Cited by 356Cannabis and Cannabinoid ResearchIon Channels and ReceptorsPain Mechanisms and Treatments

The DOI matches its Crossref record; 33 of the 33 references it cites were found in a registry or an index.

Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: inhibitors of anandamide uptake with negligible capsaicin‐like activity

Open access

De Petrocellis, Luciano, Bisogno, Tiziana, Davis, John B, Pertwee, Roger G, Di Marzo, Vincenzo·2000·FEBS Letters

DOI 10.1016/s0014-5793(00)02082-2

Open this paper in CoChat — free account Open PDF

Abstract

Some synthetic agonists of the VR1 vanilloid (capsaicin) receptor also inhibit the facilitated transport into cells of the endogenous cannabinoid anandamide (arachidonoylethanolamide, AEA). Here we tested several AEA derivatives containing various derivatized phenyl groups or different alkyl chains as either inhibitors of the AEA membrane transporter (AMT) in intact cells or functional agonists of the VR1 vanilloid receptor in HEK cells transfected with the human VR1. We found that four known AMT inhibitors, AM404, arvanil, olvanil and linvanil, activate VR1 receptors at concentrations 400–10 000‐fold lower than those necessary to inhibit the AMT. However, we also found three novel AEA derivatives, named VDM11, VDM12 and VDM13, which inhibit the AMT as potently as AM404 but exhibit little or no agonist activity at hVR1. These compounds are weak inhibitors of AEA enzymatic hydrolysis and poor CB 1/CB 2 receptor ligands. We show for the first time that, despite the overlap between the chemical moieties of AMT inhibitors and VR1 agonists, selective inhibitors of AEA uptake that do not activate VR1 (e.g. VDM11) can be developed.

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 · 10.1016/s0014-5793(00)02082-2

Cites

33 of 33 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?

Self-check

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

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

The capsaicin receptor: a heat-activated ion channel in the pain pathway
Caterina, M. J., Schumacher, M. A., Tominaga, M., Rosen, T. A., Levine, J. D., & Julius, D. J. (1997) · Nature · doi:10.1038/39807 · Cited by 9,132
Isolation and Structure of a Brain Constituent That Binds to the Cannabinoid Receptor
Devane, W. A., Hanuš, L., Breuer, A., Pertwee, R. G., Stevenson, L. A., Griffin, G., Gibson, D., Mandelbaum, A., Etinger, A., & Mechoulam, R. (1992) · Science · doi:10.1126/science.1470919 · Cited by 5,633
Self-citation
Cannabinoid receptor localization in brain.
Herkenham, M., Lynn, A. B., Little, M. D., Johnson, M. R., Melvin, L. S., de Costa, B. R., & Rice, K. C. (1990) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.87.5.1932 · Cited by 2,321
Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide
Zygmunt, P. M., Petersson, J., Andersson, D. A., Chuang, H.-H., Sørgård, M., Di Marzo, V., Julius, D., & Högestätt, E. D. (1999) · Nature · doi:10.1038/22761 · Cited by 2,142
Capsaicin: cellular targets, mechanisms of action, and selectivity for thin sensory neurons.
Holzer, P. D. (1991) · Pharmacological Reviews · doi:10.1016/s0031-6997(25)06664-5 · Cited by 1,784
Formation and inactivation of endogenous cannabinoid anandamide in central neurons
Marzo, V. D., Fontana, A., Cadas, H., Schinelli, S., Cimino, G., Schwartz, J.-C., & Piomelli, D. (1994) · Nature · doi:10.1038/372686a0 · Cited by 1,585
Pharmacology of cannabinoid CB1 and CB2 receptors
Pertwee, R. G. (1997) · Pharmacology & Therapeutics · doi:10.1016/s0163-7258(97)82001-3 · Cited by 1,526
Self-citation
Distribution of mRNA for vanilloid receptor subtype 1 (VR1), and VR1‐like immunoreactivity, in the central nervous system of the rat and human
Mezey, É., Tóth, Z. E., Cortright, D. N., Arzubi, M. K., Krause, J. E., Elde, R., Guo, A., Blumberg, P. M., & Szallasi, A. (2000) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.97.7.3655 · Cited by 850
Functional Role of High-Affinity Anandamide Transport, as Revealed by Selective Inhibition
Beltramo, M., Stella, N., Calignano, A., Lin, S. Y., Makriyannis, A., & Piomelli, D. (1997) · Science · doi:10.1126/science.277.5329.1094 · Cited by 813
The endogenous lipid anandamide is a full agonist at the human vanilloid receptor (hVR1)
Smart, D., Gunthorpe, M. J., Jerman, J. C., Nasir, S., Gray, J., Muir, A. I., Chambers, J. K., Randall, A. D., & Davis, J. B. (2000) · British Journal of Pharmacology · doi:10.1038/sj.bjp.0703050 · Cited by 775
Self-citation

Show all 33 references

Research works printed but not linked: 6

Ueda N. Puffenbarger R.A. Yamamoto S. and Deutsch D. (2000) Chem. Phys. Lipids in press.
Holzer P., 1991, Pharmacol. Rev., 43, 143
Di Marzo V. Breivogel C. Bisogno T. Melck D. Patrick G. Tao Q. Szallasi A. Razdan R.K. and Martin B.R. (2000) Eur. J. Pharmacol. in press.
Jerman J.C., 2000, Br. J. Pharmacol. (Proc. Suppl.), 129, 73P
Hayes P. Meadows H.J. Gunthorpe M.J. Harries M.H. et al. (2000) Pain in press.
Bisogno T. Melck D. Bobrov Y. De Petrocellis L. Gretskaya N.M. Bezuglov V.V. and Di Marzo V. (2000) Biochem. J. in press.

