1-1-diphenyl-2-picrylhydrazyl and indoline

The search for antibacterial agents for the combat of nosocomial infections is a timely problem, as antibiotic-resistant bacteria continue to thrive. The effect of indoline substituents on the antibacterial properties of aminoalkylphenols was studied, leading to the development of a library of compounds with minimum inhibitory concentrations (MICs) as low as 1.18 μM. Two novel aminoalkylphenols were identified as particularly promising, after MIC and minimum bactericidal concentrations (MBC) determination against a panel of reference strain Gram-positive bacteria, and further confirmed against 40 clinical isolates (Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus faecalis, Enterococcus faecium, and Listeria monocytogenes). The same two aminoalkylphenols displayed low toxicity against two in vivo models (Artemia salina brine shrimp and Saccharomyces cerevisiae). The in vitro cytotoxicity evaluation (on human keratinocytes and human embryonic lung fibroblast cell lines) of the same compounds was also carried out. They demonstrated a particularly toxic effect on the fibroblast cell lines, with IC

Topics: Animals; Anti-Bacterial Agents; Antioxidants; Artemia; Biphenyl Compounds; Cell Line; Cell Survival; Dose-Response Relationship, Drug; Gram-Positive Bacteria; Humans; Indoles; Mannich Bases; Microbial Sensitivity Tests; Molecular Structure; Phenols; Picrates; Structure-Activity Relationship

New spiro[indoline-3,4'-[1,3]dithiine]@Cu(NO

Topics: Anti-Bacterial Agents; Antifungal Agents; Antioxidants; Biphenyl Compounds; Catalysis; Copper; Dose-Response Relationship, Drug; Fungi; Gram-Negative Bacteria; Gram-Positive Bacteria; Indoles; Magnetite Nanoparticles; Microbial Sensitivity Tests; Molecular Structure; Nitrates; Nitriles; Particle Size; Picrates; Spiro Compounds; Structure-Activity Relationship; Surface Properties

A polyamide column chromatography method using an aqueous ammonia mobile phase was developed for large-scale accumulation of water-soluble indoline amide glucosides from a medicinal plant, Portulaca oleracea. Ten new [oleraceins H, I, K, L, N, O, P, Q, R, S (1-10)] and four known [oleraceins A-D (11-14)] indoline amide glucosides were further purified and structurally characterized by various chromatographic and spectroscopic methods. The DPPH radical scavenging activities of oleraceins K (5) and L (6), with EC50 values of 15.30 and 16.13 μM, respectively, were twice that of a natural antioxidant, vitamin C; the EC50 values of the 12 other indoline amides, which ranged from 29.05 to 43.52 μM, were similar to that of vitamin C. Structure-activity relationships indicated that the DPPH radical scavenging activities of these indoline amides correlate with the numbers and positions of the phenolic hydroxy groups.

Topics: Alkaloids; Antioxidants; Biphenyl Compounds; Drugs, Chinese Herbal; Free Radical Scavengers; Glucosides; Indoles; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Phenols; Picrates; Plant Components, Aerial; Plants, Medicinal; Portulaca; Structure-Activity Relationship