New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):

Share this content! On (X network) By

New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction Publisher Pubmed

Sadeghian S¹ ; Zare F^{1, 2} ; Saghaie L³ ; Fassihi A³ ; Zare P^{4, 5} ; Sabet R¹

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran
2. Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Isfahan University of Medical Sciences, Isfahan, Iran
4. Students Research Committee, Kermanshah University of Medical Sciences, Kermanshah, Iran
5. Clinical Research Development Center, Imam Reza Hospital, Kermanshah University of Medical Sciences, Kermanshah, Iran

Source: Medicinal Chemistry Published:2024

Abstract

Introduction: Drug resistance to existing antimicrobial drugs has become a serious threat to human health, which highlights the need to develop new antimicrobial agents. Methods: In this study, a new set of 3-hydroxypyridine-4-one derivatives (6a-j) was synthesized, and the antimicrobial effects of these derivatives were evaluated against a variety of microorganisms using the microdilution method. The antimicrobial evaluation indicated that compound 6c, with an electron-donating group -OCH3 at the meta position of the phenyl ring, was the most active compound against S. aureus and E. coli species with an MIC value of 32 μg/mL. Compound 6c was more potent than ampicillin as a reference drug. Results: The in vitro antifungal results showed that the studied derivatives had moderate effects (MIC = 128-512 μg/mL) against C. albicans and A. niger species. The molecular modeling studies revealed the possible mechanism and suitable interactions of these derivatives with the target protein. Conclusion: The obtained biological results offer valuable insights into the design of more effective antimicrobial agents. © 2024 Bentham Science Publishers. All Rights Reserved.

Related Docs

View other Related Docs

1. Synthesis, Antimicrobial Evaluation, Molecular Docking, and Adme Studies of Some Novel 3-Hydroxypyridine-4-One Derivatives, ChemistrySelect (2023)

2. Synthesis, Biological Evaluation, Molecular Docking, Md Simulation and Dft Analysis of New 3-Hydroxypyridine-4-One Derivatives As Anti-Tyrosinase and Antioxidant Agents, Heliyon (2024)

3. 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)

4. Synthesis of Novel Conjugated Benzofuran-Triazine Derivatives: Antimicrobial and In-Silico Molecular Docking Studies, Heliyon (2023)

5. Synthesis, Antimicrobial Evaluation and Qsar Study of Some 3-Hydroxypyridine-4-One and 3-Hydroxypyran-4-One Derivatives, European Journal of Medicinal Chemistry (2009)

6. Novel N-Α-Amino Acid Spacer-Conjugated Phthalimide–Triazine Derivatives: Synthesis, Antimicrobial and Molecular Docking Studies, Amino Acids (2023)

7. Synthesis and Biological Evaluation of Bidentate 3-Hydroxypyridin-4-Ones Iron Chelating Agents, Research in Pharmaceutical Sciences (2011)

8. Synthesis and Antibacterial Activity of N-[2-[5-(Methylthio)Thiophen-2-Yl]-2-Oxoethyl] and N-[2-[5-(Methylthio)Thiophen-2-Yl]-2-(Oxyimino)Ethyl]Piperazinylquinolone Derivatives, Bioorganic and Medicinal Chemistry (2006)

Experts (# of related papers)

View all Related Experts

Lotfollah Saghaie Dehkordi (13)

Afshin Fassihi (10)

Other Related Docs

9. Application of Antimicrobial Peptides in the Design and Production of Anticancer Agents, International Journal of Peptide Research and Therapeutics (2023)

10. Synthesis, and Molecular Docking Studies of Novel 1,2,3-Triazoles-Linked Pyrazole Carboxamides As Significant Anti-Microbial and Anti-Cancer Agents, Results in Chemistry (2024)

11. Antibacterial, Antifungal and Cytotoxic Evaluation of Some New Quinazolinone Derivatives, Research in Pharmaceutical Sciences (2012)

12. Antibacterial, Antifungal and Cytotoxic Evaluation of Some New 2,3-Disubstituted 4(3H)-Quinazolinone Derivatives, Research in Pharmaceutical Sciences (2012)

13. Hydroxypyridinone Derivatives: Synthesis and Cytotoxic Evaluation, Journal of Reports in Pharmaceutical Sciences (2013)

14. Synthesis of Some Novel Coumarin Isoxazol Sulfonamide Hybrid Compounds, 3D-Qsar Studies, and Antibacterial Evaluation, Scientific Reports (2021)

15. Synthesis and Cytotoxic Evaluation of Two Novel Anthraquinone Derivatives, Farmaco (2004)

16. Synthesis, Molecular Docking Studies, and Absorption, Distribution, Metabolism, and Excretion Prediction of Novel Sulfonamide Derivatives As Antibacterial Agents, Journal of the Chinese Chemical Society (2019)

17. Docking Study, Synthesis and Antimicrobial Evaluation of Some Novel 4-Anilinoquinazoline Derivatives, Research in Pharmaceutical Sciences (2017)

18. Biologically Active Heterocyclic Hybrids Based on Quinazolinone, Benzofuran and Imidazolium Moieties: Synthesis, Characterization, Cytotoxic and Antibacterial Evaluation, Chemistry and Biodiversity (2017)

19. 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)

