PGE2 glycerol ester, a COX‐2 oxidative metabolite of 2‐arachidonoyl glycerol, modulates inhibitory synaptic transmission in mouse hippocampal neurons

Sang, Nan; Zhang, Jian; Chen, Chu

doi:10.1113/jphysiol.2006.105569

Cited by 90Cannabis and Cannabinoid ResearchNeuroscience and Neuropharmacology ResearchInflammatory mediators and NSAID effects

PGE2 glycerol ester, a COX‐2 oxidative metabolite of 2‐arachidonoyl glycerol, modulates inhibitory synaptic transmission in mouse hippocampal neurons

Open access

Sang, Nan, Zhang, Jian, Chen, Chu·2006·The Journal of Physiology

DOI 10.1113/jphysiol.2006.105569PMC PMC1780008

Open this paper in CoChat — free account Open PDF

Abstract

The oxygenation of endogenous cannabinoids (eCBs) 2-arachidonoyl glycerol (2-AG) and arachidonoyl ethanolamide by cyclooxygenase-2 (COX-2) produces novel types of prostanoids: prostaglandin glycerol esters (PG-Gs) and prostaglandin ethanolamides (PG-EAs). However, the physiological function of COX-2 oxidative metabolites of eCBs is still unclear. Here we demonstrate that PGE2-G, a COX-2 oxidative metabolite of 2-AG, induced a concentration-dependent increase in the frequency ofminiature inhibitory postsynaptic currents (mIPSCs) in primary cultured hippocampal neurons, an effect opposite to that of 2-AG. This increase was not inhibited by SR141716, a CB1 receptor antagonist, but was attenuated by an IP3 or MAPK inhibitor. In addition, we also examined the effects of other prostanoids derived from COX-2 oxygenation of eCBs on mIPSCs. PGD2-G, PGF2alpha-G and PGD2-EA, but not PGE2-EA or PGF2alpha-EA, also increased the frequency of mIPSCs. The eCB-derived prostanoid-induced responses appeared to be different from those of corresponding arachidonic acid-derived prostanoids, implying that these effects are not mediated via known prostanoid receptors. We further discovered that the inhibition of COX-2 activity reduced inhibitory synaptic activity and augmented depolarization-induced suppression of inhibition (DSI), whereas the enhancement of COX-2 augmented the synaptic transmission and abolished DSI. Our results, which show that COX-2 oxidative metabolites of eCBs exert opposite effects to their parent molecules on inhibitory synaptic transmission, suggest that alterations in COX-2 activity will have significant impact on endocannabinoid signalling in hippocampal synaptic activity.

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

Integrity signals

Registry

Crossref · 10.1113/jphysiol.2006.105569

Cites

38 of 38 references verified0 citation errors · 0 not checkable

Statistics

Claims the paper makes

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

Blocking COX-2 limits the production of active oxidative metabolites of AEA and 2-AG that are posited to exert effects at as yet undetermined receptors.
“blocking COX-2 will limit the production of the active oxidative metabolites of AEA (prostaglandin-Gs) and 2-AG (prostaglandin-EAs), that are posited to exert their own effects at as yet to be determined receptors (Hu et al., 2008; Sang et al., 2006; Yang and Chen, 2008).”
From The endocannabinoid system as a target for novel anxiolytic drugs (2017) · cites this paper as Sang et al., 2006

Self-check

Percentages, sums and reported differences re-computed from the paper’s own numbers.

The self-check needs the paper’s full text.

