Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin Derivatives
Curcumin is a polyphenol of the <i>Curcuma longa</i> plant, which can be used for various medicinal purposes, such as inflammation and cancer treatment. In this context, two symmetric curcumin derivatives (D1—(1E,6E)-1,7-bis(4-acetamidophenyl)hepta-1,6-diene-3,5-dione and D2—p,p-dihydrox...
| Main Authors: | , , , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-01-01
|
| Series: | Pharmaceutics |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1999-4923/16/2/205 |
| _version_ | 1797297224900673536 |
|---|---|
| author | Cristina Doina Niţu Maria Mernea Raluca Ioana Vlasceanu Bianca Voicu-Balasea Madalina Andreea Badea Florentina Monica Raduly Valentin Rădiţoiu Alina Rădiţoiu Speranta Avram Dan F. Mihailescu Ionela C. Voinea Miruna Silvia Stan |
| author_facet | Cristina Doina Niţu Maria Mernea Raluca Ioana Vlasceanu Bianca Voicu-Balasea Madalina Andreea Badea Florentina Monica Raduly Valentin Rădiţoiu Alina Rădiţoiu Speranta Avram Dan F. Mihailescu Ionela C. Voinea Miruna Silvia Stan |
| author_sort | Cristina Doina Niţu |
| collection | DOAJ |
| description | Curcumin is a polyphenol of the <i>Curcuma longa</i> plant, which can be used for various medicinal purposes, such as inflammation and cancer treatment. In this context, two symmetric curcumin derivatives (D1—(1E,6E)-1,7-bis(4-acetamidophenyl)hepta-1,6-diene-3,5-dione and D2—p,p-dihydroxy di-cinnamoyl methane) were obtained by the microwave-based method and evaluated for their antitumoral effect on human cervix cancer in comparison with toxicity on non-tumoral cells, taking into account that they were predicted to act as apoptosis agonists or anti-inflammatory agents. The HeLa cell line was incubated for 24 and 72 h with a concentration of 50 μg/mL of derivatives that killed almost half of the cells compared to the control. In contrast, these compounds did not alter the viability of MRC-5 non-tumoral lung fibroblasts until 72 h of incubation. The nitric oxide level released by HeLa cells was higher compared to MRC-5 fibroblasts after the incubation with 100 μg/mL. Both derivatives induced the decrease of catalase activity and glutathione levels in cancer cells without targeting the same effect in non-tumoral cells. Furthermore, the Western blot showed an increased protein expression of HSP70 and a decreased expression of HSP60 and MCM2 in cells incubated with D2 compared to control cells. We noticed differences regarding the intensity of cell death between the tested derivatives, suggesting that the modified structure after synthesis can modulate their function, the most prominent effect being observed for sample D2. In conclusion, the outcomes of our in vitro study revealed that these microwave-engineered curcumin derivatives targeted tumor cells, much more specifically, inducing their death. |
| first_indexed | 2024-03-07T22:18:12Z |
| format | Article |
| id | doaj.art-b9849885c27440128f2c1c84122a447c |
| institution | Directory Open Access Journal |
| issn | 1999-4923 |
| language | English |
| last_indexed | 2024-03-07T22:18:12Z |
| publishDate | 2024-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceutics |
| spelling | doaj.art-b9849885c27440128f2c1c84122a447c2024-02-23T15:31:05ZengMDPI AGPharmaceutics1999-49232024-01-0116220510.3390/pharmaceutics16020205Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin DerivativesCristina Doina Niţu0Maria Mernea1Raluca Ioana Vlasceanu2Bianca Voicu-Balasea3Madalina Andreea Badea4Florentina Monica Raduly5Valentin Rădiţoiu6Alina Rădiţoiu7Speranta Avram8Dan F. Mihailescu9Ionela C. Voinea10Miruna Silvia Stan11Department of Anatomy, Animal Physiology and Biophysics, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independenţei, 050095 Bucharest, RomaniaDepartment of Anatomy, Animal Physiology and Biophysics, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independenţei, 050095 Bucharest, RomaniaDepartment of Biochemistry and Molecular Biology, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independentei, 050095 Bucharest, RomaniaDepartment of Biochemistry and Molecular Biology, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independentei, 050095 Bucharest, RomaniaDepartment of Biochemistry and Molecular Biology, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independentei, 050095 Bucharest, RomaniaLaboratory of Functional Dyes and Related Materials, National Research and Development Institute for Chemistry and Petrochemistry—ICECHIM, 202 Splaiul Independentei, 6th District, 060021 Bucharest, RomaniaLaboratory of Functional Dyes and Related Materials, National Research and Development Institute for Chemistry and Petrochemistry—ICECHIM, 202 