Development of a “single-click” analytical platform for the detection of cannabinoids in hemp seed oil

In this work, an innovative screening platform is developed and validated for the on site detection of cannabinoids in hemp seed oil, for food safety control of commercial products. The novelty of this completely automated tool consists of a miniaturized NIR spectrometer operating in a wireless mode that permits processing samples in a rapid and accurate way and to obtain in a single click the early detection of a residual amount of cannabinoids in oil, including cannabidiol (CBD), the psychoactive Δ9-tetrahydrocannabinol (THC) and the Δ9-tetrahydrocannabinolic acid (THCA). Simulated samples were realized to instruct the platform and prediction models were developed by chemometric analysis of the NIR spectra using partial least square regression algorithms. Once calibrated, the platform was used to predict samples acquired in the market and on websites. Validation of the system was achieved by comparing results with those obtained from GC-MS analyses and a good correlation was observed.

[1]  B. Kordić,et al.  FT-IR and NIR spectroscopic investigation of hydrogen bonding in indole-ether systems , 2017 .

[2]  F. Crea,et al.  Thermodynamic data for Pb2+ and Zn2+ sequestration by biologically important S-donor ligands, at different temperatures and ionic strengths , 2014 .

[3]  T. Papalia,et al.  Stereoselective Synthesis of Dithia[3.3]cyclophane S,S′‐Dioxides with Planar and Central Chirality , 2014 .

[4]  P. Geladi,et al.  Linearization and Scatter-Correction for Near-Infrared Reflectance Spectra of Meat , 1985 .

[5]  S. Materazzi,et al.  "Lab-on-Click" Detection of Illicit Drugs in Oral Fluids by MicroNIR-Chemometrics. , 2019, Analytical chemistry.

[6]  R. Mechoulam,et al.  A historical overview of chemical research on cannabinoids. , 2000, Chemistry and physics of lipids.

[7]  Z. Fan,et al.  Qualitative and quantitative measurement of cannabinoids in cannabis using modified HPLC/DAD method , 2017, Journal of pharmaceutical and biomedical analysis.

[8]  C. Pasquini,et al.  Quantification of biodiesel and adulteration with vegetable oils in diesel/biodiesel blends using portable near-infrared spectrometer , 2015 .

[9]  J. Amigo,et al.  Standardization from a benchtop to a handheld NIR spectrometer using mathematically mixed NIR spectra to determine fuel quality parameters. , 2017, Analytica chimica acta.

[10]  R. Pacifici,et al.  A rapid and simple procedure for the determination of cannabinoids in hemp food products by gas chromatography-mass spectrometry. , 2005, Journal of pharmaceutical and biomedical analysis.

[11]  F. Crea,et al.  Thermodynamic Properties of Dopamine in Aqueous Solution. Acid–Base Properties, Distribution, and Activity Coefficients in NaCl Aqueous Solutions at Different Ionic Strengths and Temperatures , 2013 .

[12]  Maitane Olivares,et al.  Identification and quantification of cannabinoids in Cannabis sativa L. plants by high performance liquid chromatography-mass spectrometry , 2014, Analytical and Bioanalytical Chemistry.

[13]  Wieland Peschel,et al.  ¹H NMR and HPLC/DAD for Cannabis sativa L. chemotype distinction, extract profiling and specification. , 2015, Talanta.

[14]  Ana Soldado,et al.  Handheld NIRS sensors for routine compound feed quality control: Real time analysis and field monitoring. , 2017, Talanta.

[15]  R. Barnes,et al.  Standard Normal Variate Transformation and De-Trending of Near-Infrared Diffuse Reflectance Spectra , 1989 .

[16]  Roberta Risoluti,et al.  New insights in forensic chemistry: NIR/Chemometrics analysis of toners for questioned documents examination. , 2017, Talanta.

[17]  Eleonora Ballerini,et al.  A unified strategy for the synthesis of three conicol marine natural products , 2015 .

[18]  S. Materazzi,et al.  Crystal structure and thermoanalytical study of a manganese(II) complex with 1-allylimidazole , 2008 .

[19]  L. Downey,et al.  Detection of delta-9-tetrahydrocannabinol (THC) in oral fluid, blood and urine following oral consumption of low-content THC hemp oil. , 2017, Forensic science international.

[20]  1H NMR adulteration study of hempseed oil with full chemometric approach on large variable data , 2019, Chemometrics and Intelligent Laboratory Systems.

[21]  S. Materazzi,et al.  Crystal structure and physico-chemical properties of cobalt(II) and manganese(II) complexes with imidazole-4-acetate anion , 2003 .