CYCLOOXYGENASES 1 AND 2
Vane, J. R., Bakhle, Y. S., & Botting, R. M. (1998) · The Annual Review of Pharmacology and Toxicology · doi:10.1146/annurev.pharmtox.38.1.97 · Cited by 2,737 · see citing works
COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: Cloning, structure, and expression
Chandrasekharan, N. V., Dai, H., Roos, K. L. T., Evanson, N. K., Tomsik, J., Elton, T. S., & Simmons, D. L. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.162468699 · Cited by 1,989 · see citing works
The molecular logic of endocannabinoid signalling
Piomelli, D. (2003) · Nature Reviews Neuroscience · doi:10.1038/nrn1247 · Cited by 1,957 · see citing works
Endogenous cannabinoids mediate retrograde signalling at hippocampal synapses
Wilson, R. I., & Nicoll, R. A. (2001) · Nature · doi:10.1038/35069076 · Cited by 1,607 · see citing works
Role of Endogenous Cannabinoids in Synaptic Signaling
Freund, T. F., Katona, I., & Piomelli, D. (2003) · Physiological Reviews · doi:10.1152/physrev.00004.2003 · Cited by 1,567 · see citing works
Endocannabinoid Signaling in the Brain
Wilson, R. I., & Nicoll, R. A. (2002) · Science · doi:10.1126/science.1063545 · Cited by 1,260 · see citing works
Expression of a mitogen-inducible cyclooxygenase in brain neurons: Regulation by synaptic activity and glucocorticoids
Yamagata, K., Andreasson, K. I., Kaufmann, W. E., Barnes, C. A., & Worley, P. F. (1993) · Neuron · doi:10.1016/0896-6273(93)90192-t · Cited by 1,224 · see citing works
The endocannabinoid system and its therapeutic exploitation
Marzo, V. D., Bifulco, M., & Petrocellis, L. D. (2004) · Nature Reviews Drug Discovery · doi:10.1038/nrd1495 · Cited by 1,090 · see citing works
Cannabinoid physiology and pharmacology: 30 years of progress
Howlett, A. C., Breivogel, C. S., Childers, S. R., Deadwyler, S. A., Hampson, R. E., & Porrino, L. J. (2004) · Neuropharmacology · doi:10.1016/j.neuropharm.2004.07.030 · Cited by 608 · see citing works
COX-2, a synaptically induced enzyme, is expressed by excitatory neurons at postsynaptic sites in rat cerebral cortex.
Kaufmann, W. E., Worley, P. F., Pegg, J. A., Bremer, M., & Isakson, P. C. (1996) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.93.6.2317 · Cited by 593 · see citing works
CANNABINOID RECEPTORS AND THEIR ENDOGENOUS AGONISTS
Felder, C. C., & Glass, M. (1998) · The Annual Review of Pharmacology and Toxicology · doi:10.1146/annurev.pharmtox.38.1.179 · Cited by 410 · see citing works
Synthesis of Prostaglandin E2 Ethanolamide from Anandamide by Cyclooxygenase-2
Yu, M., Ives, D., & Ramesha, C. S. (1997) · Journal of Biological Chemistry · doi:10.1074/jbc.272.34.21181 · Cited by 406 · see citing works
Oxygenation of the endocannabinoid, 2-arachidonylglycerol, to glyceryl prostaglandins by cyclooxygenase-2
Kozak, K. R., Rowlinson, S. W., & Marnett, L. J. (2000) · Journal of Biological Chemistry · doi:10.1074/jbc.m007088200 · Cited by 390 · see citing works
Metabolism of the endocannabinoids, 2-arachidonylglycerol and anandamide, into prostaglandin, thromboxane, and prostacyclin glycerol esters and ethanolamides
Kozak, K. R., Crews, B. C., Morrow, J. D., Wang, L.-H., Ma, Y. H., Weinander, R., Jakobsson, P.-J., & Marnett, L. J. (2002) · Journal of Biological Chemistry · doi:10.1074/jbc.m206788200 · Cited by 368 · see citing works
Cyclooxygenase-2 Regulates Prostaglandin E2Signaling in Hippocampal Long-Term Synaptic Plasticity
Chen, C., Magee, J. C., & Bazan, N. G. (2002) · Journal of Neurophysiology · doi:10.1152/jn.2002.87.6.2851 · Cited by 293 · see citing works
Self-citation
Inhibition of cyclooxygenase-2 potentiates retrograde endocannabinoid effects in hippocampus
Kim, J., & Alger, B. E. (2004) · Nature Neuroscience · doi:10.1038/nn1262 · Cited by 238 · see citing works
Pharmacological separation of cannabinoid sensitive receptors on hippocampal excitatory and inhibitory fibers
Hájos, N., & Freund, T. F. (2002) · Neuropharmacology · doi:10.1016/s0028-3908(02)00157-0 · Cited by 198 · see citing works
Lipid signaling: Sleep, synaptic plasticity, and neuroprotection
Chen, C., & Bazan, N. G. (2005) · Prostaglandins & Other Lipid Mediators · doi:10.1016/j.prostaglandins.2005.07.001 · Cited by 193 · see citing works
Self-citation
Postsynaptically Synthesized Prostaglandin E2 (PGE2) Modulates Hippocampal Synaptic Transmission via a Presynaptic PGE2 EP2 Receptor
Sang, N., Zhang, J., Marcheselli, V., Bazan, N. G., & Chen, C. (2005) · Journal of Neuroscience · doi:10.1523/jneurosci.2392-05.2005 · Cited by 191 · see citing works
Self-citation
Cellular and Molecular Mechanisms Underlying Learning and Memory Impairments Produced by Cannabinoids: Figure 1.Preprint
Sullivan, J. (2000) · Learning & Memory · doi:10.1101/lm.7.3.132 · Cited by 173 · see citing works
CB1 and CB2 receptor-mediated signalling: a focus on endocannabinoids
McAllister, S. D., & Glass, M. (2002) · Prostaglandins Leukotrienes and Essential Fatty Acids · doi:10.1054/plef.2001.0344 · Cited by 158 · see citing works
Endogenous PGE2Regulates Membrane Excitability and Synaptic Transmission in Hippocampal CA1 Pyramidal Neurons
Chen, C., & Bazan, N. G. (2005) · Journal of Neurophysiology · doi:10.1152/jn.00696.2004 · Cited by 143 · see citing works
Self-citation
Metabolism of Prostaglandin Glycerol Esters and Prostaglandin Ethanolamides in Vitro and in Vivo
Kozak, K. R., Crews, B. C., Ray, J. L., Tai, H., Morrow, J. D., & Marnett, L. J. (2001) · Journal of Biological Chemistry · doi:10.1074/jbc.m105854200 · Cited by 139 · see citing works
Oxidative Metabolism of Endocannabinoids by COX-2
Kozak, K. R., Prusakiewicz, J. J., & Marnett, L. J. (2004) · Current Pharmaceutical Design · doi:10.2174/1381612043453081 · Cited by 136 · see citing works
Prostaglandin Ethanolamides (Prostamides): In Vitro Pharmacology and Metabolism
Matias, I., Chen, J., PETROCELLIS, L. D., Bisogno, T., Ligresti, A., Fezza, F., Krauss, A. H. ‐., Shi, L., Protzman, C. E., Li, C., et al. (2004) · Journal of Pharmacology and Experimental Therapeutics · doi:10.1124/jpet.103.061705 · Cited by 132 · see citing works
New insights into COX-2 biology and inhibition
Patrignani, P., Tacconelli, S., Sciulli, M. G., & Capone, M. L. (2005) · Brain Research Reviews · doi:10.1016/j.brainresrev.2004.12.024 · Cited by 128 · see citing works
Distinct cannabinoid sensitive receptors regulate hippocampal excitation and inhibition
Hájos, N., & Freund, T. F. (2002) · Chemistry and Physics of Lipids · doi:10.1016/s0009-3084(02)00149-4 · Cited by 122 · see citing works
The glyceryl ester of prostaglandin E 2 mobilizes calcium and activates signal transduction in RAW264.7 cells
Nirodi, C. S., Crews, B. C., Kozak, K. R., Morrow, J. D., & Marnett, L. J. (2004) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0303950101 · Cited by 113 · see citing works
Pharmacological Characterization of the Anandamide Cyclooxygenase Metabolite: Prostaglandin E2 Ethanolamide
Ross, R. A., Craib, S. J., Stevenson, L., Pertwee, R. G., Henderson, A., Toole, J. J., & Ellington, H. C. (2002) · Journal of Pharmacology and Experimental Therapeutics · doi:10.1124/jpet.301.3.900 · Cited by 110 · see citing works
The Dynamics of Prostaglandin H Synthases
So, O., Scarafia, L. E., Mak, A. Y., Callan, O., & Swinney, D. C. (1998) · Journal of Biological Chemistry · doi:10.1074/jbc.273.10.5801 · Cited by 91 · see citing works
Miniature Synaptic Events Elicited by Presynaptic Ca2+ Rise Are Selectively Suppressed by Cannabinoid Receptor Activation in Cerebellar Purkinje Cells
Yamasaki, M., Hashimoto, K., & Kano, M. (2006) · Journal of Neuroscience · doi:10.1523/jneurosci.2258-05.2006 · Cited by 78 · see citing works
Retrograde endocannabinoid regulation of GABAergic inhibition in the rat dentate gyrus granule cell
Isokawa, M., & Alger, B. E. (2005) · The Journal of Physiology · doi:10.1113/jphysiol.2005.094219 · Cited by 69 · see citing works
Amino Acid Determinants in Cyclooxygenase-2 Oxygenation of the Endocannabinoid 2-Arachidonylglycerol
Kozak, K. R., Prusakiewicz, J. J., Rowlinson, S. W., Schneider, C. G., & Marnett, L. J. (2001) · Journal of Biological Chemistry · doi:10.1074/jbc.m104467200 · Cited by 66 · see citing works
Endocannabinoid transport tightly controls 2‐arachidonoyl glycerol actions in the hippocampus: effects of low temperature and the transport inhibitor AM404
Hájos, N., Kathuria, S., Dinh, T. P., Piomelli, D., & Freund, T. F. (2004) · European Journal of Neuroscience · doi:10.1111/j.0953-816x.2004.03433.x · Cited by 63 · see citing works
Heterogeneous expression and regulation of hippocampal prostaglandin E2 receptors
Zhu, P., Genc, A., Zhang, X., Zhang, J., Bazan, N. G., & Chen, C. (2005) · Journal of Neuroscience Research · doi:10.1002/jnr.20597 · Cited by 44 · see citing works
Self-citation
Endocannabinoids: Getting the message across
Alger, B. E. (2004) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0402935101 · Cited by 43 · see citing works
Lipid signals in pain control
Bazan, N. G., & Flower, R. (2002) · Nature · doi:10.1038/420135a · Cited by 42 · see citing works
Platelet-activating factor inhibits ionotropic GABA receptor activity in cultured hippocampal neurons
Chen, C., & Bazan, N. G. (1999) · Neuroreport · doi:10.1097/00001756-199912160-00020 · Cited by 16 · see citing works
Self-citation

