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N-acyl or cannabinoid or NAPE

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https://www.readbyqxmd.com/read/28538154/effect-of-ca-2-to-sphingomyelin-investigated-by-sum-frequency-generation-vibrational-spectroscopy
#1
Rong-Juan Feng, Lu Lin, Yi-Yi Li, Ming-Hua Liu, Yuan Guo, Zhen Zhang
The interactions between Ca(2+) ions and sphingomyelin play crucial roles in a wide range of cellular activities. However, little is known about the molecular details of the interactions at interfaces. In this work, we investigated the interactions between Ca(2+) ions and egg sphingomyelin (ESM) Langmuir monolayers at the air/water interface by subwavenumber high-resolution broadband sum frequency generation vibrational spectroscopy (HR-BB-SFG-VS). We show that Ca(2+) ions can induce ordering of the acyl chains in the ESM monolayer...
May 23, 2017: Biophysical Journal
https://www.readbyqxmd.com/read/28538129/cannabinoids-for-epilepsy-real-data-at-last
#2
EDITORIAL
Samuel F Berkovic
No abstract text is available yet for this article.
May 25, 2017: New England Journal of Medicine
https://www.readbyqxmd.com/read/28537982/selective-cannabinoids-for-chronic-neuropathic-pain-a-systematic-review-and-meta-analysis
#3
Howard Meng, Bradley Johnston, Marina Englesakis, Dwight E Moulin, Anuj Bhatia
BACKGROUND: There is a lack of consensus on the role of selective cannabinoids for the treatment of neuropathic pain (NP). Guidelines from national and international pain societies have provided contradictory recommendations. The primary objective of this systematic review and meta-analysis (SR-MA) was to determine the analgesic efficacy and safety of selective cannabinoids compared to conventional management or placebo for chronic NP. METHODS: We reviewed randomized controlled trials that compared selective cannabinoids (dronabinol, nabilone, nabiximols) with conventional treatments (eg, pharmacotherapy, physical therapy, or a combination of these) or placebo in patients with chronic NP because patients with NP may be on any of these therapies or none if all standard treatments have failed to provide analgesia and or if these treatments have been associated with adverse effects...
May 19, 2017: Anesthesia and Analgesia
https://www.readbyqxmd.com/read/28535469/novel-propanamides-as-fatty-acid-amide-hydrolase-inhibitors
#4
Alessandro Deplano, Carmine Marco Morgillo, Monica Demurtas, Emmelie Björklund, Mariateresa Cipriano, Mona Svensson, Sanaz Hashemian, Giovanni Smaldone, Emilia Pedone, F Javier Luque, Maria G Cabiddu, Ettore Novellino, Christopher J Fowler, Bruno Catalanotti, Valentina Onnis
Fatty acid amide hydrolase (FAAH) has a key role in the control of the cannabinoid signaling, through the hydrolysis of the endocannabinoids anandamide and in some tissues 2-arachidonoylglycerol. FAAH inhibition represents a promising strategy to activate the cannabinoid system, since it does not result in the psychotropic and peripheral side effects characterizing the agonists of the cannabinoid receptors. Here we present the discovery of a novel class of profen derivatives, the N-(heteroaryl)-2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanamides, as FAAH inhibitors...
May 12, 2017: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28535043/identification-and-quantification-of-acylated-homoserine-lactones-in-shewanella-baltica-the-specific-spoilage-organism-of-pseudosciaena-crocea-by-ultra-high-performance-liquid-chromatography-coupled-to-triple-quadrupole-mass-spectrometry
#5
Yanbo Wang, Xiaoxiao Zhang, Chong Wang, Linglin Fu, Yanyao Yi, Yan Zhang
Bacteria communicate with one another using chemical signal molecules called autoinducers, and the most prevalent autoinducers used by Gram-negative bacteria are N-acylated homoserine lactones (AHLs). However, AHLs are hardly detected in Shewanella baltica, the specific spoilage organism of Pseudosciaena crocea. In this study, we applied ultra-high-performance liquid chromatography coupled to triple quadrupole tandem mass spectrometry (UHPLC-QqQ-MS/MS) to determine AHLs. This method enabled the quantification of up to 11 AHLs within 5...
