Differential Effect of 4H-Benzo[d] [1, 3]oxazines on the Proliferation of Breast Cancer Cell Lines
- Autores: Fraire-Soto I.1, Araujo-Huitrado J.2, Granados-López A.1, Segura-Quezada L.3, Ortiz-Alvarado R.4, Herrera M.1, Gutiérrez-Hernández R.5, Reyes-Hernández C.1, López-Hernández Y.6, Tapia-Juárez M.7, Negrete-Díaz J.8, Chacón-García L.9, Solorio-Alvarado C.4, López J.1
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Afiliações:
- Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
- Laboratorio de MicroRNAs y Cáncer,, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
- Departamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Campus Guanajuato, División de Ciencias Naturales y Exactas
- Departamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Campus Guanajuato
- Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas
- , Laboratorio de Metabolómica y Proteómica Universidad Autónoma de Zacatecas
- Laboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas,, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria
- Laboratory of Brain Plasticity and Integrative Neuroscience, Program of Clinical Psychology, University of Guanajuato
- Laboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria
- Edição: Volume 31, Nº 38 (2024)
- Páginas: 6306-6318
- Seção: Anti-Infectives and Infectious Diseases
- URL: https://rjraap.com/0929-8673/article/view/645103
- DOI: https://doi.org/10.2174/0109298673292365240422104456
- ID: 645103
Citar
Texto integral
Resumo
Background:A family of 4H-benzo[d][1,3]oxazines were obtained from a group of N-(2-alkynyl)aryl benzamides precursors via gold(I) catalysed chemoselective 6-exo-dig C-O cyclization.
Methods:The precursors and oxazines obtained were studied in breast cancer cell lines MCF-7, CAMA-1, HCC1954 and SKBR-3 with differential biological activity showing various degrees of inhibition with a notable effect for those that had an aryl substituted at C-2 of the molecules. 4H-benzo[d][1,3]oxazines showed an IC50 rating from 0.30 to 157.4 µM in MCF-7, 0.16 to 139 in CAMA-1, 0.09 to 93.08 in SKBR-3, and 0.51 to 157.2 in HCC1954 cells.
Results:We observed that etoposide is similar to benzoxazines while taxol effect is more potent. Four cell lines responded to benzoxazines while SKBR-3 cell line responded to precursors and benzoxazines. Compounds 16, 24, 25 and 26 have the potent effect in cell proliferation inhibition in the 4 cell lines tested and correlated with oxidant activity suggesting a possible mechanism by ROS generation.
Conclusion:These compounds represent possible drug candidates for the treatment of breast cancer. However, further trials are needed to elucidate its full effect on cellular and molecular features of cancer.
Palavras-chave
Sobre autores
Ixamail Fraire-Soto
Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
Email: info@benthamscience.net
Jorge Araujo-Huitrado
Laboratorio de MicroRNAs y Cáncer,, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
Email: info@benthamscience.net
Angelica Granados-López
Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
Email: info@benthamscience.net
Luis Segura-Quezada
Departamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Campus Guanajuato, División de Ciencias Naturales y Exactas
Email: info@benthamscience.net
Rafael Ortiz-Alvarado
Departamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Campus Guanajuato
Email: info@benthamscience.net
Mayra Herrera
Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
Email: info@benthamscience.net
Rosalinda Gutiérrez-Hernández
Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas
Email: info@benthamscience.net
Claudia Reyes-Hernández
Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
Email: info@benthamscience.net
Yamilé López-Hernández
, Laboratorio de Metabolómica y Proteómica Universidad Autónoma de Zacatecas
Email: info@benthamscience.net
Melissa Tapia-Juárez
Laboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas,, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria
Email: info@benthamscience.net
José Negrete-Díaz
Laboratory of Brain Plasticity and Integrative Neuroscience, Program of Clinical Psychology, University of Guanajuato
Email: info@benthamscience.net
Luis Chacón-García
Laboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria
Autor responsável pela correspondência
Email: info@benthamscience.net
César Solorio-Alvarado
Departamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Campus Guanajuato
Autor responsável pela correspondência
Email: info@benthamscience.net
Jesús López
Laboratorio de MicroRNAs y Cáncer, Universidad Autónoma de Zacatecas, Av. Preparatoria S/N
Autor responsável pela correspondência
Email: info@benthamscience.net
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