Flagged first, then by citations

Research works printed but not linked: 1

C 2006 The Authors. Journal compilation C 2006 The Physiological Society 14697793, 2006, 3, Downloaded from https://physoc.onlinelibrary.wiley.com/doi/10.1113/jphysiol.2006.105569 by Mount Vernon Nazarene University, Wiley Online Library on [23/06/2026]. See the Terms and Conditions (https://onlinelibrary.wiley.com/terms-and-conditions) on Wiley Online Library for rules of use; OA articles are governed by the applicable Creative Commons License J Physiol 572. · DOI

Sorted by citations

Endocannabinoid-Mediated Control of Synaptic Transmission
Kano, M., Ohno‐Shosaku, T., Hashimotodani, Y., Uchigashima, M., & Watanabe, M. (2009) · Physiological Reviews · doi:10.1152/physrev.00019.2008 · Cited by 1,529 · see citing works
An Introduction to the Endogenous Cannabinoid System
Lu, H.-C., & Mackie, K. (2016) · Biological Psychiatry · doi:10.1016/j.biopsych.2015.07.028 · Cited by 1,234 · see citing works
Endocannabinoids and endocannabinoid-related mediators: Targets, metabolism and role in neurological disorders
Iannotti, F. A., Marzo, V. D., & Petrosino, S. (2016) · Progress in Lipid Research · doi:10.1016/j.plipres.2016.02.002 · Cited by 357 · see citing works
Endocannabinoid Oxygenation by Cyclooxygenases, Lipoxygenases, and Cytochromes P450: Cross-Talk between the Eicosanoid and Endocannabinoid Signaling Pathways
Rouzer, C. A., & Marnett, L. J. (2011) · Chemical Reviews · doi:10.1021/cr2002799 · Cited by 301 · see citing works
Sensory and Signaling Mechanisms of Bradykinin, Eicosanoids, Platelet-Activating Factor, and Nitric Oxide in Peripheral Nociceptors
Pethö, G., & Reeh, P. W. (2012) · Physiological Reviews · doi:10.1152/physrev.00048.2010 · Cited by 288 · see citing works
Parsing the players: 2‐arachidonoylglycerol synthesis and degradation in the CNS
Murataeva, N., Straiker, A. J., & Mackie, K. (2013) · British Journal of Pharmacology · doi:10.1111/bph.12411 · Cited by 253 · see citing works
The endocannabinoid system as a target for novel anxiolytic drugs
Patel, S., Hill, M. N., Cheer, J. F., Wotjak, C. T., & Holmes, A. (2017) · Neuroscience & Biobehavioral Reviews · doi:10.1016/j.neubiorev.2016.12.033 · Cited by 233 · see citing works
The Role of the Endocannabinoid System in Pain
Woodhams, S. G., Sagar, D. R., Burston, J. J., & Chapman, V. (2015) · Handbook of experimental pharmacology · doi:10.1007/978-3-662-46450-2_7 · Cited by 205 · see citing works
Cyclooxygenase-2 in synaptic signaling
Yang, H., & Chen, C. (2008) · Current Pharmaceutical Design · doi:10.2174/138161208784480144 · Cited by 195 · see citing works
Self-citation
(R)-Profens are substrate-selective inhibitors of endocannabinoid oxygenation by COX-2
Duggan, K. C., Hermanson, D. J., Musee, J., Prusakiewicz, J. J., Scheib, J. L., Carter, B. D., Banerjee, S., Oates, J. A., & Marnett, L. J. (2011) · Nature Chemical Biology · doi:10.1038/nchembio.663 · Cited by 184 · see citing works
Critical Enzymes Involved in Endocannabinoid Metabolism
Basavarajappa, B. S. (2007) · Protein and Peptide Letters · doi:10.2174/092986607780090829 · Cited by 179 · see citing works
Care and Feeding of the Endocannabinoid System: A Systematic Review of Potential Clinical Interventions that Upregulate the Endocannabinoid System
McPartland, J. M., Guy, G. W., & Marzo, V. D. (2014) · PLoS ONE · doi:10.1371/journal.pone.0089566 · Cited by 161 · see citing works
Prostaglandin E <sub>2</sub> glycerol ester, an endogenous COX‐2 metabolite of 2‐arachidonoylglycerol, induces hyperalgesia and modulates NFκB activity
Hu, S. S., Bradshaw, H. B., Chen, J. S., Tan, B., & Walker, J. M. (2008) · British Journal of Pharmacology · doi:10.1038/bjp.2008.33 · Cited by 151 · see citing works
Endogenous cannabinoids revisited: A biochemistry perspective
Fonseca, B. M., Costa, M. A., Almada, M., Correia‐da‐Silva, G., & Teixeira, N. A. A. (2013) · Prostaglandins & Other Lipid Mediators · doi:10.1016/j.prostaglandins.2013.02.002 · Cited by 147 · see citing works
Endocannabinoid metabolism and uptake: novel targets for neuropathic and inflammatory pain
Jhaveri, M. D., Richardson, D. S., & Chapman, V. (2007) · British Journal of Pharmacology · doi:10.1038/sj.bjp.0707433 · Cited by 145 · see citing works
Endocannabinoids in nervous system health and disease: the big picture in a nutshell
Skaper, S. D., & Marzo, V. D. (2012) · Philosophical Transactions of the Royal Society B Biological Sciences · doi:10.1098/rstb.2012.0313 · Cited by 134 · see citing works
Inhibition of COX‐2 expression by endocannabinoid 2‐arachidonoylglycerol is mediated via PPAR‐γ
Du, H., Chen, X., Zhang, J., & Chen, C. (2011) · British Journal of Pharmacology · doi:10.1111/j.1476-5381.2011.01444.x · Cited by 133 · see citing works
Self-citation
Substrate-selective COX-2 inhibition as a novel strategy for therapeutic endocannabinoid augmentation
Hermanson, D. J., Gamble‐George, J., Marnett, L. J., & Patel, S. (2014) · Trends in Pharmacological Sciences · doi:10.1016/j.tips.2014.04.006 · Cited by 121 · see citing works
Mechanisms of Control of Neuron Survival by the Endocannabinoid System
Galve‐Roperh, I., Aguado, T., Palazuelos, J., & Guzmán, M. (2008) · Current Pharmaceutical Design · doi:10.2174/138161208785740117 · Cited by 119 · see citing works
Non-redundant Functions of Cyclooxygenases: Oxygenation of Endocannabinoids
Rouzer, C. A., & Marnett, L. J. (2008) · Journal of Biological Chemistry · doi:10.1074/jbc.r800005200 · Cited by 116 · see citing works
