A5064427328- Fatty Acid Research and Health
- Eicosanoids and Hypertension Pharmacology
- Synthetic Organic Chemistry Methods
- Click Chemistry and Applications
- Oxidative Organic Chemistry Reactions
- Marine Sponges and Natural Products
- Peroxisome Proliferator-Activated Receptors
- Asymmetric Synthesis and Catalysis
- Chemical Synthesis and Reactions
- Microbial Natural Products and Biosynthesis
- Synthesis and biological activity
- Carbohydrate Chemistry and Synthesis
- Chemical Synthesis and Analysis
- Inflammatory mediators and NSAID effects
- Lipid metabolism and biosynthesis
- Vanadium and Halogenation Chemistry
- Traditional and Medicinal Uses of Annonaceae
- Analytical Chemistry and Chromatography
- Chemical synthesis and alkaloids
- Metabolomics and Mass Spectrometry Studies
- Estrogen and related hormone effects
- Synthesis and Biological Evaluation
- Synthesis of Organic Compounds
- Bioactive Compounds and Antitumor Agents
- Enzyme Catalysis and Immobilization
University of Oslo
2015-2024
Norwegian University of Life Sciences
2013-2024
657 Oslo
2015-2021
Brigham and Women's Hospital
2014-2016
Harvard University
2014-2016
Center for Medical, Agricultural and Veterinary Entomology
2007
United States Department of Agriculture
2007
Scripps Research Institute
2005-2006
Norwegian University of Science and Technology
1994-2004
The Research Council of Norway
2000-2003
A previously unidentified class of compounds has been isolated from the regurgitant grasshopper species Schistocerca americana. These (named here "caeliferins") are composed saturated and monounsaturated sulfated alpha-hydroxy fatty acids in which omega-carbon is functionalized with either a hydroxyl or carboxyl conjugated to glycine via an amide bond. The contains series these acid chains 15-20 carbons varying proportions. Of these, 16-carbon analogs predominant also most active inducing...
[reaction: see text] 3,5-Disubstituted isoxazoles are obtained in good yields by a convenient one-pot, three-step procedure utilizing regioselective copper(I)-catalyzed cycloaddition reaction between situ generated nitrile oxides and terminal acetylenes. Most functional groups do not interfere with the reaction, which can be performed aqueous solvents without protection from oxygen. Since all reagents used stoichiometric amounts, formation of byproducts is minimized.
The resolution of inflammation is an active process orchestrated by specialized proresolving lipid mediators (SPM) that limit the host response within affected tissue; failure effective may lead to tissue injury. Because persistence inflammatory signals a main feature chronic conditions, including bowel diseases (IBDs), herein we investigate expression and functions SPM in intestinal inflammation. Targeted liquid chromatography-tandem mass spectrometry-based metabololipidomics was used...
The polyunsaturated lipid mediator PD1n-3 DPA (5) was recently isolated from self-resolving inflammatory exudates of 5 and human macrophages. Herein, the first total synthesis is reported in 10 steps 9% overall yield. These efforts, together with NMR data its methyl ester 6, confirmed structure to be (7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-7,11,13,15,19-pentaenoic acid. proposed biosynthetic pathway, involvement an epoxide intermediate, supported by results trapping experiments....
Epilepsy therapy is based on drugs that treat the symptoms rather than underlying mechanisms of disease (epileptogenesis). There are no treatments for preventing seizures or improving prognosis, including neurological comorbidities. The search pathogenic epileptogenesis highlighted neuroinflammatory cytokines [i.e. interleukin-1β (IL-1β), tumour necrosis factor-α (Tnf-α)] induced in human and experimental epilepsies, contribute to seizure generation animal models. A major role controlling...
Asymmetric iodolactonization of γ- and δ-unsaturated carboxylic acids has been explored in the presence six different chiral organocatalysts 5–8. The catalyst 6b was found to facilitate cyclization 5-arylhex-5-enoic 1 corresponding iodolactones 2 with up 96% ee. By this protocol, unsaturated are converted enantioselectively synthetically useful δ-lactones high yields using commercially available NIS. Apparently, both hydrogen bonding aryl/aryl interactions important for efficient...
Abstract The diversity entailed by halolactonization makes it a fundamental transformation, enabling the synthetic organic chemist to build up molecular complexity in way that relates structural elements predictable manner. Due practical aspects and subsequent flexible manipulation of installed halogen handle, iodolactonization takes precedence over other variants. asymmetry can be conferred on products iodine‐induced cyclization has been subject various approaches. For long time...
Abstract The first total synthesis of the lipid mediator MaR1 n −3 DPA ( 5 ) has been achieved in 12 % overall yield over 11 steps. stereoselective preparation was based on a Pd‐catalyzed sp 3 –sp Negishi cross‐coupling reaction and stereocontrolled Evans–Nagao acetate aldol reaction. LC‐MS/MS results with synthetic material matched biologically produced . This novel displayed potent pro‐resolving properties stimulating macrophage efferocytosis apoptotic neutrophils.
Macrophages are central in orchestrating the clearance of apoptotic cells and cellular debris during inflammation, with mechanism(s) regulating this process remaining interest. Herein, we found that n-3 docosapentaenoic acid-derived protectin (PDn-3 DPA) biosynthetic pathway regulated differentiation human monocytes, altering macrophage phenotype, efferocytosis, bacterial phagocytosis. Using lipid mediator profiling, primary recombinant enzymes 15-lipoxygenases initiate PDn-3 DPA catalyzing...
A convergent stereoselective synthesis of the potent anti-inflammatory, proresolving and neuroprotective lipid mediator protectin D1 (2) has been achieved in 15% yield over eight steps. The key features were a stereocontrolled Evans-aldol reaction with Nagao's chiral auxiliary highly selective Lindlar reduction internal alkyne 23, allowing sensitive conjugated E,E,Z-triene to be introduced late preparation 2. UV LC/MS-MS data synthetic matched those obtained from endogenously produced material.
Asymmetric bromolactonization reactions of δ-unsaturated carboxylic acids have been investigated in the presence 10 chiral squaramide hydrogen-bonding organocatalysts. The best catalyst enabled cyclization several 5-arylhex-5-enoic into corresponding bromolactones with up to 96% ee and high excellent chemical yields. reported catalysts are prepared a straightforward manner two steps from dimethyl squarate. utility developed protocol was demonstrated highly enantioselective syntheses...
The docosahexaenoic acid ester of hydroxy linoleic (13-DHAHLA) is a bioactive lipid with anti-inflammatory properties from the family fatty esters acids (FAHFA).To explore biosynthesis 13-DHAHLA dietary oils, C57BL/6N mice are gavaged for 8 days various corn oil/marine oil mixtures containing same amount DHA. Plasma levels omega-3 FAHFAs influenced by composition but do not reflect changes in bioavailability polyunsaturated plasma. Triacylglycerol-bound DHA and serve as more effective...
Protectin D1 (PD1 (3)), a C22-dihydroxylated polyunsaturated fatty acid biosynthesized from all-Z-docosahexaenoic acid, belongs to the new family of endogenous mediators referred as specialized pro-resolving lipid mediators. PD1 (3) is natural product that displays potent anti-inflammatory properties together with actions including inhibition polymorphonuclear leukocyte (PMN) infiltration and promotion macrophage phagocytosis efferocytosis. Given its actions, this compound has entered...