Sorted by citations

Items 201–300 of 356

N-palmitoyl-vanillamide (palvanil) is a non-pungent analogue of capsaicin with stronger desensitizing capability against the TRPV1 receptor and anti-hyperalgesic activity
PETROCELLIS, L. D., Guida, F., Moriello, A. S., Chiaro, M. D., Piscitelli, F., de Novellis, V., Maione, S., & Marzo, V. D. (2011) · Pharmacological Research · doi:10.1016/j.phrs.2010.12.019 · Cited by 40
Design, synthesis and biological evaluation of new endocannabinoid transporter inhibitors
López-Rodríguez, M. L., Viso, A., Ortega‐Gutiérrez, S., Fowler, C. J., Tiger, G., de Lago, E., Fernández‐Ruíz, J., & Ramos, J. A. (2003) · European Journal of Medicinal Chemistry · doi:10.1016/s0223-5234(03)00045-x · Cited by 40
Receptor-Dependent and Independent Regulation of Voltage-Gated Ca2+ Channels and Ca2+-Permeable Channels by Endocannabinoids in the Brain
Boczek, T., & Żylińska, L. (2021) · International Journal of Molecular Sciences · doi:10.3390/ijms22158168 · Cited by 41
Acetaminophen Metabolite N-Acylphenolamine Induces Analgesia via Transient Receptor Potential Vanilloid 1 Receptors Expressed on the Primary Afferent Terminals of C-fibers in the Spinal Dorsal Horn
Ohashi, N., Uta, D., Sasaki, M., Ohashi, M., Kamiya, Y., & Kohno, T. (2017) · Anesthesiology · doi:10.1097/aln.0000000000001700 · Cited by 39
Potential Control of Multiple Sclerosis by Cannabis and the Endocannabinoid System
Pryce, G., & Baker, D. (2012) · CNS & Neurological Disorders - Drug Targets · doi:10.2174/187152712801661310 · Cited by 39
Vasorelaxant activities of the putative endocannabinoid virodhamine in rat isolated small mesenteric artery
Ho, W. ‐. V., & Hiley, C. R. (2004) · Journal of Pharmacy and Pharmacology · doi:10.1211/0022357023682 · Cited by 38
Reversible, temperature-dependent, and AM404-inhibitable adsorption of anandamide to cell culture wells as a confounding factor in release experiments
Karlsson, M., Påhlsson, C., & Fowler, C. J. (2004) · European Journal of Pharmaceutical Sciences · doi:10.1016/j.ejps.2004.03.009 · Cited by 37
Non-cannabinoid CB1, non-cannabinoid CB2 antinociceptive effects of several novel compounds in the PPQ stretch test in mice
Haller, V. L., Cichewicz, D. L., & Welch, S. P. (2006) · European Journal of Pharmacology · doi:10.1016/j.ejphar.2006.07.024 · Cited by 39
Studies of Anandamide Accumulation Inhibitors in Cerebellar Granule Neurons: Comparison to Inhibition of Fatty Acid Amide Hydrolase
Hillard, C. J., Shi, L., Tuniki, V. R., Falck, J. R., & Campbell, W. B. (2007) · Journal of Molecular Neuroscience · doi:10.1007/s12031-007-0045-0 · Cited by 36
Differential effect of cannabinoid agonists and endocannabinoids on histamine release from distinct regions of the rat brain
Cenni, G., Blandina, P., Mackie, K., Nosi, D., Formigli, L., Giannoni, P., Ballini, C., Corte, L., Mannaioni, P. F., & Passani, M. B. (2006) · European Journal of Neuroscience · doi:10.1111/j.1460-9568.2006.05046.x · Cited by 36
Enhancement of Spontaneous and Heat-Evoked Activity in Spinal Nociceptive Neurons by the Endovanilloid/Endocannabinoid N-Arachidonoyldopamine (NADA)
Huang, S. M., & Walker, J. M. (2005) · Journal of Neurophysiology · doi:10.1152/jn.00395.2005 · Cited by 36
Role of TRPV1 and cannabinoid CB1 receptors in AM 404-evoked hypothermia in rats
RAWLS, S., DING, Z., & COWAN, A. (2006) · Pharmacology Biochemistry and Behavior · doi:10.1016/j.pbb.2006.03.011 · Cited by 35
AM404 attenuates reinstatement of nicotine seeking induced by nicotine-associated cues and nicotine priming but does not affect nicotine- and food-taking
Gamaleddin, I., Guranda, M., Scherma, M., Fratta, W., Makriyannis, A., Vadivel, S. K., Goldberg, S. R., & Foll, B. L. (2013) · Journal of Psychopharmacology · doi:10.1177/0269881113477710 · Cited by 34
A role for the anandamide membrane transporter in TRPV1-mediated neurosecretion from trigeminal sensory neurons
Price, T. J., Patwardhan, A. M., Flores, C. M., & Hargreaves, K. (2005) · Neuropharmacology · doi:10.1016/j.neuropharm.2005.01.031 · Cited by 35
Role of anandamide transporter in regulating calcitonin gene-related peptide production and blood pressure in hypertension
Dai, L., Chen, B.-M., Peng, J., Zhang, Y., Li, X., Yuan, Q., Hu, C.-P., Deng, H., & Li, Y. (2009) · Journal of Hypertension · doi:10.1097/hjh.0b013e328329bbd7 · Cited by 34
Endocannabinoids in the intact retina:3H-anandamide uptake, fatty acid amide hydrolase immunoreactivity and hydrolysis of anandamide