Splaiul Independentei, 6th District, 060021 Bucharest, RomaniaLaboratory of Functional Dyes and Related Materials, National Research and Development Institute for Chemistry and Petrochemistry—ICECHIM, 202 Splaiul Independentei, 6th District, 060021 Bucharest, RomaniaDepartment of Anatomy, Animal Physiology and Biophysics, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independenţei, 050095 Bucharest, RomaniaDepartment of Anatomy, Animal Physiology and Biophysics, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independenţei, 050095 Bucharest, RomaniaDepartment of Biochemistry and Molecular Biology, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independentei, 050095 Bucharest, RomaniaDepartment of Biochemistry and Molecular Biology, Faculty of Biology, University of Bucharest, 91–95 Splaiul Independentei, 050095 Bucharest, RomaniaCurcumin is a polyphenol of the <i>Curcuma longa</i> plant, which can be used for various medicinal purposes, such as inflammation and cancer treatment. In this context, two symmetric curcumin derivatives (D1—(1E,6E)-1,7-bis(4-acetamidophenyl)hepta-1,6-diene-3,5-dione and D2—p,p-dihydroxy di-cinnamoyl methane) were obtained by the microwave-based method and evaluated for their antitumoral effect on human cervix cancer in comparison with toxicity on non-tumoral cells, taking into account that they were predicted to act as apoptosis agonists or anti-inflammatory agents. The HeLa cell line was incubated for 24 and 72 h with a concentration of 50 μg/mL of derivatives that killed almost half of the cells compared to the control. In contrast, these compounds did not alter the viability of MRC-5 non-tumoral lung fibroblasts until 72 h of incubation. The nitric oxide level released by HeLa cells was higher compared to MRC-5 fibroblasts after the incubation with 100 μg/mL. Both derivatives induced the decrease of catalase activity and glutathione levels in cancer cells without targeting the same effect in non-tumoral cells. Furthermore, the Western blot showed an increased protein expression of HSP70 and a decreased expression of HSP60 and MCM2 in cells incubated with D2 compared to control cells. We noticed differences regarding the intensity of cell death between the tested derivatives, suggesting that the modified structure after synthesis can modulate their function, the most prominent effect being observed for sample D2. In conclusion, the outcomes of our in vitro study revealed that these microwave-engineered curcumin derivatives targeted tumor cells, much more specifically, inducing their death.https://www.mdpi.com/1999-4923/16/2/205curcumin derivativesbisdemethoxycurcumincervix canceranti-tumor effects |
| spellingShingle | Cristina Doina Niţu Maria Mernea Raluca Ioana Vlasceanu Bianca Voicu-Balasea Madalina Andreea Badea Florentina Monica Raduly Valentin Rădiţoiu Alina Rădiţoiu Speranta Avram Dan F. Mihailescu Ionela C. Voinea Miruna Silvia Stan Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin Derivatives Pharmaceutics curcumin derivatives bisdemethoxycurcumin cervix cancer anti-tumor effects |
| title | Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin Derivatives |
| title_full | Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin Derivatives |
| title_fullStr | Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin Derivatives |
| title_full_unstemmed | Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin Derivatives |
| title_short | Biomedical Promise of Sustainable Microwave-Engineered Symmetric Curcumin Derivatives |
| title_sort | biomedical promise of sustainable microwave engineered symmetric curcumin derivatives |
| topic | curcumin derivatives bisdemethoxycurcumin cervix cancer anti-tumor effects |
| url | https://www.mdpi.com/1999-4923/16/2/205 |
| work_keys_str_mv | AT cristinadoinanitu biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT mariamernea biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT ralucaioanavlasceanu biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT biancavoicubalasea biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT madalinaandreeabadea biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT florentinamonicaraduly biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT valentinraditoiu biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT alinaraditoiu biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT sperantaavram biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT danfmihailescu biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT ionelacvoinea biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives AT mirunasilviastan biomedicalpromiseofsustainablemicrowaveengineeredsymmetriccurcuminderivatives |