Hit Identification Against Candida Albicans: Design, Synthesis, Molecular Docking and Biological Evaluation of Hybrid Styryl-Quinoxaline Based Analogues.
El Newahie, A., Jaballah, M., Alaraby, M., elbadawy, M., Serya, R., Kamal, A., Abouzid, K. (2023). Hit Identification Against Candida Albicans: Design, Synthesis, Molecular Docking and Biological Evaluation of Hybrid Styryl-Quinoxaline Based Analogues.. EKB Journal Management System, 66(13), 1295-1308. doi: 10.21608/ejchem.2023.205360.7850
Aliya Mohamed shaker El Newahie; Maiy Y. Jaballah; Mohamed Alaraby; Mohamed elbadawy; Rabah Ahmed Serya; Aliaa mohamed Kamal; Khaled Abouzid. "Hit Identification Against Candida Albicans: Design, Synthesis, Molecular Docking and Biological Evaluation of Hybrid Styryl-Quinoxaline Based Analogues.". EKB Journal Management System, 66, 13, 2023, 1295-1308. doi: 10.21608/ejchem.2023.205360.7850
El Newahie, A., Jaballah, M., Alaraby, M., elbadawy, M., Serya, R., Kamal, A., Abouzid, K. (2023). 'Hit Identification Against Candida Albicans: Design, Synthesis, Molecular Docking and Biological Evaluation of Hybrid Styryl-Quinoxaline Based Analogues.', EKB Journal Management System, 66(13), pp. 1295-1308. doi: 10.21608/ejchem.2023.205360.7850
El Newahie, A., Jaballah, M., Alaraby, M., elbadawy, M., Serya, R., Kamal, A., Abouzid, K. Hit Identification Against Candida Albicans: Design, Synthesis, Molecular Docking and Biological Evaluation of Hybrid Styryl-Quinoxaline Based Analogues.. EKB Journal Management System, 2023; 66(13): 1295-1308. doi: 10.21608/ejchem.2023.205360.7850

Hit Identification Against Candida Albicans: Design, Synthesis, Molecular Docking and Biological Evaluation of Hybrid Styryl-Quinoxaline Based Analogues.

Egyptian Journal of Chemistry
Volume 66, Issue 13, December 2023, Page 1295-1308  XML PDF (1.73 MB)
Document Type: Original Article
DOI: 10.21608/ejchem.2023.205360.7850
View on SCiNiTO View on SCiNiTO
Authors
Aliya Mohamed shaker El Newahie email orcid 1; Maiy Y. Jaballahorcid 2; Mohamed Alarabyorcid 3; Mohamed elbadawyorcid 4; Rabah Ahmed Seryaorcid 5; Aliaa mohamed Kamalorcid 1; Khaled Abouzidorcid 2
1Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, October University for Modern Science and Arts (MSA), Cairo, 12611, Egypt
2Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ain Shams University, Abbassia, Cairo, 11566, Egypt
3Department of Pharmaceutical Chemistry, Faculty of Pharmacy, October University for Modern Sciences and Arts (MSA), Cairo, 12611, Egypt
4Department of Microbiology and Immunology, Faculty of Pharmacy, University of Sadat City, Sadat city, Menoufia, 32897,Egypt
5Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ain Shams University, Abbassia, Cairo, 11566, Egyp
Abstract
The occurrence of invasive fungal infections (IFIs) and the incidence of resistant fungal pathogens have increased dramatically, leading to high morbidity and mortality especially with immune-compromised patients. Owing to their multifunctional pharmacological profiles, quinoxalines attract widespread attention being a part of several biologically and technologically relevant compounds. Herein, we report the design, synthesis, structural characterization, and biological screening of a series of new quinoxaline-based scaffolds. The antimicrobial activities of the synthesized compounds were assessed against a panel of bacterial species as well as representative fungi. Interestingly, N-(3-chlorophenyl)-2-(3-(2-hydroxystyryl)quinoxalin-2-yl) hydrazinecarboxamide (3a) displayed significant antifungal activity against Candida albicans (MIC50 ≤0.25 µg/mL) compared to that of the reference drug fluconazole (MIC50 =0.125 µg/mL). Molecular docking studies showed that the potency of our compounds could be attributed to the inhibition of fungal squalene epoxidase enzyme. Additionally, all synthesized compounds were almost neither toxic to human embryonic kidney cells (CC50 >32.0 µg/mL) nor to human red blood cells (HC10 >32.0 µg/mL). The above finding results suggested that compounds 3a is a promising lead compound that merits further optimization and development as antifungal candidate.
Keywords
fungal infection; Candida albicans; quinoxaline; styryl; squalene epoxidase
Statistics
Article View: 255
PDF Download: 74