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Research Article Open access CC BY 4.0

Hyphenated Techniques in Liquid Chromatography as Current Trends in Natural Products Analysis

Nneka N. Ibekwe, Sunday J. Ameh

International Research Journal of Pure and Applied Chemistry · pp. 132–149 · Published 28 Mar 2015

10.9734/IRJPAC/2015/14458

Abstract

Historically, drug discovery from natural products has been a time and resource-intensive process. Bioassay-guided isolation of natural products often leads to already known compounds of limited, or no chemical or pharmacological interest. Some bioactive compounds are unstable and separation using the traditional approach is often difficult. Full structural elucidation of pure compounds usually requires milligram quantities of compounds and that may require extracting large kilogram quantities of material especially for minor compounds. Rapid detection of biologically active natural products is desired, and to achieve this, dereplication of crude extracts performed prior to isolation work is of crucial importance for avoiding the isolation of a known constituent. Natural products research, as a strategy in drug discovery, has evolved over the last two decades with technological advances in the tools which are prerequisite in isolation and structural elucidation of compounds. Such is the shift from the classical/traditional stand-alone instrumental analytical approaches to newer hyphenated techniques (LC-UV/DAD, LC-MS and LC-NMR).This review describes the general principles and literature applications of these productivity tools in natural products isolation and structural elucidation and also as assay tools for quality control studies, with a discussion on their successes and intrinsic challenges. These hyphenated techniques will advance the course of natural products research and reduce the time and cost invested in the study of natural products, speeding up the drug discovery process.  

Liquid chromatography hyphenated techniques dereplication natural products research drug discovery

References (107)

