Synthesis of New 1Z,5Z-Dienoic Macrodiolides with Benzenyl and Naphthyl Moieties DOI Creative Commons
Ilgam Gaisin, Ilgiz I. Islamov

Опубликована: Дек. 12, 2024

Macrocycles represent an important class of compounds that are widespread in nature. Of particular interest to researchers aromatic macrocyclic compounds, which, due their rigid structure and unique physicochemical properties, can find application many areas science, industry medicine. Previously, we synthesized polyether macrodiolides, which showed intriguing antitumor properties. In the work, Peyrottes S. co-authors introduction biphenyl or naphthyl rings, as well triple bonds, into they synthesized, not only helps reduce molecular flexibility molecule, but also increases bioavailability after oral administration corresponding neutral prodrugs. Studies mice have shown presence two groups is tolerated has resulted with valuable properties vitro vivo. Based on these results, continuation our research synthesis biologically active framework this new macrocycles were along 1Z,5Z-diene fragment, contains phenyl rings. The target polyester macrodiolides obtained by Hf-catalyzed intermolecular cyclocondensation 1,14-tetradeca-5Z,9Z-dienedioic acid diols from dihydroxybenzenes naphthalenediols.

Язык: Английский

Synthesis, Biological Properties, In Silico ADME, Molecular Docking Studies, and FMO Analysis of Chalcone Derivatives as Promising Antioxidant and Antimicrobial Agents DOI Creative Commons
Md. R. U. Ahsan, Sony Paul, Mohammad Sayed Alam

и другие.

ACS Omega, Год журнала: 2025, Номер unknown

Опубликована: Янв. 28, 2025

A series of chalcone derivatives were synthesized and characterized using UV–vis, FT-IR, 1H NMR, mass spectrometry, followed by the evaluation their antimicrobial antioxidant properties. In vitro screening against six bacterial strains (Staphylococcus aureus, Bacillus subtilis, Salmonella typhimurium, Escherichia coli, Pseudomonas aeruginosa, Citrobacter freundii) two fungal (Aspergillus niger Trichoderma harzianum) revealed outstanding antibacterial activities, particularly with compound 5b, 5d, 5e S. compounds 5c 5h B. subtilis. Notably, 5f 5g exhibited significant effects P. while 5b showed highest antifungal activity T. harzianum. All demonstrated remarkable (IC50 values 0.005 μM) 0.006 being most potent, comparable to ascorbic acid 0.007 μM). silico evaluations confirmed favorable drug-likeness pharmacokinetic properties for all analogues, adhering both Lipinski's rule Five Veber's rule. Molecular docking studies potent (5e 5h) indicated strong binding affinities PBP-1b receptor in DFT calculations provided valuable insights into molecular reactivity biological Ligand-based enzymatic target predictions indicate that analogues (5a–m) show potential as inhibitors oxidoreductases, kinases, enzymes, proteases, or ligands family GPCR. These findings position promising candidates therapeutic applications combating infections oxidative stress.

Язык: Английский

Процитировано

1
Synthesis of New 1Z,5Z-Dienoic Macrodiolides with Benzenyl and Naphthyl Moieties DOI Creative Commons
Ilgam Gaisin, Ilgiz I. Islamov

Опубликована: Дек. 12, 2024

Macrocycles represent an important class of compounds that are widespread in nature. Of particular interest to researchers aromatic macrocyclic compounds, which, due their rigid structure and unique physicochemical properties, can find application many areas science, industry medicine. Previously, we synthesized polyether macrodiolides, which showed intriguing antitumor properties. In the work, Peyrottes S. co-authors introduction biphenyl or naphthyl rings, as well triple bonds, into they synthesized, not only helps reduce molecular flexibility molecule, but also increases bioavailability after oral administration corresponding neutral prodrugs. Studies mice have shown presence two groups is tolerated has resulted with valuable properties vitro vivo. Based on these results, continuation our research synthesis biologically active framework this new macrocycles were along 1Z,5Z-diene fragment, contains phenyl rings. The target polyester macrodiolides obtained by Hf-catalyzed intermolecular cyclocondensation 1,14-tetradeca-5Z,9Z-dienedioic acid diols from dihydroxybenzenes naphthalenediols.

Язык: Английский

Процитировано

0