May 23, 2017: Journal of Agricultural and Food Chemistry
https://www.readbyqxmd.com/read/28534260/pharmacogenetics-of-cannabinoids
#6
Szymon Hryhorowicz, Michal Walczak, Oliwia Zakerska-Banaszak, Ryszard Słomski, Marzena Skrzypczak-Zielińska
Although the application of medical marijuana and cannabinoid drugs is controversial, it is a part of modern-day medicine. The list of diseases in which cannabinoids are promoted as a treatment is constantly expanding. Cases of significant improvement in patients with a very poor prognosis of glioma or epilepsy have already been described. However, the occurrence of side effects is still difficult to estimate, and the current knowledge of the therapeutic effects of cannabinoids is still insufficient. In our opinion, the answers to many questions and concerns regarding the medical use of cannabis can be provided by pharmacogenetics...
May 22, 2017: European Journal of Drug Metabolism and Pharmacokinetics
https://www.readbyqxmd.com/read/28533288/apparent-affinity-estimates-and-reversal-of-the-effects-of-synthetic-cannabinoids-am-2201-cp-47-497-jwh-122-and-jwh-250-by-rimonabant-in-rhesus-monkeys
#7
Lenka Hruba, Lance R McMahon
Synthetic cannabinoids have been prohibited due to abuse liability and toxicity. Four such synthetic cannabinoids, AM-2201, CP-47,497, JWH-122, and JWH-250, were tested for their capacity to produce CB1 receptor-mediated discriminative stimulus effects in two groups of rhesus monkeys. One group (n=4) discriminated ∆9-THC (0.1 mg/kg i.v.) and a second group (n=4) discriminated the cannabinoid antagonist rimonabant (1 mg/kg i.v.) while receiving 1 mg/kg/12 h of ∆9-THC. AM-2201, JWH-122, CP-47,497, JWH-250, and ∆9-THC increased ∆9-THC-lever responding...
May 22, 2017: Journal of Pharmacology and Experimental Therapeutics
https://www.readbyqxmd.com/read/28530397/synthesis-of-1-4-oxazepane-2-5-diones-via-cyclization-of-rotationally-restricted-amino-acid-precursors-and-structural-reassignment-of-serratin
#8
Ewout Ruysbergh, Kristof Van Hecke, Christian Victor Stevens, Norbert De Kimpe, Sven Mangelinckx
Several natural products containing a 1,4-oxazepane-2,5-dione-core are known. One example is serratin, isolated from Serratia marcescens. Due to the presence of a carboxylic amide, which has a preference for a trans-conformation, and the presence of a labile lactone in this core, many synthetic methodologies commonly used for the cyclization towards medium-sized heterocycles cannot be applied. As N-acyl amino acids without a third substituent at nitrogen failed to undergo ring-closure, several N-protecting groups were evaluated...
May 22, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28530166/quorum-sensing-and-rsam-regulons-of-the-rice-pathogen-pseudomonas-fuscovaginae
#9
Gordana Uzelac, Hitendra Kumar Patel, Giulia Devescovi, Danilo Licastro, Vittorio Venturi
Pseudomonas fuscovaginae (Pfv) is an emerging plant pathogen causing sheath brown rot in rice, as well as diseases in other gramineae food crops including maize, sorghum and wheat. Pfv possesses two conserved N-acyl homoserine lactone (AHL) quorum sensing (QS) systems called PfvI/R and PfsI/R, which are repressed by RsaL and RsaM, respectively. The two systems are not hierarchically organized and are involved in plant virulence. In this study the AHL QS PfsI/R, PfvI/R and RsaM regulons were determined by transcriptomic analysis...
May 22, 2017: Microbiology
https://www.readbyqxmd.com/read/28530077/-the-illegal-synthetic-cannabinoid-drug-market-in-israel-evolution-and-new-challenges
#10
Barak Shapira, Alina Poperno, Ronny Berkovitz
This article represents a short review of the current knowledge on the abuse of synthetic cannabinoids from the perspective of the Division of Enforcement and Inspection of the Israeli Ministry of Health - a body in charge of providing professional assistance to law enforcement bodies in the fields of drug abuse. We describe the principal changes observed in the synthetic cannabinoid market and the Israeli legislators' and enforcement bodies' attempts to cope with these phenomena. These changes relate to the types of synthetic cannabinoids being trafficked, with many structural variations between substances, and a new legal framework which allows for the rapid, temporary scheduling of synthetic cannabinoids using both individual and generic definitions...