  1. 1 Golden rules and pitfalls in selecting optimum conditions for high-speed counter-current chromatography [DOI]
  2. 2 Analytical techniques in pharmaceutical analysis: A review [DOI]
  3. 3 Modern Natural Products Drug Discovery and Its Relevance to Biodiversity Conservation [DOI]
  4. 4 Principles and applications of liquid chromatography-mass spectrometry in clinical biochemistry.
  5. 5 Plant natural products: Back to the future or into extinction? [DOI]
  6. 6 New trends in fast and high-resolution liquid chromatography: a critical comparison of existing approaches [DOI]
  7. 7 Identification of the major constituents of Hypericum perforatum by LC/SPE/NMR and/or LC/MS [DOI]
  8. 8 Multiple chromatographic fingerprinting and its application to the quality control of herbal medicines [DOI]
  9. 9 LC–NMR–MS in drug discovery [DOI]
  10. 10 Recent developments in qualitative and quantitative analysis of phytochemical constituents and their metabolites using liquid chromatography–mass spectrometry [DOI]
  11. 11 NMR in Metabolomics and Natural Products Research: Two Sides of the Same Coin [DOI]
  12. 12 Coupling ultra high-pressure liquid chromatography with mass spectrometry: Constraints and possible applications [DOI]
  13. 13 pH-zone-refining counter-current chromatography: Origin, mechanism, procedure and applications [DOI]
  14. 14 Hyphenated chromatographic techniques for the rapid screening and identification of antioxidants in methanolic extracts of pharmaceutically used plants [DOI]
  15. 15 New “hyphenated” CPC-HPLC-DAD-MS strategy for simultaneous isolation, analysis and identification of phytochemicals: application to xanthones from Garcinia mangostana [DOI]
  16. 16 Liquid chromatography with ultraviolet absorbance–mass spectrometric detection and with nuclear magnetic resonance spectrometry: a powerful combination for the on-line structural investigation of plant metabolites [DOI]
  17. 17 On-line identification of phytochemical constituents in botanical extracts by combined high-performance liquid chromatographic–diode array detection–mass spectrometric techniques [DOI]
  18. 18 Preparative purification of the major anti-inflammatory triterpenoid esters from Marigold (Calendula officinalis) [DOI]
  19. 19 Phytochemistry of Plants Used in Traditional Medicine [DOI]
  20. 20 Hyphenated NMR Methods in Natural Products Research, Part 1: Direct Hyphenation [DOI]
  21. 21 Rapid Detection and Subsequent Isolation of Bioactive Constituents of Crude Plant Extracts [DOI]
  22. 22 Identification of Natural Products Using HPLC-SPE Combined with CapNMR [DOI]
  23. 23 New advances in countercurrent chromatography and centrifugal partition chromatography: focus on coupling strategy [DOI]
  24. 24 Iridoid Glycosides from Eremostachys glabra [DOI]
  25. 25 Ultra High Pressure Liquid Chromatography for Crude Plant Extract Profiling [DOI]
  26. 26 Natural Products in Drug Discovery - Concepts and Approaches for Tracking Bioactivity [DOI]
  27. 27 High resolution ultra high pressure liquid chromatography–time-of-flight mass spectrometry dereplication strategy for the metabolite profiling of Brazilian Lippia species [DOI]
  28. 28 Characterization of Isoquinoline Alkaloids from Neolitsea sericea var. aurata by HPLC-SPE-NMR [DOI]
  29. 29 Microscale methodology for structure elucidation of natural products [DOI]
  30. 30 Isolation of Natural Products by Preparative High Performance Liquid Chromatography (Prep-HPLC) [DOI]
  31. 31 CENTRIFUGAL PARTITION CHROMATOGRAPHY: APPLICATION TO NATURAL PRODUCTS IN 1994–2009 [DOI]
  32. 32 Separation and purification of isoflavones from Pueraria lobata by high-speed counter-current chromatography [DOI]
  33. 33 Rapid Extract Dereplication Using HPLC-SPE-NMR: Analysis of Isoflavonoids from Smirnowia iranica [DOI]
  34. 34 Application of high-speed counter-current chromatography coupled with high-performance liquid chromatography–diode array detection for the preparative isolation and purification of hyperoside from Hypericum perforatum with online purity monitoring [DOI]
  35. 35 The Application of HPLC with On-Line Coupled UV/MS−Biochemical Detection for Isolation of an Acetylcholinesterase Inhibitor from Narcissus ‘Sir Winston Churchill' [DOI]
