keyword
MENU ▼
Read by QxMD icon Read
search

N-acyl or endocannnabanoid or NAPE

keyword
https://www.readbyqxmd.com/read/28335571/3-substituted-n-benzylpyrazine-2-carboxamide-derivatives-synthesis-antimycobacterial-and-antibacterial-evaluation
#1
Lucia Semelková, Ondřej Janďourek, Klára Konečná, Pavla Paterová, Lucie Navrátilová, František Trejtnar, Vladimír Kubíček, Jiří Kuneš, Martin Doležal, Jan Zitko
A series of substituted N-benzyl-3-chloropyrazine-2-carboxamides were prepared as positional isomers of 5-chloro and 6-chloro derivatives, prepared previously. During the aminolysis of the acyl chloride, the simultaneous substitution of chlorine with benzylamino moiety gave rise to N-benzyl-3-(benzylamino)pyrazine-2-carboxamides as side products, in some cases. Although not initially planned, the reaction conditions were modified to populate this double substituted series. The final compounds were tested against four mycobacterial strains...
March 21, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28333237/new-paenibacillus-strain-produces-a-family-of-linear-and-cyclic-antimicrobial-lipopeptides-cyclization-is-not-essential-for-their-antimicrobial-activity
#2
En Huang, Xu Yang, Liwen Zhang, Sun Hee Moon, Ahmed E Yousef
A new bacterial isolate, Paenibacillus sp. OSY-N, showed potent antimicrobial activity against Gram-negative and Gram-positive bacteria. Antimicrobials produced by this strain were purified by reverse-phase high performance liquid chromatography (HPLC). Structural analysis, using mass spectrometry (MS), of a single active HPLC fraction revealed two known cyclic lipopeptides, BMY-28160 and permetin A, a new cyclic lipopeptide, and the linear counterparts of these cyclic compounds. The latter were designated as paenipeptin A, B and C, respectively...
February 25, 2017: FEMS Microbiology Letters
https://www.readbyqxmd.com/read/28328322/novel-lc-ms-ms-and-high-throughput-mass-spectrometric-assays-for-monoacylglycerol-acyltransferase-inhibitors
#3
Jenson Qi, John A Masucci, Wensheng Lang, Margery A Connelly, Gary W Caldwell, Ioanna Petrounia, Jennifer Kirkpatrick, Alexander N Barnakov, Geoffrey Struble, Robyn Miller, Keli Dzordzorine, Gee-Hong Kuo, Michael Gaul, Alessandro Pocai, Seunghun Lee
Monoacylglycerol acyltransferase enzymes (MGAT1, MGAT2, and MGAT3) convert monoacylglycerol to diacylglycerol (DAG). MGAT1 and MGAT2 are both implicated in obesity-related metabolic diseases. Conventional MGAT enzyme assays use radioactive substrates, wherein the product of the MGAT-catalyzed reaction is usually resolved by time-consuming thin layer chromatography (TLC) analysis. Furthermore, microsomal membrane preparations typically contain endogenous diacylglycerol acyltransferase (DGAT) from the host cells, and these DGAT activities can further acylate DAG to form triglyceride (TG)...
April 2017: SLAS Discov
https://www.readbyqxmd.com/read/28326665/preparation-and-application-of-solid-salt-stabilized-zinc-amide-enolates-with-enhanced-air-and-moisture-stability
#4
Yi-Hung Chen, Mario Ellwart, Georgios Toupalas, Yusuke Ebe, Paul Knochel
The treatment of various N-morpholino amides with TMPZnCl⋅LiCl (TMP=2,2,6,6-tetramethylpiperidyl) and Mg(OPiv)2 in THF at 25 °C provides solid zinc enolates with enhanced air and moisture stability (t1/2 in air: 1-3 h) after solvent evaporation. These enolates undergo Pd- and Cu-catalyzed cross-couplings with (hetero)aryl bromides as well as allylic and benzylic halides. The arylated N-morpholino amides were converted into various ketones by LaCl3 ⋅2 LiCl mediated acylation with Grignard reagents...
March 22, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28326640/catalytic-enantioselective-synthesis-of-protecting-group-free-1-5-benzothiazepines
#5
Sara Meninno, Chiara Volpe, Alessandra Lattanzi
