رسالة جامعية
New ferrocene chemotherapeutic drugs and early detection of breast cancer using a nanostructured gold biosensor
| العنوان: | New ferrocene chemotherapeutic drugs and early detection of breast cancer using a nanostructured gold biosensor |
|---|---|
| المؤلفون: | Pérez-Mercado, Wanda I. |
| المساهمون: | Meléndez, Enrique, College of Arts and Sciences - Sciences, Cádiz, Mayra E., Torres, Jessica, Department of Chemistry, Calcagno, Bárbara |
| سنة النشر: | 2015 |
| المجموعة: | Digital Institutional Repository @UPR (University of Puerto Rico - DiRe.UPR) |
| مصطلحات موضوعية: | Ferrocene chemotherapeutic drugs, Early detection of breast cancer, Nanostructured gold biosensor, Ferrocene, Biosensors, Electrodes, Breast -- Cancer - Chemotherapy, Breast -- Cancer -- Research, Chemotherapy -- Research |
| الوصف: | Three new ferrocene complexes were synthesized with 4-(1H-pyrrol-1-yl)phenol group appended to the cyclopentadienyl (Cp) rings. These are: 1,1’-4-(1H-pyrrol-1- yl)phenyl ferrocenedicarboxylate, (‘Fc-(CO2-Ph-4-Py)2’), 1,4-(1H-pyrrol-1-yl)phenyl, 1’- carboxyl ferrocenecarboxylate (‘Fc-(CO2-Ph-4-Py)CO2H’) and 4-(1H-pyrrol-1-yl)phenyl ferroceneacetylate (‘Fc-CH2CO2-Ph-4-Py’). The new species were full characterized by spectroscopic methods (FT-IR, 1HNMR, 13CNMR, and MS), and by electrochemistry. Additionally, the X-ray single crystal structure of Fc-(CO2-Ph-4-Py)2 was resolved. The Fc- (CO2-Ph-4-Py)2 crystallizes in the orthorhombic space group Pbca with the Fe2+ cation positioned on an inversion center and the Cp rings adopted an anti conformation. Cyclic voltammetry experiments showed that Fc-CH2CO2-Ph-4-Py has a redox potential very similar to the Fc/Fc+ redox couple whereas Fc-(CO2-Ph-4-Py)2 and Fc-(CO2-Ph-4- Py)CO2H have redox potentials of over 400 mV higher than Fc/Fc+ redox couple. The in vitro studies of Fc-(CO2-Ph-4-Py)2 and Fc-(CO2-Ph-4-Py)CO2H revealed that the latter two compounds have moderate antiproliferative activity on MCF-7 breast cancer cell line with a IC50 values of 45.5(6) and 57(7) µM respectively. In contrast with Fc-CH2CO2-Ph-4-Py which displayed low anti-proliferative activity with an IC50 value of 103(6) µM. The genotoxic effects of the new synthesized ferrocenes were addressed with cytokinesis-block micronucleus assay (CBMN) and reactive oxygen species (ROS) induction assay. The Fc- (CO2-Ph-4-Py)2 showed with the higher genotoxic effects on the MCF-7 followed by Fc- (CO2-Ph-4-Py)CO2H, and Fc-CH2CO2-Ph-4-Py with the lower effects. There is a correlation between the IC50 values of the ferrocenes and the amount of micronucleus formation activity on binucleated cells and the reactive oxygen species (ROS) production on MCF-7 cell line. However, no correlation was found between the redox activity and the genotoxic effects. A nanostructured gold dsDNA biosensor for early detection of breast ... |
| نوع الوثيقة: | doctoral or postdoctoral thesis |
| وصف الملف: | application/pdf |
| اللغة: | English |
| العلاقة: | https://hdl.handle.net/20.500.11801/231Test |
| الإتاحة: | https://doi.org/20.500.11801/231Test https://hdl.handle.net/20.500.11801/231Test |
| حقوق: | (c) 2015 Wanda Ibelitz Pérez Mercado ; All rights reserved |
| رقم الانضمام: | edsbas.7980CBD3 |
| قاعدة البيانات: | BASE |
| الوصف غير متاح. |