The Role of Brain Cyclooxygenase-2 (Cox-2) Beyond Neuroinflammation: Neuronal Homeostasis in Memory and Anxiety
Ramos, D. L., & Ballaz, S. (2020) · Molecular Neurobiology · doi:10.1007/s12035-020-02087-x · Cited by 108 · see citing works
The contribution of cyclooxygenase‐2 to endocannabinoid metabolism and action
Fowler, C. J. (2007) · British Journal of Pharmacology · doi:10.1038/sj.bjp.0707379 · Cited by 102 · see citing works
Lipid Signaling and Synaptic Plasticity
Sang, N., & Chen, C. (2006) · The Neuroscientist · doi:10.1177/1073858406290794 · Cited by 96 · see citing works
Self-citation
Cyclooxygenase Inhibition in Ischemic Brain Injury
Candelario‐Jalil, E., & Fiebich, B. L. (2008) · Current Pharmaceutical Design · doi:10.2174/138161208784480216 · Cited by 99 · see citing works
Dynamic Regulation of the Endocannabinoid System: Implications for Analgesia
Sagar, D. R., Gaw, A. G., Okine, B. N., Woodhams, S. G., Wong, A., Kendall, D. A., & Chapman, V. (2009) · Molecular Pain · doi:10.1186/1744-8069-5-59 · Cited by 96 · see citing works
Esterified eicosanoids: Generation, characterization and function
Hammond, V. J., & O’Donnell, V. B. (2011) · Biochimica et Biophysica Acta (BBA) - Biomembranes · doi:10.1016/j.bbamem.2011.12.013 · Cited by 94 · see citing works
Glucocorticoids shift arachidonic acid metabolism toward endocannabinoid synthesis: A non-genomic anti-inflammatory switch
Malcher‐Lopes, R., Franco, A. J., & Tasker, J. G. (2008) · European Journal of Pharmacology · doi:10.1016/j.ejphar.2007.12.033 · Cited by 92 · see citing works
COX‐2 oxidative metabolite of endocannabinoid 2‐AG enhances excitatory glutamatergic synaptic transmission and induces neurotoxicity
Sang, N., Zhang, J., & Chen, C. (2007) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.2007.04668.x · Cited by 91 · see citing works
Self-citation
Dynamic changes to the endocannabinoid system in models of chronic pain
Sagar, D. R., Burston, J. J., Woodhams, S. G., & Chapman, V. (2012) · Philosophical Transactions of the Royal Society B Biological Sciences · doi:10.1098/rstb.2011.0390 · Cited by 76 · see citing works
Inhibiting degradation of 2-arachidonoylglycerol as a therapeutic strategy for neurodegenerative diseases
Chen, C. (2023) · Pharmacology & Therapeutics · doi:10.1016/j.pharmthera.2023.108394 · Cited by 75 · see citing works
Self-citation
Altered hippocampal long‐term synaptic plasticity in mice deficient in the PGE2 EP2 receptor
Yang, H., Zhang, J., BREYER, R. M., & Chen, C. (2008) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.2008.05766.x · Cited by 70 · see citing works
Self-citation
The endocannabinoid system
Kilaru, A., & Chapman, K. D. (2020) · Essays in Biochemistry · doi:10.1042/ebc20190086 · Cited by 71 · see citing works
Biosynthesis and metabolism of endocannabinoids and their congeners from the monoacylglycerol and N-acyl-ethanolamine families
Simard, M., Archambault, A., Lavoie, J.-P. C., Dumais, É., Marzo, V. D., & Flamand, N. (2022) · Biochemical Pharmacology · doi:10.1016/j.bcp.2022.115261 · Cited by 66 · see citing works
COX-2 oxidative metabolism of endocannabinoids augments hippocampal synaptic plasticity
Yang, H., Zhang, J., Andreasson, K. I., & Chen, C. (2008) · Molecular and Cellular Neuroscience · doi:10.1016/j.mcn.2007.12.019 · Cited by 64 · see citing works
Self-citation
Chronic ethanol treatment potentiates ethanol‐induced increases in interstitial nucleus accumbens endocannabinoid levels in rats
Alvarez‐Jaimes, L., Stouffer, D. G., & Parsons, L. H. (2009) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.2009.06301.x · Cited by 61 · see citing works
COX‐2 and fatty acid amide hydrolase can regulate the time course of depolarization‐induced suppression of excitation
Straiker, A. J., Wager‐Miller, J., Hu, S. S., Blankman, J., Cravatt, B., & Mackie, K. (2011) · British Journal of Pharmacology · doi:10.1111/j.1476-5381.2011.01486.x · Cited by 58 · see citing works
Cyclooxygenase-2 inhibition reduces stress-induced affective pathology
Gamble-George, J. C., Baldi, R., Halladay, L., Kocharian, A., Hartley, N., Silva, C. G., Roberts, H., Haymer, A., Marnett, L. J., Holmes, A., et al. (2016) · eLife · doi:10.7554/elife.14137 · Cited by 55 · see citing works
Inactivation and Biotransformation of the Endogenous Cannabinoids Anandamide and 2-Arachidonoylglycerol
Yates, M. L., & Barker, E. L. (2009) · Molecular Pharmacology · doi:10.1124/mol.109.055251 · Cited by 50 · see citing works
Cyclooxygenase-2 Mediates Anandamide Metabolism in the Mouse Brain
Glaser, S. T., & Kaczocha, M. (2010) · Journal of Pharmacology and Experimental Therapeutics · doi:10.1124/jpet.110.168831 · Cited by 43 · see citing works
Hydrolysis of Prostaglandin Glycerol Esters by the Endocannabinoid-Hydrolyzing Enzymes, Monoacylglycerol Lipase and Fatty Acid Amide Hydrolase
Vila, A., Rosengarth, A., Piomelli, D., Cravatt, B. F., & Marnett, L. J. (2007) · Biochemistry · doi:10.1021/bi7005898 · Cited by 38 · see citing works
The Multiple Pathways of Endocannabinoid Metabolism: A Zoom Out
Vandevoorde, S., & Lambert, D. M. (2007) · Chemistry & Biodiversity · doi:10.1002/cbdv.200790156 · Cited by 39 · see citing works
Detection of Cyclooxygenase-2-Derived Oxygenation Products of the Endogenous Cannabinoid 2-Arachidonoylglycerol in Mouse Brain
Morgan, A., Kingsley, P. J., Mitchener, M. M., Altemus, M., Patrick, T. A., Gaulden, A. D., Marnett, L. J., & Patel, S. (2018) · ACS Chemical Neuroscience · doi:10.1021/acschemneuro.7b00499 · Cited by 38 · see citing works