A one-pot enantioselective route to N-unprotected 2,3-dihydro-1,5-benzothiazepinones, by an organocatalyzed sulfa-Michael reaction of readily available α,β-unsaturated N-acyl pyrazoles with 2-aminothiophenols followed by silica-gel-catalyzed lactamization, has been developed. The method proceeds under mild conditions at room temperature and it requires only 1 mol % catalyst loading, to give 2-aryl/alkyl-substituted 1,5-benzothiazepines in generally good to excellent yields and enantioselectivities. The process, used for a short synthesis of antidepressant drug (R)-(-)-thiazesim, represents the first method to access enantioenriched unprotected 1,5-benzotiazepines, which are useful for rapid derivatization in drug discovery...
March 22, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/28326135/regiochemistry-of-cyclocondensation-reactions-in-the-synthesis-of-polyazaheterocycles
#6
Patrick T Campos, Leticia V Rodrigues, Andrei L Belladona, Caroline R Bender, Juliana S Bitencurt, Fernanda A Rosa, Davi F Back, Helio G Bonacorso, Nilo Zanatta, Clarissa P Frizzo, Marcos A P Martins
The syntheses of several polyazaheterocycles are demonstrated. The cyclocondensation reactions between β-enaminodiketones [CCl3C(O)C(=CNMe2)C(O)-CO2Et] and aromatic amidines resulted in glyoxalate-substituted pyrido[1,2-a]pyrimidinone, thiazolo[3,2-a]pyrimidinone and pyrimido[1,2-a]benzimidazole. Pyrazinones and quinoxalinones were obtained through the reaction of these glyoxalates with ethylenediamine and 1,2-phenylenediamine derivatives. On the other hand, the reaction of glyoxalates with amidines did not lead to the formation of imidazolones, but rather N-acylated products were obtained...
2017: Beilstein Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28323149/the-effect-of-tobramycin-incorporated-with-bismuth-ethanedithiol-loaded-on-niosomes-on-the-quorum-sensing-and-biofilm-formation-of-pseudomonas-aeruginosa
#7
Faeze Mahdiun, Shahla Mansouri, Payam Khazaeli, Rasoul Mirzaei
Pseudomonas aeruginosa is an opportunistic pathogen, enable of causing infections especially in immunocompromised patients. Recently many isolates developed multiple drug resistance, resulting in treatment failure in serious infections. In this study, the effect of tobramycin incorporated with bismuth-ethanedithiol loaded on niosomes on the quorum sensing and biofilm production by P. aeruginosa was evaluated. Thin layer hydration method with cholesterol (30%), Span 40 and Tween 40 were used to make niosomes...
March 18, 2017: Microbial Pathogenesis
https://www.readbyqxmd.com/read/28322568/transition-metal-free-atom-and-step-economic-synthesis-of-aminoketopyrrolizines-from-benzylamine-acylethynylpyrroles-and-acylacetylenes
#8
Lyubov' N Sobenina, Denis N Tomilin, Elena F Sagitova, Igor' A Ushakov, Boris A Trofimov
A concise, atom-economic strategy for the synthesis of pyrrolizines with amino and keto substituents has been developed. It includes the following key steps: (i) the base-catalyzed (K3PO4/DMSO) addition of a benzylamine to 2-acylethynylpyrroles and (ii) noncatalyzed addition of enaminones obtained to the triple bond of acylacetylenes followed by intramolecular cyclization of the intermediate pentadiendiones thus formed to the target 1-(benzylamino)-2-acyl-3-methylenoacylpyrrolizines.
March 21, 2017: Organic Letters
https://www.readbyqxmd.com/read/28320885/identification-of-the-lyso-form-n-acyl-intramolecular-transferase-in-low-gc-firmicutes
#9
Krista M Armbruster, Timothy C Meredith
