14722-40-8Relevant articles and documents
Synthetic polyester from algae oil
Roesle, Philipp,Stempfle, Florian,Hess, Sandra K.,Zimmerer, Julia,Riobartulos, Carolina,Lepetit, Bernard,Eckert, Angelika,Kroth, Peter G.,Mecking, Stefan
, p. 6800 - 6804 (2014)
Current efforts to technically use microalgae focus on the generation of fuels with a molecular structure identical to crude oil based products. Here we suggest a different approach for the utilization of algae by translating the unique molecular structures of algae oil fatty acids into higher value chemical intermediates and materials. A crude extract from a microalga, the diatom Phaeodactylum tricornutum, was obtained as a multicomponent mixture containing amongst others unsaturated fatty acid (16:1, 18:1, and 20:5) phosphocholine triglycerides. Exposure of this crude algae oil to CO and methanol with the known catalyst precursor [{1,2-(tBu2PCH2) 2C6H4}Pd(OTf)](OTf) resulted in isomerization/methoxycarbonylation of the unsaturated fatty acids into a mixture of linear 1,17- and 1,19-diesters in high purity (>99%). Polycondensation with a mixture of the corresponding diols yielded a novel mixed polyester-17/19.17/19 with an advantageously high melting and crystallization temperature. Algae as feedstock: Crude algae oil from the strain Phaeodactylum tricornutum was transformed into polycondensation-grade purity monomers and thus utilized as feedstock for the production of an algae oil based polyester.
New fluorinated agonists for targeting the sphingosin-1-phosphate receptor 1 (S1P1)
Shaikh, Rizwan S.,Keul, Petra,Sch?fers, Michael,Levkau, Bodo,Haufe, Günter
, p. 5048 - 5051 (2015)
The sphingosine-1-phosphate receptor type 1 (S1P1) is involved in fundamental biological processes such as regulation of immune cell trafficking, vascular barrier function and angiogenesis. This Letter presents multistep syntheses of various fluorine substituted 12-aryl analogues of the drug fingolimod (FTY720) and a seven-steps route to 2-amino-17,17-difluoro-2-(hydroxymethyl)heptadecan-1-ol. In vitro and in vivo tests proved all these compounds as potent S1P1 receptor agonists.
Synthesis and characterization of some atypical sphingoid bases
Saied, Essa M.,Le, Thuy Linh-Stella,Hornemann,Arenz, Christoph
supporting information, p. 4047 - 4057 (2018/06/30)
Sphingolipids are ubiquitous and abundant components of all eukaryotic and some prokaryotic organisms. Sphingolipids show a large structural variety not only between the different species, but also within an individual cell. This variety is not limited to alterations in the polar headgroups of e.g. glycosphingolipids, but also affects the lipophilic anchors comprised of different fatty acids on the one hand and different sphingoid bases on the other hand. The structural variations within different sphingoid bases e.g. in pathogens can be used to identify novel biomarkers and drug targets and the specific change in the profile of common and uncommon sphingolipids are associated with pathological conditions like diabetes or cancer. Therefore, the emerging field of sphingolipidomics is dedicated to collect data on the sphingolipidome of a cell and hence to assign changes therein to certain states of a cell or to pathological conditions. This powerful tool however is still limited by the availability of structural information about the individual lipid species as well as by the availability of appropriate internal standards for quantification. Herein we describe the synthesis of a variety of 1-deoxy-sphingoid bases. 1-DeoxySphingolipids have recently acquired significant attention due to its pathological role in the rare inherited neuropathy, HSAN1 but also as predictive biomarkers in diabetes type II. Some of the compounds synthesized and characterized herein, have been used and will be used to elucidate the correct structure of these disease-related lipids and their metabolites.
NEW LIGANDS FOR TARGETING OF S1P RECEPTORS FOR IN VIVO IMAGING AND TREATMENT OF DISEASES
-
Paragraph 0256; 0257; 0258; 0259; 0260; 0261, (2014/06/25)
The present invention relates to novel compounds of formulae (I) and (II) which are useful in the prevention, treatment and diagnosis, in vivo diagnosis of diseases or disorders related to S1P receptors, in particular, in diseases which are connected to the regulatory function of sphingosine-1-phosphate (S1P) and its analogues, such as inflammation, pain, autoimmune diseases and cardiovascular diseases.
