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Metabolite isolation procedure

In the subsequent years, a number of other monohydroxy- A1-THC derivatives have been isolated from various metabolizing systems (Figure 2). These have been of two types hydroxyls allylic to the M-double bond and sidechain hydroxyls. No evidence for aromatic hydroxylation has thus far been reported, although these positions are chemically reactive and there is biochemical evidence for C-C glucuronide formation at the 4 -position of A6-THC. Possibly such catechol type metabolites of A1-THC are unstable and may be lost during the extraction and isolation procedures. [Pg.2]

NMR spectroscopy is one of the cornerstones of modern natural products research and is used routinely to monitor compound purity through the isolation procedure and to determine the structure of novel bioactives. NMR also has a long history of use in metabolism studies utilizing proton and phosphorus nuclei in both liquid and solid states and in vivo and in vitro. More recently, NMR has been applied in metabolomics (or metabonomics) for metabolite profiling, quantification, and structure elucidation.4... [Pg.598]

The overall strategy should take into consideration the nature of the matrix and the properties of the metabolites present. Relevant properties, to be investigated by appropriate analytical procedures Include hydrolytical stability, volatility, lipophilicity, solvent partition properties, electrical charge and susceptibility towards defined enzymes. A reliable analytical system providing efficient separation of individual metabolites present, needs to be established as early in the isolation procedure as possible. This analytical system is used to monitor the result of each single isolation step, and - of equal Importance - to recognize any artifact formation which may occur during the execution of that step. Two-dlrectlonal TLC and reversed phase HPLC are fast and, therefore, commonly used methods for this purpose. [Pg.109]

As noted in the discussion of the in vitro conversion of the iridoids to the monoterpene pyridine alkaloids (see Section III.G), frequently the iridoid corresponding to the alkaloid is a co-metabolite in the isolation process or a direct progenitor, based on the isolation procedure when ammonia is used. Similarly, one can envisage, with the studies on the planned generation of alkaloids from iridoids (see Section III.H), that alkaloids can be produced semisynthetically that may subsequently be found in nature. [Pg.359]

Urine. Urine samples collected from cows 821 and 59 in the 0-12 hour period after the administration of a 30 mg dose (injection 2) were utilized in the isolation and identification of metabolites. The isolation procedure involved ethyl acetate extraction of urine followed by solid phase extraction of the ethyl acetate extract on C-18 Bond Elut cartridges. The extract was derivatized into methyl esters with diazomethane and subjected to silica and alumina chromatography for further cleanup prior to analysis. The detailed procedure is described in flow diagram 1. [Pg.219]

Liver and Kidney. Liver and kidney tissues collected after the sacrifice of cow 59 (0-day withdrawal) were utilized for isolation of metabolites. The isolation procedure involved acetonitrile extraction followed by solid-phase (C-18 Bond Elut cartridge) extraction of the extracts. Sample cleanup after solid-phase extraction was similar to that of urine. The procedure is described in flow diagram 2. [Pg.219]

Biochemical impurities originate from the media components, antifoams, oils, and metal ions, and may include metabolites closely related to the compound of interest they can all affect empirical isolation procedures. It is therefore essential to maintain close liaison between the fermentation and extraction scientists during all aspects of scale-up to ensure that fermentation developments are not adversely affecting isolation procedures. The inevitably changing nature of the feedstock further highlights the requirement for a quantitative specific assay for the product and an assessment of product purity throughout the isolation process. [Pg.419]

Controls Once "hits" have been confirmed in the screening stage, control studies are conducted. The purpose of the control studies is to ensure that the metabolites produced by microorganisms are "real" and not artifacts of the fermentation or isolation procedure. [Pg.16]

Efficient detection and rapid characterisation of natural products play an important role as an analytical support in the word of phytochemists. The identification of a metabolite at the earliest stage of separation is a strategic element for guiding an efficient and selective isolation procedure. In this respect, the role of hyphenated techniques such as high performance liquid chromatography coupled to mass spectrometry (LC/MS) or to nuclear magnetic resonance (LC/NMR) has became of great interest. [Pg.233]

Very recently, MacMillan et al. applied an intermolecular combined Friedel-Crafts-type conjugate addition/cyclization procedure as a key step in the total synthesis of diazonamide A (297) (271). Diazonamides are secondary metabolites isolated from the marine ascidian Diazona sp. (272, 273). Diazonamide A (297) was found to be a potent antimitotic member of this structurally unique family, exhibiting low nanomolar G/50 values towards different human cancer cell lines (272, 274). The unique structure of two 12-membered macrocycles that are conjoined through a triaryl-substituted quaternary stereogenic center (C-10) that is embedded in a furanoindoline core makes this compound a very interesting and... [Pg.64]

Carotenoid isolation is carried out in open-column chromatography (OCC). OCC should be carried out under a fume hood to protect the analyst from inhaling solvent vapor. Breathing hexane, for example, should be avoided due to neurotoxicity of some of its oxidative metabolites [87]. The isolation procedure is as follows. [Pg.3375]

T.l.c. comparisons indicated that both the phthalide (113) and 5,7-dihydroxy-6-formylphthalide (114) occur in extracts of Alectoria capillaris together with the cogeneric benzyl esters, alectorialic acid (115) and barbatolic acid (116). It seems highly probable that these phthalides are artefacts of the isolation procedure rather than metabolites of the lichens (303). [Pg.126]

In most studies, the effect of the isolation procedure and the handling of the extracts on the composition of the mixture of secondary metabolites are assessed with less care. One should therefore be somewhat skeptical about postulates of biological or evolutionary relationships which are based solely on the presence or absence of specific compounds in published analyses of plants. [Pg.100]

Aromatic amines can be determined by measuring the difference of their UVV absorption spectra, taken at identical concentrations but different pH of the solution. Also, standard mixtures and samples of the amines isolated from coke processing products were tested LOD 0.1-1 ppm. The procedure is potentially useful for waste waters and industrial effluents, where techniques such as GC and nonaqueous titrations may prove difficult to apply333. A determination of certain metabolites symptomatic of pancreatitis... [Pg.1096]

Duverneuil and coworkers (2003) have developed a method for the determination of 11 of the most commonly prescribed non-tricyclic antidepressants and some of their metabolites these include paroxetine, fluoxetine, norfluoxetine, sertraline, citalopram, fluvoxamine mirtazapine, venlafaxine, and 0-des-methylvenlafaxine. The method involves an LLE procedure followed by an HPLC separation with photodiode-array UV detection at three different wavelengths (220, 240, and 290 nm). The total run time was 18 min. The extraction recoveries were calculated to be in the range of 74-109% and the lower limit of detection (LLOD) reported was 2.5-5 ng/ml. A method published by Tournel and associates (2001) also reported the simultaneous determination of several newer antidepressants by RP-HPLC with UV detection. The compounds were isolated from human serum using an LLE process. The LLOQ ranged from 15-50 ng/ml depending on the analyte of interest. The total run time for all compounds eluted was approximately 20 min. [Pg.32]


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Isolation procedures

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