دورية أكاديمية
Design, Synthesis and Biological Evaluation of 1H-1,2,3-Triazole-Linked-1H-Dibenzo[b,h]xanthenes as Inductors of ROS-Mediated Apoptosis in the Breast Cancer Cell Line MCF-7.
| العنوان: | Design, Synthesis and Biological Evaluation of 1H-1,2,3-Triazole-Linked-1H-Dibenzo[b,h]xanthenes as Inductors of ROS-Mediated Apoptosis in the Breast Cancer Cell Line MCF-7. |
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| المؤلفون: | Bortolot CS; Universidade Federal Fluminense, Departamento de Quimica Organica, Instituto de Quimica, Campus do Valonguinho, CEP 24020-150, Niteroi-RJ, Brazil., da S M Forezi L; Universidade Federal Fluminense, Departamento de Quimica Organica, Instituto de Quimica, Campus do Valonguinho, CEP 24020-150, Niteroi-RJ, Brazil., Marra RKF; Universidade Federal Fluminense, Departamento de Quimica Organica, Instituto de Quimica, Campus do Valonguinho, CEP 24020-150, Niteroi-RJ, Brazil., Reis MIP; Universidade Federal Fluminense, Departamento de Quimica Organica, Instituto de Quimica, Campus do Valonguinho, CEP 24020-150, Niteroi-RJ, Brazil., Sá BVFE; Universidade Federal Fluminense, Departamento de Quimica Organica, Instituto de Quimica, Campus do Valonguinho, CEP 24020-150, Niteroi-RJ, Brazil., Filho RI; Universidade Federal do Rio de Janeiro, Laboratorio de Oncobiologia Molecular (LabOMol), Departamento de Biotecnologia Farmaceutica, Faculdade de Farmacia, CEP 21941-902, Rio de Janeiro-RJ, Brazil., Ghasemishahrestani Z; Universidade Federal do Rio de Janeiro, Laboratorio de Oncobiologia Molecular (LabOMol), Departamento de Biotecnologia Farmaceutica, Faculdade de Farmacia, CEP 21941-902, Rio de Janeiro-RJ, Brazil., Sola-Penna M; Universidade Federal do Rio de Janeiro, Laboratorio de Enzimologia e Controle do Metabolismo (LabECoM) Departamento de Biotecnologia Farmaceutica, Faculdade de Farmacia, CEP 21941-902, Rio de Janeiro-RJ, Brazil., Zancan P; Universidade Federal do Rio de Janeiro, Laboratorio de Oncobiologia Molecular (LabOMol), Departamento de Biotecnologia Farmaceutica, Faculdade de Farmacia, CEP 21941-902, Rio de Janeiro-RJ, Brazil., Ferreira VF; Universidade Federal Fluminense, Departamento de Tecnologia Farmaceutica, Faculdade de Farmacia, R. Dr. Mario Vianna, 523, Santa Rosa, CEP 24241-002, Niteroi-RJ, Brazil., de C da Silva F; Universidade Federal Fluminense, Departamento de Quimica Organica, Instituto de Quimica, Campus do Valonguinho, CEP 24020-150, Niteroi-RJ, Brazil. |
| المصدر: | Medicinal chemistry (Shariqah (United Arab Emirates)) [Med Chem] 2019; Vol. 15 (2), pp. 119-129. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Bentham Science Publishers Country of Publication: Netherlands NLM ID: 101240303 Publication Model: Print Cited Medium: Internet ISSN: 1875-6638 (Electronic) Linking ISSN: 15734064 NLM ISO Abbreviation: Med Chem Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Amsterdam : Bentham Science Publishers Original Publication: Sharjah, U.A.E.; San Francisco, CA : Bentham Science Publishers |
| مواضيع طبية MeSH: | Drug Design*, Apoptosis/*drug effects , Breast Neoplasms/*pathology , Reactive Oxygen Species/*metabolism , Triazoles/*chemistry , Xanthenes/*chemical synthesis , Xanthenes/*pharmacology, Adenosine Triphosphate/metabolism ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Proliferation/drug effects ; Cell Survival/drug effects ; Chemistry Techniques, Synthetic ; Humans ; Intracellular Space/drug effects ; Intracellular Space/metabolism ; MCF-7 Cells ; Xanthenes/chemistry |
| مستخلص: | Background: Low molecular weight 1,2,3-triazoles and naphthoquinones are endowed with various types of biological activity, such as against cancer, HIV and bacteria. However, in some cases, the conjugation of these two nuclei considerably increases their biological activities. Objective: In this work, we decided to study the synthesis and screening of bis-naphthoquinones and xanthenes tethered to 1,2,3-triazoles against cancer cell lines, specifically the human breast cancer cell line MCF-7. Results: Starting from lawsone and aryl-1H-1,2,3-triazole-4-carbaldehydes (10a-h) several new 7- (1-aryl-1H-1,2,3-triazol-4-yl)-6H-dibenzo[b,h]xanthene-5,6,8,13(7H)-tetraones (12a-h) and 3,3'- ((1-aryl-1H-1,2,3-triazol-4-yl)methylene)bis(2-hydroxynaphthalene-1,4-diones) 11a-h were synthesized and evaluated for their cytotoxic activities using the human breast cancer cell line MCF-7 and the non-tumor cell line MCF10A as control. We performed test of cell viability, cell proliferation, intracellular ATP content and cell cytometry to determine reactive oxygen species (ROS) formation. Conclusions: Based on these results, we found that compound 12a promotes ROS production, interfering with energy metabolism, cell viability and proliferation, and thus promoting whole cell damage. (Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.) |
| فهرسة مساهمة: | Keywords: ATP; Cell viability; CyQuant assay; MTT assay; lawsone; naphthoquinones. |
| المشرفين على المادة: | 0 (Antineoplastic Agents) 0 (Reactive Oxygen Species) 0 (Triazoles) 0 (Xanthenes) 8L70Q75FXE (Adenosine Triphosphate) |
| تواريخ الأحداث: | Date Created: 20180525 Date Completed: 20190304 Latest Revision: 20190304 |
| رمز التحديث: | 20221213 |
| DOI: | 10.2174/1573406414666180524071409 |
| PMID: | 29792156 |
| قاعدة البيانات: | MEDLINE |
| تدمد: | 1875-6638 |
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| DOI: | 10.2174/1573406414666180524071409 |