Design and Bioactivity Evaluation of Chloro-Substituted Hydrazones †
Department of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 1000 Sofia, Bulgaria
†
Presented at the 3rd International Electronic Conference on Biomolecules, 23–25 April 2024; Available online: https://sciforum.net/event/IECBM2024.
Proceedings 2024, 103(1), 45; https://doi.org/10.3390/proceedings2024103045
Published: 12 April 2024
(This article belongs to the Proceedings of The 3rd International Electronic Conference on Biomolecules)
Aroylhydrazones, created by combining aromatic aldehydes and hydrazides, have numerous biological effects such as analgesic, anti-inflammatory, anticancer, antimicrobial, and antibacterial. The current study reports how the presence of a chlorine atom in hydrazone molecules affects their lipophilicity and molecular characteristics.
Methods: A series of novel chloro-substituted salicylaldehyde benzoylhydrazone derivatives was created by inserting the Cl atom in the aldehyde and hydrazide moiety and changing the substituent positions. To select the lead chloro-hydrazones with suitable pharmacological properties, the molecular and bioactivity scores of the proposed compounds were evaluated using a group contribution approach.
Results: Including a chlorine atom in the salicylaldehyde or hydrazide moiety raises the value of log P. Despite minor variances, all chloro-substituted salicylaldehyde benzoyl hydrazone derivatives show acceptable lipophilicity, with log P values up to 4.51. Cl-hydrazones have a TPSA of less than 140 Å2, indicating high permeability to the cellular plasma membrane. Bioactivity scores indicate biological activity against GPCR ligands, ion channel modulators, kinase inhibitors, nuclear receptor ligands, protease inhibitors, and other enzyme targets.
Conclusions: The results revealed that all compounds are potential candidates for future drug discovery studies.
Funding
This study is financed by the European Union NextGenerationEU, through the National Recovery and Resilience Plan of the Republic of Bulgaria, project No. BG-RRP-2.004-0004-C01.
Institutional Review Board Statement
Not applicable.
Informed Consent Statement
Not applicable.
Data Availability Statement
No new data were created or analyzed in this study. Data sharing is not applicable to this article.
Conflicts of Interest
The author declares no conflict of interest.
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MDPI and ACS Style
Nikolova-Mladenova, B. Design and Bioactivity Evaluation of Chloro-Substituted Hydrazones. Proceedings 2024, 103, 45. https://doi.org/10.3390/proceedings2024103045
AMA Style
Nikolova-Mladenova B. Design and Bioactivity Evaluation of Chloro-Substituted Hydrazones. Proceedings. 2024; 103(1):45. https://doi.org/10.3390/proceedings2024103045
Chicago/Turabian StyleNikolova-Mladenova, Boryana. 2024. "Design and Bioactivity Evaluation of Chloro-Substituted Hydrazones" Proceedings 103, no. 1: 45. https://doi.org/10.3390/proceedings2024103045
