Repositorio UFRO · Omeka S

Cytotoxic Effects on Breast Cancer Cell Lines of Chalcones Derived from a Natural Precursor and Their Molecular Docking Analysis

Primer Autor	Parra, Claudio
Co-autores	Bustos, Luis Echiburu-Chau, Carlos Castro-Alvarez, Alejandro Bradshaw, Ben Simirgiotis, Mario J. Mellado, Marco Cuellar, Mauricio
Título	Cytotoxic Effects on Breast Cancer Cell Lines of Chalcones Derived from a Natural Precursor and Their Molecular Docking Analysis
Editorial	MDPI
Revista	MOLECULES
Lenguaje	en
Resumen	This study aimed to determine the in vitro cytotoxicity and understand possible cytotoxic mechanisms via an in silico study of eleven chalcones synthesized from two acetophenones. Five were synthesized from a prenylacetophenone isolated from a plant that grows in the Andean region of the Atacama Desert. The cytotoxic activity of all the synthesized chalcones was tested against breast cancer cell lines using an MTT cell proliferation assay. The results suggest that the prenyl group in the A-ring of the methoxy and hydroxyl substituents of the B-ring appear to be crucial for the cytotoxicity of these compounds. The chalcones 12 and 13 showed significant inhibitory effects against growth in MCF-7 cells (IC50 4.19 +/- 1.04 mu M and IC50 3.30 +/- 0.92 mu M), ZR-75-1 cells (IC50 9.40 +/- 1.74 mu M and IC50 8.75 +/- 2.01 mu M), and MDA-MB-231 cells (IC50 6.12 +/- 0.84 mu M and IC50 18.10 +/- 1.65 mu M). Moreover, these chalcones showed differential activity between MCF-10F (IC50 95.76 +/- 1.52 mu M and IC50 95.11 +/- 1.97 mu M, respectively) and the tumor lines. The in vitro results agree with molecular coupling results, whose affinity energies and binding mode agree with the most active compounds. Thus, compounds 12 and 13 can be considered for further studies and are candidates for developing new antitumor agents. In conclusion, these observations give rise to a new hypothesis for designing chalcones with potential cytotoxicity with high potential for the pharmaceutical industry.
Tipo de Recurso	artículo original
Description	This research was funded by ANID, grant number R15F10011. C.P. acknowledges Fondecyt 11190698. M.J.S. acknowledges Fondecyt 1220075. M.C. acknowledges Programa Formacion de Capital Humano Avanzado 21130456. M.M. acknowledges Postdoctoral Fondecyt 3180408. Esta investigación fue financiada por ANID, subvención número R15F10011. CP reconoce Fondecyt 11190698. M.J.S. reconoce Fondecyt 1220075. M.C. reconoce Programa Formación de Capital Humano Avanzado 21130456. M.M. reconoce Postdoctorado Fondecyt 3180408.
doi	10.3390/molecules27144387
Formato Recurso	PDF
Palabras Claves	antioxidant bioactive compounds breast cancer cytotoxic molecular docking Senecio nutans synthesis ANTIPROLIFERATIVE ACTIVITY STRUCTURAL REQUIREMENTS DIHYDROFOLATE-REDUCTASE PRENYLATED CHALCONES DERIVATIVES DESIGN FLAVONOIDS INHIBITORS GLIDE
Ubicación del archivo	http://dx.doi.org/10.3390/molecules27144387
Categoría OCDE	Bioquímica y Biología Molecular Química Multidisciplinar
Materias	antioxidante compuestos bioactivos cáncer de mama citotóxico acoplamiento molecular Senecio nutans síntesis ACTIVIDAD ANTIPROLIFERATIVA REQUISITOS ESTRUCTURALES DIHIDROFOLATO-REDUCTASA CHALCONES PRENILADOS DERIVADOS DISEÑO FLAVONOIDES INHIBIDORES GLIDE
Disciplinas de la OCDE	Farmacología y Farmacia Química Orgánica Oncología
Título de la cita (Recomendado-único)	Cytotoxic Effects on Breast Cancer Cell Lines of Chalcones Derived from a Natural Precursor and Their Molecular Docking Analysis
Identificador del recurso (Mandatado-único)	artículo original
Versión del recurso (Recomendado-único)	version publicada
License	CC BY 4.0
Condición de la licencia (Recomendado-repetible)	CC BY 4.0
Derechos de acceso	acceso abierto
Access Rights	acceso abierto
Referencia del Financiador (Mandatado si es aplicable-repetible)	ANID-FONDECYT 11190698 ANID-FONDECYT 1220075 ANID-FONDECYT 3180408 ANID-FONDECYT R15F10011] ANID 21130456 ANID FONDECYT 11190698 ANID FONDECYT 1220075 ANID FONDECYT 3180408 ANID FONDECYT R15F10011]
Id de Web of Science	WOS:000832154000001