27 research outputs found

    Complete assignment of the 1H and 13C NMR spectra of the tetraisoprenylated benzophenone 15-epiclusianone.

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    An NMR study of 15-epiclusianone, 1-benzoyl-6-hydroxy-14,14-dimethyl-3,5,15-tri(3-methyl-2-butenyl)- bicyclo[3.3.1]non-1-ene-4,6-dione (1), a novel tetraisoprenylated benzophenone isolated from pericarp of fruits of Rheedia gardneriana, is described. In addition to conventional 1D NMR techniques, 2D shiftcorrelated NMR experiments [1H 1H-COSY, 1H 13C-HMQC-1J(C,H), 1H 13C-HMBC-nJ(C,H) (n = 2 and 3) and 1H 1H-NOESY] were used for 1H and 13C chemical shift assignments of this natural product. The 1D 13C NMR spectrum of 1 in the solid state was also obtained

    Two epimeric friedelane triterpenes isolated from Maytenus truncata Reiss : 1H and 13C chemical shift assignments.

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    An NMR study of 3˛- and 3ˇ-friedelinol is described. In addition to conventional 1D NMR methods, 2D shift-correlated NMR experiments HMQC [(1J(C,H)], HMBC [nJ(C,H); n D 2 and 3] and 2D 1H,1H-NOESY were used for 1H and 13C chemical shift assignments of these triterpenes

    Improvement of genistein content in solid genistein/β-cyclodextrin complexes

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    Genistein: β-cyclodextrin complexes with high drug loading (19.22%) were prepared by freeze-drying and characterized by differential scanning calorimetry and hydrogen nuclear magnetic resonance spectroscopy. The spatial configuration of the complex was proposed by means of 2D-NOESY experiment combined with molecular modeling. According to the results obtained, the interaction of genistein with β-cyclodextrin in a 1:1 complex is supposed to occur mainly through the insertion of the guest A-ring in cyclodextrin cavity, without rule out the possibility of inclusion through the B-ring, as previously reported in the literature

    Total assignment of 1H and 13C NMR spectra of two 3,4-secofriedelanes from Austroplenckia populnea.

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    Two new 3,4-secofriedelanes, 3,4-seco-28-hydroxyfriedelan-3-oic acid (1) and 3,4-secofriedelan-3-oic acid (2),were isolated from the leaves of Austroplenckia populnea (Celastraceae).The structureswere established by 2D NMR spectroscopic techniques (COSY, HMQC, HMBC and NOESY)

    3-beta-(Stearyloxy)olean-12-ene from Austroplenckia populnea : structure elucidation by 2D-NMR and quantitative 13C-NMR spectroscopy.

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    3 -(Stearyloxy)olean-12-ene was isolated from a hexane extract of Austroplenckia populnea Reiss (Celastraceae) leaves. The structure was solved by means of quantitative 13C-NMR, HMBC, HMQC, COSY, NOESY, and NOE difference spectra. The mass spectrum showed an [M 1] ion peak at m/z 693, and the molecular formula C48H84O2 was confirmed by combustion analysis

    Bioconversion of biodiesel refinery waste in the bioemulsifier by <it>Trichosporon mycotoxinivorans</it> CLA2

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    <p>Abstract</p> <p>Background</p> <p>The microbial bioemulsifiers was surface active compounds, are more effective in stabilizing oil-in-water emulsions. The yeasts have been isolated to produce bioemulsifiers from vegetable oils and industrial wastes.</p> <p>Results</p> <p><it>Trichosporon mycotoxinivorans</it> CLA2 is bioemulsifier-producing yeast strain isolated from effluents of the dairy industry, with ability to emulsify different hydrophobic substrates. Bioemulsifier production (mg/L) and the emulsifying activity (E<sub>24</sub>) of this strain were optimized by response surface methodology using mineral minimal medium containing refinery waste as the carbon source, which consisted of diatomaceous earth impregnated with esters from filters used in biodiesel purification. The highest bioemulsifier production occurred in mineral minimal medium containing 75 g/L biodiesel residue and 5 g/L ammonium sulfate. The highest emulsifying activity was obtained in medium containing 58 g/L biodiesel refinery residue and 4.6 g/L ammonium sulfate, and under these conditions, the model estimated an emulsifying activity of 85%. Gas chromatography and mass spectrometry analysis suggested a bioemulsifier molecule consisting of monosaccharides, predominantly xylose and mannose, and a long chain aliphatic groups composed of octadecanoic acid and hexadecanoic acid at concentrations of 48.01% and 43.16%, respectively. The carbohydrate composition as determined by GC-MS of their alditol acetate derivatives showed a larger ratio of xylose (49.27%), mannose (39.91%), and glucose (10.81%). <sup>1</sup> H NMR spectra confirmed by COSY suggested high molecular weight, polymeric pattern, presence of monosaccharide’s and long chain aliphatic groups in the bioemulsifier molecule.</p> <p>Conclusions</p> <p>The biodiesel residue is an economical substrate, therefore seems to be very promising for the low-cost production of active emulsifiers in the emulsification of aromatics, aliphatic hydrocarbons, and kerosene.</p

    Chemical constituents from branches of Maytenus gonoclada (Celastraceae) and evaluation of antimicrobial activity

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    Six pentacyclic triterpenes were isolated from branches of Maytenus gonoclada (Celastraceae) and all NMR data of a new compound 3-oxo-12&#945;,29-dihydroxyfriedelane are herein reported. The stereochemistry of the new friedelane was established by bidimensional NMR (HSQC, HMBC and NOESY) data, and its molecular weight confirmed by ESI mass spectrometry. Antimicrobial activity assays using the method of disk diffusion and macrodilution were carried out against the bacteria Escherichia coli, Citrobacter freundii, and Bacillus cereus, and against the fungi Candida albicans. The triterpene 3-oxo-12&#945;-hydroxyfriedelane showed positive result against C. albicans

    Complete assignment of the 1H and 13C NMR spectra of a new polyester sesquiterpene from Austroplenckia populnea.

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    new polyester sesquiterpene (4-hydroxy-1,2,6,15-tetraacetyl-9-benzoylagarofuran), together with known friedelane triterpenes (friedelin, -friedelinol and 28-hydroxyfriedelin), was isolated from the leaves of Austroplenckia populnea. The structure and relative stereochemistry of the new ester were based on 2D NMR spectroscopic techniques including HMBC, HMQC and NOESY
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