Glaser, S. T., Deutsch, D. G., Studholme, K. M., ZIMOV, S., & Yazulla, S. (2005) · Visual Neuroscience · doi:10.1017/s0952523805226020 · Cited by 34
Uptake and metabolism of [3H]anandamide by rabbit platelets
Fasia, L., Karava, V., & Siafaka‐Kapadai, A. (2003) · European Journal of Biochemistry · doi:10.1046/j.1432-1033.2003.03724.x · Cited by 33
Metabolism of AM404 From Acetaminophen at Human Therapeutic Dosages in the Rat Brain
Muramatsu, S., Shiraishi, S., Miyano, K., Sudo, Y., Toda, A., Mogi, M., Hara, M., Yokoyama, A., Kawasaki, Y., Taniguchi, M., et al. (2016) · Anesthesiology and Pain Medicine · doi:10.5812/aapm.32873 · Cited by 32
Correlating FAAH and anandamide cellular uptake inhibition using N-alkylcarbamate inhibitors: From ultrapotent to hyperpotent
Nicolussi, S., Chicca, A., Rau, M., Rihs, S., Soeberdt, M., Abels, C., & Gertsch, J. (2014) · Biochemical Pharmacology · doi:10.1016/j.bcp.2014.09.020 · Cited by 32
TRPV1 mediates the anticonvulsant effects of acetaminophen in mice
Suemaru, K., Yoshikawa, M., Aso, H., & Watanabe, M. (2018) · Epilepsy Research · doi:10.1016/j.eplepsyres.2018.06.016 · Cited by 32
Cannabinoids in the management of spasticity associated with multiple sclerosis
Bifulco, M. (2008) · Neuropsychiatric Disease and Treatment · doi:10.2147/ndt.s3208 · Cited by 32
Inhibition of 2‐arachidonoylglycerol catabolism modulates vasoconstriction of rat middle cerebral artery by the thromboxane mimetic, U‐46619
Hillard, C. J., Ho, W. ‐. V., Thompson, J., Gauthier, K. M., Wheelock, C. E., Huang, H., & Hammock, B. D. (2007) · British Journal of Pharmacology · doi:10.1038/sj.bjp.0707468 · Cited by 32
Differential effects of the sleep-inducing lipid oleamide and cannabinoids on the induction of long-term potentiation in the CA1 neurons of the rat hippocampus in vitro
Lees, G., & Dougalis, A. (2003) · Brain Research · doi:10.1016/j.brainres.2003.10.019 · Cited by 33
Attenuation of kainic acid-induced status epilepticus by inhibition of endocannabinoid transport and degradation in guinea pigs
Shubina, L., Алиев, Р. Р., & Kitchigina, V. F. (2015) · Epilepsy Research · doi:10.1016/j.eplepsyres.2015.01.003 · Cited by 31
First “hybrid” ligands of vanilloid TRPV1 and cannabinoid CB2receptors and non‐polyunsaturated fatty acid‐derived CB2‐selective ligands
Appendino, G., Cascio, M. G., Bacchiega, S., Moriello, A. S., Minassi, A., Thomas, A., Ross, R. A., Pertwee, R. G., PETROCELLIS, L. D., & Marzo, V. D. (2005) · FEBS Letters · doi:10.1016/j.febslet.2005.12.069 · Cited by 31
Self-citation
Low-frequency stimulation evokes serotonin release in the nucleus accumbens and induces long-term depression via production of endocannabinoid
Burattini, C., Battistini, G., Tamagnini, F., & Aicardi, G. (2013) · Journal of Neurophysiology · doi:10.1152/jn.00498.2013 · Cited by 30
Modulators of Endocannabinoid Enzymic Hydrolysis and Membrane Transport
Ho, W. ‐. V., & Hillard, C. J. (2005) · Springer eBooks · doi:10.1007/3-540-26573-2_6 · Cited by 30
Cannabinoid Receptors as Target for Treatment of Osteoporosis: A Tale of Two Therapies
Idris, A. I. (2010) · Current Neuropharmacology · doi:10.2174/157015910792246173 · Cited by 29
The endogenous cannabinoid, anandamide, inhibits dopamine transporter function by a receptor‐independent mechanism
Öz, M., Jaligam, V., Galadari, S., Petroianu, G. A., Шуба, Я. М., & Shippenberg, T. S. (2009) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.2009.06557.x · Cited by 26
Leucettamols, Bifunctionalized Marine Sphingoids, Act as Modulators of TRPA1 and TRPM8 Channels
Chianese, G., Fattorusso, E., Putra, M. Y., Calcinai, B., Bavestrello, G., Moriello, A. S., PETROCELLIS, L. D., Marzo, V. D., & Taglialatela‐Scafati, O. (2012) · Marine Drugs · doi:10.3390/md10112435 · Cited by 28
Endocannabinoid- and mGluR5-Dependent Short-Term Synaptic Depression in an Isolated Neuron/Bouton Preparation From the Hippocampal CA1 Region
Sheinin, A., Talani, G., Davis, M. I., & Lovinger, D. M. (2008) · Journal of Neurophysiology · doi:10.1152/jn.90226.2008 · Cited by 28
New Approaches in the Design and Development of Cannabinoid Receptor Ligands: Multifunctional and Bivalent Compounds
Nimczick, M., & Decker, M. W. (2015) · ChemMedChem · doi:10.1002/cmdc.201500041 · Cited by 28
Endocannabinoids Part I: Molecular basis of endocannabinoid formation, action and inactivation and development of selective inhibitors
