ABSTRACT
Three compounds: (2S)-8-(3''-methylbut-2''-enyl)-7,3',4'-trihydroxyflavanone, (2S)-8-(3''-methyl-4''-hydroxy-but-2''-enyl)-7,3',4'-trihydroxyflavanone and (2S)-8-(3''-methyl-4''-hydroxy-but-2''-enyl)-5,3',4'-trihydroxy-7-methoxyflavanone, along with five previously known compounds, were isolated from the aerial parts of Flourensia fiebrigii. Their structures were elucidated by application of various spectroscopic methods, including 1D and 2D NMR techniques.
Subject(s)
Asteraceae/chemistry , Flavonoids/chemistry , Flavonoids/isolation & purification , Molecular Structure , Plant Components, Aerial/chemistryABSTRACT
The phytochemical study of M. polymnioides led to the isolation of two sesquiterpene lactones namely: 11alphaH-dihydrozaluzanin E and 1beta-hydroxy-4-oxo-11betaH-4-noreudesman-6,12-olide. Their structures were determined by spectroscopic methods. The relative stereochemistry was established by a combination of coupling constant analysis, NOESY correlations and molecular modeling. Three related known sesquiterpene lactones were also identified, and these data were used for chemotaxonomical purposes.
Subject(s)
Lactones/chemistry , Melastomataceae/chemistry , Sesquiterpenes/chemistry , Terpenes/chemistry , Lactones/isolation & purification , Magnetic Resonance Spectroscopy , Sesquiterpenes/isolation & purification , Terpenes/isolation & purificationABSTRACT
The MeOH extract of aerial parts of Flourensia riparia Grisebach (Asteraceae) afforded a sesquiterpene lactone, 4beta-hydroxy-4,10alpha-dimethyl-7alphaH,8alphaH-eudesman-11-ene-8,12-olide, together with septuplinolide, its isomer at positions C-5 and C-10. In addition, known flavonoids, p-hydroxyacetophenone derivatives, carabrone and isoalantolactone were identified. Three known flavonoids and a benzofuran were isolated from Flourensia campestris Wedd.
Subject(s)
Asteraceae/chemistry , Asteraceae/classification , Benzofurans/isolation & purification , Flavonoids/isolation & purification , Magnetic Resonance Spectroscopy , Molecular Conformation , Molecular Structure , Plant Components, Aerial/chemistry , Plant Extracts/chemistry , Plant Extracts/isolation & purificationABSTRACT
In addition to the known mutisicoumaranones A (1) and B (2), the methanolic extract of the aerial parts of the shrub Mutisia friesiana afforded two new 5-methylcoumaranones, mutisicoumaranones C (3) and D (4). Their structures were elucidated by spectroscopic methods. (13)C NMR data for mutisicoumaranones A and B are reported for the first time. All compounds showed antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum and bactericidal activity against Staphylococcus aureus. The presence of 5-methylcoumaranones A-D is biosynthetically related to 5-methylcoumarins and phenolic derivatives previously isolated from M. friesiana.
Subject(s)
Antifungal Agents/isolation & purification , Asteraceae/chemistry , Benzofurans/isolation & purification , Plants, Medicinal/chemistry , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Argentina , Benzofurans/chemistry , Benzofurans/pharmacology , Cladosporium/drug effects , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Staphylococcus aureus/drug effectsABSTRACT
In addition to the known mutisicoumarin A, the aerial parts of the shrub Mutisia friesiana afforded five new methylphenones, two new 5-methylcoumarins and a new related chromone. Their structures were elucidated by spectroscopic methods 13C NMR data for mutisicoumarin A are reported for the first time. Mutisiphenones A and B and mutisicoumarin A showed antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum.
