Exploring Cinnamoyl-Substituted Mannopyranosides: Synthesis, Evaluation of Antimicrobial Properties, and Molecular Docking Studies Targeting H5N1 Influenza A Virus

• DOI: 10.3390/molecules28248001
• Publication Date: 2023-12-08T08:03:33Z
• Authors: Sabina Akter; Bader Y. Alhatlani; Emad M. Abdallah; Supriyo Saha; Jannatul Ferdous; Md Emdad Hossain; Ferdausi Ali; Sarkar M. A. Kawsar
• Keywords: Docking (animal); Binding affinities; Molecular model; Affinities

The pursuit of innovative combinations for the development novel antimicrobial and antiviral medications has garnered worldwide interest among scientists in recent times. Monosaccharides their glycosides, such as methyl α-d-mannopyranoside derivatives, play a significant role potential treatment viral respiratory pathologies. This study was undertaken to investigate assess synthesis spectral characterization derivatives 2-6, incorporating various aliphatic aromatic groups. investigation encompassed comprehensive vitro screening, examination physicochemical properties, molecular docking analysis, dynamics simulations, pharmacokinetic predictions. A unimolar one-step cinnamoylation reaction employed under controlled conditions produce 6-O-cinnamoyl-α-d-mannopyranoside 2, demonstrating selectivity at C-6 position. represented pivotal step based on α-d-mannopyranoside. Subsequently, four additional were synthesized with reasonably high yields. chemical structures these analogs confirmed through thorough analysis elemental composition, spectroscopic data. In assays conducted against six bacterial strains two fungal strains, revealing promising antifungal properties comparison antibacterial activity. Moreover, cytotoxicity testing revealed that compounds are less toxic. Further supporting findings, studies performed H5N1 influenza virus, indicating binding affinities nonbonding interactions target protein 6VMZ. Notably, 4 (-7.2) 6 (-7.0) exhibited highest affinities. Additionally, 100 ns simulation stability complex formed between receptor 6VMZ silico physiological conditions. results stable conformation pattern within stimulating environment. toxicity assessments molecules using Osiris software (version 2.9.1). Compounds demonstrated favorable computational pharmacological activities, albeit low drug score, possibly attributed higher weight irritancy. conclusion, this showcases evaluation candidates agents. Molecular along predictions, contribute our understanding therapeutic utility, although further research may be warranted address certain aspects.