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https://www.readbyqxmd.com/read/28098462/total-synthesis-of-resolvin-d5
#1
Narihito Ogawa, Takuo Sugiyama, Masao Morita, Yuta Suganuma, Yuichi Kobayashi
Resolvin D5 (RvD5) is a metabolite of docosahexanoic acid with anti-inflammatory activity that has not yet been thoroughly investigated because of its low biological availability. A synthetic route to optically active RvD5 was developed by assembling the C1-C10 aldehyde, C11-C13 phosphonium salt, and C14-C22 aldehyde building blocks. The aldehyde fragments were prepared by Sharpless asymmetric epoxidation of corresponding racemic (E)-1-TMS-1-alken-3-ols followed by reaction of the TBS ethers of the resulting epoxy alcohols with Et2AlCN, and DIBAL reduction of the (E)-1-cyano-1-alken-3-ol derivatives...
January 18, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28089732/alox15-as-a-suppressor-of-inflammation-and-cancer-lost-in-the-link
#2
REVIEW
Rui Tian, Xiangsheng Zuo, Jonathan Jaoude, Fei Mao, Jennifer Colby, Imad Shureiqi
Mounting evidence supports a mechanistic link between inflammation and cancer, especially colon cancer. ALOX15 (15-lipoxygenase-1) plays an important role in the formation of key lipid mediators (e.g., lipoxins and resolvins) to terminate inflammation. ALOX15 expression is downregulated in colorectal cancer (CRC). Intestinally-targeted transgenic expression of ALOX15 in mice inhibited dextran sodium sulfate-induced colitis from promoting azoxymethane- induced colorectal tumorigenesis, demonstrating that ALOX15 can suppress inflammation-driven promotion of carcinogen-induced colorectal tumorigenesis and therefore ALOX15 downregulation during tumorigenesis is likely to enhance the link between colitis and colorectal tumorigenesis...
January 12, 2017: Prostaglandins & Other Lipid Mediators
https://www.readbyqxmd.com/read/28087575/treating-inflammation-and-infection-in-the-21st-century-new-hints-from-decoding-resolution-mediators-and-mechanisms
#3
REVIEW
Charles N Serhan
Practitioners of ancient societies from the time of Hippocrates and earlier recognized and treated the signs of inflammation, heat, redness, swelling, and pain with agents that block or inhibit proinflammatory chemical mediators. More selective drugs are available today, but this therapeutic concept has not changed. Because the acute inflammatory response is host protective to contain foreign invaders, much of today's pharmacopeia can cause serious unwanted side effects, such as immune suppression. Uncontrolled inflammation is now considered pathophysiologic and is associated with many widely occurring diseases such as cardiovascular disease, neurodegenerative diseases, diabetes, obesity, and asthma, as well as classic inflammatory diseases (e...
January 13, 2017: FASEB Journal: Official Publication of the Federation of American Societies for Experimental Biology
https://www.readbyqxmd.com/read/28087294/bioactive-metabolites-of-docosahexaenoic-acid
#4
REVIEW
Ondrej Kuda
Docosahexaenoic acid (DHA) is an essential fatty acid that is recognized as a beneficial dietary constituent and as a source of the anti-inflammatory specialized proresolving mediators (SPM): resolvins, protectins and maresins. Apart from SPMs, other metabolites of DHA also exert potent biological effects. This article summarizes current knowledge on the metabolic pathways involved in generation of DHA metabolites. Over 70 biologically active metabolites have been described, but are often discussed separately within specific research areas...
January 10, 2017: Biochimie
https://www.readbyqxmd.com/read/28086928/resolvin-rvd2-reduces-hypothalamic-inflammation-and-rescues-mice-from-diet-induced-obesity
#5
Livia B Pascoal, Bruna Bombassaro, Albina F Ramalho, Andressa Coope, Rodrigo F Moura, Felipe Correa-da-Silva, Leticia Ignacio-Souza, Daniela Razolli, Diogo de Oliveira, Rodrigo Catharino, Licio A Velloso
BACKGROUND: Diet-induced hypothalamic inflammation is an important mechanism leading to dysfunction of neurons involved in controlling body mass. Studies have shown that polyunsaturated fats can reduce hypothalamic inflammation. Here, we evaluated the presence and function of RvD2, a resolvin produced from docosahexaenoic acid, in the hypothalamus of mice. METHODS: Male Swiss mice were fed either chow or a high-fat diet. RvD2 receptor and synthetic enzymes were evaluated by real-time PCR and immunofluorescence...