Bacterial lipoproteins are embedded in the cell membrane of both Gram-positive and Gram-negative bacteria where they serve numerous functions central to cell envelope physiology. Lipoproteins are tethered to the membrane by an N-acyl-S-(mono/di)-acyl-glyceryl-cysteine anchor that is variably acylated depending on genera. In several low-GC Gram-positive Firmicutes, a monoacyl-glyceryl-cysteine with an N-terminal fatty acid (known as the lyso form) has been reported, though how it is formed is unknown. Here, through an intergenic complementation rescue assay in Escherichia coli, we report the identification of a common orthologous transmembrane protein in both Enterococcus faecalis and Bacillus cereus capable of forming lyso-form lipoproteins...
March 20, 2017: Journal of Bacteriology
https://www.readbyqxmd.com/read/28319297/tandem-coupling-of-azide-with-isonitrile-and-boronic-acid-facile-access-to-functionalized-amidines
#10
Zhen Zhang, Baoliang Huang, Guanyu Qiao, Liu Zhu, Fan Xiao, Feng Chen, Bin Fu, Zhenhua Zhang
Amidine is a notable nitrogen-containing structural motif found in bioactive natural products and pharmaceuticals. Herein, a novel rhodium(I)-catalyzed tandem reaction of readily accessible azides with isonitriles and boronic acids via a carbodiimide intermediate is achieved. This protocol offers an alternative approach toward N-sulfonyl-, N-acyl-, and N- phosphoryl-functionalized, as well as general N-aryl and N-alkyl amidines with broad substrate scope. In addition, functionalized guanidines can also been synthesized when amines are used instead...
March 20, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28316560/lysopc-acyl-c16-0-is-associated-with-brown-adipose-tissue-activity-in-men
#11
Mariëtte R Boon, Leontine E H Bakker, Cornelia Prehn, Jerzy Adamski, Maarten J Vosselman, Ingrid M Jazet, Lenka M Pereira Arias-Bouda, Wouter D Marken van Lichtenbelt, Ko Willems van Dijk, Patrick C N Rensen, Dennis O Mook-Kanamori
INTRODUCTION: Brown adipose tissue (BAT) recently emerged as a potential therapeutic target in the treatment of obesity and associated disorders due to its fat-burning capacity. The current gold standard in assessing BAT activity is [(18)F]FDG PET-CT scan, which has severe limitations including radiation exposure, being expensive, and being labor-intensive. Therefore, indirect markers are needed of human BAT activity and volume. OBJECTIVE: We aimed to identify metabolites in serum that are associated with BAT volume and activity in men...
2017: Metabolomics: Official Journal of the Metabolomic Society
https://www.readbyqxmd.com/read/28314774/the-rare-sugar-n-acetylated-viosamine-is-a-major-component-of-mimivirus-fibers
#12
Francesco Piacente, Cristina De Castro, Sandra Jeudy, Matteo Gaglianone, Maria Elena Laugieri, Anna Notaro, Annalisa Salis, Gianluca Damonte, Chantal Abergel, Michela G Tonetti
The giant virus Mimivirus encodes an autonomous glycosylation system, which is thought to be responsible for the formation of complex and unusual glycans composing the fibers surrounding its icosahedral capsid, including the dideoxyhexose viosamine. Previous studies have identified a gene cluster in the virus genome, encoding enzymes involved in nucleotide-sugar production and glycan formation, but the functional characterization of these enzymes and the full identification of the glycans found in viral fibers remains incomplete...
March 17, 2017: Journal of Biological Chemistry
https://www.readbyqxmd.com/read/28297656/the-long-chain-sphingoid-base-of-ceramides-determines-their-propensity-for-lateral-segregation
#13
Md Abdullah Al Sazzad, Tomokazu Yasuda, Michio Murata, J Peter Slotte
We examined how the length of the long-chain base or the N-linked acyl chain of ceramides affected their lateral segregation in 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) bilayers. Lateral segregation and ceramide-rich phase formation was ascertained by a lifetime analysis of trans-parinaric acid (tPA) fluorescence. The longer the length of the long-chain base (d16:1, d17:1, d18:1, d19:1, and d20:1 in N-palmitoyl ceramide), the less ceramide was needed for the onset of lateral segregation and ceramide-rich phase formation...
