2. Academic Validation
  3. The novel heptyl phorolic acid cannabinoids content in different Cannabis sativa L. accessions

The novel heptyl phorolic acid cannabinoids content in different Cannabis sativa L. accessions

  • Talanta. 2021 Dec 1:235:122704. doi: 10.1016/j.talanta.2021.122704.
Pasquale Linciano 1,  Fabiana Russo 2,  Cinzia Citti 3,  Francesco Tolomeo 4,  Roberta Paris 5,  Flavia Fulvio 5,  Nicola Pecchioni 6,  Maria Angela Vandelli 2,  Aldo Laganà 7,  Anna Laura Capriotti 8,  Giuseppe Biagini 9,  Luigi Carbone 4,  Giuseppe Gigli 4,  Giuseppe Cannazza 10
Affiliations

Affiliations

  • 1 Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 103, 41125, Modena, Italy; School of Pharmacy, University of Pavia, Viale Taramelli 12, 27100, Pavia, Italy.
  • 2 Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 103, 41125, Modena, Italy.
  • 3 Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 103, 41125, Modena, Italy; Institute of Nanotechnology, CNR NANOTEC, Via Monteroni, 73100, Lecce, Italy. Electronic address: cinzia.citti@unimore.it.
  • 4 Institute of Nanotechnology, CNR NANOTEC, Via Monteroni, 73100, Lecce, Italy.
  • 5 CREA-Research Center for Cereal and Industrial Crops, Via di Corticella 133, 40128, Bologna, Italy.
  • 6 CREA-Research Center for Cereal and Industrial Crops, S.S. 673 Km 25,200, 71122, Foggia, Italy.
  • 7 Institute of Nanotechnology, CNR NANOTEC, Via Monteroni, 73100, Lecce, Italy; Department of Chemistry, Sapienza University of Rome, Piazzale Aldo Moro 5, 00185, Rome, Italy.
  • 8 Department of Chemistry, Sapienza University of Rome, Piazzale Aldo Moro 5, 00185, Rome, Italy.
  • 9 Department of Biomedical, Metabolic and Neural Sciences, University of Modena and Reggio Emilia, Via G. Campi 287, 41125, Modena, Italy.
  • 10 Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 103, 41125, Modena, Italy; Institute of Nanotechnology, CNR NANOTEC, Via Monteroni, 73100, Lecce, Italy.
PMID: 34517579 DOI: 10.1016/j.talanta.2021.122704
Abstract

The recent discovery of the novel heptyl phytocannabinoids cannabidiphorol (CBDP) and Δ9-tetrahydrocannabiphorol (Δ9-THCP) raised a series of questions relating to the presence and abundance of these new unorthodox compounds in cannabis inflorescence or derived products. As fresh inflorescence contains mainly their acid precursors, which are not commercially available, an ad hoc stereoselective synthesis was performed in order to obtain cannabidiphorolic acid (CBDPA) and Δ9-tetrahydrocannabiphorolic acid (THCPA) to be used as analytical standards for quantitative purposes. The present work reports an unprecedented targeted analysis of both pentyl (C5) and heptyl (C7) CBD- and THC-type compounds in forty-nine cannabis samples representing four different chemotypes. Moreover, the ultrahigh performance liquid chromatography coupled to high-resolution mass spectrometry-based method was applied for the putative identification of other heptyl homologs of the most common phytocannabinoid acids, including cannabigerophorolic acid (CBGPA), cannabichromephorolic acid (CBCPA), cannabinophorolic acid (CBNPA), cannabielsophorolic acid (CBEPA), cannabicyclophorolic acid (CBLPA), cannabitriophorolic acid (CBTPA), and cannabiripsophorolic acid (CBRPA).

Keywords

Cannabidiphorolic acid; Cannabis; Heptyl phytocannabinoids; Liquid chromatography-mass spectrometry; Tetrahydrocannabiphorolic acid.

Figures
Products
  • Cat. No.
    Product Name
    Description
    Target
    Research Area
  • HY-158747
    Cannabidiphorolic acid