Isfahan University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share this content! On (X network) By
Synthesis and Biological Evaluation of Bidentate 3-Hydroxypyridin-4-Ones Iron Chelating Agents



Saghaie L1 ; Sadeghialiabadi H1 ; Kafiri M1
Authors
Show Affiliations
Authors Affiliations
  1. 1. Department of Pharmaceutical Chemistry, Isfahan Pharmaceutical Research Centre, Isfahan University of Medical Sciences, Isfahan, Iran

Source: Research in Pharmaceutical Sciences Published:2011

Abstract

A series of 3-hydroxypyridin-4-one derivatives (HPOs) were synthesized and their partition coefficient values (Kpart) were determined. The cytotoxic effects of these iron chelators against Hela cancer cells were also evaluated. The IC50 of HPOs was determined using MTT assay. Among these ligands, compound 4e (Kpart=5.02) with an IC50 of 30 μM and 4f (Kpart=0.1) with an IC50 of 700 μM showed the lowest and highest IC50s, respectively. In conclusion, the introduction of a more hydrophobic functional group (such as butyl in compound 4e) on the nitrogen of pyridinone ring resulted in higher cytotoxic activity of ligands.
Related Docs
View other Related Docs
1. Hydroxypyridinone Derivatives: Synthesis and Cytotoxic Evaluation, Journal of Reports in Pharmaceutical Sciences (2013)
2. Synthesis, Analysis and Cytotoxic Evaluation of Some Hydroxypyridinone Derivatives on Hela and K562 Cell Lines, Research in Pharmaceutical Sciences (2013)
3. Investigation of Intestinal Absorption of Pyridinones in Rat, Iranian Journal of Pharmaceutical Research (2004)
4. Computer-Aided Design of Novel Antibacterial 3-Hydroxypyridine-4-Ones: Application of Qsar Methods Based on the Molmap Approach, Journal of Computer-Aided Molecular Design (2012)
5. Evaluation of the Cytotoxic Effect of Hydroxypyridinone Derivatives on Hct116 and Sw480 Colon Cancer Cell Lines, Pharmaceutical Chemistry Journal (2019)
6. Synthesis of Polymers Containing 3-Hydroxypyridin-4-One Bidentate Ligands for Treatment of Iron Overload, Research in Pharmaceutical Sciences (2015)
7. Synthesis and Evaluation of Antioxidant Activity of Some Novel Hydroxypyridinone Derivatives: A Dft Approach for Explanation of Their Radical Scavenging Activity, Research in Pharmaceutical Sciences (2020)
8. Modeling of Stability and Properties of Anionic and Cationic Tautomers of the 3-Hydroxypyridin-4-One System, Computational and Theoretical Chemistry (2016)
Experts (# of related papers)
View all Related Experts
Lotfollah Saghaie Dehkordi (19)
Afshin Fassihi (12)
Other Related Docs
9. Cardioprotection Potential of Some Hydroxypyridine Iron Chelators Against H2o2-Induced H9c2 Cell Injury, Turkiye Klinikleri Cardiovascular Sciences (2017)
10. Synthesis and Cytotoxic Evaluation of Some Novel Sulfonamide Derivatives Against a Few Human Cancer Cells, Iranian Journal of Pharmaceutical Research (2011)
11. Apoptosis-Inducing Effect of Spiroaminopyrimidine Analogue in Nb4 Leukemia Cells Via Down-Regulation of Birc5 Expression, Experimental Oncology (2019)
12. Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel 4-[4-Arylpyridin-1(4H)-Yl]Benzoic Acid Derivatives As Anti-Hiv-1 Agents, Chemistry and Biodiversity (2017)
13. New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction, Medicinal Chemistry (2024)
14. Basic 3-Hydroxypyridin-4-Ones: Potential Antimalarial Agents, European Journal of Medicinal Chemistry (2008)
15. Synthesis, Antimicrobial Evaluation, Molecular Docking, and Adme Studies of Some Novel 3-Hydroxypyridine-4-One Derivatives, ChemistrySelect (2023)
16. Synthesis, Anti-Hiv-1 and Antiproliferative Evaluation of Novel 4-Nitroimidazole Derivatives Combined With 5-Hydroxy-4-Pyridinone Moiety, Journal of Molecular Structure (2020)
17. Synthesis and Evaluation of the Complex-Forming Ability of Hydroxypyranones and Hydroxypyridinones With Ni (Ii) As Possible Inhibitors for Urease Enzyme in Helicobacter Pylori, Research in Pharmaceutical Sciences (2016)
18. The Oretical Study on the Molecular Tautomerism of the 3-Hydroxy-Pyridin-4- One System, Molecular Physics (2013)
19. Synthesis and Antioxidant Evaluation of Some Novel Orthohydroxypyridine- 4-One Iron Chelators, Research in Pharmaceutical Sciences (2012)
20. Monastrol Derivatives: In Silico and in Vitro Cytotoxicity Assessments, Research in Pharmaceutical Sciences (2020)
21. Synthesis and Cytotoxic Evaluation of Some Novel 3-[2-(2-Phenyl-Thiazol-4-Yl)-Ethyl] -3H-Pyrido [2,3-D]Pyrimidin-4-One Derivatives, Research in Pharmaceutical Sciences (2021)
22. Design, Synthesis, in Silico Studies, and Antiproliferative Evaluations of Novel Indolin-2-One Derivatives Containing 3-Hydroxy-4-Pyridinone Fragment, Bioorganic and Medicinal Chemistry Letters (2022)
23. Synthesis, Biological Evaluation and Molecular Docking Study of Dihydropyrimidine Derivatives As Potential Anticancer Agents, Journal of Heterocyclic Chemistry (2020)
24. Preparation of Some Novel Imidazopyridine Derivatives of Indole As Anticancer Agents: One-Pot Multicomponent Synthesis, Biological Evaluation and Docking Studies, Research on Chemical Intermediates (2019)
25. A Study on the Analgesic Effects of Four New Derivatives of 3-Hydroxy Pyridine-4-One, Research in Pharmaceutical Sciences (2012)
26. Investigation of Biological Effects of New Tetrazole Compounds on Cancer Cell Lines (Hela, Mcf-7) and Common Microorganisms (Staphylococcus Aureus, Escherichia Coli, Candida Albicans), Journal of Isfahan Medical School (2023)
27. A New Spectrophotometric Method for Direct Determination of Iron (Iii) in Serum, Daru (2008)
28. Iron Chelation Afforded Cardioprotection Against H2o 2-Induced H9c2 Cell Injury: Application of Novel 3-Hydroxy Pyridine-4-One Derivatives, International Journal of Cardiology (2012)