March 14, 2017: Biophysical Journal
https://www.readbyqxmd.com/read/28297601/catalytic-site-selective-acylation-of-carbohydrates-directed-by-cation-n-interaction
#14
Guozhi Xiao, Gabriel A Cintron-Rosado, Daniel A Glazier, Bao-Min Xi, Can Liu, Peng Liu, Weiping Tang
Site-selective functionalization of hydroxyl groups in carbohydrates is one of the long-standing challenges in chemistry. Using a pair of chiral catalysts, we now can differentiate the most prevalent trans-1,2-diols in pyranoses systematically and predictably. Density functional theory (DFT) calculations indicate that the key determining factor for the selectivity is the presence or absence of a cation-n interaction between the cation in the acylated catalyst and an appropriate lone pair in the substrate. DFT calculations also provided a predictive model for site-selectivity and this model is validated by various substrates...
March 17, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28296537/microfluidic-mobility-shift-assay-for-real-time-analysis-of-peptide-n-palmitoylation
#15
Thomas Lanyon-Hogg, Neki V Patel, Markus Ritzefeld, Katherine J Boxall, Rosemary Burke, Julian Blagg, Anthony I Magee, Edward W Tate
The Hedgehog pathway is a key developmental signaling pathway but is also implicated in many types of cancer. The extracellular signaling protein Sonic hedgehog (Shh) requires dual lipidation for functional signaling, whereby N-terminal palmitoylation is performed by the enzyme Hedgehog acyltransferase (Hhat). Hhat is an attractive target for small-molecule inhibition to arrest Hedgehog signaling, and methods for assaying Hhat activity are central to understanding its function. However, all existing assays to quantify lipidation of peptides suffer limitations, such as safety hazards, high costs, extensive manual handling, restriction to stopped-assay measurements, or indirect assessment of lipidation...
April 2017: SLAS Discov
https://www.readbyqxmd.com/read/28294185/antimicrobial-peptides-at-work-interaction-of-myxinidin-and-its-mutant-wmr-with-lipid-bilayers-mimicking-the-p-aeruginosa-and-e-coli-membranes
#16
Lucia Lombardi, Marco Ignazio Stellato, Rosario Oliva, Annarita Falanga, Massimiliano Galdiero, Luigi Petraccone, Geradino D'Errico, Augusta De Santis, Stefania Galdiero, Pompea Del Vecchio
Antimicrobial peptides are promising candidates as future therapeutics in order to face the problem of antibiotic resistance caused by pathogenic bacteria. Myxinidin is a peptide derived from the hagfish mucus displaying activity against a broad range of bacteria. We have focused our studies on the physico-chemical characterization of the interaction of myxinidin and its mutant WMR, which contains a tryptophan residue at the N-terminus and four additional positive charges, with two model biological membranes (DOPE/DOPG 80/20 and DOPE/DOPG/CL 65/23/12), mimicking respectively Escherichia coli and Pseudomonas aeruginosa membrane bilayers...
March 15, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28290125/reactive-landing-of-gramicidin-s-and-ubiquitin-ions-onto-activated-self-assembled-monolayer-surfaces
#17
Julia Laskin, Qichi Hu
Using mass-selected ion deposition combined with in situ infrared reflection absorption spectroscopy (IRRAS), we examined the reactive landing of gramicidin S and ubiquitin ions onto activated self-assembled monolayer (SAM) surfaces terminated with N-hydroxysuccinimidyl ester (NHS-SAM) and acyl fluoride (COF-SAM) groups. Doubly protonated gramicidin S, [GS + 2H](2+), and two charge states of ubiquitin, [U + 5H](5+) and [U + 13H](13+), were used as model systems, allowing us to explore the effect of the number of free amino groups and the secondary structure on the efficiency of covalent bond formation between the projectile ion and the surface...
