keyword
MENU ▼
Read by QxMD icon Read
search

N-acyl

keyword
https://www.readbyqxmd.com/read/28641003/synthesis-and-anti-inflammatory-evaluation-of-2-aminobenzaldehydes-via-ir-iii-catalyzed-c-h-amidation-of-aldimines-with-acyl-azides
#1
Saegun Kim, Prashant Chakrasali, Hyo Sun Suh, Neeraj Kumar Mishra, Taeyoung Kim, Sang Hoon Han, Hyung Sik Kim, Byung-Moo Lee, Soo Bong Han, In Su Kim
The aldimine-directed C-H amidation of various arenes with N-acyl azides as amidation surrogates under cationic iridium(III) catalysis is described. This transformation efficiently provides a range of 2-aminobenzaldehydes derivatives with excellent site-selectivity and functional group compatibility. The resulting 2-aminobenzaldehyde framework provides facile access to a range of biologically interesting heterocycles. In addition, all synthetic compounds were screened for anti-inflammatory activity against interleukin-1β (IL-1β) and tumor necrosis factor alpha (TNF-α) with lipopolysaccharide (LPS)-induced RAW264...
June 22, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28632928/n-acylsulfonamides-synthetic-routes-and-biological-potential-in-medicinal-chemistry
#2
REVIEW
Alessandra Ammazzalorso, Barbara De Filippis, Letizia Giampietro, Rosa Amoroso
Sulfonamide is a common structural motif in naturally occurring and synthetic medicinal compounds. The rising interest in sulfonamides and N-acyl derivatives is attested by the large number of drugs and lead compounds identified in last years, explored in different fields of medicinal chemistry and showing biological activity. Many acylsulfonamide derivatives were designed and synthesized as isosteres of carboxylic acids, being the characteristics of these functional groups very close. Starting from chemical routes to N-acylsulfonamides, this review explores compounds of pharmaceutical interest, developed as enzymatic inhibitors or targeting receptors...
June 20, 2017: Chemical Biology & Drug Design
https://www.readbyqxmd.com/read/28596183/leptogenic-effects-of-n-acyl-phosphatidylethanolamine-nape-requires-activity-of-n-acylphosphatidylethanolamine-hydrolyzing-phospholipase-d-nape-pld
#3
Zhongyi Chen, Yongqin Zhang, Lilu Guo, Noura Dosoky, Lorenzo De Ferra, Scott Peters, Kevin D Niswender, Sean S Davies
Food intake induces synthesis of N-acylphosphatidylethanolamines (NAPEs) in the intestinal tract. While NAPEs exert leptin-like (leptogenic) effects including reduced food intake and weight gain, the mechanisms by which NAPEs induce these leptogenic effects remain unclear. One key question is whether intestinal NAPEs act directly on cognate receptors or first require conversion to N-acylethanolamides (NAEs) by NAPE-hydrolyzing phospholipase D (NAPE-PLD). Previous studies using Nape-pld-/- mice were equivocal because intraperitoneal injection of NAPEs led to non-specific, aversive effects...
June 8, 2017: Journal of Lipid Research
https://www.readbyqxmd.com/read/28594179/organocatalytic-direct-n-acylation-of-amides-with-aldehydes-under-oxidative-conditions
#4
Chenguang Zheng, Xiang Liu, Cheng Ma
The direct oxidative N-acylation reaction of primary amides with aryl/α,β-unsaturated aldehydes was achieved in the presence of azolium salt C3 and an inorganic base using 3,3',5,5'-tetra-tert-butyldiphenoquinone as the oxidant, thus providing an efficient approach for the synthesis of three types of imide compounds including N-sulfonylcarboxamides, N-sulfinylcarboxamides, and dicarboxyimides in good yield.
June 13, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28591636/n-acyl-taurines-and-acylcarnitines-cause-an-imbalance-in-insulin-synthesis-and-secretion-provoking-%C3%AE-cell-dysfunction-in-type-2-diabetes
#5
Michaela Aichler, Daniela Borgmann, Jan Krumsiek, Achim Buck, Patrick E MacDonald, Jocelyn E Manning Fox, James Lyon, Peter E Light, Susanne Keipert, Martin Jastroch, Annette Feuchtinger, Nikola S Mueller, Na Sun, Andrew Palmer, Theodore Alexandrov, Martin Hrabe de Angelis, Susanne Neschen, Matthias H Tschöp, Axel Walch
The processes contributing to β cell dysfunction in type 2 diabetes (T2D) are uncertain, largely because it is difficult to access β cells in their intact immediate environment. We examined the pathophysiology of β cells under T2D progression directly in pancreatic tissues. We used MALDI imaging of Langerhans islets (LHIs) within mouse tissues or from human tissues to generate in situ-omics data, which we supported with in vitro experiments. Molecular interaction networks provided information on functional pathways and molecules...