[22]  Karen Rafferty,et al.  Critical assessment of recent trends related to screening and confirmatory analytical methods for selected food contaminants and allergens , 2019, TrAC Trends in Analytical Chemistry.

[23]  S. Schiavone,et al.  "Click and Screen" Technology for the Detection of Explosives on Human Hands by a Portable MicroNIR-Chemometrics Platform. , 2018, Analytical chemistry.

[24]  Roberta Risoluti,et al.  Cocaine profiling: Implementation of a predictive model by ATR-FTIR coupled with chemometrics in forensic chemistry. , 2017, Talanta.

[25]  Eunmi Kim,et al.  Analysis of cannabinoids in urine samples of short-term and long-term consumers of hemp seed products. , 2019, Forensic science international.

[26]  S. Materazzi,et al.  Study of [2-(2′-pyridyl)imidazole] complexes to confirm two main characteristic thermoanalytical behaviors of transition metal complexes based on imidazole derivatives , 2016 .

[27]  V. Di Egidio,et al.  Application of class-modelling techniques to near infrared data for food authentication purposes , 2011 .

[28]  Jean-Michel Kauffmann,et al.  Identification of coffee leaves using FT-NIR spectroscopy and SIMCA. , 2018, Talanta.

[29]  A. Rato,et al.  Predicting calcium in grape must and base wine by FT-NIR spectroscopy. , 2019, Food chemistry.

[30]  B. Scrosati,et al.  PVdF-based membranes for DMFC applications , 2003 .

[31]  S. Materazzi,et al.  MicroNIR/Chemometrics Assessement of Occupational Exposure to Hydroxyurea , 2018, Front. Chem..

[32]  S. Materazzi,et al.  FTIR-evolved gas analysis in recent thermoanalytical investigations , 2017 .

[33]  Lisa Wilson,et al.  Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa. , 2015, Journal of natural products.

[34]  O. Werz,et al.  Cannflavins from hemp sprouts, a novel cannabinoid-free hemp food product, target microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase , 2014 .

[35]  Ž. Debeljak,et al.  Relationship between cannabinoids content and composition of fatty acids in hempseed oils. , 2015, Food chemistry.

[36]  S. Materazzi,et al.  TG–MS and TG–FTIR studies of imidazole-substituted coordination compounds: Co(II) and Ni(II)-complexes of bis(1-methylimidazol-2-yl)ketone , 2012 .

[37]  A. Savitzky,et al.  Smoothing and Differentiation of Data by Simplified Least Squares Procedures. , 1964 .

[38]  John F Kauffman,et al.  Using a portable ion mobility spectrometer to screen dietary supplements for sibutramine. , 2011, Journal of pharmaceutical and biomedical analysis.

[39]  A. Napoli,et al.  A rapid method for the assay of methylxanthines alkaloids: Theobromine, theophylline and caffeine, in cocoa products and drugs by paper spray tandem mass spectrometry. , 2019, Food chemistry.

[40]  W. Weinmann,et al.  Quantitative determination of CBD and THC and their acid precursors in confiscated cannabis samples by HPLC-DAD. , 2019, Forensic science international.

[41]  S. Materazzi,et al.  A major allergen in rainbow trout (Oncorhynchus mykiss): complete sequences of parvalbumin by MALDI tandem mass spectrometry. , 2015, Molecular bioSystems.

[42]  M. Sabbieti,et al.  Effects of phthalate esters on actin cytoskeleton of Py1a rat osteoblasts. , 2002, Histology and histopathology.

[43]  Frans van den Berg,et al.  Review of the most common pre-processing techniques for near-infrared spectra , 2009 .

[44]  I. Lednev,et al.  Ultraviolet resonance Raman spectroscopy for the detection of cocaine in oral fluid. , 2018, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[45]  Aldo Roda Luminescence provides powerful performance in practical applications: Report on the XIII International Symposium on Luminescence Spectrometry – Analytical Luminescence: New Diagnostic Tools in Life Science, Food Safety and Cultural Heritage, Bologna, Italy, 7–11 September 2008 , 2009 .

[46]  R. Caminiti,et al.  A combined theoretical and experimental study of solid octyl and decylammonium chlorides and of their aqueous solutions. , 2013, The journal of physical chemistry. B.

[47]  Jamilah Bakar,et al.  Classification and quantification of palm oil adulteration via portable NIR spectroscopy. , 2017, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[48]  M. Elsohly,et al.  Chemical constituents of marijuana: the complex mixture of natural cannabinoids. , 2005, Life sciences.

[49]  S. Materazzi,et al.  Miniaturized analytical platform for cocaine detection in oral fluids by MicroNIR/Chemometrics. , 2019, Talanta.