject>Antitumor activity</subject><subject>Apoptosis</subject><subject>Binding sites</subject><subject>Biochemistry</subject><subject>Biological activity</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Bioorganic Chemistry</subject><subject>Breast cancer</subject><subject>Doxorubicin</subject><subject>Inorganic Chemistry</subject><subject>Kinases</subject><subject>Medicinal Chemistry</subject><subject>Molecular docking</subject><subject>Original Research</subject><subject>Pharmacology/Toxicology</subject><subject>Tyrosine</subject><issn>1054-2523</issn><issn>1554-8120</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9UMtOwzAQjBBIlMcPcLLEObB-NckRVbykShyAs7VxNmmq1C52Wql_j2mQuHHa0ezMrHay7IbDHQco7iMAKJWDkDlIUGWuTrIZ11rlJRdwmjAkLLSQ59lFjGsAWYDSs6x7P7hxRbGPDF3D6t4PvustDoz2OOxw7L1jvmV2FfzGO2INhX6f6D0lR4e9iyMbQ78dKHfUHResDoSJtugsBWZpGOJVdtbiEOn6d15mn0-PH4uXfPn2_Lp4WOZWFDDmWNpKoUClC4m6sciplkXVgqwVKE5FhbxFoSVV0PB5PS-15Jh-5yUWoinkZXY75W6D_9pRHM3a74JLJ40oAXhVVponlZhUNvgYA7VmG_oNhoPhYH4KNVOhJhVqjoUalUxyMsUkdh2Fv-h_XN9YHnnJ</recordid><startdate>20230501</startdate><enddate>20230501</enddate><creator>Islam, Rajibul</creator><creator>Yan, Mock Phooi</creator><creator>Yen, Khor Poh</creator><creator>Rasol, Nurulfazlina Edayah</creator><creator>Meng, Chan Kok</creator><creator>Wai, Lam Kok</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>8FD</scope><scope>FR3</scope><scope>M7Z</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-4366-6772</orcidid></search><sort><creationdate>20230501</creationdate><title>Synthesis and biological evaluation of chromone derivatives against triple-negative breast cancer cells</title><author>Islam, Rajibul ; Yan, Mock Phooi ; Yen, Khor Poh ; Rasol, Nurulfazlina Edayah ; Meng, Chan Kok ; Wai, Lam Kok</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c270t-a8c94a2a4573a5dca1eb379f03b4041e79a1fa253e90d16b68531a00418a72d73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Anticancer properties</topic><topic>Antitumor activity</topic><topic>Apoptosis</topic><topic>Binding sites</topic><topic>Biochemistry</topic><topic>Biological activity</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Bioorganic Chemistry</topic><topic>Breast cancer</topic><topic>Doxorubicin</topic><topic>Inorganic Chemistry</topic><topic>Kinases</topic><topic>Medicinal Chemistry</topic><topic>Molecular docking</topic><topic>Original Research</topic><topic>Pharmacology/Toxicology</topic><topic>Tyrosine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Islam, Rajibul</creatorcontrib><creatorcontrib>Yan, Mock Phooi</creatorcontrib><creatorcontrib>Yen, Khor Poh</creatorcontrib><creatorcontrib>Rasol, Nurulfazlina Edayah</creatorcontrib><creatorcontrib>Meng, Chan Kok</creatorcontrib><creatorcontrib>Wai, Lam Kok</creatorcontrib><collection>CrossRef</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biochemistry Abstracts 1</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Medicinal chemistry research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Islam, Rajibul</au><au>Yan, Mock Phooi</au><au>Yen, Khor Poh</au><au>Rasol, Nurulfazlina Edayah</au><au>Meng, Chan Kok</au><au>Wai, Lam Kok</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and biological evaluation of chromone derivatives against triple-negative breast cancer cells</atitle><jtitle>Medicinal chemistry research</jtitle><stitle>Med Chem Res</stitle><date>2023-05-01</date><risdate>2023</risdate><volume>32</volume><issue>5</issue><spage>884</spage><epage>898</epage><pages>884-898</pages><issn>1054-2523</issn><eissn>1554-8120</eissn><abstract>This study described the bioactivity and the structure-activity relationship (SAR) of newly synthesized chromone derivatives against triple-negative breast cancer (TNBC) MDA-MB-231 cells. Among the compounds tested,
C8
exerted a growth inhibitory effect on the TNBC-derived MDA-MB-231 cells with an IC
50
value of 11.71 ± 0.79 µM. Results showed that it could promote apoptosis, sensitize TNBC MDA-MB-231 cells to doxorubicin (Dox) and inhibit multiple kinase activities with higher selectivity against PIM1 and PIM2 kinases. Molecular docking results revealed compound
C8
engaged in several critical interactions with the important residues in PIM1 and PIM2 binding sites. This suggests that compound
C8
possessed anticancer activity on TNBC cells potentially mediated by inhibition of multiple tyrosine kinases and kinases involved in cell-cycle regulation.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s00044-023-03048-4</doi><tpages>15</tpages><orcidid>https://orcid.org/0000-0002-4366-6772</orcidid></addata></record> |
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| language | eng |
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| subjects | Anticancer properties Antitumor activity Apoptosis Binding sites Biochemistry Biological activity Biomedical and Life Sciences Biomedicine Bioorganic Chemistry Breast cancer Doxorubicin Inorganic Chemistry Kinases Medicinal Chemistry Molecular docking Original Research Pharmacology/Toxicology Tyrosine |
| title | Synthesis and biological evaluation of chromone derivatives against triple-negative breast cancer cells |
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