In vivo pharmacology of endocannabinoids and their metabolic inhibitors: Therapeutic implications in Parkinson's disease and abuse liability
Giuffrida, A., & McMahon, L. R. (2009) · Prostaglandins & Other Lipid Mediators · doi:10.1016/j.prostaglandins.2009.05.004 · Cited by 35 · see citing works
Cannabinoid receptor as a potential therapeutic target for Parkinson’s Disease
Baul, H. S., Manikandan, C., & Sen, D. (2019) · Brain Research Bulletin · doi:10.1016/j.brainresbull.2019.01.016 · Cited by 32 · see citing works
Identification of the Major Prostaglandin Glycerol Ester Hydrolase in Human Cancer Cells
Manna, J., Wepy, J. A., Hsu, K., Chang, J. W., Cravatt, B. F., & Marnett, L. J. (2014) · Journal of Biological Chemistry · doi:10.1074/jbc.m114.582353 · Cited by 32 · see citing works
Altered GABAergic neurotransmission is associated with increased kainate-induced seizure in prostaglandin-endoperoxide synthase-2 deficient mice
Toscano, C. D., Ueda, Y., Tomita, Y. A., Vicini, S., & Bosetti, F. (2007) · Brain Research Bulletin · doi:10.1016/j.brainresbull.2007.10.004 · Cited by 32 · see citing works
Evolution of the diacylglycerol lipases
Yuan, D., Wu, Z., & Wang, Y. (2016) · Progress in Lipid Research · doi:10.1016/j.plipres.2016.08.004 · Cited by 31 · see citing works
13-Methylarachidonic Acid Is a Positive Allosteric Modulator of Endocannabinoid Oxygenation by Cyclooxygenase
Kudalkar, S. N., Nikas, S. P., Kingsley, P. J., Xu, S., Galligan, J. J., Rouzer, C. A., Banerjee, S., Ji, L., Eno, M. R., Makriyannis, A., et al. (2015) · Journal of Biological Chemistry · doi:10.1074/jbc.m114.634014 · Cited by 30 · see citing works
Cannabinoid receptor antagonists and fatty acids alter endocannabinoid system gene expression and COX activity
Kim, J. J., & Watkins, B. A. (2014) · The Journal of Nutritional Biochemistry · doi:10.1016/j.jnutbio.2014.03.012 · Cited by 29 · see citing works
Molecular networks underlying cannabinoid signaling in skeletal muscle plasticity
Dalle, S., Schouten, M., Meeus, G., Slagmolen, L., & Koppo, K. (2022) · Journal of Cellular Physiology · doi:10.1002/jcp.30837 · Cited by 26 · see citing works
Lipolysis meets inflammation: arachidonic acid mobilization from fat
Schreiber, R., & Zechner, R. (2014) · Journal of Lipid Research · doi:10.1194/jlr.c055673 · Cited by 26 · see citing works
Structural determinants for calcium mobilization by prostaglandin E2 and prostaglandin F2α glyceryl esters in RAW 264.7 cells and H1819 cells
Richie-Jannetta, R., Nirodi, C. S., Crews, B. C., Woodward, D. F., Wang, J. W., Duff, P. T., & Marnett, L. J. (2010) · Prostaglandins & Other Lipid Mediators · doi:10.1016/j.prostaglandins.2010.01.003 · Cited by 25 · see citing works
Prostaglandin Endoperoxide Synthases
Vaught, M., & Marnett, L. J. (2010) · Elsevier eBooks · doi:10.1016/b978-008045382-8.00028-9 · Cited by 23 · see citing works
Behavioral Neurobiology of the Endocannabinoid System
Kendall, D., & Alexander, S. (2009) · Current topics in behavioral neurosciences · doi:10.1007/978-3-540-88955-7 · Cited by 22 · see citing works
Cyclooxygenase‐2, prostaglandin E2 glycerol ester and nitric oxide are involved in muscarine‐induced presynaptic enhancement at the vertebrate neuromuscular junction
Lindgren, C. A., Newman, Z. L., Morford, J. J., Ryan, S. B., Battani, K. A., & Su, Z. (2013) · The Journal of Physiology · doi:10.1113/jphysiol.2013.256727 · Cited by 20 · see citing works
Harmaline Analogs as Substrate-Selective Cyclooxygenase-2 Inhibitors
Uddin, M. J., Xu, S., Crews, B. C., Aleem, A. M., Ghebreselasie, K., Banerjee, S., & Marnett, L. J. (2020) · ACS Medicinal Chemistry Letters · doi:10.1021/acsmedchemlett.9b00555 · Cited by 19 · see citing works
Chapter 11 Glucocorticoid‐Regulated Crosstalk Between Arachidonic Acid and Endocannabinoid Biochemical Pathways Coordinates Cognitive‐, Neuroimmune‐, and Energy Homeostasis‐Related Adaptations to Stress
Malcher‐Lopes, R., & Buzzi, M. (2009) · Vitamins and hormones · doi:10.1016/s0083-6729(09)81011-x · Cited by 18 · see citing works
Opposing roles of PGD2 in GBM
Ferreira, M. T., Gomes, R. N., Panagopoulos, A., de Almeida, F. G., Veiga, J. C. E., & Colquhoun, A. (2017) · Prostaglandins & Other Lipid Mediators · doi:10.1016/j.prostaglandins.2017.10.002 · Cited by 19 · see citing works
Aspects of Prostaglandin Glycerol Ester Biology
Kingsley, P. J., Rouzer, C. A., Morgan, A., Patel, S., & Marnett, L. J. (2019) · Advances in experimental medicine and biology · doi:10.1007/978-3-030-21735-8_8 · Cited by 17 · see citing works
Cannabinoid Signaling in Auditory Function and Development
Ghosh, S., Stansak, K. L., & Walters, B. J. (2021) · Frontiers in Molecular Neuroscience · doi:10.3389/fnmol.2021.678510 · Cited by 16 · see citing works
Montelukast potentiates the anticonvulsant effect of phenobarbital in mice: An isobolographic analysis
Fleck, J. M. C., Marafiga, J. R., Jesse, A. C., Ribeiro, L. R., Rambo, L. M., & Mello, C. F. (2015) · Pharmacological Research · doi:10.1016/j.phrs.2015.02.001 · Cited by 16 · see citing works
Cytosolic Phospholipase A2 alpha/Arachidonic Acid Signaling Mediates Depolarization-Induced Suppression of Excitation in the Cerebellum
Wang, D., Yang, D. U., Su, L., Xie, Y., Zhou, L., Sun, C., Wang, Y., Wang, X.-X., Zhou, L., & Shen, Y. (2012) · PLoS ONE · doi:10.1371/journal.pone.0041499 · Cited by 12 · see citing works
Anandamide potentiation of miniature spontaneous excitatory synaptic transmission is mediated via IP3 pathway