March 13, 2017: Journal of the American Society for Mass Spectrometry
https://www.readbyqxmd.com/read/28287454/am-2201-inhibits-multiple-cytochrome-p450-and-uridine-5-diphospho-glucuronosyltransferase-enzyme-activities-in-human-liver-microsomes
#18
Ju-Hyun Kim, Soon-Sang Kwon, Tae Yeon Kong, Jae Chul Cheong, Hee Seung Kim, Moon Kyo In, Hye Suk Lee
AM-2201 is a synthetic cannabinoid that acts as a potent agonist at cannabinoid receptors and its abuse has increased. However, there are no reports of the inhibitory effect of AM-2201 on human cytochrome P450 (CYP) or uridine 5'-diphospho-glucuronosyltransferase (UGT) enzymes. We evaluated the inhibitory effect of AM-2201 on the activities of eight major human CYPs (1A2, 2A6, 2B6, 2C8, 2C9, 2C19, 2D6, and 3A4) and six major human UGTs (1A1, 1A3, 1A4, 1A6, 1A9, and 2B7) enzymes in pooled human liver microsomes using liquid chromatography-tandem mass spectrometry to investigate drug interaction potentials of AM-2201...
March 10, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28284693/the-effects-of-cell-death-inducing-dna-fragmentation-factor-%C3%AE-like-effector-c-on-milk-lipid-synthesis-in-mammary-glands-of-dairy-cows
#19
Yang Yang, Ye Lin, Xiaoyu Duan, He Lv, Weinan Xing, Qingzhang Li, Xuejun Gao, Xiaoming Hou
Adequate lipid synthesis by the mammary gland during lactation is essential for the survival of mammalian offspring. Cell death-inducing DNA fragmentation factor-α-like effector C (CIDEC) is a lipid droplet-associated protein and functions to promote lipid accumulation and inhibit lipolysis in mice and human adipocytes. However, the function of CIDEC in regulation of milk lipid synthesis in dairy cow mammary gland remains largely unknown. In this study, 6 multiparous Holstein cows (parity = 3) in early lactation were allocated to high-fat milk (milk yield 33...
March 8, 2017: Journal of Dairy Science
https://www.readbyqxmd.com/read/28284052/high-yield-production-of-rhizobium-nodb-chitin-deacetylase-and-its-use-for-in%C3%A2-vitro-synthesis-of-lipo-chitinoligosaccharide-precursors
#20
Rémi Chambon, Stéphanie Pradeau, Sébastien Fort, Sylvain Cottaz, Sylvie Armand
Lipo-chitinoligosaccharides (LCOs) are key molecules for the establishment of plant-microorganisms symbiosis. Interactions of leguminous crops with nitrogen-fixing rhizobial bacteria involve Nod factors, while Myc-LCOs improve the association of most plants with arbuscular mycorrhizal fungi. Both Nod factors and Myc-LCOs are composed of a chitinoligosaccharide fatty acylated at the non-reducing end accompanied with various substituting groups. One straightforward way to access LCOs is starting from chitin hydrolysate, an abundant polysaccharide found in crustacean shells, followed by regioselective enzymatic cleavage of an acetyl group from the non-reducing end of chitin tetra- or pentaose, and subsequent chemical introduction of N-acyl group...
February 27, 2017: Carbohydrate Research
keyword
keyword
101749
1
2
Fetch more papers »
Fetching more papers... Fetching...
Read by QxMD. Sign in or create an account to discover new knowledge that matter to you.
Remove bar
Read by QxMD icon Read
×

Search Tips

Use Boolean operators: AND/OR

diabetic AND foot
diabetes OR diabetic

Exclude a word using the 'minus' sign

Virchow -triad

Use Parentheses

water AND (cup OR glass)

Add an asterisk (*) at end of a word to include word stems

Neuro* will search for Neurology, Neuroscientist, Neurological, and so on

Use quotes to search for an exact phrase

"primary prevention of cancer"
(heart or cardiac or cardio*) AND arrest -"American Heart Association"