A study of cell membranes in nasal epithelial cells from patients with chronic rhinosinusitis with nasal polyps by means of a fluorescent probe

Aim. To assess the state of membranes in nasal epithelial cells obtained from the patients with chronic rhinosinusitis with nasal polyps (CRSwNP) with the help of the fluorescent probe 2-(2ʹ-ОН-phenyl)-5-phenyl-1,3-oxazole. Methods. The state of membrane phospholipid bilayer in suspensions of nasal epithelial cells isolated from ten patients with CRSwNP was evaluated using the fluorescent probe 2-(2ʹ-ОН-phenyl)-5-phenyl-1,3-oxazole that reacts on the physico-chemical properties of its microenvironment. Changes in fluorescence spectra were determined using a Thermo Scientific Lumina fluorescence spectrometer (Thermo Fisher Scientific) 1 hour after the addition of the probe to nasal epithelial cell suspensions. Results. CRSwNP was found to be associated with a higher rate of nasal epithelial cell membrane hydration in the region of phospholipid glycerol moiety, carbonyl groups and aliphatic chains of fatty acids attached to the carbonyl groups. Conclusion. Our findings suggest that CRSwNP is accompanied by the elevated hydration rate of the most polar region, namely polar heads of phospholipids of nasal epithelial cell membranes

A study of cell membranes in nasal epithelial cells from patients with chronic rhinosinusitis with nasal polyps by means of a fluorescent probe

Aim. To assess the state of membranes in nasal epithelial cells obtained from the patients with chronic rhinosinusitis with nasal polyps (CRSwNP) with the help of the fluorescent probe 2-(2ʹ-ОН-phenyl)-5-phenyl-1,3-oxazole. Methods. The state of membrane phospholipid bilayer in suspensions of nasal epithelial cells isolated from ten patients with CRSwNP was evaluated using the fluorescent probe 2-(2ʹ-ОН-phenyl)-5-phenyl-1,3-oxazole that reacts on the physico-chemical properties of its microenvironment. Changes in fluorescence spectra were determined using a Thermo Scientific Lumina fluorescence spectrometer (Thermo Fisher Scientific) 1 hour after the addition of the probe to nasal epithelial cell suspensions. Results. CRSwNP was found to be associated with a higher rate of nasal epithelial cell membrane hydration in the region of phospholipid glycerol moiety, carbonyl groups and aliphatic chains of fatty acids attached to the carbonyl groups. Conclusion. Our findings suggest that CRSwNP is accompanied by the elevated hydration rate of the most polar region, namely polar heads of phospholipids of nasal epithelial cell membranes

Identification and isolation of insecticidal oxazoles from Pseudomonas spp.

Two new and five known oxazoles were identified from two different Pseudomonas strains in addition to the known pyrones pseudopyronine A and B. Labeling experiments confirmed their structures and gave initial evidence for a novel biosynthesis pathway of these natural oxazoles. In order to confirm their structure, they were synthesized, which also allowed tests of their bioactivity. Additionally, the bioactivities of the synthesis intermediates were also investigated revealing interesting biological activities for several compounds despite their overall simple structures

Design and Synthesis of Oxazoline-Based Scaffolds for Hybrid Lewis Acid/Lewis Base Catalysis of Carbon–Carbon Bond Formation

A new class of hybrid Lewis acid/Lewis base catalysts has been designed and prepared with an initial objective of promoting stereoselective direct aldol reactions. Several scaffolds were synthesized that contain amine moieties capable of enamine catalysis, connected to heterocyclic metal-chelating sections composed of an oxazole–oxazoline or thiazole–oxazoline. Early screening results have identified oxa­zole–oxazoline-based systems capable of promoting a highly diastereo- and enantioselective direct aldol reaction of propionaldehyde with 4-nitrobenzaldehyde, when combined with Lewis acids such as zinc triflate

