Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidome

Abstract N-palmitoyl-D-glucosamine (PGA) belongs to the class of molecules known as Autacoid Local Injury Antagonism (ALIA)-amides, whose parent compound is N-palmitoyl-ethanolamine (PEA) an endocannabinoid-like mediator belonging to the expanded endocannabinoid system (the endocannabinoidome). The...

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Main Authors: Aniello Schiano Moriello, Marco Allarà, Fabio Arturo Iannotti, Gabriele Marcolongo, Fabiana Piscitelli, Roberta Verde, Vincenzo Di Marzo, Stefania Petrosino
Format: Article
Language:English
Published: Nature Portfolio 2025-07-01
Series:Scientific Reports
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Online Access:https://doi.org/10.1038/s41598-025-07103-5
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author Aniello Schiano Moriello
Marco Allarà
Fabio Arturo Iannotti
Gabriele Marcolongo
Fabiana Piscitelli
Roberta Verde
Vincenzo Di Marzo
Stefania Petrosino
author_facet Aniello Schiano Moriello
Marco Allarà
Fabio Arturo Iannotti
Gabriele Marcolongo
Fabiana Piscitelli
Roberta Verde
Vincenzo Di Marzo
Stefania Petrosino
author_sort Aniello Schiano Moriello
collection DOAJ
description Abstract N-palmitoyl-D-glucosamine (PGA) belongs to the class of molecules known as Autacoid Local Injury Antagonism (ALIA)-amides, whose parent compound is N-palmitoyl-ethanolamine (PEA) an endocannabinoid-like mediator belonging to the expanded endocannabinoid system (the endocannabinoidome). The mechanism of action of ALIA-amides is mainly targeted at the down-regulation of the hyperactivity of peripheral mast cells and non-neuronal cells of the central nervous system. This study aimed to investigate if PGA is able to produce the typical “entourage” effect of PEA, consisting of increasing the endogenous levels of the endocannabinoids anandamide (AEA) and 2-arachidonoylglycerol (2-AG), and to also elevate endogenous PEA levels. PGA (10 µM) treatment of HaCaT cells for 40 min and 6 h resulted in higher cellular concentrations of AEA, 2-AG and PEA. The increase of endocannabinoid and PEA levels was observed both after 40 min and 6 h of PGA treatment. The unselective serine hydrolase inhibitor MAFP (10 µM) inhibited the PGA-induced increase in cellular concentrations of AEA, 2-AG and PEA. The mRNA expression of endocannabinoid and PEA anabolic (NAPEPLD, ABHD4, GDE1, DAGLA and DAGLB) and catabolic (FAAH, MAGL and NAAA) enzymes was also measured, revealing a significative reduction of GDE1, DAGLB, FAAH, MAGL and NAAA, after PGA treatment for 6 h. Finally, AEA, 2-AG and PEA were also measured in HaCaT cells after siRNA against ABHD4 and PGA treatment for 40 min, revealing an increase of their endogenous levels. In conclusion, we demonstrated for the first time that PGA increases PEA and endocannabinoid levels, thus potentially strengthening a part of endocannabinoidome signaling.
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spelling doaj-art-af1e2c1f896c4d7cb757d520bd4913f32025-08-20T03:38:15ZengNature PortfolioScientific Reports2045-23222025-07-0115111110.1038/s41598-025-07103-5Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidomeAniello Schiano Moriello0Marco Allarà1Fabio Arturo Iannotti2Gabriele Marcolongo3Fabiana Piscitelli4Roberta Verde5Vincenzo Di Marzo6Stefania Petrosino7Istituto di Chimica Biomolecolare, Consiglio Nazionale delle RicercheIstituto di Chimica Biomolecolare, Consiglio Nazionale delle RicercheIstituto di Chimica Biomolecolare, Consiglio Nazionale delle RicercheEpitech Group SpAIstituto di Chimica Biomolecolare, Consiglio Nazionale delle RicercheIstituto di Chimica Biomolecolare, Consiglio Nazionale delle RicercheIstituto di Chimica Biomolecolare, Consiglio Nazionale delle RicercheIstituto di Chimica Biomolecolare, Consiglio Nazionale delle RicercheAbstract N-palmitoyl-D-glucosamine (PGA) belongs to the class of molecules known as Autacoid Local Injury Antagonism (ALIA)-amides, whose parent compound is N-palmitoyl-ethanolamine (PEA) an endocannabinoid-like mediator belonging to the expanded endocannabinoid system (the endocannabinoidome). The mechanism of action of ALIA-amides is mainly targeted at the down-regulation of the hyperactivity of peripheral mast cells and non-neuronal cells of the central nervous system. This study aimed to investigate if PGA is able to produce the typical “entourage” effect of PEA, consisting of increasing the endogenous levels of the endocannabinoids anandamide (AEA) and 2-arachidonoylglycerol (2-AG), and to also elevate endogenous PEA levels. PGA (10 µM) treatment of HaCaT cells for 40 min and 6 h resulted in higher cellular concentrations of AEA, 2-AG and PEA. The increase of endocannabinoid and PEA levels was observed both after 40 min and 6 h of PGA treatment. The unselective serine hydrolase inhibitor MAFP (10 µM) inhibited the PGA-induced increase in cellular concentrations of AEA, 2-AG and PEA. The mRNA expression of endocannabinoid and PEA anabolic (NAPEPLD, ABHD4, GDE1, DAGLA and DAGLB) and catabolic (FAAH, MAGL and NAAA) enzymes was also measured, revealing a significative reduction of GDE1, DAGLB, FAAH, MAGL and NAAA, after PGA treatment for 6 h. Finally, AEA, 2-AG and PEA were also measured in HaCaT cells after siRNA against ABHD4 and PGA treatment for 40 min, revealing an increase of their endogenous levels. In conclusion, we demonstrated for the first time that PGA increases PEA and endocannabinoid levels, thus potentially strengthening a part of endocannabinoidome signaling.https://doi.org/10.1038/s41598-025-07103-52-arachidonoyl-glycerolALIA-amidesAnandamideEndocannabinoidomeN-palmitoyl-D-glucosaminePalmitoylethanolamide
spellingShingle Aniello Schiano Moriello
Marco Allarà
Fabio Arturo Iannotti
Gabriele Marcolongo
Fabiana Piscitelli
Roberta Verde
Vincenzo Di Marzo
Stefania Petrosino
Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidome
Scientific Reports
2-arachidonoyl-glycerol
ALIA-amides
Anandamide
Endocannabinoidome
N-palmitoyl-D-glucosamine
Palmitoylethanolamide
title Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidome
title_full Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidome
title_fullStr Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidome
title_full_unstemmed Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidome
title_short Deciphering the interaction between N-palmitoyl-D-glucosamine and the endocannabinoidome
title_sort deciphering the interaction between n palmitoyl d glucosamine and the endocannabinoidome
topic 2-arachidonoyl-glycerol
ALIA-amides
Anandamide
Endocannabinoidome
N-palmitoyl-D-glucosamine
Palmitoylethanolamide
url https://doi.org/10.1038/s41598-025-07103-5
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