Sang, N., Zhang, J., & Chen, C. (2010) · Neurochemistry International · doi:10.1016/j.neuint.2010.01.001 · Cited by 12 · see citing works
Self-citation
Epigallocatechin gallate regulates inflammatory responses and new bone formation through Wnt/β-Catenin/COX-2 pathway in spondyloarthritis
Zhang, S.-L., Chen, Z., Lin, D., Yan, Q., Gao, F., & Lin, H. (2021) · International Immunopharmacology · doi:10.1016/j.intimp.2021.107869 · Cited by 10 · see citing works
Assay of Endocannabinoid Oxidation by Cyclooxygenase-2
Kudalkar, S. N., Kingsley, P. J., & Marnett, L. J. (2016) · Methods in molecular biology · doi:10.1007/978-1-4939-3539-0_21 · Cited by 9 · see citing works
Overview of the Endocannabinoid System and Endocannabinoidome
Davis, M. P. (2022) · Springer eBooks · doi:10.1007/978-3-030-89918-9_1 · Cited by 6 · see citing works
The Life Cycle of the Endocannabinoids: Formation and Inactivation
Alexander, S. P. H., & Kendall, D. A. (2009) · Current topics in behavioral neurosciences · doi:10.1007/978-3-540-88955-7_1 · Cited by 6 · see citing works
Prostaglandin Endoperoxide Synthases: Structure, Function, and Synthesis of Novel Lipid Signaling Molecules
Vaught, M., & Marnett, L. J. (2010) · Elsevier eBooks · doi:10.1016/b978-0-08-102690-8.00028-2 · Cited by 4 · see citing works
Prostaglandin E2-Glyceryl Ester: In Vivo Evidence for a Distinct Pharmacological Identity from Intraocular Pressure Studies
Woodward, D. F., Poloso, N. J., & Wang, J. W. (2016) · Journal of Pharmacology and Experimental Therapeutics · doi:10.1124/jpet.116.232512 · Cited by 4 · see citing works
COX‐2 Inhibition Antagonizes Intra‐Accumbens 2‐Arachidonoylglycerol–Mediated Reduction in Ethanol Self‐Administration in Rats
Pavón, F. J., Polis, I. Y., Stouffer, D. G., Roberto, M., Martin‐Fardon, R., de Fonseca, F. R., Parsons, L. H., & Serrano, A. (2020) · Alcoholism Clinical and Experimental Research · doi:10.1111/acer.14456 · Cited by 3 · see citing works
Mitogen-Activated Protein Kinase Pathways Following Traumatic Brain Injury
Otani, N., Nawashiro, H., Nagatani, K., Takeuchi, S., Kobayashi, H., & Shima, K. (2011) · Neuroscience &amp Medicine · doi:10.4236/nm.2011.23028 · Cited by 3 · see citing works
Endocannabinoid-Mediated Synaptic Plasticity
Mackie, K. (2013) · Springer eBooks · doi:10.1007/978-1-4614-7940-6_2 · Cited by 2 · see citing works
Cannabinoid-Based Medicine: Pharmacology and Drug Interactions
Davis, M. P. (2022) · Springer eBooks · doi:10.1007/978-3-030-89918-9_2 · Cited by 2 · see citing works
Endocannabinoid oxygenation by prostaglandin H synthase-2: Chemistry and biology
Rouzer, C. A., & Marnett, L. J. (2025) · Journal of Biological Chemistry · doi:10.1016/j.jbc.2025.110870 · Cited by 1 · see citing works
Cannabinoids
Harry, G. J. (2022) · Advances in neurotoxicology · doi:10.1016/bs.ant.2022.06.001 · Cited by 1 · see citing works
Neurobiology of the endocannabinoid system and relevance to cannabis use
Kumar, D., Khan, B., Sharma, A., & Goyal, R. (2023) · Elsevier eBooks · doi:10.1016/b978-0-323-89862-1.00003-9 · Cited by 1 · see citing works
Oxidative Metabolites of Endocannabinoids Formed by Cyclooxygenase-2
Marnett, L. J., Kingsley, P. J., & Hermanson, D. J. (2014) · Elsevier eBooks · doi:10.1016/b978-0-12-420126-2.00004-3
Modulation of Hippocampal Endocannabinoid Plasticity by Homer Proteins and Delta(9)-Tetrahydrocannabinol
Roloff, A. M. (2009) · University of Minnesota Digital Conservancy (University of Minnesota)
Characterisation of novel lipids generated by activated human platelets via COX-1
Aldrovandi, M. (2013) · ORCA Online Research @Cardiff (Cardiff University)
Potential Mechanisms of COX-2 Selective Inhibitors Affecting Cardiovascular Risk
Smith, H. S. (2006) · Journal of Cancer Pain & Symptom Palliation · doi:10.1300/j427v02n03_02
Removal of Endocannabinoids by the Body: Mechanisms and Therapeutic Possibilities
Fowler, C. J., & Thors, L. (2007) · Springer eBooks · doi:10.1007/978-0-387-74349-3_3
Análise de como a produção e atividade de PGD 2 afetam linhagens de glioma
Ferreira, M. T. (2014) · LA Referencia (Red Federada de Repositorios Institucionales de Publicaciones Científicas)
Identification and characterization of a major prostaglandin glycerol ester hydrolase in human cancer cells
Manna, J. (2014)
Study of the effects of the Cannabinoids Anandamide and Cannabidiol on the feeding processes of Tetrahymena pyriformis
Jaisswar, C. (2020) · Lancaster EPrints (Lancaster University) · doi:10.17635/lancaster/thesis/1040
Potential Mechanisms of COX-2 Selective Inhibitors Affecting Cardiovascular Risk
Smith, H. S. (2006) · Journal of Cancer Pain & Symptom Palliation · doi:10.3109/j427v02n03_02
WWL70 targets the link between 2-arachidonoylglycerol and prostanoid pathways
Tanaka, M., & Zhang, Y. (2023) · Elsevier eBooks · doi:10.1016/b978-0-323-90877-1.00034-6
Brain Region-Specific Roles of 2-Arachidonoylglycerol in the Retrieval of Fear Memory in Male MicePreprint
Mizuno, I., Matsuda, S., & Mizutani, A. (2024) · SSRN Electronic Journal · doi:10.2139/ssrn.4885674
Biotin-anandamide: a new tool to visualize anandamide inside the cells
Simone, C. (2010) · Cineca Institutional Research Information System (Tor Vergata University) · doi:10.58015/de-simone-chiara_phd2010-01-27
BindingDB Entry 50012915: Harmaline Analogs as Substrate-Selective Cyclooxygenase-2 Inhibitors.
BindingDB (2022) · UC San Diego · doi:10.7270/q2n58r3q
Endocannabinoids and Inhibitory Synaptic Plasticity in Hippocampus and Cerebellum
Alger, B. (2010) · Springer eBooks · doi:10.1007/978-1-4419-1243-5_8 · Cited by 1 · see citing works

