Isfahan University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share this content! On (X network) By
Synthetic Approaches and Structural Diversity of Triazolylbutanols Derived From Voriconazole in the Antifungal Drug Development Publisher Pubmed



Ghobadi E1 ; Saednia S2 ; Emami S1
Authors
Show Affiliations
Authors Affiliations
  1. 1. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran
  2. 2. Farabi Hospital, Isfahan University of Medical Sciences, Isfahan, Iran

Source: European Journal of Medicinal Chemistry Published:2022


Abstract

Voriconazole (VCZ) was the first approved triazole antifungal drug with 1-(1H-1,2,4-triazol-1-yl)butan-2-ol substructure. This drug showed a broad spectrum of activity, especially against yeasts and molds, and opened a new avenue toward the novel class of systemic antifungal agents. Modification of 2-fluoropyrimidine in the side chain of VCZ resulted in a newer generation of triazolylbutanols including efinaconazole, albaconazole, ravuconazole, and isavuconazole with the favorable antifungal spectrum, enhanced pharmacokinetic properties, and tolerable toxicity profiles. Due to the importance of triazolylbutanols in the discovery and development of new antifungal agents, in this review we have focused on the synthetic approaches and structural diversity of triazolylbutanols derived from voriconazole. This comprehensive review provides highlighting scope for medicinal chemists for the design, synthesis and development of novel potential antifungal drugs having better activity, pharmacokinetic property and toxicity profile. © 2022 Elsevier Masson SAS
Related Docs
View other Related Docs
1. Synthesis and Antifungal Activity Evaluation of a Fluconazole Analog Derived From Dithiocarbamate, Journal of Mazandaran University of Medical Sciences (2024)
2. Design, Synthesis and Biological Activity of Hybrid Antifungals Derived From Fluconazole and Mebendazole, European Journal of Medicinal Chemistry (2023)
3. In Vitro Activities of Luliconazole, Lanoconazole, and Efinaconazole Compared With Those of Five Antifungal Drugs Against Melanized Fungi and Relatives, Antimicrobial Agents and Chemotherapy (2017)
4. In-Vivo Efficiency of the Novel Azole Compounds (Attaf-1 and Attaf-2) Against Systemic Candidiasis in a Murine Model, Journal of Medical Mycology (2023)
5. 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)
6. Synthesis and Cytotoxic Evaluation of Some Derivatives of Triazole-Quinazolinone Hybrids, Research in Pharmaceutical Sciences (2019)
7. Antifungal Activity of a Novel Triazole, Efinaconazole and Nine Comparators Against 354 Molecularly Identified Aspergillus Isolates, Mycopathologia (2020)
8. Synthesis and Cytotoxic Evaluation of Novel Quinozalinone Derivatives With Substituted Benzimidazole in Position 3, Research in Pharmaceutical Sciences (2019)
Experts (# of related papers)
View all Related Experts
Farshid Hassanzadeh (12)
Ghadamali Khodarahmi (8)
Other Related Docs
9. In Vitro Antifungal Susceptibility Profile of Iranian Fusarium Isolates: Emphasising on the Potent Inhibitory Effect of Efinaconazole Compared to Other Drugs, Mycoses (2023)
10. Evaluation and Comparison of Antifungal Effect of Voriconazole With Nystatin on Candida Species Derived From Neoplastic Patients Undergoing Maxillofacial Radiotherapy, Dental Research Journal (2023)
11. In Vitro Antifungal Susceptibility Profile of Miltefosine Against a Collection of Azole and Echinocandins Resistant Fusarium Strains, Journal of Fungi (2022)
12. Antifungal Activity of Anethum Graveolens Extract and Atrovastatin Against Candida Species Compared to Fluconazole, Journal of Isfahan Medical School (2015)