  36. 36 Volatile components from European liverworts Marsupella emarginata, M. aquatica and M. alpina [DOI]
  37. 37 HPLC-SPE-NMR Characterization of Sesquiterpenes in an Antimycobacterial Fraction from Warburgia salutaris [DOI]
  38. 38 Advanced applications of counter-current chromatography in the isolation of anti-tuberculosis constituents from Dracaena angustifolia [DOI]
  39. 39 Combination of LC−MS and LC−NMR as a Tool for the Structure Determination of Natural Products [DOI]
  40. 40 Direct Analysis and Identification of Triterpene Glycosides by LC/MS in Black Cohosh,Cimicifuga racemosa, and in Several Commercially Available Black Cohosh Products [DOI]
  41. 41 Applications of Rotation Locular Countercurrent Chromatography in Natural Products Isolation [DOI]
  42. 42 Development of a simple, rapid and reproducible HPLC assay for the simultaneous determination of hypericins and stabilized hyperforin in commercial St. John's Wort preparations [DOI]
  43. 43 Quality Evaluation of Desmodium styracifolium Using High‐performance Liquid Chromatography with Photodiode Array Detection and Electrospray Ionisation Tandem Mass Spectrometry [DOI]
  44. 44 Development and Validation of an HPLC Method for Quality Control of Pueraria lobata Flower [DOI]
  45. 45 Prenylated Flavanones from Monotes engleri: On‐line Structure Elucidation by LC/UV/NMR [DOI]
  46. 46 Application of high-performance liquid chromatography–nuclear magnetic resonance coupling to the identification of limonoids from mahogany tree (Switenia macrophylla, Meliaceae) by stopped-flow 1D and 2D NMR spectroscopy [DOI]
  47. 47 HPLC−NMR On-Line Coupling Including the ROESY Technique: Direct Characterization of Naphthylisoquinoline Alkaloids in Crude Plant Extracts [DOI]
  48. 48 New Antifungal `Quinone Methide' Diterpenes fromBobgunnia madagascariensis and Study of Their Interconversion by LC/NMR [DOI]
  49. 49 Preparative Separation of a Minor Active Chromone from Aloe vera Leaves by CCC [DOI]
  50. 50 Advancing Sensitivity for Multiply Hyphenated NMR Systems: Automated Solid Phase Extraction (LC-SPE-NMR-MS) and Capillary Scale LC-NMR
  51. 51 Natural Products as Sources of New Drugs over the Period 1981−2002 [DOI]
  52. 52 Drug discovery from medicinal plants [DOI]
  53. 53 Screening methods to determine antibacterial activity of natural products [DOI]
  54. 54 The Role of Natural Product Chemistry in Drug Discovery [DOI]
  55. 55 A Liquid Chromatography-Mass Spectrometry-Based Metabolome Database for Tomato [DOI]
  56. 56 Natural product isolation [DOI]
  57. 57 Isolation and characterization of bioactive compounds from plant resources: The role of analysis in the ethnopharmacological approach [DOI]
  58. 58 Determination of liquid–liquid partition coefficients by separation methods [DOI]
  59. 59 HPLC in Natural Product Analysis: The Detection Issue [DOI]
  60. 60 Bioassay-guided purification and identification of antimicrobial components in Chinese green tea extract [DOI]
  61. 61 LC–NMR coupling technology: recent advancements and applications in natural products analysis [DOI]
  62. 62 Metabolic profiling of roots of liquorice (Glycyrrhiza glabra) from different geographical areas by ESI/MS/MS and determination of major metabolites by LC-ESI/MS and LC-ESI/MS/MS [DOI]
  63. 63 New perspectives on natural products in TB drug research [DOI]
  64. 64 Antioxidant Capacity and HPLC-DAD-MS Profiling of Chilean Peumo (Cryptocarya alba) Fruits and Comparison with German Peumo (Crataegus monogyna) from Southern Chile [DOI]
  65. 65 The potential of LC-NMR in phytochemical analysis [DOI]
  66. 66 Qualitative screening of phenolic compounds in olive leaf extracts by hyphenated liquid chromatography and preliminary evaluation of cytotoxic activity against human breast cancer cells [DOI]
  67. 67 Hyphenated NMR Methods in Natural Products Research, Part 2: HPLC-SPE-NMR and Other New Trends in NMR Hyphenation [DOI]
  68. 68 Isolation and purification of flavonoid glycosides from Trollius ledebouri using high-speed counter-current chromatography by stepwise increasing the flow-rate of the mobile phase [DOI]
  69. 69 Antitubercular Constituents ofValeriana laxiflora [DOI]
  70. 70 New Concepts, Experimental Approaches, and Dereplication Strategies for the Discovery of Novel Phytoestrogens from Natural Sources [DOI]