Chemistry and Biology of Streptogramin A Antibiotics

The streptogramin A antibiotics have proven to be highly active against Gram positive bacteria, particularly methicillin-resistant Staphylococcus aureus. Members of this group of compounds are characterized by a 23-membered macrocycles containing polyene, oxazole, amide and ester functionality. The chemistry and biology of these valuable antimicrobial agents is covered

Green Synthesis of Potential Antifungal Agents: 2-Benzyl Substituted Thiobenzoazoles

A series of benzyl-substituted thiobenzoazoles were synthesized by an environmentally friendly 18 approach, to search for new antifungal agrochemicals. Compounds were prepared starting from 2- 19 mercaptobenzoazoles, using KOH, benzyl halides and water, resulting in a simple and ecological 20 method. New antifungals were tested against a group of phytopathogenic fungi. Two compounds 21 showed an interesting activity against Botrytis cinerea, Fusarium oxysporum and Aspergillus spp.: 22 2-((4-(trifluoromethyl)benzyl)thio)benzo[d]thiazole, 3ac, and 2-((4- 23 methylbenzyl)thio)benzo[d]thiazole, 3al. Thus, 3ac and 3al can be considered as broad spectrum 24 antifungal agents. Furthermore, two new compounds, 2-((4-iodobenzyl)thio)benzo[d]thiazole, 3aj, 25 and 2-(benzylthio)benzo[d]oxazole, 3ba, showed better inhibitory effect against Botrytis cinerea 26 and Fusarium oxysporum when compared to the commercial fungicide Captan. Thus, 3aj and 3ba 27 can be considered reduced-spectrum antifungalsFil: Ballari, María Sol. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Herrera Cano, Natividad Carolina. Universidad Nacional de San Juan. Facultad de Ingeniería. Instituto de Biotecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: López, Abel Gerardo. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Ciencia y Tecnología de los Alimentos; ArgentinaFil: Wunderlin, Daniel Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Ciencia y Tecnología de Alimentos Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Ciencia y Tecnología de Alimentos Córdoba; ArgentinaFil: Feresin, Gabriela Egly. Universidad Nacional de San Juan. Facultad de Ingeniería. Instituto de Biotecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Santiago, Ana Noemi. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentin

Alkoxyallene‐Based LANCA Three‐Component Synthesis of 1,2‐Diketones, Quinoxalines, and Unique Isoindenone Dimers and a Computational Study of the Isoindenone Dimerization

A series of β‐alkoxy‐β‐ketoenamides was prepared by the well‐established LANCA three‐component reaction of lithiated 1‐(2‐trimethylsilylethoxy)‐substituted allenes, nitriles, and α,β‐unsaturated carboxylic acids. The α‐tert‐butyl‐substituted compounds were smoothly converted into the expected 1,2‐diketones by treatment with trifluoroacetic acid. A subsequent condensation of the 1,2‐diketones with o‐phenylenediamine provided the desired highly substituted quinoxalines in good overall yield. Surprisingly, the α‐phenyl‐substituted β‐alkoxy‐β‐ketoenamides investigated afford not only the expected 1,2‐diketones, but also pentacyclic compounds with an anti‐tricyclo[4.2.1.12,5]deca‐3,7‐diene‐9,10‐dione core. These interesting products are very likely the result of an isoindenone dimerization which was mechanistically studied with the support of DFT calculations. Under the strongly acidic reaction conditions, a stepwise reaction is likely leading to a protonated isoindenone as reactive intermediate. It may first form a van der Waals complex with a neutral isoindenone before the two regio‐ and diastereoselective ring forming steps occur. Interestingly, two neutral or two protonated isoindenones are also predicted to dimerize giving the observed pentacyclic product

Inter- and intramolecular Diels-Alder/retro-Diels-Alder reactions of 4-silylated oxazoles

4-Silylated oxazoles have been shown to undergo inter- and intramolecular Diels-Alder/retro-Diels-Alder reactions with electron-poor alkynes to generate polysubstituted furans. The ease of synthesis of the requisite oxazoles by the rhodium-catalysed condensation of nitriles with silylated diazoacetate greatly increases the scope of this reaction