NEW LIGANDS FOR TARGETING OF S1P RECEPTORS FOR IN VIVO IMAGING AND TREATMENT OF DISEASES
-
Page/Page column 31, (2013/03/26)
The present invention relates to novel compounds of formulae (I) and (II) which are useful in the prevention, treatment and diagnosis, in vivo diagnosis of diseases or disorders related to S1P receptors, in particular, in diseases which are connected to the regulatory function of sphingosine-1-phosphate (S1P) and its analogues, such as inflammation, pain, autoimmune diseases and cardiovascular diseases.
A general electron transfer reduction of lactones using SmI 2-H2O
Szostak, Michal,Collins, Karl D.,Fazakerley, Neal J.,Spain, Malcolm,Procter, David J.
supporting information; experimental part, p. 5820 - 5824 (2012/08/28)
Herein we describe a strategy for the selective, electron transfer reduction of lactones of all ring sizes and topologies using SmI 2-H2O and a Lewis base to tune the redox properties of the complex. The current protocol permits instantaneous reduction of lactones to the corresponding diols in excellent yields, under mild reaction conditions and with useful chemoselectivity. We demonstrate the broad utility of this transformation through the reduction of complex lactones and sensitive drug-like molecules. Sequential electron transfer reactions and syntheses of deuterated diols are also described.
The anti-malarial activity of bivalent imidazolium salts
Vlahakis, Jason Z.,Mitu, Simona,Roman, Gheorghe,Rodriguez, E. Patricia,Crandall, Ian E.,Szarek, Walter A.
experimental part, p. 6525 - 6542 (2011/12/02)
A series of compounds containing bivalent imidazolium rings and one triazolium analog were synthesized and evaluated for their ability to inhibit the replication of Plasmodium falciparum cultures. The activity and selectivity of the compounds for P. falciparum cultures were found to depend on the presence of electron-deficient rings that were spaced an appropriate distance apart. The activity of the compounds was not critically dependent on the nature of the linker between the electron-deficient rings, an observation that suggests that the rings were responsible for the primary interaction with the molecular target of the compounds in the parasite. The bivalent imidazolium and triazolium compounds disrupted the process whereby merozoites gain entry into erythrocytes, however, they did not appear to prevent merozoites from forming. The compounds were also found to be active in a murine Plasmodium berghei infection, a result consistent with the compounds specifically interacting with a parasite component that is required for replication and is conserved between two Plasmodium species.
PROCESS FOR PRODUCING CYCLOHEXENONE LONG-CHAIN ALCOHOLS
-
Page 10-11, (2010/02/08)
A process for producing cyclohexenone long-chain alcohol represented by the following formula (1): (wherein A represents a C10-C18 alkylene or alkenylene group, and each of R1, R2, and R3 individually represents hydrogen o
The synthesis of archaebacterial lipid analogues
Raguse, Burkhard,Culshaw, Peter N.,Prashar, Jognandan K.,Raval, Kiran
, p. 2971 - 2974 (2007/10/03)
An efficient and convenient route to two novel quasimacrocyclic archaebacterial lipid analogues is presented. The target compounds 2 and 3 are prepared in seven and four steps, respectively, from known starting materials, and are useful for the study of s
Pyridinecarboxamide derivatives
-
, (2008/06/13)
Pyridinecarboxamide derivatives of the formula STR1 (wherein n represents an integer of 14-18, and R represents a hydrogen atom or a straight or branched C1 -C4 alkyl group) or physiologically acceptable salts thereof. The compounds have excellent inhibiting activity of cerebral edema, especially ischemic cerebral edema, and inhibiting activity of delayed death of neuronal cells (an inhibiting activity of Ca-influx in neuronal cells). Cerebral edema is a pathologic condition accompanying cerebrovascular disorders, especially the acute stage of cerebrovascular disorders and then the compounds are useful as an agent for inhibiting cerebral edema or a therapeutic agent for cerebrovascular disorders. Moreover, the compounds have no hypotensive action which is considered to be side-effect in treating the acute stage cerebrovascular disorders and hardly show a behavior suppressing action so that they are an excellent therapeutic agent for, in particular, the acute stage cerebrovascular disorders. Moreover, the compounds show a cerebral protective activity (an anti-anoxic activity), an increasing activity of cerebral blood flow, and an inhibiting activity of lipid peroxidation and these activities may lead to the increased utility as a therapeutic agent for cerebrovascular disorders.