  71. 71 Phytoconstituents from Vitex agnus-castus fruits [DOI]
  72. 72 Accelerated dereplication of crude extracts using HPLC–PDA–MS–SPE–NMR: Quinolinone alkaloids of Haplophyllum acutifolium [DOI]
  73. 73 Phytochemistry in the microgram domain—a LC–NMR perspective [DOI]
  74. 74 Integration of Microfractionation, qNMR and Zebrafish Screening for the In Vivo Bioassay-Guided Isolation and Quantitative Bioactivity Analysis of Natural Products [DOI]
  75. 75 Preparative Gas Chromatography and Its Applications [DOI]
  76. 76 Modern Approaches in the Search for New Lead Antiparasitic Compounds from Higher Plants [DOI]
  77. 77 Droplet Counter-Current Chromatography and its Application to the Preparative Scale Separation of Natural Products [DOI]
  78. 78 Applications of Liquid Chromatography-Mass Spectrometry in Analytical Toxicology: A Review [DOI]
  79. 79 High Resolution Screening of Plant Natural Product Extracts for Estrogen Receptor α and β Binding Activity Using an Online HPLC-MS Biochemical Detection System [DOI]
  80. 80 Application of capillary‐scale NMR for the structure determination of phytochemicals [DOI]
  81. 81 An Antifungal Naphthoquinone, Xanthones and Secoiridoids fromSwertia calycina [DOI]
  82. 82 Application of atmospheric pressure ionization HPLC-MS-MS for the analysis of natural products [DOI]
  83. 83 Hype and hypernation: multiple hyphenation of column liquid chromatography and spectroscopy [DOI]
  84. 84 Chemical Constituents of the Roots of Euphorbia micractina [DOI]
  85. 85 Identification of isomeric tropane alkaloids from Schizanthus grahamii by HPLC‐NMR with loop storage and HPLC‐UV‐MS/SPE‐NMR using a cryogenic flow probe [DOI]
  86. 86 The Rapid Identification of Isoflavonoids from Belamcanda chinensis by LC-NMR and LC-MS [DOI]
  87. 87 Chemical fingerprint analysis for quality control of Fructus Aurantii Immaturus based on HPLC-DAD combined with chemometric methods [DOI]
  88. 88 Analytical tools for the detection and characterization of biologically active compounds from nature [DOI]
  89. 89 Use of On-flow LC/H NMR for the Study of an Antioxidant Fraction from Orophea enneandra and Isolation of a Polyacetylene, Lignans, and a Tocopherol Derivative [DOI]
  90. 90 Spectroscopic characterisation and identification of ecdysteroids using high-performance liquid chromatography combined with on-line UV–diode array, FT-infrared and 1H-nuclear magnetic resonance spectroscopy and time of flight mass spectrometry [DOI]
  91. 91 Dereplication and Partial Identification of Natural Products [DOI]
  92. 92 Developments in Hyphenated Spectroscopic Methods in Natural Product Profiling [DOI]
  93. 93 Dereplication of bioactive constituents of the genus hypericum using LC-(+,−)-ESI-MS and LC-PDA techniques: Hypericum triquterifolium as a case study [DOI]
  94. 94 Fractionation of Volatile Constituents fromCurcumaRhizome by Preparative Gas Chromatography [DOI]
  95. 95 HPLC isolation of the anti‐plasmodially active bisbenzylisoquinone alkaloids present in roots of Cissampelos mucronata [DOI]
  96. 96 Investigation of Flavonoid Glycosides from Neolitsea Sericea var. Aurata via the General Method and HPLC‐SPE‐NMR [DOI]
  97. 97 Hyphenation of centrifugal partition chromatography with electrospray ionization mass spectrometry using an active flow‐splitter device for characterization of flavonol glycosides [DOI]
  98. 98 Sesquiterpene constituents from the liverwort Bazzania japonica [DOI]
  99. 99 On‐line identification of unstable catalpol derivatives from Jamesbrittenia fodina by LC‐MS and LC‐NMR [DOI]
  100. 100 Extraction and analysis of phenolics in food [DOI]
  101. 101 Natural products in drug discovery [DOI]
  102. 102 Drug Discovery from Plants [DOI]
  103. 103 How to Approach the Isolation of a Natural Product [DOI]
  104. 104 High-Resolution Screening Combined with HPLC-HRMS-SPE-NMR for Identification of Potential Health-Promoting Constituents in Sea Aster and Searocket—New Nordic Food Ingredients [DOI]
  105. 105 Strategy for the Biological and Chemical Evaluation of Plant Extracts
  106. 106 Isolation by Preparative HPLC [DOI]
  107. 107 [Study on HPLC fingerprint of Gentiana macrophylla].

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