20. Synthesis, Biological Evaluation and Molecular Docking Study of Dihydropyrimidine Derivatives As Potential Anticancer Agents, Journal of Heterocyclic Chemistry (2020)

21. Synthesis and Antitubercular Activity of Novel 4-Substituted Imidazolyl-2,6-Dimethyl-N3,N5-Bisaryl-1,4-Dihydropyridine-3,5-Dicarboxamides, European Journal of Medicinal Chemistry (2009)

22. The Anticancer and Antibacterial Potential of Bioactive Secondary Metabolites Derived From Bacterial Endophytes in Association With Artemisia Absinthium, Scientific Reports (2023)

23. Solvent-Free Synthesis, Adme Prediction, and Evaluation of Antibacterial Activity of Novel Sulfonamide Derivatives, Russian Journal of Organic Chemistry (2019)

24. Biological Evaluation, Docking and Molecular Dynamic Simulation of Some Novel Diaryl Urea Derivatives Bearing Quinoxalindione Moiety, Research in Pharmaceutical Sciences (2017)

25. Synthesis, Qsar Modeling, and Molecular Docking Studies of 1,2,3-Triazole-Pyrazole Hybrids As Significant Anti-Cancer and Anti-Microbial Agents, Journal of Molecular Structure (2025)

26. In-Silico Investigation of Antibacterial Herbal Compounds in Order to Find New Antibiotic Against Staphylococcus Aureus and Its Resistant Subtypes, Informatics in Medicine Unlocked (2022)

27. Qsar Study of Antimicrobial 3-Hydroxypyridine-4-One and 3-Hydroxypyran-4-One Derivatives Using Different Chemometric Tools, International Journal of Molecular Sciences (2008)

28. Application of the Barton Photochemical Reaction in the Synthesis of 1-Dethia-3-Aza-1-Carba-2-Oxacephem: A Novel Agent Against Resistant Pathogenic Microorganisms, Organic and Biomolecular Chemistry (2003)

29. Theoretical Evaluation of Oleocanthal Reactive Centers, Current Drug Metabolism (2023)

30. 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)

31. Synthesis, Antimicrobial Evaluation and Docking Studies of Some Novel Quinazolinone Schiff Base Derivatives, Research in Pharmaceutical Sciences (2018)

32. Antimicrobial Evaluation of Some Novel Derivatives of 3,4- Dihydropyrimidine-2(1H)-One, Research in Pharmaceutical Sciences (2012)

33. A Comparative Dft Study on the Antioxidant Activity of Some Novel 3-Hydroxypyridine-4-One Derivatives, Chemistry and Biodiversity (2022)

34. 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)

35. Convenient Synthesis of Novel Chalcone and Pyrazoline Sulfonamide Derivatives As Potential Antibacterial Agents, Russian Journal of Bioorganic Chemistry (2020)

36. Synthesis, Characterization, Molecular Docking Studies and Biological Evaluation of Some Novel Hybrids Based on Quinazolinone, Benzofuran and Imidazolium Moieties As Potential Cytotoxic and Antimicrobial Agents, Iranian Journal of Basic Medical Sciences (2017)

37. Carbapenem-Based Prodrugs. Design, Synthesis, and Biological Evaluation of Carbapenems, European Journal of Medicinal Chemistry (2005)

38. Synthesis and Antimicrobial Activity of Novel Derivatives of Biginelli Pyrimidines, Medicinal Chemistry Research (2012)

39. Design, Synthesis, and Antibacterial Activity of Novel Carbacephems, Letters in Drug Design and Discovery (2006)

40. Targeting and Ultrabroad Insight Into Molecular Basis of Resistance-Nodulation-Cell Division Efflux Pumps, Scientific Reports (2022)

Style	Citing Format
MLA	Sadeghian S, et al.. "New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction." Medicinal Chemistry, vol. 20, no. 9, 2024, pp. 900-911.
APA	Sadeghian S, Zare F, Saghaie L, Fassihi A, Zare P, Sabet R (2024). New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction. Medicinal Chemistry, 20(9), 900-911.
Chicago	Sadeghian S, Zare F, Saghaie L, Fassihi A, Zare P, Sabet R. "New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction." Medicinal Chemistry 20, no. 9 (2024): 900-911.
Harvard	Sadeghian S et al. (2024) 'New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction', Medicinal Chemistry, 20(9), pp. 900-911.
Vancouver	Sadeghian S, Zare F, Saghaie L, Fassihi A, Zare P, Sabet R. New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction. Medicinal Chemistry. 2024;20(9):900-911.
BibTex	@article{ author = {Sadeghian S and Zare F and Saghaie L and Fassihi A and Zare P and Sabet R}, title = {New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction}, journal = {Medicinal Chemistry}, volume = {20}, number = {9}, pages = {900-911}, year = {2024} }
RIS	TY - JOUR AU - Sadeghian S AU - Zare F AU - Saghaie L AU - Fassihi A AU - Zare P AU - Sabet R TI - New 3-Hydroxypyridine-4-One Analogues: Their Synthesis, Antimicrobial Evaluation, Molecular Docking, and in Silico Adme Prediction JO - Medicinal Chemistry VL - 20 IS - 9 SP - 900 EP - 911 PY - 2024 ER -

Science Communicator Platform

Authors

Authors Affiliations

Abstract