COX-2 oxidative metabolism of endocannabinoids augments hippocampal synaptic plasticity
Yang, H., Zhang, J., Andreasson, K. I., & Chen, C. (2008) · Molecular and Cellular Neuroscience · doi:10.1016/j.mcn.2007.12.019 · Cited by 64 · see citing works
Self-citation
Postsynaptically Synthesized Prostaglandin E2 (PGE2) Modulates Hippocampal Synaptic Transmission via a Presynaptic PGE2 EP2 Receptor
Sang, N., Zhang, J., Marcheselli, V., Bazan, N. G., & Chen, C. (2005) · Journal of Neuroscience · doi:10.1523/jneurosci.2392-05.2005 · Cited by 191 · see citing works
Self-citation
Endogenous PGE2Regulates Membrane Excitability and Synaptic Transmission in Hippocampal CA1 Pyramidal Neurons
Chen, C., & Bazan, N. G. (2005) · Journal of Neurophysiology · doi:10.1152/jn.00696.2004 · Cited by 143 · see citing works
Self-citation
Cyclooxygenase-2 in synaptic signaling
Yang, H., & Chen, C. (2008) · Current Pharmaceutical Design · doi:10.2174/138161208784480144 · Cited by 195 · see citing works
Self-citation
Cyclooxygenase-2 Regulates Prostaglandin E2Signaling in Hippocampal Long-Term Synaptic Plasticity
Chen, C., Magee, J. C., & Bazan, N. G. (2002) · Journal of Neurophysiology · doi:10.1152/jn.2002.87.6.2851 · Cited by 293 · see citing works
Self-citation

