GC-MS Metabolite Profile and Identification of Unusual Homologous Cannabinoids in High Potency Cannabis sativa.

Planta Med

Department of Mining, Industrial and ICT, Escola Politècnica Superior d'Enginyeria de Manresa (EPSEM), Universitat Politècnica de Catalunya (UPC-BarcelonaTech), Manresa, Catalonia, Spain.

Published: March 2020

Phytochemical investigation of the lipids extracted from seeds of by GC-MS showed 43 cannabinoids, 16 of which are new. The extract is dominated by Δ-tetrahydrocannabinolic acid (A) and its neutral derivative -Δ-tetrahydrocannabinol-C (THC) and -Δ-tetrahydrocannabinol-C isomers with an ethyl-pentyl branched chain together with minor amounts of -Δ-tetrahydrocannabinol with a methyl-pentyl C branched side chain were identified as new natural compounds. Four cannabichromene isomers with a C side chain are postulated to be derived from the double bond migration at the terminal isoprenyl unit. C cannabichromene together with the neutral and acidic forms of cannabinol-C were also detected. The mass spectrum of these homologues as trimethylsilyl (TMS) derivatives are presented, and the fragmentation patterns are discussed.

Download full-text PDF

Source
http://dx.doi.org/10.1055/a-1110-1045DOI Listing

Publication Analysis

Top Keywords

side chain
8
gc-ms metabolite
4
metabolite profile
4
profile identification
4
identification unusual
4
unusual homologous
4
homologous cannabinoids
4
cannabinoids high
4
high potency
4
potency cannabis
4

Similar Publications

Non-fused electron acceptors have obtained increasing curiosity in organic solar cells (OSCs) thanks to simple synthetic route and versatile chemical modification capabilities. However, non-fused acceptors with varying quinoxaline core and as-cast device have rarely been explored, and the molecular structure-photovoltaic performance relationship of such acceptors remains unclear. Herein, two non-fused acceptors L19 and L21 with thienyl substituted non-fluorinated/fluorinated quinoxaline core were developed via five-step synthesis.

View Article and Find Full Text PDF

Riboflavin-mediated ultraviolet photosensitive oxidation of beef myofibrillar proteins with different storage times.

Food Chem

January 2025

Institute of Food Science and Technology, Chinese Academy of Agricultural Sciences/Key Laboratory of Agricultural Product Processing, Ministry of Agriculture, Beijing 100193, China; Zibo Institute for Digital Agriculture and Rural Research, Zibo 255051, China. Electronic address:

The study was designed to investigate the mechanism of Riboflavin (RF)-mediated UVA photosensitive oxidation on beef myofibrillar proteins (MP) oxidized at different storage times. To elucidate the direct relationship between RF and protein oxidation, the mechanism of action was analyzed in terms of amino acid and side chain residues, protein structure, and protein oxidative metabolism. Oxidation of MP resulted in significant changes in the levels of carbonyls, sulfhydryls, Lysine, Arginine, Threonin, and Histidine.

View Article and Find Full Text PDF

Fluorine-rich poly(arylene amine) membranes for the separation of liquid aliphatic compounds.

Science

January 2025

State Key Laboratory of Coordination Chemistry, MOE Key Laboratory of High-Performance Polymer Materials & Technology, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.

We explored the potential for membrane materials to reduce energy and carbon requirements for the separation of aliphatic hydrocarbon feedstocks and products. We developed a series of fluorine-rich poly(arylene amine) polymer membranes that feature rigid polymer backbones with segregated perfluoroalkyl side chains. This combination imbues the polymers with resistance to dilation induced by hydrocarbon immersion without the loss of solution-based membrane fabrication techniques.

View Article and Find Full Text PDF

FlowPacker: Protein side-chain packing with torsional flow matching.

Bioinformatics

January 2025

Department of Molecular Genetics, University of Toronto, Ontario, M5S 3K3, Canada.

Motivation: Accurate prediction of protein side-chain conformations is necessary to understand protein folding, protein-protein interactions and facilitate de novo protein design.

Results: Here we apply torsional flow matching and equivariant graph attention to develop FlowPacker, a fast and performant model to predict protein side-chain conformations conditioned on the protein sequence and backbone. We show that FlowPacker outperforms previous state-of-the-art baselines across most metrics with improved runtime.

View Article and Find Full Text PDF

Anchorable Polymers Enabling Ultra-Thin and Robust Hole-Transporting Layers for High-Efficiency Inverted Perovskite Solar Cells.

Angew Chem Int Ed Engl

January 2025

Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Shanghai Key Laboratory of Functional Materials Chemistry, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, China.

Currently, the development of polymeric hole-transporting materials (HTMs) lags behind that of small-molecule HTMs in inverted perovskite solar cells (PSCs). A critical challenge is that conventional polymeric HTMs are incapable of forming ultra-thin and conformal coatings like self-assembly monolayers (SAMs), especially for substrates with rough surface morphology. Herein, we address this challenge by designing anchorable polymeric HTMs (CP1 to CP5).

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!