June 6, 2017: Cell Metabolism
https://www.readbyqxmd.com/read/28569297/direct-n-acylation-of-sulfoximines-with-carboxylic-acids-catalyzed-by-the-b3no2-heterocycle
#6
Hidetoshi Noda, Yasuko Asada, Masakatsu Shibasaki, Naoya Kumagai
In contrast to recent significant progress in the development of catalytic methodologies for nitrogen acylations, syntheses of N-acyl sulfoximines have been slow to evolve, and still largely rely on the use of stoichiometric amounts of activating reagents. Here we describe the direct acylation of the nitrogen atom in sulfoximines with carboxylic acids promoted by a heterocyclic catalyst featuring the B3NO2 ring system. The protocol used was found to be operationally simple and to tolerate a wide range of functional groups, furnishing the N-acylated sulfoximines in good yield...
June 1, 2017: Chemical Communications: Chem Comm
https://www.readbyqxmd.com/read/28567256/the-reactivity-and-conformational-control-of-cyclic-tetrapeptides-derived-from-aziridine-containing-amino-acids
#7
Benjamin K W Chung, Christopher J White, Conor C G Scully, Andrei K Yudin
Among the smallest of the macrocyclic peptides, 12- and 13-membered cyclic tetrapeptides are particularly noteworthy because they exhibit a broad spectrum of biological activities due to their innate capacity to mimic β-turns in proteins. In this report, we demonstrate that aziridine-containing cyclic tetrapeptides offer a platform to interrogate the conformational properties of tetrapeptides. We show that aziridine ring-opening of 12-membered cyclic tetrapeptides yields exclusively 13-membered α3β macrocycles, regardless of peptide sequence, nucleophile, aziridine β-carbon substitution, or stereochemistry...
November 1, 2016: Chemical Science
https://www.readbyqxmd.com/read/28545065/influence-of-the-ferric-uptake-regulator-fur-protein-on-pathogenicity-in-pectobacterium-carotovorum-subsp-brasiliense
#8
Collins Kipngetich Tanui, Divine Yutefar Shyntum, Stefan Louis Priem, Jacques Theron, Lucy Novungayo Moleleki
Iron is an important nutrient for the survival and growth of many organisms. In order to survive, iron uptake from the environment must be strictly regulated and maintained to avoid iron toxicity. The ferric uptake regulator protein (Fur) regulates genes involved in iron homeostasis in many bacteria, including phytopathogens. However, to date, the role played by Fur in the biology of Pectobacterium carotovorum subsp. brasiliense (Pcb1692), an important pathogen of potatoes, has not yet been studied. To this end, we used the lambda recombineering method to generate a fur mutant strain of Pcb1692 and assessed the virulence and fitness of the mutant strain...
2017: PloS One
https://www.readbyqxmd.com/read/28539728/anti-quorum-sensing-activity-of-forsythia-suspense-on-chromobacterium-violaceum-and-pseudomonas-aeruginosa
#9
An Zhang, Wei-Hua Chu
BACKGROUND: Quorum sensing (QS) plays an important role in the production of virulence factors and pathogenicity in Pseudomonas aeruginosa, and the interruption of QS will be a hopeful pathway to combat bacterial infection. OBJECTIVE: In this study, we selected Forsythia suspense (Thunb.) Vahl from traditional Chinese herbal medicines for its anti-QS activity. MATERIALS AND METHODS: Anti-QS of F. suspense extracts (FSE) was monitored using the Chromobacterium violaceum 12472 bioassay...
April 2017: Pharmacognosy Magazine
https://www.readbyqxmd.com/read/28537277/exploring-chemoselective-s-to-n-acyl-transfer-reactions-in-synthesis-and-chemical-biology
#10
REVIEW
Helen M Burke, Lauren McSweeney, Eoin M Scanlan
No abstract text is available yet for this article.
May 24, 2017: Nature Communications
https://www.readbyqxmd.com/read/28536283/signal-integration-in-quorum-sensing-enables-cross-species-induction-of-virulence-in-pectobacterium-wasabiae
#11
Rita S Valente, Pol Nadal-Jimenez, André F P Carvalho, Filipe J D Vieira, Karina B Xavier
Bacterial communities can sense their neighbors, regulating group behaviors in response to cell density and environmental changes. The diversity of signaling networks in a single species has been postulated to allow custom responses to different stimuli; however, little is known about how multiple signals are integrated and the implications of this integration in different ecological contexts. In the plant pathogen Pectobacterium wasabiae (formerly Erwinia carotovora), two signaling networks-the N-acyl homoserine lactone (AHL) quorum-sensing system and the Gac/Rsm signal transduction pathway-control the expression of secreted plant cell wall-degrading enzymes, its major virulence determinants...
