ABSTRACT
The first glycosylated isoferulic acid, isoferulic acid 3-O-beta-glucopyranoside, together with the new phenolics, tamarixetin 3,3'-di-sodium sulphate and dehydrodigallic acid dimetyl ester have been characterized from a flower extract of Tamarix aphylla. The structures were established on the basis of spectral data. The extract exhibited a distinct radical scavenging effect and to improve the viability of human keratinocytes (HaCaT cells). Also, the known isoferulic acid and ferulic acid which have been determined to be the major components of the investigated extract by HPLC/ESI mass spectrometric screening have been separated, characterized and evaluated as active antioxidants and as cell activity stimulating agents as well.
Subject(s)
Cinnamates/pharmacology , Glucosides/pharmacology , Phenols/pharmacology , Tamaricaceae/chemistry , Antioxidants/pharmacology , Biphenyl Compounds/chemistry , Cell Differentiation/drug effects , Cell Line , Cell Survival/drug effects , Chromatography, High Pressure Liquid , Cinnamates/isolation & purification , Coloring Agents , Coumaric Acids/pharmacology , Flowers/chemistry , Free Radical Scavengers/pharmacology , Glucosides/isolation & purification , Humans , Keratinocytes/drug effects , Methanol , Phenols/isolation & purification , Picrates/chemistry , Plant Extracts/chemistry , Plant Extracts/pharmacology , Solvents , Spectrometry, Mass, Electrospray Ionization , Spectrophotometry, Ultraviolet , Tetrazolium Salts , ThiazolesABSTRACT
The capability of an aqueous methanol extract obtained from the leaves of Feijoa sellowiana Berg. on possible prevention and treatment of osteoporosis has been examined by evaluating its stimulating effect on the two human osteoblastic cell lines HOS58 and SaOS-2. The extract was found to increase significantly the mineralization of cultivated human bone cell, whereby a clear increment (15.3 +/- 2.7%) in von Kossa positive area was determined when administering 25 microg/ml leaf extract. A phytochemical investigation of the extract has demonstrated the high phenolic content and led to the isolation and identification of twenty three of them, among which the new 3-methoxyellagic acid 4-O-beta-glucopyranoside was fully identified. All structures were elucidated on the basis of conventional analytical methods and confirmed by FTMS, 1D- and 2D-NMR data. The new compound was found to cause a significant increase of mineralized area at 20 microg/mL, while at lower concentrations the effect was not significant. However, an increase of the number of mineralized spots (nodules) at all tested concentrations of the compound was observed.
Subject(s)
Calcification, Physiologic/drug effects , Ellagic Acid/analogs & derivatives , Feijoa/chemistry , Glucosides/pharmacology , Alkaline Phosphatase/metabolism , Cells, Cultured , Ellagic Acid/pharmacology , Humans , Magnetic Resonance Spectroscopy , Molecular Conformation , Osteoblasts/drug effects , Osteoblasts/metabolism , Plant Extracts/pharmacology , Plant Leaves/chemistry , Spectrophotometry, UltravioletABSTRACT
Ericifolin, an eugenol 5-O-beta-(6'-O-galloylglucopyranoside) possessing the naturally unknown phenolic moiety, 5-hydroxyeugenol, together with the two new phenolics, 2-O-p-hydroxybenzoyl-6-O-galloyl-(alpha/beta)-4C1-glucopyranose and 3-methoxyellagic acid 4-O-rhamnopyranoside have been isolated from the antibacterial leaves extract of Melaleuca ericifolia. In addition, 19 known phenolics were also separated and characterized. All structures were elucidated on the basis of analysis of 1H, 13C NMR, HMQC, HMBC and FTMS spectral data.
Subject(s)
Benzoates/chemistry , Ellagic Acid/analogs & derivatives , Eugenol/analogs & derivatives , Glucosides/chemistry , Glycosides/chemistry , Melaleuca/chemistry , Monosaccharides/chemistry , Benzoates/isolation & purification , Ellagic Acid/chemistry , Ellagic Acid/isolation & purification , Eugenol/chemistry , Eugenol/isolation & purification , Glucosides/isolation & purification , Glycosides/isolation & purification , Monosaccharides/isolation & purification , Nuclear Magnetic Resonance, Biomolecular , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Leaves/chemistryABSTRACT
The unique 1-n-propyl-perhydronaphthaline 1,2,4a,5,6,7,8,8a-octahydro-4-methyl-1-propyl-naphthalene-7-carbaldehyde, a compound which possesses an unusual sesquiterpene carbon skeleton, was isolated and identified, together with the new natural methyl ketone eicos-8,11 -dien-18-ol-2-one, from the hexane: ether extract of the aerial parts of Eryngium creticum growing in Sinai, Egypt. The structures were established by conventional methods of analysis and confirmed by DEPT, COSY, HMQC and HMBC.