January 5, 2017: Journal of Neuroinflammation
https://www.readbyqxmd.com/read/28079976/maresin-1-induces-a-novel-pro-resolving-phenotype-in-human-platelets
#6
Katie L Lannan, Sherry L Spinelli, Neil Blumberg, Richard P Phipps
BACKGROUND: Antiplatelet therapy is a cornerstone of modern medical practice and is routinely employed to reduce the likelihood of myocardial infarction, thrombosis, and stroke. However, current antiplatelet therapies, such as aspirin, often have adverse side effects, including increased risk of bleeding, and some patients are relatively "aspirin-resistant". Platelets are intimately involved in hemostasis and inflammation, and clinical consequences are associated with excessive or insufficient platelet activation...
January 12, 2017: Journal of Thrombosis and Haemostasis: JTH
https://www.readbyqxmd.com/read/28063958/prevention-of-chronic-post-thoracotomy-pain-in-rats-by-intrathecal-resolvin-d1-and-d2-effectiveness-of-perioperative-and-delayed-drug-delivery
#7
Jeffery Chi-Fei Wang, Gary R Strichartz
: Thoracotomy results in a high frequency of chronic post-operative pain. Resolvins are endogenous molecules, synthesized and released by activated immune cells, effective against inflammatory and neuropathic pain. Different resolvins have differential actions on selective neuronal and glial receptors and enzymes. This paper examines the ability of intrathecal Resolvin D1 (RvD1) and Resolvin D2 (RvD2) to reduce chronic post-thoracotomy pain in rats. Thoracotomy, involving intercostal incision and rib retraction, resulted in a decrease in the mechanical force threshold to induce nocifensive behavior, an enlargement of the pain-sensitive area, and an increase in the fraction of rats showing nocifensive behavior, all for at least 5 weeks...
January 4, 2017: Journal of Pain: Official Journal of the American Pain Society
https://www.readbyqxmd.com/read/28004822/mass-spectrometry-imaging-of-biomarker-lipids-for-phagocytosis-and-signalling-during-focal-cerebral-ischaemia
#8
Mette M B Nielsen, Kate L Lambertsen, Bettina H Clausen, Morten Meyer, Dhaka R Bhandari, Søren T Larsen, Steen S Poulsen, Bernhard Spengler, Christian Janfelt, Harald S Hansen
Focal cerebral ischaemia has an initial phase of inflammation and tissue injury followed by a later phase of resolution and repair. Mass spectrometry imaging (desorption electrospray ionization and matrix assisted laser desorption ionization) was applied on brain sections from mice 2 h, 24 h, 5d, 7d, and 20d after permanent focal cerebral ischaemia. Within 24 h, N-acyl-phosphatidylethanolamines, lysophosphatidylcholine, and ceramide accumulated, while sphingomyelin disappeared. At the later resolution stages, bis(monoacylglycero)phosphate (BMP(22:6/22:6)), 2-arachidonoyl-glycerol, ceramide-phosphate, sphingosine-1-phosphate, lysophosphatidylserine, and cholesteryl ester appeared...
December 22, 2016: Scientific Reports
https://www.readbyqxmd.com/read/28002074/resolving-inflammation-by-using-nutrition-therapy-roles-for-specialized-proresolving-mediators
#9
Lucy V Norling, Lucy Ly, Jesmond Dalli
PURPOSE OF REVIEW: Inflammation is a unifying component of many of the diseases that afflict Western civilizations. Nutrition therapy and, in particular, essential fatty acid supplementation is one of the approaches that is currently in use for the treatment and management of many inflammatory conditions. The purpose of the present review is to discuss the recent literature in light of the discovery that essential fatty acids are converted by the body to a novel genus of lipid mediators, termed specialized proresolving mediators (SPMs)...
December 20, 2016: Current Opinion in Clinical Nutrition and Metabolic Care
https://www.readbyqxmd.com/read/27994074/novel-resolvin-d2-receptor-axis-in-infectious-inflammation
#10
Nan Chiang, Xavier de la Rosa, Stephania Libreros, Charles N Serhan
Resolution of acute inflammation is an active process governed by specialized proresolving mediators, including resolvin (Rv)D2, that activates a cell surface G protein-coupled receptor, GPR18/DRV2. In this study, we investigated RvD2-DRV2-dependent resolution mechanisms using DRV2-deficient mice (DRV2-knockout [KO]). In polymicrobial sepsis initiated by cecal ligation and puncture, RvD2 (∼2.7 nmol/mouse) significantly increased survival (>50%) of wild-type mice and reduced hypothermia and bacterial titers compared with vehicle-treated cecal ligation and puncture mice that succumbed at 48 h...
