Synthesis of New Derivatives of Benzofuran as Potential Anticancer Agents

The results of our previous research indicated that some derivatives of benzofurans, particularly halogeno-derivatives, are selectively toxic towards human leukemia cells. Continuing our work with this group of compounds we here report new data on the synthesis as well as regarding the physico-chemi...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2019-04, Vol.24 (8), p.1529
Main Authors: Napiórkowska, Mariola, Cieślak, Marcin, Kaźmierczak-Barańska, Julia, Królewska-Golińska, Karolina, Nawrot, Barbara
Format: Article
Language:English
Subjects:
Acids
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Apoptosis
Benzofuran
benzofurans
Benzofurans - chemical synthesis
Benzofurans - chemistry
Benzofurans - pharmacology
Biological activity
Bromination
Bromine
Cancer
Caspase 3 - metabolism
Caspase 7 - metabolism
Cell Death - drug effects
Cell Line, Tumor
Cervical cancer
Cervical carcinoma
Cervix
chemical synthesis
cytotoxic properties
Cytotoxicity
DNA - metabolism
HeLa
Human Umbilical Vein Endothelial Cells
Humans
Hydrocarbons
Hydrogen
Inhibitory Concentration 50
K562
Leukemia
MOLT-4
Molting
NMR
Nuclear magnetic resonance
Selectivity
Solvents
Tumor cell lines
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Summary:The results of our previous research indicated that some derivatives of benzofurans, particularly halogeno-derivatives, are selectively toxic towards human leukemia cells. Continuing our work with this group of compounds we here report new data on the synthesis as well as regarding the physico-chemical and biological characterization of fourteen new derivatives of benzofurans, including six brominated compounds. The structures of all new compounds were established by spectroscopic methods ( H- and, C-NMR, ESI MS), and elemental analyses. Their cytotoxicity was evaluated against K562 (leukemia), MOLT-4 (leukemia), HeLa (cervix carcinoma), and normal cells (HUVEC). Five compounds ( , , , , ) showed significant cytotoxic activity against all tested cell lines and selectivity for cancer cell lines. The SAR analysis (structure-activity relationship analysis) indicated that the presence of bromine introduced to a methyl or acetyl group that was attached to the benzofuran system increased their cytotoxicity both in normal and cancer cells.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules24081529