Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In Vitro
Coumarins possesses immeasurable antitumor potential with minimum side effects depending on the substitutions on the basic nucleus, which exhibits great prospects for antitumor drug development. In an attempt to develop novel antitumor candidates, a series of coumarin sulfonamides and amides derivat...
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| Format: | Article |
| Language: | English |
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MDPI AG
2021-02-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/4/786 |
| _version_ | 1827604275436453888 |
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| author | Jing Zhang Yaling Tan Guorong Li Lexian Chen Minyi Nie Zhaohua Wang Hong Ji |
| author_facet | Jing Zhang Yaling Tan Guorong Li Lexian Chen Minyi Nie Zhaohua Wang Hong Ji |
| author_sort | Jing Zhang |
| collection | DOAJ |
| description | Coumarins possesses immeasurable antitumor potential with minimum side effects depending on the substitutions on the basic nucleus, which exhibits great prospects for antitumor drug development. In an attempt to develop novel antitumor candidates, a series of coumarin sulfonamides and amides derivatives were designed and synthetized. The majority of these derivatives showed good cytotoxic activity against MDA-MB-231 and KB cell lines, among which compound <b>9c</b> was the most potent against MDA-MB-231 cells, with IC<sub>50</sub> value of 9.33 μM, comparable to 5-fluorouracil. Further investigation revealed that compound <b>9c</b> had versatile properties against tumors, including inhibition of cell migration and invasion as well as inducing apoptosis. Reactive oxygen species (ROS) assay and western blotting analysis suggested that compound <b>9c</b> promoted cancer cell apoptosis by increasing ROS levels and upregulating the expression of caspase-3 in MDA-MB-231 cells. These results indicated that compound<b> 9c</b> could be promising lead compound for further antitumor drug research. |
| first_indexed | 2024-03-09T05:55:44Z |
| format | Article |
| id | doaj.art-e20d6ff7fb3846b6bc57dd25d4bbb011 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T05:55:44Z |
| publishDate | 2021-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-e20d6ff7fb3846b6bc57dd25d4bbb0112023-12-03T12:13:42ZengMDPI AGMolecules1420-30492021-02-0126478610.3390/molecules26040786Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In VitroJing Zhang0Yaling Tan1Guorong Li2Lexian Chen3Minyi Nie4Zhaohua Wang5Hong Ji6Key Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, ChinaKey Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, ChinaKey Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, ChinaKey Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, ChinaKey Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, ChinaSchool of Basic Medical Sciences, Guangzhou Medical University, Guangzhou 511436, ChinaKey Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, ChinaCoumarins possesses immeasurable antitumor potential with minimum side effects depending on the substitutions on the basic nucleus, which exhibits great prospects for antitumor drug development. In an attempt to develop novel antitumor candidates, a series of coumarin sulfonamides and amides derivatives were designed and synthetized. The majority of these derivatives showed good cytotoxic activity against MDA-MB-231 and KB cell lines, among which compound <b>9c</b> was the most potent against MDA-MB-231 cells, with IC<sub>50</sub> value of 9.33 μM, comparable to 5-fluorouracil. Further investigation revealed that compound <b>9c</b> had versatile properties against tumors, including inhibition of cell migration and invasion as well as inducing apoptosis. Reactive oxygen species (ROS) assay and western blotting analysis suggested that compound <b>9c</b> promoted cancer cell apoptosis by increasing ROS levels and upregulating the expression of caspase-3 in MDA-MB-231 cells. These results indicated that compound<b> 9c</b> could be promising lead compound for further antitumor drug research.https://www.mdpi.com/1420-3049/26/4/786coumarin sulfonamidescoumarin amidesMDA-MB-231antitumor |
| spellingShingle | Jing Zhang Yaling Tan Guorong Li Lexian Chen Minyi Nie Zhaohua Wang Hong Ji Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In Vitro Molecules coumarin sulfonamides coumarin amides MDA-MB-231 antitumor |
| title | Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In Vitro |
| title_full | Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In Vitro |
| title_fullStr | Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In Vitro |
| title_full_unstemmed | Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In Vitro |
| title_short | Coumarin Sulfonamides and Amides Derivatives: Design, Synthesis, and Antitumor Activity In Vitro |
| title_sort | coumarin sulfonamides and amides derivatives design synthesis and antitumor activity in vitro |
| topic | coumarin sulfonamides coumarin amides MDA-MB-231 antitumor |
| url | https://www.mdpi.com/1420-3049/26/4/786 |
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