13. Antibacterial, Antifungal and Cytotoxic Evaluation of Some New Quinazolinone Derivatives, Research in Pharmaceutical Sciences (2012)
14. Synthesis and Antimicrobial Evaluation of Some 2,5 Disubstituted 1,3,4-Oxadiazole Derivatives, Research in Pharmaceutical Sciences (2017)
15. In Vitro Activities of Six Antifungal Drugs Against Candida Glabrata Isolates: An Emerging Pathogen, Jundishapur Journal of Microbiology (2016)
16. Quinazolinone and Quinazoline Derivatives: Recent Structures With Potent Antimicrobial and Cytotoxic Activities, Research in Pharmaceutical Sciences (2016)
17. Synthesis of Novel Conjugated Benzofuran-Triazine Derivatives: Antimicrobial and In-Silico Molecular Docking Studies, Heliyon (2023)
18. Antibacterial, Antifungal and Cytotoxic Evaluation of Some New 2,3-Disubstituted 4(3H)-Quinazolinone Derivatives, Research in Pharmaceutical Sciences (2012)
19. Synthesis and Cytotoxic Evaluation of Some New 3-(2-(2-Phenylthiazol-4-Yl) Ethyl)-Quinazolin-4(3H) One Derivatives With Potential Anticancer Effects, Research in Pharmaceutical Sciences (2017)
20. Amino Acid Substitutions in Erg11p of Azole-Resistant Candida Glabrata: Possible Effective Substitutions and Homology Modelling, Journal of Global Antimicrobial Resistance (2016)
21. Docking Study, Synthesis and Antimicrobial Evaluation of Some Novel 4-Anilinoquinazoline Derivatives, Research in Pharmaceutical Sciences (2017)
22. Biologically Active Heterocyclic Hybrids Based on Quinazolinone, Benzofuran and Imidazolium Moieties: Synthesis, Characterization, Cytotoxic and Antibacterial Evaluation, Chemistry and Biodiversity (2017)
23. Synthesis and Cytotoxic Activity Evaluation of Some New 1, 3, 4-Oxadiazole, 1, 3, 4-Thiadiazole and 1, 2, 4- Triazole Derivatives Attached to Phthalimide, Research in Pharmaceutical Sciences (2021)
24. Caspofungin-Non-Susceptible Candida Orthopsilosis Isolated From Onychomycosis in Iran, Iranian Journal of Public Health (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. Quinazolinone-Based Hybrids With Diverse Biological Activities: A Mini-Review, Journal of Research in Medical Sciences (2022)
27. Synthesis, Antimicrobial Evaluation and Qsar Study of Some 3-Hydroxypyridine-4-One and 3-Hydroxypyran-4-One Derivatives, European Journal of Medicinal Chemistry (2009)
28. Synthesis, Antimicrobial Evaluation and Docking Studies of Some Novel Quinazolinone Schiff Base Derivatives, Research in Pharmaceutical Sciences (2018)
29. Invasive Fungal Infections in Hematologic Malignancies: Incidence, Management, and Antifungal Therapy, Journal of Research in Medical Sciences (2023)
30. 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)
31. Synthesis, Spectroscopic Characterization, Antimicrobial Evaluation and Molecular Docking Study of Novel Triazine-Quinazolinone Based Hybrids, Journal of Molecular Structure (2018)
32. Synthesis and Cytotoxicity Evaluation of Some New 6-Nitro Derivatives of Thiazole-Containing 4-(3H)-Quinazolinone, Research in Pharmaceutical Sciences (2016)
33. 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)
34. In Vitro Activity of Juglone (5-Hydroxy-1,4-Naphthoquinone) Against Both Fluconazole-Resistant and Susceptible Candida Isolates; [Actividad in Vitro De Juglona (5-Hidroxi-1,4-Naftoquinona) Contra Aislamientos De Candida Resistentes Y Sensibles a Fluconazol], Revista Iberoamericana de Micologia (2022)
35. Molecular Identification and Antifungal Susceptibility Profiles of Candida Dubliniensis and Candida Africana Isolated From Vulvovaginal Candidiasis: A Single-Centre Experience in Iran, Mycoses (2021)