September 2016: Harefuah
https://www.readbyqxmd.com/read/28529696/in-silico-gene-expression-profiling-in-cannabis-sativa
#11
Luca Massimino
The cannabis plant and its active ingredients (i.e., cannabinoids and terpenoids) have been socially stigmatized for half a century. Luckily, with more than 430,000 published scientific papers and about 600 ongoing and completed clinical trials, nowadays cannabis is employed for the treatment of many different medical conditions. Nevertheless, even if a large amount of high-throughput functional genomic data exists, most researchers feature a strong background in molecular biology but lack advanced bioinformatics skills...
2017: F1000Research
https://www.readbyqxmd.com/read/28527758/modulation-of-cb1-cannabinoid-receptor-by-allosteric-ligands-pharmacology-and-therapeutic-opportunities
#12
REVIEW
Leepakshi Khurana, Ken Mackie, Daniele Piomelli, Debra A Kendall
Cannabinoid pharmacology has been intensely studied because of cannabis' pervasive medicinal and non-medicinal uses as well as for the therapeutic potential of cannabinoid-based drugs for the treatment of pain, anxiety, substance abuse, obesity, cancer and neurodegenerative disorders. The identification of allosteric modulators of the cannabinoid receptor 1 (CB1) has given a new direction to the development of cannabinoid-based therapeutics due to the many advantages offered by targeting allosteric site(s)...
May 17, 2017: Neuropharmacology
https://www.readbyqxmd.com/read/28527527/small-scale-separation-of-isoxazole-structurally-related-analogues-by-chiral-supercritical-fluid-chromatography
#13
Yasmine Zehani, Lucas Lemaire, Regis Millet, Emmanuelle Lipka
Chromatographic preparative enantioseparation is now the preferred method to obtain milligram amounts of pure enantiomers in the first step of the development of a therapeutic molecule. Supercritical fluid chromatography has many advantages over liquid chromatography and was therefore chosen for the small scale enantioseparation of four original 3-carboxamido-5-aryl isoxazole molecules, ligands of the CB2 cannabinoid receptors. The preparation of about 10mg of each of the eight enantiomers was achieved successfully on a Chiralpak(®) AD-H (tris-3,5-dimethylphenylcarbamate of amylose) polysaccharide based stationary phase with various percentages of ethanol as a co-solvent, through mixed-stream injections and touching-band approach...
May 12, 2017: Journal of Chromatography. A
https://www.readbyqxmd.com/read/28526845/chemical-structure-of-the-lipid-a-component-of-pseudomonas-sp-strain-pamc-28618-from-thawing-permafrost-in-relation-to-pathogenicity
#14
Han-Gyu Park, Ganesan Sathiyanarayanan, Cheol-Hwan Hwang, Da-Hee Ann, Jung-Ho Kim, Geul Bang, Kyoung-Soon Jang, Hee Wook Ryu, Yoo Kyung Lee, Yung-Hun Yang, Yun-Gon Kim
Climate change causes permafrost thawing, and we are confronted with the unpredictable risk of newly discovered permafrost microbes that have disease-causing capabilities. Here, we first characterized the detailed chemical structure of the lipid A moiety from a Pseudomonas species that was isolated from thawing arctic permafrost using MALDI-based mass spectrometric approaches (i.e., MALDI-TOF MS and MALDI-QIT-TOF MS(n)). The MALDI multi-stage mass spectrometry (MS) analysis of lipid A extracted from the Pseudomonas sp...
May 19, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28526351/docosahexaenoyl-serotonin-emerges-as-most-potent-inhibitor-of-il-17-and-ccl-20-released-by-blood-mononuclear-cells-from-a-series-of-n-acyl-serotonins-identified-in-human-intestinal-tissue
#15
Ya Wang, Michiel G J Balvers, Henk F J Hendriks, Tessa Wilpshaar, Tjarda van Heek, Renger F Witkamp, Jocelijn Meijerink
Fatty acid amides (FAAs), conjugates of fatty acids with ethanolamine, mono-amine neurotransmitters or amino acids are a class of molecules that display diverse functional roles in different cells and tissues. Recently we reported that one of the serotonin-fatty acid conjugates, docosahexaenoyl serotonin (DHA-5-HT), previously found in gut tissue of mouse and pig, attenuates the IL-23-IL-17 signaling axis in LPS-stimulated mice macrophages. However, its presence and effects in humans remained to be elucidated...