Marzo, O. V. D., PETROCELLIS, L. D., & Bisogno, T. (2001) · Emerging Therapeutic Targets · doi:10.1517/14728222.5.2.241 · Cited by 27
Self-citation
Acyl‐based anandamide uptake inhibitors cause rapid toxicity to C6 glioma cells at pharmacologically relevant concentrations
de Lago, E., Gustafsson, S. B., Fernández‐Ruíz, J., Nilsson, J. A., Jacobsson, S. O. P., & Fowler, C. J. (2006) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.2006.04104.x · Cited by 28
Focus on the Three Key Enzymes Hydrolysing Endocannabinoids as New Drug Targets
Vandevoorde, S., & Lambert, D. M. (2005) · Current Pharmaceutical Design · doi:10.2174/1381612054546914 · Cited by 26
A Systems Pharmacology Perspective on the Clinical Development of Fatty Acid Amide Hydrolase Inhibitors for Pain
Benson, N., Metelkin, E., Demin, O. O., Li, G., Nichols, D., & van der Graaf, P. (2014) · CPT Pharmacometrics & Systems Pharmacology · doi:10.1038/psp.2013.72 · Cited by 26
Endocannabinoid contributions to alcohol habits and motivation: Relevance to treatment
Gianessi, C. A., Groman, S. M., Thompson, S. L., Jiang, M., van der Stelt, M., & Taylor, J. R. (2019) · Addiction Biology · doi:10.1111/adb.12768 · Cited by 28
Role of Endocannabinoids and Cannabinoid-1 Receptors in Cerebrocortical Blood Flow Regulation
Iring, A., Ruisanchez, É., Leszl-Ishiguro, M., Horváth, B., Benkő, R., Lacza, Z., Járai, Z., Sándor, P., Marzo, V. D., Pacher, P., et al. (2013) · PLoS ONE · doi:10.1371/journal.pone.0053390 · Cited by 26
Endocannabinoid Tone Regulates Human Sebocyte Biology
Zákány, N., Oláh, A., Markovics, A., Takács, E., Aranyász, A., Nicolussi, S., Piscitelli, F., Allarà, M., Pór, Á., Kovács, I., et al. (2018) · Journal of Investigative Dermatology · doi:10.1016/j.jid.2018.02.022 · Cited by 25
Effect of chirality and lipophilicity in the functional activity of evodiamine and its analogues at TRPV1 channels
PETROCELLIS, L. D., Moriello, A. S., Fontana, G., Sacchetti, A., Passarella, D., Appendino, G., & Marzo, V. D. (2013) · British Journal of Pharmacology · doi:10.1111/bph.12320 · Cited by 25
Requirement for the endocannabinoid system in social interaction impairment induced by coactivation of dopamine D1 and D2 receptors in the piriform cortex
Zenko, M., Zhu, Y.-Y., Dremencov, E., Ren, W., Xu, L., & Zhang, X. (2011) · Journal of Neuroscience Research · doi:10.1002/jnr.22580 · Cited by 25
Anandamide metabolism by fatty acid amide hydrolase in intact C6 glioma cells. Increased sensitivity to inhibition by ibuprofen and flurbiprofen upon reduction of extra- but not intracellular pH
Holt, S., & Fowler, C. J. (2003) · Naunyn-Schmiedeberg s Archives of Pharmacology · doi:10.1007/s00210-002-0686-z · Cited by 25
AM404 decreases Fos-immunoreactivity in the spinal cord in a model of inflammatory pain
Borsani, E., Labanca, M., Bianchi, R., & Rodella, L. F. (2007) · Brain Research · doi:10.1016/j.brainres.2007.03.071 · Cited by 25
The anandamide membrane transporter and the therapeutic implications of its inhibition
Battista, N., Gasperi, V., Fezza, F., & Maccarrone, M. (2005) · Therapy · doi:10.1586/14750708.2.1.141 · Cited by 25
Anticonvulsant effects of acetaminophen in mice: Comparison with the effects of nonsteroidal anti-inflammatory drugs
Suemaru, K., Yoshikawa, M., Tanaka, A., Araki, H., Aso, H., & Watanabe, M. (2017) · Epilepsy Research · doi:10.1016/j.eplepsyres.2017.12.004 · Cited by 26
Acute Pain Management
Moussa, N., & Ogle, O. E. (2021) · Oral and Maxillofacial Surgery Clinics of North America · doi:10.1016/j.coms.2021.08.014 · Cited by 24
Binding Mode Prediction of Evodiamine within Vanilloid Receptor TRPV1
Wang, Z., Sun, L., Yu, H., Zhang, Y., Gong, W., Jin, H., Zhang, L., & Liang, H. (2012) · International Journal of Molecular Sciences · doi:10.3390/ijms13078958 · Cited by 23
Acetaminophen-Induced Liver Injury Alters the Acyl Ethanolamine-Based Anti-Inflammatory Signaling System in Liver
Rivera, P., Pastor, A., Arrabal, S., Decara, J. M., Vargas, A., Sánchez‐Marín, L., Pavón, F. J., Serrano, A., Bautista, D., Boronat, A., et al. (2017) · Frontiers in Pharmacology · doi:10.3389/fphar.2017.00705 · Cited by 23
Ketamine induces central antinociception mediated by endogenous cannabinoids and activation of CB1 receptors
Pacheco, D. D. F., Romero, T. R. L., & Duarte, I. D. G. (2019) · Neuroscience Letters · doi:10.1016/j.neulet.2019.01.059 · Cited by 23
Transient receptor potential vanilloid 1 channels modulate the anxiolytic effect of diazepam
