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Molecules, volume 24, issue 9, pages 1751

4,5-Diaryl 3(2H)Furanones: Anti-Inflammatory Activity and Influence on Cancer Growth

Giassafaki Lefki P 4
Lavdas Iason 4
Vizirianakis Ioannis 4
Eleftheriou Phaedra 5
Gavalas Antonis 6
Petrou Anthi 6
Geronikaki Athina 6
4
 
Department of Pharmacology, School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece
5
 
Department of Medical Laboratory Studies, School of Health and Medical Care, Alexander Technological Educational Institute of Thessaloniki, 57400 Thessaloniki, Greece
6
 
Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece
Publication typeJournal Article
Publication date2019-05-06
Journal: Molecules
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor4.6
ISSN14203049
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract

Apart from their anti-inflammatory action, COX inhibitors have gathered the interest of many scientists due to their potential use for the treatment and prevention of cancer. It has been shown that cyclooxygenase inhibitors restrict cancer cell growth and are able to interact with known antitumor drugs, enhancing their in vitro and in vivo cytotoxicity. The permutation of hydrophilic and hydrophobic aryl groups in COX inhibitors leads to cardinal changes in the biological activity of the compounds. In the present study, thirteen heterocyclic coxib-like 4,5-diarylfuran-3(2H)-ones and their annelated derivatives—phenanthro[9,10-b]furan-3-ones—were synthesized and studied for anti-inflammatory and COX-1/2 inhibitory action and for their cytotoxic activity on the breast cancer (MCF-7) and squamous cell carcinoma (HSC-3) cell lines. The F-derivative of the –SOMe substituted furan-3(2H)-ones exhibited the best activity (COX-1 IC50 = 2.8 μM, anti-inflammatory activity (by carrageenan paw edema model) of 54% (dose 0.01 mmol/kg), and MCF-7 and HSC-3 cytotoxicity with IC50 values of 10 μM and 7.5 μM, respectively). A cytotoxic effect related to the COX-1 inhibitory action was observed and a synergistic effect with the anti-neoplastic drugs gefitinib and 5-fluorouracil was found. A phenanthrene derivative exhibited the best synergistic effect with gefitinib.

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Semenok D. V. et al. 4,5-Diaryl 3(2H)Furanones: Anti-Inflammatory Activity and Influence on Cancer Growth // Molecules. 2019. Vol. 24. No. 9. p. 1751.
GOST all authors (up to 50) Copy
Semenok D. V., Medvedev J., Giassafaki L. P., Lavdas I., Vizirianakis I., Eleftheriou P., Gavalas A., Petrou A., Geronikaki A. 4,5-Diaryl 3(2H)Furanones: Anti-Inflammatory Activity and Influence on Cancer Growth // Molecules. 2019. Vol. 24. No. 9. p. 1751.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.3390/molecules24091751
UR - https://doi.org/10.3390%2Fmolecules24091751
TI - 4,5-Diaryl 3(2H)Furanones: Anti-Inflammatory Activity and Influence on Cancer Growth
T2 - Molecules
AU - Giassafaki, Lefki P
AU - Lavdas, Iason
AU - Vizirianakis, Ioannis
AU - Eleftheriou, Phaedra
AU - Gavalas, Antonis
AU - Geronikaki, Athina
AU - Semenok, Dmitry V.
AU - Medvedev, Jury
AU - Petrou, Anthi
PY - 2019
DA - 2019/05/06 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 1751
IS - 9
VL - 24
PMID - 31064095
SN - 1420-3049
ER -
BibTex |
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BibTex Copy
@article{2019_Semenok
author = {Lefki P Giassafaki and Iason Lavdas and Ioannis Vizirianakis and Phaedra Eleftheriou and Antonis Gavalas and Athina Geronikaki and Dmitry V. Semenok and Jury Medvedev and Anthi Petrou},
title = {4,5-Diaryl 3(2H)Furanones: Anti-Inflammatory Activity and Influence on Cancer Growth},
journal = {Molecules},
year = {2019},
volume = {24},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {may},
url = {https://doi.org/10.3390%2Fmolecules24091751},
number = {9},
pages = {1751},
doi = {10.3390/molecules24091751}
}
MLA
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MLA Copy
Semenok, Dmitry V., et al. “4,5-Diaryl 3(2H)Furanones: Anti-Inflammatory Activity and Influence on Cancer Growth.” Molecules, vol. 24, no. 9, May. 2019, p. 1751. https://doi.org/10.3390%2Fmolecules24091751.
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