NMR Chemical Shifts of Common Laboratory Solvents as Trace Impurities

Gottlieb, Hugo E.; Kotlyar, and Vadim; Nudelman, Abraham

doi:10.1021/jo971176v

Cited by 3,253 publications

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“…and d C ¼77.16 p.p.m.). 16 APCI-MS spectra were measured from a solution of the analyte in acetonitrile/water with a Hewlett Packard MSD 1100 (Agilent, Waldbronn, Germany) using an evaporator temperature of 400 1C and a drying gas temperature of 350 1C at a flow of 6 l h À1 (N 2 ). In positive ionization mode, the capillary voltage amounted to 3.5 kV and the corona discharge current was 4 mA.…”

Section: Spectroscopymentioning

confidence: 99%

Ganodermycin, a novel inhibitor of CXCL10 expression from Ganoderma applanatum

et al. 2011

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CXCL10 (inducible protein-10) is a highly inducible chemoattractant, which contributes to the recruitment of inflammatory cells, such as macrophages and T-lymphocytes, and thereby has important roles in chronic inflammatory conditions. In a search for new inhibitors of CXCL10 expression in MonoMac6 cells, a novel compound, designated as Ganodermycin, was isolated from fermentations of the basidiomycete Ganoderma applanatum. The structure was determined by a combination of spectroscopic techniques. Ganodermycin inhibited the lipopolysaccharide (LPS)/interferon (IFN)-c-induced CXCL10 promoter activity in transiently transfected MonoMac6 cells in a dose-dependent manner with IC 50 values of 15-20 lg ml À1 (53-71 lM). Ganodermycin also reduced LPS/IFN-c-induced CXCL10 protein synthesis and excretion.

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Section: Spectroscopymentioning

confidence: 99%

Ganodermycin, a novel inhibitor of CXCL10 expression from Ganoderma applanatum

et al. 2011

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“…The combined fractions containing the EAD-active compound (MW 172) were dissolved in~150 μl CDCl 3 and placed in a 2.5 mm NMR tube (Norell). Residual chloroform (CHCl 3 ) was used to reference chemical shifts to δ(CHCl 3 )07.26 ppm for 1H and δ(CHCl 3 )077.36 ppm for 13 C (Gottlieb et al, 1997). Bruker Topspin 2.0 and Mestrelab MNova NMR (Mestrelab Research SL) software packages were used to process NMR spectra.…”

Section: Gas Chromatography-electroantennogram Detection (Gc-ead)mentioning

confidence: 99%

Identification and Synthesis of a Male-Produced Pheromone for the Neotropical Root Weevil Diaprepes abbreviatus

et al. 2012

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An unsaturated hydroxy-ester pheromone was isolated from the headspace and feces of male Diaprepes abbreviatus, identified, and synthesized. The pheromone, methyl (E)-3-(2-hydroxyethyl)-4-methyl-2-pentenoate, was discovered by gas chromatography-coupled electroantennogram detection (GC-EAD), and identified by gas chromatographymass spectrometry (GC-MS) and nuclear magnetic resonance spectroscopy (NMR). The synthesis yielded an 86:14 mixture of methyl (E)-3-(2-hydroxyethyl)-4-methyl-2-pentenoate (active) and methyl (Z)-3-(2-hydroxyethyl)-4-methyl-2-pentenoate (inactive), along with a lactone breakdown product. The activity of the synthetic E-isomer was confirmed by GC-EAD, GC-MS, NMR, and bioassays. No antennal response was observed to the Z-isomer or the lactone. In a two-choice olfactometer bioassay, female D. abbreviatus moved upwind towards the synthetic pheromone or natural pheromone more often compared with clean air. Males showed no clear preference for the synthetic pheromone. This pheromone, alone or in combination with plant volatiles, may play a role in the location of males by female D. abbreviatus.

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“…NMR spectra were recorded with a Bruker Avance-II or with a Bruker DRX-500 spectrometer. The spectra were measured in CDCl 3 6 APCIMS spectra were measured with a Hewlett Packard MSD1100. FD-MS spectra were recorded on a Finnigan MAT 95 spectrometer.…”

Section: Experimental Section Generalmentioning

confidence: 99%

Allantofuranone, a new antifungal antibiotic from Allantophomopsis lycopodina IBWF58B-05A

et al. 2009

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In a screening for new bioactive compounds, the extract of Allantophomopsis lycopodina strain IBWF58B-05A, an imperfect ascomycete, was found to exhibit strong but rather selective antibiotic activity against Paecilomyces variotii. The bioactivityguided isolation yielded allantofuranone, a new and uncommon c-lactone. This compound showed antifungal activity against P. variotii and Penicillium species. This paper describes the isolation, structure elucidation and biological characteristics of allantofuranone. The Journal of Antibiotics (2009) Keywords: allantofuranone; Allantophomopsis; antifungal; g-lactone INTRODUCTIONFungi associated with plants have to adapt to environments differing greatly in their chemical composition and varying substantially during the host's development. They have to cope both with the plants defense and competing microorganisms and have therefore developed a rich and diverse secondary metabolism as part of their survival strategy. Allantophomopsis lycopodina is a plant pathogen responsible for leaf lesions on lingonberry, Vaccinium vitis-idaea 1 and a fruit-rot pathogen (black rot) on cranberries, V. macrocarpon. 2 To our knowledge, no secondary metabolites have been reported from this species. A closer look into the compounds produced during fermentations of our strain, however, revealed the presence of an antifungal antibiotic. In the following, we describe the production, isolation, structure elucidation and biological activities of allantofuranone (1), a new and unusual g-lactone.

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NMR Chemical Shifts of Common Laboratory Solvents as Trace Impurities

Cited by 3,253 publications

References 0 publications

Ganodermycin, a novel inhibitor of CXCL10 expression from Ganoderma applanatum

Ganodermycin, a novel inhibitor of CXCL10 expression from Ganoderma applanatum

Identification and Synthesis of a Male-Produced Pheromone for the Neotropical Root Weevil Diaprepes abbreviatus

Allantofuranone, a new antifungal antibiotic from Allantophomopsis lycopodina IBWF58B-05A

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