Authors: Sang, N., Zhang, J., & Chen, C.
Affiliations: Louisiana State University Health Sciences Center New Orleans (US)
ORCID: Sang, Nan
Zhang, Jian
Chen, Chu
Venue: The Journal of Physiology
Publisher: Wiley
Published: 2006-04-21
Volume: 572
Issue: 3
Pages: 735-745
ISSN: 0022-3751 (ISSN-L)
1469-7793
DOI: 10.1113/jphysiol.2006.105569
PMC: PMC1780008
OpenAlex: W1567735918
Cited by: 89
References: 38
Citations by year: 2025: 1 · 2024: 1 · 2023: 3 · 2022: 5 · 2021: 2 · 2020: 5 · 2019: 2 · 2018: 1 · 2017: 2 · 2016: 5 · 2015: 4 · 2014: 8 · 2013: 5 · 2012: 4
FWCI: 6.05
Type: journal article
Language: en
Open access: bronze
doi.org
Licence: onlinelibrary.wiley.com/termsAndConditions#vor (vor)
Locations: The Journal of Physiology (publishedVersion)
PubMed Central (publishedVersion)
PubMed (publishedVersion)
Funders: Alzheimer's Association
National Institutes of Health
Topics: Health Sciences › Medicine › Pharmacology › Cannabis and Cannabinoid Research
Life Sciences › Neuroscience › Cellular and Molecular Neuroscience › Neuroscience and Neuropharmacology Research
Health Sciences › Medicine › Pharmacology › Inflammatory mediators and NSAID effects
Keywords: 2-arachidonoylglycerol, cyclooxygenase-2, synaptic inhibition, miniature inhibitory postsynaptic currents, hippocampal neurons, depolarization-induced suppression of inhibition, IP3 receptor, MAPK signaling, endocannabinoid signaling
MeSH terms: Animals, Animals, Newborn, Arachidonic Acids, Cells, Cultured, Dose-Response Relationship, Drug, Esters, Glycerides, Glycerol, Hippocampus, Neural Inhibition, Synaptic Transmission, Neurons, Oxidation-Reduction, Dinoprostone, Mice, Cyclooxygenase 2, Endocannabinoids

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review

PGE2 glycerol ester, a COX‐2 oxidative metabolite of 2‐arachidonoyl glycerol, modulates inhibitory synaptic transmission in mouse hippocampal neurons

Abstract

Integrity signals

Claims the paper makes

Claims other papers make about this one

Self-check

Cites

Cited by

Related

Record

About these checks