Isolation, structure elucidation, and synthesis of novel penicillin degradation products: thietan-2-ones

Ashline, Kirk A.; Attrill, Robin P.; Chess, Edward K.; Clayton, J. P.; Cutmore, E. A.; Everett, Jeremy R.; Nayler, J. H. C.; Pereira, David E.; Smith, Walter J.; Tyler, John W.; Vieira, Michael L.; Sabat, Michal

doi:10.1039/p29900001559

Cited by 14 publications

(7 citation statements)

References 7 publications

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“…If a truly novel metabolite is identified in the course of a metabonomics study, then a full structure elucidation to the standard generally accepted for the identification of novel natural products [83] or novel drug degradation products [84] is required. This will usually entail the isolation and purification of the novel metabolite from the biofluid and a full structure elucidation, typically using NMR spectroscopy, MS, infrared spectroscopy and ultraviolet spectroscopy, and /or the synthesis of the metabolite for direct comparison with the data obtained from the biofluid.…”

Section: Metabolite Identificationmentioning

confidence: 99%

A guide to the identification of metabolites in NMR-based metabonomics/metabolomics experiments

Dona

Kyriakides

Scott

et al. 2016

Computational and Structural Biotechnology Journal

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269

245

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Metabonomics/metabolomics is an important science for the understanding of biological systems and the prediction of their behaviour, through the profiling of metabolites. Two technologies are routinely used in order to analyse metabolite profiles in biological fluids: nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS), the latter typically with hyphenation to a chromatography system such as liquid chromatography (LC), in a configuration known as LC–MS. With both NMR and MS-based detection technologies, the identification of the metabolites in the biological sample remains a significant obstacle and bottleneck. This article provides guidance on methods for metabolite identification in biological fluids using NMR spectroscopy, and is illustrated with examples from recent studies on mice.

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Section: Metabolite Identificationmentioning

confidence: 99%

A guide to the identification of metabolites in NMR-based metabonomics/metabolomics experiments

Dona

Kyriakides

Scott

et al. 2016

Computational and Structural Biotechnology Journal

Self Cite

269

245

View full text Add to dashboard Cite

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“…The structure of 6 was confirmed by the direction of its synthesis from compound 5 [39] . 24.8% from 5…”

Section: Derivatives Of 3-aminothietan-2-onementioning

confidence: 71%

“…Storage of an aqueous solution of the sodium salt of the antibiotic naphcillin led to the separation of a precipitate, from which a derivative of 3-amino-4,4-dimethylthietan-2-one was isolated [39]. The structure of 6 was confirmed by the direction of its synthesis from compound 5 [39] .…”

Section: Derivatives Of 3-aminothietan-2-onementioning

confidence: 92%

Methods for the synthesis of derivatives of 3-aminothietane (Review)

Butkevich

Соколов

Томашевский

et al. 2007

Chem Heterocycl Compd

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“…The structure elucidation of novel metabolites requires the high standards associated with the identification of novel natural products [34] or novel drug degradation products [35] and would normally involve either: (i) the isolation and purification of the metabolite from the biological matrix and its full molecular structure characterisation by the standard array of methods including UV, IR, MS and NMR, or X-ray crystallography, or (ii) the synthesis of an authentic reference standard of the metabolite for comparison of its spectral properties with those of the same metabolite in the biological matrix. This novel structure elucidation work can be clearly differentiated from the second type of identification problem, that of structure confirmation of known metabolites, for which spectroscopic data is available in databases such as the Human Metabolite Database (HMDB) [36], the BioMagResBank (BMRB) [37] and COLMAR.…”

Section: Metabolite Identificationmentioning

confidence: 99%

NMR-based pharmacometabonomics: A new paradigm for personalised or precision medicine

Everett

2017

Progress in Nuclear Magnetic Resonance Spectroscopy

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Metabolic profiling by NMR spectroscopy or hyphenated mass spectrometry, known as metabonomics or metabolomics, is an important tool for systemsbased approaches in biology and medicine. The experiments are typically done in a diagnostic fashion where changes in metabolite profiles are interpreted as a consequence of an intervention or event; be that a change in diet, the administration of a drug, physical exertion or the onset of a disease. By contrast, pharmacometabonomics takes a prognostic approach to metabolic profiling, in order to predict the effects of drug dosing before it occurs. Differences in predose metabolite profiles between groups of subjects are used to predict postdose differences in response to drug administration. Thus the paradigm is inverted and pharmacometabonomics is the metabolic equivalent of pharmacogenomics. Although the field is still in its infancy, it is expected that pharmacometabonomics, alongside pharmacogenomics, will assist with the delivery of personalised or precision medicine to patients, which is a critical goal of 21 st century healthcare. Highlights metabonomics or metabolomics involves metabolic profiling by NMR or MS methods  metabonomics is used in a diagnostic mode to study the effects of an intervention  pharmacometabonomics is a prognostic method to predict the effects of drugs  pharmacometabonomics is a special case of predictive metabonomics  pharmacometabonomics will help to deliver personalised medicine in the future Graphical AbstractNMR-Based Pharmacometabonomics PNMRS 2017

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Isolation, structure elucidation, and synthesis of novel penicillin degradation products: thietan-2-ones

Cited by 14 publications

References 7 publications

A guide to the identification of metabolites in NMR-based metabonomics/metabolomics experiments

A guide to the identification of metabolites in NMR-based metabonomics/metabolomics experiments

Methods for the synthesis of derivatives of 3-aminothietane (Review)

NMR-based pharmacometabonomics: A new paradigm for personalised or precision medicine

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