January 15, 2017: Journal of Immunology: Official Journal of the American Association of Immunologists
https://www.readbyqxmd.com/read/27994073/neutrophil-resolvin-e1-receptor-expression-and-function-in-type-2-diabetes
#11
Marcelo O Freire, Jesmond Dalli, Charles N Serhan, Thomas E Van Dyke
Unresolved inflammation is key in linking metabolic dysregulation and the immune system in type 2 diabetes. Successful regulation of acute inflammation requires biosynthesis of specialized proresolving lipid mediators, such as E-series resolvin (RvE) 1, and activation of cognate G protein-coupled receptors. RvE1 binds to leukotriene B4 (BLT-1) on neutrophils and to ERV-1/ChemR23 on monocyte/macrophages. We show novel actions of RvE1 and expression patterns of neutrophil receptors in type 2 diabetes. Neutrophils from healthy subjects express functional BLT-1, low levels of minimally functional ERV-1, and inversed coexpression when compared to neutrophils from type 2 diabetes subjects...
January 15, 2017: Journal of Immunology: Official Journal of the American Association of Immunologists
https://www.readbyqxmd.com/read/27978690/design-and-synthesis-of-cyclopropane-congeners-of-resolvin-e2-an-endogenous-proresolving-lipid-mediator-as-its-stable-equivalents
#12
Hayato Fukuda, Ryuta Muromoto, Yuuki Takakura, Kohei Ishimura, Ryutaro Kanada, Daichi Fushihara, Makoto Tanabe, Kotaro Matsubara, Toru Hirao, Koki Hirashima, Hiroshi Abe, Mitsuhiro Arisawa, Tadashi Matsuda, Satoshi Shuto
Lipid chemical mediator resolvins with highly potent anti-inflammatory activity can be leads to develop novel anti-inflammatory drugs; however, they are unstable in oxygen due to their characteristic polyunsaturated structures. To solve the problem, CP-RvE2 has been designed and synthesized in which the cis-olefin of RvE2 was replaced with a cyclopropane. CP-RvE2s were much more stable than RvE2 against autoxidation and equipotent or more potent than RvE2. CP-RvE2s were successfully identified as stable equivalents of RvE2...
December 16, 2016: Organic Letters
https://www.readbyqxmd.com/read/27935998/pro-resolving-effects-of-resolvin-d2-in-ltd4-and-tnf-%C3%AE-pre-treated-human-bronchi
#13
Rayan Khaddaj-Mallat, Chantal Sirois, Marco Sirois, Edmond Rizcallah, Sofia Marouan, Caroline Morin, Éric Rousseau
Inflammation is a major burden in respiratory diseases, resulting in airway hyperresponsiveness. Our hypothesis is that resolution of inflammation may represent a long-term solution in preventing human bronchial dysfunctions. The aim of the present study was to assess the anti-inflammatory effects of RvD2, a member of the D-series resolving family, with concomitant effects on ASM mechanical reactivity. The role and mode of action of RvD2 were assessed in an in vitro model of human bronchi under pro-inflammatory conditions, induced either by 1 μM LTD4 or 10 ng/ml TNF-α pre-treatment for 48h...
2016: PloS One
https://www.readbyqxmd.com/read/27932613/type-1-reaction-in-leprosy-patients-corresponds-with-a-decrease-in-pro-resolving-and-an-increase-in-pro-inflammatory-lipid-mediators
#14
Carlos A M Silva, Kristofor Webb, Barbara G Andre, Maria Angela de Mello Marques, Fernanda Marques de Carvalho, Cristiana Santos de Macedo, Roberta Olmo Pinheiro, Euzenir Nunes Sarno, Maria Cristina Vidal Pessolani, John T Belisle
BACKGROUND: Type 1 reaction (T1R) is an acute Th1 inflammatory episode in leprosy patients. While immunological responses associated with T1R have been investigated, the corresponding metabolic responses that could contribute to T1R pathology have received little attention. METHODS: Metabolomics-based analyses of sera from T1R (n=7) and T1R-free (n=9) patients were conducted via liquid chromatography-mass spectrometry (LC-MS). Serum metabolites that significantly differed (p<0...
December 8, 2016: Journal of Infectious Diseases
https://www.readbyqxmd.com/read/27916361/oral-omega-3-fatty-acids-promote-resolution-in-chemical-peritonitis
#15
Alexander C Chacon, Brett E Phillips, Miranda A Chacon, Deborah Brunke-Reese, Shannon L Kelleher, David I Soybel
BACKGROUND: Recent studies suggest that purified omega-3 fatty acids may attenuate acute inflammation and hasten the transition to healing. In this study, we tested the hypothesis that pretreatment with omega-3-rich fish oil (FO) would promote resolution of peritoneal inflammation through production of specific lipid mediators. METHODS: C57/BL6 mice were given a daily 200-μL oral gavage of saline (CTL) or FO (1.0-1.5 g/kg/d docosahexaenoic acid and 1.3-2.0 g/kg/d eicosapentaenoic acid) for 7 d before chemical peritonitis was induced with thioglycollate...
