Synthesis of Hybrid Fluoroquinolone-Boron Complexes and Their Evaluation in Cervical Cancer Cell Lines

Quinolones are a family of antimicrobial agents that have been used in antibacterial and anticancer chemotherapy. Fluoroquinolone targets DNA gyrase and topoisomerase IV enzymes affecting several cellular processes, like cell death and proliferation; the best way to act is in the form of carboxylic...

Full description

Saved in:
Bibliographic Details
Published in:Journal of chemistry 2019, Vol.2019 (2019), p.1-6
Main Authors: Chacón-García, Luis, Lopez, Jesús Adrián, Granados-López, Angelica Judith, Araujo-Huitrado, Jorge Gustavo, Sánchez-Miranda, Griselda, Hernández-López, Hiram, Leyva-Ramos, Socorro
Format: Article
Language:English
Subjects:
Antiinfectives and antibacterials
Bioavailability
Biotechnology
Boron
Boron compounds
Cancer
Cancer therapies
Cell death
Cell growth
Cervical cancer
Chemotherapy
Coordination compounds
Deoxyribonucleic acid
DNA
Drugs
Hydantoin
Pharmaceutical sciences
R&D
Research & development
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Quinolones are a family of antimicrobial agents that have been used in antibacterial and anticancer chemotherapy. Fluoroquinolone targets DNA gyrase and topoisomerase IV enzymes affecting several cellular processes, like cell death and proliferation; the best way to act is in the form of carboxylic acid or, recently, as quinolone-metal complex. In this work, the use of boron is shown as an alternative of metal to form a complex by incorporating to fluoroquinolone as an electron withdrawing substituent to activate the C-7 position chemoselectively for the production of new fluoroquinolone hybrids and test their effects on cell proliferation. Fluoroquinolone-boron complexes were synthesized according to the Gould–Jacobs cyclization method, and five hybrid fluoroquinolone-boron compounds were obtained by SNAr reaction, yielding 31 to 46%, at 80°C, and in 10 to 25 hours of reaction. The effect of the five fluoroquinolone-boron hybrids was evaluated in cervical cancer cell lines by cell proliferation assay. 7-hydantoin-fluoroquinolone-boron and 7-dihydropyridine-fluoroquinolone-boron complexes showed the strongest effect according to dose-response assay, respectively. The fluoroquinolone-boron hybrid complex showed proliferation inhibition in SiHa and CasKi cells, opening the possibility to use them as potential agents for the treatment of cancer.
ISSN:2090-9063
2090-9071
DOI:10.1155/2019/5608652