Manna, S. S. S., & Umathe, S. N. (2011) · Brain Research · doi:10.1016/j.brainres.2011.09.049 · Cited by 23
The Pharmacology of the Cannabinoid System—A Question of Efficacy and Selectivity
Fowler, C. J. (2007) · Molecular Neurobiology · doi:10.1007/s12035-007-0001-6 · Cited by 23
The administration of endocannabinoid uptake inhibitors OMDM-2 or VDM-11 promotes sleep and decreases extracellular levels of dopamine in rats
Murillo‐Rodríguez, E., Palomero‐Rivero, M., Millán‐Aldaco, D., & Marzo, V. D. (2012) · Physiology & Behavior · doi:10.1016/j.physbeh.2012.11.007 · Cited by 25
Development of the First Potential Covalent Inhibitors of Anandamide Cellular Uptake
Moriello, A. S., Balas, L., Ligresti, A., Cascio, M. G., Durand, T., Morera, E., Ortar, G., & Marzo, V. D. (2006) · Journal of Medicinal Chemistry · doi:10.1021/jm051226l · Cited by 23
AM404 and VDM 11 non-specifically inhibit C6 glioma cell proliferation at concentrations used to block the cellular accumulation of the endocannabinoid anandamide
Jonsson, K., Andersson, A., Jacobsson, S. O. P., Vandevoorde, S., Lambert, D. M., & Fowler, C. J. (2003) · Archives of Toxicology · doi:10.1007/s00204-002-0435-6 · Cited by 23
Synthesis of 2-(1 H -Indol-2-yl)acetamides via Brønsted Acid-Assisted Cyclization Cascade
Aksenov, N. A., Аксенов, Д. А., Skomorokhov, A. A., Prityko, L. A., Aksenov, A. V., Грязнов, Г. Д., & Rubin, M. (2020) · The Journal of Organic Chemistry · doi:10.1021/acs.joc.0c01344 · Cited by 22
Conformationally Constrained Fatty Acid Ethanolamides as Cannabinoid and Vanilloid Receptor Probes
Appendino, G., Ligresti, A., Minassi, A., Cascio, M. G., Allarà, M., Taglialatela‐Scafati, O., Pertwee, R. G., PETROCELLIS, L. D., & Marzo, V. D. (2009) · Journal of Medicinal Chemistry · doi:10.1021/jm900130m · Cited by 22
Self-citation
Self-administration of the anandamide transport inhibitor AM404 by squirrel monkeys
Schindler, C. W., Scherma, M., Redhi, G. H., Vadivel, S. K., Makriyannis, A., Goldberg, S. R., & Justinová, Z. (2016) · Psychopharmacology · doi:10.1007/s00213-016-4211-3 · Cited by 22
2-Arachidonoylglycerol (2-AG) Membrane Transport: History and Outlook
Hermann, A., Kaczocha, M., & Deutsch, D. G. (2006) · The AAPS Journal · doi:10.1208/aapsj080247 · Cited by 22
Autism and associated disorders: cannabis as a potential therapy
Babayeva, M., Assefa, H., Basu, P., & Loewy, Z. G. (2022) · Frontiers in Bioscience-Elite · doi:10.31083/j.fbe1401001 · Cited by 27
Dopamides, Vanillylamides, Ethanolamides, and Arachidonic Acid Amides of Anti‐inflammatory and Analgesic Drug Substances as TRPV1 Ligands
Sinning, C., Watzer, B., PETROCELLIS, L. D., Marzo, V. D., & Imming, P. (2008) · ChemMedChem · doi:10.1002/cmdc.200800271 · Cited by 21
AM404 enhances the spontaneous release of l-glutamate in a manner sensitive to capsazepine in adult rat substantia gelatinosa neurones
Yue, H., Fujita, T., Kawasaki, Y., & Kumamoto, E. (2004) · Brain Research · doi:10.1016/j.brainres.2004.05.090 · Cited by 21
The anandamide membrane transporter. Structure–activity relationships of anandamide and oleoylethanolamine analogs with phenyl rings in the polar head group region
Marzo, V. D., Ligresti, A., Morera, E., Nalli, M., & Ortar, G. (2004) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2004.07.026 · Cited by 22
Paracetamol-Induced Hypothermia Is Independent of Cannabinoids and Transient Receptor Potential Vanilloid-1 and Is Not Mediated by AM404
Ayoub, S. S., Pryce, G., Seed, M. P., Bolton, C., Flower, R. J., & Baker, D. (2011) · Drug Metabolism and Disposition · doi:10.1124/dmd.111.038638 · Cited by 20
The effects of anandamide transport inhibitor AM404 on voltage-dependent calcium channels
Alptekin, A., Galadari, S., Шуба, Я. М., Petroianu, G. A., & Öz, M. (2010) · European Journal of Pharmacology · doi:10.1016/j.ejphar.2010.02.013 · Cited by 20
Loss of hypothermic and anti-pyretic action of paracetamol in cyclooxygenase-1 knockout mice is indicative of inhibition of cyclooxygenase-1 variant enzymes
Ayoub, S. S., & Flower, R. J. (2019) · European Journal of Pharmacology · doi:10.1016/j.ejphar.2019.172609 · Cited by 19
Effects of the anandamide uptake blocker AM404 on food intake depend on feeding status and route of administration
Reyes‐Cabello, C., Alén, F., de Heras, R. G., Serrano, A., Rivera, P., Orío, L., de Fonseca, F. R., & Pavón, F. J. (2011) · Pharmacology Biochemistry and Behavior · doi:10.1016/j.pbb.2011.11.011 · Cited by 19
