Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging Activity
Oxidative stress surrounding cancer cells provides them with certain growth and survival advantages necessary for disease progression. In this context, Se-containing molecules have gained attention due to their anticancer and antioxidant activity. In our previous work, we synthesized a library of 39...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-06-01
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| Series: | Antioxidants |
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| Online Access: | https://www.mdpi.com/2076-3921/12/7/1331 |
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| author | Nora Astrain-Redin Asif Raza Ignacio Encío Arun K. Sharma Daniel Plano Carmen Sanmartín |
| author_facet | Nora Astrain-Redin Asif Raza Ignacio Encío Arun K. Sharma Daniel Plano Carmen Sanmartín |
| author_sort | Nora Astrain-Redin |
| collection | DOAJ |
| description | Oxidative stress surrounding cancer cells provides them with certain growth and survival advantages necessary for disease progression. In this context, Se-containing molecules have gained attention due to their anticancer and antioxidant activity. In our previous work, we synthesized a library of 39 selenoesters containing functional groups commonly present in natural products (NP), which showed potent anticancer activity, but did not demonstrate high radical scavenger activity. Thus, 20 novel Se derivatives resembling NP have been synthesized presenting acylselenourea functionality in their structures. Radical scavenger activity was tested using DPPH assay and in vitro protective effects against ROS-induced cell death caused by H<sub>2</sub>O<sub>2</sub>. Additionally, antiproliferative activity was evaluated in prostate, colon, lung, and breast cancer cell lines, along with their ability to induce apoptosis. Compounds <b>1.I</b> and <b>5.I</b> showed potent cytotoxicity against the tested cancer cell lines, along with high selectivity indexes and induction of caspase-mediated apoptosis. These compounds exhibited potent and concentration-dependent radical scavenging activity achieving DPPH inhibition similar to ascorbic acid and trolox. To conclude, we have demonstrated that the introduction of Se in the form of acylselenourea into small molecules provides strong radical scavengers in vitro and antiproliferative activity, which may lead to the development of promising dual compounds. |
| first_indexed | 2024-03-11T01:21:45Z |
| format | Article |
| id | doaj.art-968e2e986614404f94f6f29ad21a0354 |
| institution | Directory Open Access Journal |
| issn | 2076-3921 |
| language | English |
| last_indexed | 2024-03-11T01:21:45Z |
| publishDate | 2023-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Antioxidants |
| spelling | doaj.art-968e2e986614404f94f6f29ad21a03542023-11-18T18:04:21ZengMDPI AGAntioxidants2076-39212023-06-01127133110.3390/antiox12071331Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging ActivityNora Astrain-Redin0Asif Raza1Ignacio Encío2Arun K. Sharma3Daniel Plano4Carmen Sanmartín5Departamento de Tecnología y Química Farmacéuticas, Universidad de Navarra, Irunlarrea 1, 31008 Pamplona, SpainDepartment of Pharmacology, Penn State Cancer Institute, CH72, Penn State College of Medicine, 500 University Drive, Hershey, PA 17033, USAInstituto de Investigación Sanitaria de Navarra (IdiSNA), Irunlarrea, 3, 31008 Pamplona, SpainDepartment of Pharmacology, Penn State Cancer Institute, CH72, Penn State College of Medicine, 500 University Drive, Hershey, PA 17033, USADepartamento de Tecnología y Química Farmacéuticas, Universidad de Navarra, Irunlarrea 1, 31008 Pamplona, SpainDepartamento de Tecnología y Química Farmacéuticas, Universidad de Navarra, Irunlarrea 1, 31008 Pamplona, SpainOxidative stress surrounding cancer cells provides them with certain growth and survival advantages necessary for disease progression. In this context, Se-containing molecules have gained attention due to their anticancer and antioxidant activity. In our previous work, we synthesized a library of 39 selenoesters containing functional groups commonly present in natural products (NP), which showed potent anticancer activity, but did not demonstrate high radical scavenger activity. Thus, 20 novel Se derivatives resembling NP have been synthesized presenting acylselenourea functionality in their structures. Radical scavenger activity was tested using DPPH assay and in vitro protective effects against ROS-induced cell death caused by H<sub>2</sub>O<sub>2</sub>. Additionally, antiproliferative activity was evaluated in prostate, colon, lung, and breast cancer cell lines, along with their ability to induce apoptosis. Compounds <b>1.I</b> and <b>5.I</b> showed potent cytotoxicity against the tested cancer cell lines, along with high selectivity indexes and induction of caspase-mediated apoptosis. These compounds exhibited potent and concentration-dependent radical scavenging activity achieving DPPH inhibition similar to ascorbic acid and trolox. To conclude, we have demonstrated that the introduction of Se in the form of acylselenourea into small molecules provides strong radical scavengers in vitro and antiproliferative activity, which may lead to the development of promising dual compounds.https://www.mdpi.com/2076-3921/12/7/1331acylselenoureagarlicantioxidantnatural productsseleniumcancer |
| spellingShingle | Nora Astrain-Redin Asif Raza Ignacio Encío Arun K. Sharma Daniel Plano Carmen Sanmartín Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging Activity Antioxidants acylselenourea garlic antioxidant natural products selenium cancer |
| title | Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging Activity |
| title_full | Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging Activity |
| title_fullStr | Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging Activity |
| title_full_unstemmed | Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging Activity |
| title_short | Novel Acylselenourea Derivatives: Dual Molecules with Anticancer and Radical Scavenging Activity |
| title_sort | novel acylselenourea derivatives dual molecules with anticancer and radical scavenging activity |
| topic | acylselenourea garlic antioxidant natural products selenium cancer |
| url | https://www.mdpi.com/2076-3921/12/7/1331 |
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