November 2016: Journal of Surgical Research
https://www.readbyqxmd.com/read/27893465/accelerated-resolution-of-inflammation-underlies-sex-differences-in-inflammatory-responses-in-humans
#16
Krishnaraj S Rathod, Vikas Kapil, Shanti Velmurugan, Rayomand S Khambata, Umme Siddique, Saima Khan, Sven Van Eijl, Lorna C Gee, Jascharanpreet Bansal, Kavi Pitrola, Christopher Shaw, Fulvio D'Acquisto, Romain A Colas, Federica Marelli-Berg, Jesmond Dalli, Amrita Ahluwalia
BACKGROUND: Cardiovascular disease occurs at lower incidence in premenopausal females compared with age-matched males. This variation may be linked to sex differences in inflammation. We prospectively investigated whether inflammation and components of the inflammatory response are altered in females compared with males. METHODS: We performed 2 clinical studies in healthy volunteers. In 12 men and 12 women, we assessed systemic inflammatory markers and vascular function using brachial artery flow-mediated dilation (FMD)...
January 3, 2017: Journal of Clinical Investigation
https://www.readbyqxmd.com/read/27887602/combination-of-aspirin-with-essential-fatty-acids-is-superior-to-aspirin-alone-to-prevent-or-ameliorate-sepsis-or-ards
#17
EDITORIAL
Undurti N Das
It has been suggested that aspirin may be of benefit in treating sepsis and ARDS in view of its ability to block cyclo-oxygenase-1 (COX-1) and COX-2 activities; inhibit nuclear factor kappa B (NF-κB); enhance the production of endothelial nitric oxide (eNO) and lipoxin A4 (LXA4). Our previous studies revealed that plasma phospholipid content of arachidonic acid (AA) and eicosapentaenoic acid (EPA) is low in patients with sepsis. This implies that beneficial actions of aspirin in sepsis and ARDS is unlikely to be obtained in view of deficiency of AA and EPA, the precursors of LXA4 and resolvins respectively that are potent anti-inflammatory compounds and enhancers of eNO generation...
November 25, 2016: Lipids in Health and Disease
https://www.readbyqxmd.com/read/27877134/modulation-of-the-activities-of-neuronal-ion-channels-by-fatty-acid-derived-pro-resolvents
#18
REVIEW
Geunyeol Choi, Sun Wook Hwang
Progress of inflammation depends on the balance between two biological mechanisms: pro-inflammatory and pro-resolving processes. Many extracellular and intracellular molecular components including cytokines, growth factors, steroids, neurotransmitters, and lipidergic mediators and their receptors contribute to the two processes, generated from cellular participants during inflammation. Fatty acid-derived mediators are crucial in directing the inflammatory phase and orchestrating heterogeneous reactions of participants such as inflamed cells, innate immune cells, vascular components, innervating neurons, etc...
2016: Frontiers in Physiology
https://www.readbyqxmd.com/read/27862450/arachidonic-acid-and-lipoxin-a4-attenuate-alloxan-induced-cytotoxicity-to-rin5f-cells-in-vitro-and-type-1-diabetes-mellitus-in-vivo
#19
Naveen K V Gundala, Vegi G M Naidu, Undurti N Das
OBJECTIVE: We studied whether polyunsaturated fatty acids (PUFAs) can protect rat insulinoma (RIN5F) cells against alloxan-induced apoptosis in vitro and type 1 diabetes mellitus (type 1 DM) in vivo and if so, mechanism of this beneficial action. MATERIAL AND METHODS: In vitro study was conducted using RIN5F cells while in vivo study was performed in Wistar rats. The effect of PUFAs, cyclo-oxygenase and lipoxygenase inhibitors, various eicosanoids and PUFAs metabolites: lipoxin A4 (LXA4), resolvin D2 and protectin against alloxan-induced cytotoxicity to RIN5F cells and type 1 DM was studied...
November 15, 2016: BioFactors
https://www.readbyqxmd.com/read/27860453/targeting-the-d-series-resolvin-receptor-system-for-the-treatment-of-osteoarthritic-pain
#20
Junting Huang, James J Burston, Li Li, Sadaf Ashraf, Paul I Mapp, Andrew J Bennett, Srinivasarao Ravipati, Petros Pousinis, David A Barrett, Brigitte E Scammell, Victoria Chapman
OBJECTIVE: Pain is a major symptom of osteoarthritis (OA); current analgesics either do not offer adequate pain relief or are associated with serious side effects. Herein we have investigated the therapeutic potential of targeting the resolvin receptor system to modify OA pain and pathology. METHODS: Gene expression of two resolvin receptors (ALX and ChemR23) was quantified in synovia and medial tibial plateau collected from patients at joint replacement for OA...
November 16, 2016: Arthritis & Rheumatology
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