Long-term depression of nociceptive synapses by non-nociceptive afferent activity: Role of endocannabinoids, Ca2+, and calcineurin
Yuan, S., & Burrell, B. D. (2012) · Brain Research · doi:10.1016/j.brainres.2012.04.030 · Cited by 19
The endocannabinoidomes: Pharmacological redundancy and promiscuity, and multi-kingdom variety of sources and molecular targets
Iannotti, F. A., & Marzo, V. D. (2025) · Pharmacological Reviews · doi:10.1016/j.pharmr.2025.100070 · Cited by 23
Striatal TRPV1 activation by acetaminophen ameliorates dopamine D2 receptor antagonist–induced orofacial dyskinesia
Nagaoka, K., Nagashima, T., Asaoka, N., Yamamoto, H., Toda, C., Kayanuma, G., Siswanto, S., Funahashi, Y., Kuroda, K., Kaibuchi, K., et al. (2021) · JCI Insight · doi:10.1172/jci.insight.145632 · Cited by 18
Iodinated N-Acylvanillamines: Potential “Multiple-Target” Anti-Inflammatory Agents Acting via the Inhibition of T-Cell Activation and Antagonism at Vanilloid TRPV1 Channels
Márquez, N., PETROCELLIS, L. D., Caballero, F. J., Macho, A., Moriello, A. S., Minassi, A., Appendino, G., Muñóz, E., & Marzo, V. D. (2006) · Molecular Pharmacology · doi:10.1124/mol.105.019786 · Cited by 18
The endocannabinoid 2-arachidonoylglycerol is released and transported on demand via extracellular microvesicles
Straub, V. M., Barti, B., Tandar, S. T., Stevens, A. F., van Egmond, N., van der Wel, T., Zhu, N., Rüegger, J., van der Horst, C., Heitman, L. H., et al. (2025) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.2421717122 · Cited by 18
Activation of the capsaicin-receptor TRPV1 by the acetaminophen metabolite N -arachidonoylaminophenol results in cytotoxicity
Stueber, T., Meyer, S., Jangra, A., Hage, A., Eberhardt, M., & Leffler, A. (2018) · Life Sciences · doi:10.1016/j.lfs.2017.12.024 · Cited by 16
Neuroprotective Effect of AM404 Against NMDA-Induced Hippocampal Excitotoxicity
Saliba, S. W., Bonifacino, T., Serchov, T., Bonanno, G., de Oliveira, A. C. P., & Fiebich, B. L. (2019) · Frontiers in Cellular Neuroscience · doi:10.3389/fncel.2019.00566 · Cited by 17
A review of non-prostanoid, eicosanoid receptors: expression, characterization, regulation, and mechanism of action
Biringer, R. G. (2021) · Journal of Cell Communication and Signaling · doi:10.1007/s12079-021-00630-6 · Cited by 16
Systematic Review of Systemic and Neuraxial Effects of Acetaminophen in Preclinical Models of Nociceptive Processing
Hoshijima, H., Hunt, M. A., Nagasaka, H., & Yaksh, T. L. (2021) · Journal of Pain Research · doi:10.2147/jpr.s308028 · Cited by 17
Increased depressor response to N-arachidonoyl-dopamine during high salt intake: role of the TRPV1 receptor
Wang, Y., & Wang, D. H. (2007) · Journal of Hypertension · doi:10.1097/hjh.0b013e3282efd1bf · Cited by 16
Effect of arvanil (N-arachidonoyl-vanillyl-amine), a nonpungent anandamide–capsaicin hybrid, on ion currents in NG108-15 neuronal cells
Lo, Y., Chiang, H.-T., & Wu, S. (2003) · Biochemical Pharmacology · doi:10.1016/s0006-2952(02)01569-1 · Cited by 16
AM-404 elevates renal intracellular Ca2+, questioning its selectivity as a pharmacological tool for investigating the anandamide transporter
Chen, W., Huang, J., Cheng, J., Tsai, J. C. ‐., Chiang, A., Chou, K.-J., Liu, C., & Jan, C. (2001) · Journal of Pharmacological and Toxicological Methods · doi:10.1016/s1056-8719(01)00148-4 · Cited by 16
Evidence for both inverse agonism at the cannabinoid CB1receptor and the lack of an endogenous cannabinoid tone in the rat and guinea‐pig isolated ileum myenteric plexus‐longitudinal muscle preparation
Makwana, R., Molleman, A., & Parsons, M. (2010) · British Journal of Pharmacology · doi:10.1111/j.1476-5381.2010.00717.x · Cited by 15
Further advances in the synthesis of endocannabinoid-related ligands
Mahadevan, A., & Razdan, R. K. (2005) · The AAPS Journal · doi:10.1208/aapsj070250 · Cited by 14
The Contribution of Serotonergic Receptors and Nitric Oxide Systems in the Analgesic Effect of Acetaminophen: An Overview of the Last Decade
Hamurtekin, Y., NOUILATI, A., DEMİRBATIR, C., & Hamurtekin, E. (2020) · Turkish Journal of Pharmaceutical Sciences · doi:10.4274/tjps.galenos.2018.35403 · Cited by 13
N-Morpholino- and N-diethyl-analogues of palmitoylethanolamide increase the sensitivity of transfected human vanilloid receptors to activation by anandamide without affecting fatty acid amidohydrolase activity
Vandevoorde, S., Lambert, D. M., Smart, D., Jonsson, K., & Fowler, C. J. (2003) · Bioorganic & Medicinal Chemistry · doi:10.1016/s0968-0896(02)00567-9 · Cited by 13