May 23, 2017: MBio
https://www.readbyqxmd.com/read/28535043/identification-and-quantification-of-acylated-homoserine-lactones-in-shewanella-baltica-the-specific-spoilage-organism-of-pseudosciaena-crocea-by-ultrahigh-performance-liquid-chromatography-coupled-to-triple-quadrupole-mass-spectrometry
#12
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 ultrahigh-performance liquid chromatography coupled to triple quadrupole tandem mass spectrometry to determine AHLs. This method enabled the quantification of up to 11 AHLs within 5...
May 30, 2017: Journal of Agricultural and Food Chemistry
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
#13
Ewout Ruysbergh, Kristof Van Hecke, Christian V 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. Because of 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 toward medium-sized heterocycles cannot be applied. As N-acyl amino acids lacking a third substituent at nitrogen failed to undergo ring-closure, several N-protecting groups were evaluated...
June 2, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28530166/quorum-sensing-and-rsam-regulons-of-the-rice-pathogen-pseudomonas-fuscovaginae
#14
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/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/28525716/diastereoselective-and-catalytic-%C3%AE-alkylation-of-chiral-n-acyl-thiazolidinethiones-with-stable-carbocationic-salts
#16
Stuart C D Kennington, Mònica Ferré, Juan Manuel 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 26, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28510438/complex-effects-of-24-1-sphingolipids-in-membranes-containing-dioleoylphosphatidylcholine-and-cholesterol
#17
Aritz B García-Arribas, Emilio J González-Ramírez, Jesús Sot, Itziar Areso, Alicia Alonso, Félix M Goñi
The effects of C24:1 sphingolipids have been tested in phospholipid bilayers containing cholesterol. Confocal microscopy, differential scanning calorimetry, and atomic force microscopy imaging and force curves have been used. More precisely, the effects of C24:1 ceramide (nervonoyl ceramide, nCer) were evaluated and compared to those of C16:0 ceramide (palmitoyl ceramide, pCer) in bilayers composed basically of dioleoylphosphatidylcholine, sphingomyelin (either C24:1, nSM or C16:0, pSM) and cholesterol. Combination of equimolecular amounts of C24:1 and C16:0 sphingolipids were also studied under the same conditions...
June 6, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
https://www.readbyqxmd.com/read/28493495/silver-catalyzed-three-component-1-1-aminoacylation-of-homopropargylamines-%C3%AE-additions-for-both-terminal-alkynes-and-isocyanides
#18
Shuo Tong, Cyril Piemontesi, Qian Wang, Mei-Xiang Wang, Jieping Zhu
The reaction of secondary homopropargylamines, isocyanides, and water in the presence of a catalytic amount of silver acetate and subsequent purification by chromatography on silica gel afforded substituted proline amides in good to excellent yields. Primary homopropargylamines underwent a cyclizative Ugi-Joullié three-component reaction with isocyanides and carboxylic acids to afford functionalized N-acyl proline amides. High diastereoselectivity was observed in the synthesis of 4-alkoxy and 4,5-disubstituted proline derivatives...
June 26, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28487993/acinetobacter%C3%A2-baumannii-quorum-sensing-signalling-molecule-induces-the-expression-of-drug-resistance-genes
#19
Yi Dou, Fei Song, Feng Guo, Zengding Zhou, Cailian Zhu, Jun Xiang, Jingning Huan
Quorum-sensing signalling molecules such as N‑acyl homoserine lactones (AHLs) enable certain Gram‑negative bacteria to respond to environmental changes through behaviours, such as biofilm formation and flagellar movement. The present study aimed to identify Acinetobacter baumannii AHLs and assess their influence on antibiotic resistance. A clinical isolate of A. baumannii strain S (AbS) was collected from the wound of a burn patient and high‑performance liquid chromatography and tandem quadrupole or quadrupole time‑of‑flight high‑resolution mass spectrometry was used to identify AbS AHLs...
June 2017: Molecular Medicine Reports
https://www.readbyqxmd.com/read/28485149/trapping-of-transient-zwitterionic-intermediates-by-n-acylpyridinium-salts-a-palladium-catalyzed-diastereoselective-three-component-reaction
#20
Dan Zhang, Zhenghui Kang, Wenhao Hu
We developed a palladium-catalyzed diastereoselective three-component reaction of N-aryl diazoamides, pyridine, and chloroformate, which proceeded through trapping of transient zwitterionic intermediates by in situ formed N-acylpyridinium salts in a regioselective 1,4-addition fashion. This reaction can rapidly provide a library of biologically relevant 4-(2-oxoindolin-3-yl)-1,4-dihydropyridine derivatives in high yields (up to 98%) with moderate to excellent diastereoselectivities (up to >95:5 dr) under mild reaction conditions...
May 19, 2017: Journal of Organic Chemistry
keyword
keyword
89056
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"