May 16, 2017: Biochimica et Biophysica Acta
https://www.readbyqxmd.com/read/28526263/n-stearoyl-l-tyrosine-inhibits-the-cell-senescence-and-apoptosis-induced-by-h2o2-in-hek293-tau-cells-via-the-cb2-receptor
#16
Yue Hu, Kai-Yi Zhou, Ze-Jian Wang, Yang Lu, Ming Yin
Although considerable energy and money have been spent trying to inhibit Aβ production and its related metabolic enzyme activities, there are still no drug treatments available to cure even slow for Alzheimer's disease. Therefore, tau protein has been focused recently as the new target for the treatment of Alzheimer's disease. The transfected human embryonic kidney 293 (HEK 293) cells with or without Tau 411 plasmid were used to evaluate the effect of tau protein on cell viability. H2O2 was added to simulate microenvironment of oxidative stress (OS) during aging...
May 16, 2017: Chemico-biological Interactions
https://www.readbyqxmd.com/read/28525896/activation-of-cannabinoid-receptor-type-ii-by-am1241-protects-adipose-derived-mesenchymal-stem-cells-from-oxidative-damage-and-enhances-their-therapeutic-efficacy-in-myocardial-infarction-mice-via-stat3-activation
#17
Dong Han, Xiang Li, Wen-Si Fan, Jiang-Wei Chen, Tian-Tian Gou, Tao Su, Miao-Miao Fan, Meng-Qi Xu, Ya-Bin Wang, Sai Ma, Ya Qiu, Feng Cao
The poor survival of cells in ischemic sites diminishes the therapeutic efficacy of stem cell therapy. Previously we and others have reported that Cannabinoid receptor type II (CB2) is protective during heart ischemic injury for its anti-oxidative activity. However, whether CB2 activation could improve the survival and therapeutic efficacy of stem cells in ischemic myocardium and the underlying mechanisms remain elusive. Here, we showed evidence that CB2 agonist AM1241 treatment could improve the functional survival of adipose-derived mesenchymal stem cells (AD-MSCs) in vitro as well as in vivo...
May 4, 2017: Oncotarget
https://www.readbyqxmd.com/read/28525716/diastereoselective-and-catalytic-%C3%AE-alkylation-of-chiral-n-acyl-thiazolidinethiones-with-stable-carbocationic-salts
#18
Stuart C D Kennington, Mònica Ferré, Juan M Romo, Pedro Romea, Fèlix Urpí, Mercè Font-Bardia
Direct nickel-catalyzed alkylation of chiral (N)-acyl-4-isopropyl-1,3-thiazolidine-2- thiones using a commercially available nickel(II) complex, (Me3P)2NiCl2, has been developed for tropylium and trityl tetrafluoroborate salts. The reaction provides a single diastereomer of the corresponding adducts in good to high yields, which, in turn, can be easily converted into a wide array of enantiomerically pure compounds that are difficult to obtain by other asymmetric procedures.
May 19, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28523112/development-of-highly-affine-and-selective-fluorinated-cannabinoid-type-2-receptor-ligands
#19
Rareş-Petru Moldovan, Kristin Hausmann, Winnie Deuther-Conrad, Peter Brust
Cannabinoid type 2 receptors (CB2 receptors) are involved in various pathological processes, and the visualization of their in vivo availability with positron emission tomography (PET) is of high interest. The study focuses on the introduction of fluorine into the structure of the highly affine and selective CB2 receptor ligand N-(adamantan-1-yl)-5-ethyl-2-methyl-1-phenyl-1H-imidazole-4-carboxamide (5). A novel series of compounds was developed by modifying (i) the adamantane-3-position, (ii) the imidazole-N-phenyl ring, and (iii) the imidazole-2-position, and the impact on the CB2 binding affinity and selectivity toward cannabinoid type 1 receptors (CB1) was evaluated...
May 11, 2017: ACS Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28522773/severe-neurological-symptoms-following-synthetic-cannabinoid-intoxication
#20
F van Gorp, L C Wejden, N A Stienstra, E M Kuck, L E M Haas
Synthetic cannabinoids are becoming increasingly popular as substances of abuse. However, in the Netherlands synthetic cannabinoid intoxications are rare. We report a 16-year-old male who became deeply comatose and was admitted to the intensive care unit for invasive mechanical ventilation after a buse of aninitially unknown drug. Routine toxicology screening with an immunoassay only detected tetrahydrocannabinol, but additional tests with liquid chromatography mass spectrometry revealed synthetic cannabinoid use...
May 2017: Netherlands Journal of Medicine
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