Recent advances in the synthesis of endocannabinoid related ligands
Razdan, R. K., & Mahadevan, A. (2002) · Chemistry and Physics of Lipids · doi:10.1016/s0009-3084(02)00142-1 · Cited by 13
Chemical Proteomics Reveals Off-Targets of the Anandamide Reuptake Inhibitor WOBE437
Gagestein, B., Stevens, A. F., Fazio, D., Florea, B. I., van der Wel, T., Bakker, A. T., Fezza, F., den Dulk, H., Overkleeft, H. S., Maccarrone, M., et al. (2022) · ACS Chemical Biology · doi:10.1021/acschembio.2c00122 · Cited by 12
Chemical synthesis, pharmacological characterization, and possible formation in unicellular fungi of 3-hydroxy-anandamide
PETROCELLIS, L. D., Deva, R., Mainieri, F., Schaefer, M., Bisogno, T., Ciccoli, R., Ligresti, A., Hill, K., Nigam, S., Appendino, G., et al. (2008) · Journal of Lipid Research · doi:10.1194/jlr.m800337-jlr200 · Cited by 12
Self-citation
The antinociceptive potency of N-arachidonoyl-dopamine (NADA) and its interaction with endomorphin-1 at the spinal level
Farkas, I. G., Tuboly, G., Benedek, G., & Horváth, G. (2011) · Pharmacology Biochemistry and Behavior · doi:10.1016/j.pbb.2011.05.020 · Cited by 12
Paracetamol: Update on its Analgesic Mechanism of Action
Mallet, C., Eschalier, A., & Daulhac, L. (2017) · Pain Relief - From Analgesics to Alternative Therapies · doi:10.5772/66649 · Cited by 11
Analysis of calretinin early expression in the rat hippocampus after beta amyloid (1–42) peptide injection
Altobelli, G. G., Cimini, D., Esposito, G., Iuvone, T., & Cimini, V. (2015) · Brain Research · doi:10.1016/j.brainres.2015.03.029 · Cited by 11
Acetaminophen modulation of hydrocodone reward in rats
Nazarian, A., Are, D., & Tenayuca, J. M. (2011) · Pharmacology Biochemistry and Behavior · doi:10.1016/j.pbb.2011.05.003 · Cited by 11
Answering the Burning Question of How Transient Receptor Potential Vanilloid-1 Channel Antagonists Cause Unwanted Hyperthermia
Ayoub, S. S., Hunter, J. C., & Simmons, D. L. (2009) · Pharmacological Reviews · doi:10.1124/pr.109.001875 · Cited by 11
Differential stimulatory effects of cannabinoids on VIP release and NO synthase activity in synaptosomal fractions from rat ileum
Kurjak, M., Hamel, A. M., Allescher, H. D., SCHUSDZIARRA, V., & Storr, M. (2008) · Neuropeptides · doi:10.1016/j.npep.2008.08.003 · Cited by 11
The Therapeutic Potential of Drugs that Target Cannabinoid Receptors or Modulate the Tissue Levels or Actions of Endocannabinoids
Pertwee, R. G. (2008) · Springer eBooks · doi:10.1007/978-0-387-76678-2_38 · Cited by 11
Self-citation
Effect of olvanil and anandamide on vagal C‐fiber subtypes in guinea pig lung
Lee, M., Weinreich, D. M., & Undem, B. J. (2005) · British Journal of Pharmacology · doi:10.1038/sj.bjp.0706339 · Cited by 11
Functional Selectivity of Cannabinoid Type 1 G Protein-Coupled Receptor Agonists in Transactivating Glycosylated Receptors on Cancer Cells to Induce Epithelial–Mesenchymal Transition Metastatic Phenotype
Bunsick, D. A., Matsukubo, J., Aldbai, R., Baghaie, L., & Szewczuk, M. R. (2024) · Cells · doi:10.3390/cells13060480 · Cited by 10
Neurochemical effects of the endocannabinoid uptake inhibitor UCM707 in various rat brain regions
de Lago, E., Ortega‐Gutiérrez, S., Ramos, J. A., López-Rodríguez, M. L., & Fernández‐Ruíz, J. (2006) · Life Sciences · doi:10.1016/j.lfs.2006.11.029 · Cited by 10
Non-CB1, Non-CB2 Receptors for Endocannabinoids
PETROCELLIS, L. D., & Marzo, V. D. (2005) · CRC Press eBooks · doi:10.1201/9781420023640.ch6 · Cited by 9
Transient Receptor Potential Vanilloid in the Brain Gliovascular Unit: Prospective Targets in Therapy
Luo, H., Declèves, X., & Cisternino, S. (2021) · Pharmaceutics · doi:10.3390/pharmaceutics13030334 · Cited by 8
The ins and outs of endocannabinoid signaling in healthy and diseased brain
Horne, E. A., & Stella, N. (2008) · Future Lipidology · doi:10.2217/17460875.3.4.435 · Cited by 8
A systematic review of novel cannabinoids and their targets: Insights into the significance of structure in activity
Hamzekalayi, M. R. A., Ardakani, M. H., Moeini, Z., Rezaei, R., Hamidi, N., Somee, L. R., Zolfaghar, M., Darzi, R., kamalipourazad, M., Riazi, G. H., et al. (2024) · European Journal of Pharmacology · doi:10.1016/j.ejphar.2024.176679 · Cited by 7
Role of VR1 and CB1 receptors in modelling of cardio-respiratory response to arvanil, an endocannabinoid and vanilloid hybrid, in rats
Kopczyńska, B. (2008) · Life Sciences · doi:10.1016/j.lfs.2008.04.023 · Cited by 7

