In vivo characterization of the highly selective monoacylglycerol lipase inhibitor KML 29: antinociceptive activity without cannabimimetic side effects
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Background and Purpose: Since monoacylglycerol lipase (MAGL) has been firmly established as the predominant catabolic enzyme of the endocannabinoid 2‐arachidonoylglycerol (2‐AG), a great need has emerged for the development of highly selective MAGL inhibitors. Here, we tested the in vivo effects of one such compound, KML29 (1,1,1,3,3,3‐hexafluoropropan‐2‐yl 4‐(bis(benzo[d][1,3]dioxol‐5‐yl)(hydroxy)methyl)piperidine‐1‐carboxylate). Experimental Approach: In the present study, we tested KML 29 in murine inflammatory (i.e. carrageenan) and sciatic nerve injury pain models, as well as the diclofenac‐induced gastric haemorrhage model. KML 29 was also evaluated for cannabimimetic effects, including measurements of locomotor activity, body temperature, catalepsy, and cannabinoid interoceptive effects in the drug discrimination paradigm. Key Results: KML 29 attenuated carrageenan‐induced paw oedema and completely reversed carrageenan‐induced mechanical allodynia. These effects underwent tolerance after repeated administration of high‐dose KML 29, which were accompanied by cannabinoid receptor 1 (CB1) receptor desensitization. Acute or repeated KML 29 administration increased 2‐AG levels and concomitantly reduced arachidonic acid levels, but without elevating anandamide (AEA) levels in the whole brain. Furthermore, KML 29 partially reversed allodynia in the sciatic nerve injury model and completely prevented diclofenac‐induced gastric haemorrhages. CB1 and CB2 receptors played differential roles in these pharmacological effects of KML 29. In contrast, KML 29 did not elicit cannabimimetic effects, including catalepsy, hypothermia and hypomotility. Although KML 29 did not substitute for Δ 9‐tetrahydrocannabinol (THC) in C57BL/6J mice, it fully and dose‐dependantly substituted for AEA in fatty acid amide hydrolase (FAAH) (−/−) mice, consistent with previous work showing that dual FAAH and MAGL inhibition produces THC‐like subjective effects. Conclusions and Implications: These results indicate that KML 29, a highly selective MAGL inhibitor, reduces inflammatory and neuropathic nociceptive behaviour without occurrence of cannabimimetic side effects. Linked Articles: This article is part of a themed section on Cannabinoids 2013. To view the other articles in this section visit http://dx.doi.org/10.1111/bph.2014.171.issue‐6
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Inhibition of MAGL attenuates carrageenan-induced acute paw edema and inflammatory pain.
“Similarly, inhibition of MAGL, the primary catabolic enzyme of 2-AG (Blankman et al, 2007), attenuates carrageenan-induced, acute paw edema and inflammatory pain (Comelli et al, 2007;Ghosh et al, 2013;Ignatowska-Jankowska et al, 2014).”
From The endogenous cannabinoid system: a budding source of targets for treating inflammatory and neuropathic pain (2018) · cites this paper as Ignatowska-Jankowska et al, 2014
The selective MAGL inhibitors JZL184 and KML129 attenuate carrageenan-induced mechanical allodynia through CB1 and CB2 receptor-dependent mechanisms, but only CB2 receptors mediate the anti-edematous effects of these inhibitors.
“The selective MAGL inhibitors JZL184 and KML129 attenuate carrageenan-induced mechanical allodynia through CB 1 and CB 2 receptor-dependent mechanisms, but only CB 2 receptors mediate the antiedematous effects of these inhibitors (Ghosh et al, 2013;Ignatowska-Jankowska et al, 2014).”
From The endogenous cannabinoid system: a budding source of targets for treating inflammatory and neuropathic pain (2018) · cites this paper as Ignatowska-Jankowska et al, 2014
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“…receptor mechanism of action, the CB1 receptor antagonist rimonabant (1 mg·kg−1) or the CB2 receptor antagonist SR144528 (3 mg·kg−1) was administered 30 min prior to KML29 or vehicle (Lichtman et al., 2004a; La Rana et al., 2006; Russo et al., 2007; Kinsey et al., 2009; 2011; Ghosh et al., 2013).”
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- BJP Novel monoacylglycerol lipase inhibitor: KML29 British Journal of Pharmacology (2014) 171 1392-1407 1405 14765381, 2014, 6, · DOI
- BJP B M Ignatowska-Jankowska et al. 1406 British Journal of Pharmacology (2014) 171 1392-1407 14765381, 2014, 6, · DOI
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- Authors
- Ignatowska‐Jankowska, B. M., Ghosh, S., Crowe, M. S., Kinsey, S. G., Niphakis, M. J., Abdullah, R. A., Tao, Q., O' Neal, S. T., Walentiny, D. M., Wiley, J. L., Cravatt, B. F., & Lichtman, A. H.
- Affiliations
- Department of Pharmacology and Toxicology Virginia Commonwealth University Richmond VA USA
- Virginia Commonwealth University (US)
- West Virginia University (US)
- Scripps Research Institute (US)
- RTI International (US)
- Venue
- British Journal of Pharmacology
- Publisher
- Wiley
- Published
- 2014-03
- Volume
- 171
- Issue
- 6
- Pages
- 1392-1407
- ISSN
- 0007-1188 (ISSN-L)
- 1476-5381
- PMC
- PMC3954480
- OpenAlex
- W1943422062
- Cited by
- 128
- References
- 67
- Citations by year
- 2026: 4 · 2025: 4 · 2024: 5 · 2023: 8 · 2022: 7 · 2021: 9 · 2020: 6 · 2019: 7 · 2018: 15 · 2017: 15 · 2016: 14 · 2015: 21 · 2014: 13
- FWCI
- 11.75
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- British Journal of Pharmacology (publishedVersion)
- PubMed Central (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Institutes of Health (DA017259, DA 005274, DA009789)
- National Institute on Drug Abuse (R01DA026449, P01DA009789, DA-017259, R01DA032933, DA026449, P01DA017259, DA 009789, DA-005274, P50DA005274)
- National Institute of General Medical Sciences (T32GM081741)
- Topics
- Health Sciences › Medicine › Pharmacology › Cannabis and Cannabinoid Research
- Health Sciences › Medicine › Physiology › Pain Mechanisms and Treatments
- Health Sciences › Medicine › Pharmacology › Inflammatory mediators and NSAID effects
- Keywords
- monoacylglycerol lipase inhibitors, 2-arachidonoylglycerol, endocannabinoid system, antinociception, inflammatory pain, sciatic nerve injury, mechanical allodynia, CB2 receptor, drug discrimination, fatty acid amide hydrolase, anandamide, tolerance (pharmacology and immunology)
- MeSH terms
- Analgesics, Animals, Anti-Inflammatory Agents, Non-Steroidal, Brain, Cannabinoids, Chromatography, Liquid, Enzyme Inhibitors, Male, Mice, Inbred C57BL, Monoacylglycerol Lipases, Piperidines, Molecular Mimicry, Mice, Benzodioxoles, Tandem Mass Spectrometry
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 ›
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