Authors: De Petrocellis, L., Bisogno, T., Davis, J. B., Pertwee, R. G., & Di Marzo, V.
Affiliations: National Research Council (IT)
University of Aberdeen (GB)
ORCID: Bisogno, Tiziana
Pertwee, Roger G
Venue: FEBS Letters
Publisher: Wiley
Published: 2000-10-09
Volume: 483
Issue: 1
Pages: 52-56
ISSN: 0014-5793 (ISSN-L)
1873-3468
DOI: 10.1016/s0014-5793(00)02082-2
OpenAlex: W2005828463
Cited by: 347
References: 33
Citations by year: 2026: 2 · 2025: 5 · 2024: 2 · 2023: 3 · 2022: 2 · 2021: 8 · 2020: 7 · 2019: 7 · 2018: 6 · 2017: 10 · 2016: 5 · 2015: 11 · 2014: 7 · 2013: 14 · 2012: 14
FWCI: 15.12
Type: journal article
Language: en
Open access: bronze
doi.org
Licence: onlinelibrary.wiley.com/termsAndConditions#vor (vor)
Locations: FEBS Letters (publishedVersion)
PubMed (publishedVersion)
Topics: Health Sciences › Medicine › Pharmacology (medical) › Cannabis and Cannabinoid Research
Life Sciences › Neuroscience › Sensory Systems › Ion Channels and Receptors
Health Sciences › Medicine › Physiology (medical) › Pain Mechanisms and Treatments
Keywords: capsaicin receptor, AM404, olvanil, receptor selectivity, cannabinoid signaling
MeSH terms: Animals, Arachidonic Acids, Binding, Competitive, Biological Transport, Calcium, Capsaicin, Cell Line, Dose-Response Relationship, Drug, Humans, Ligands, Receptors, Drug, Tumor Cells, Cultured, Receptors, Cannabinoid, TRPV Cation Channels, Rats, Polyunsaturated Alkamides, 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

Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: inhibitors of anandamide uptake with negligible capsaicin‐like activity

Abstract

Overview

Integrity signals

Verification

Claims the paper makes

Claims other papers make about this one

Self-check

Citations

Cites

Cited by

Related

Metadata

Record

About these checks