Three different routes for the synthesis of heterocyclic analogues of the second messenger d-myo-inositol-1,4,5-trisphosphate (InsP3) and the natural adenophostins, starting from allyl d-xyloside are described. The two diastereoisomers at C-2 of new compounds, which we named xylophostins, were o...
Readily available selfresolving myo-inositol D-camphor 2,3-monoacetal is converted into the title inositol phosphates by the concise procedures utilizing 1,4,5-selective tris-acylation and 1,4-selective bis-silylation of the starting tetrol in the key steps.Selective tris-acylation and bis-silyl...
An efficient synthesis of an optically active inositol derivative that is a precursor to d-myo-inositol 1,4,5-trisphosphate (Ins(1,4,5)P3, (−)) is described. Crystallization of the diastereomers of (±)-1-O-[(+)-menthoxycarbonyl]-6-O-benzyl-2,3:4,5-di-O-isopropylidene-myo-inositol diastereomers ...
The accuracy of protein synthesis is provided by the editing functions of aminoacyl-tRNA synthetases (aaRSs), a mechanism that eliminates misactivated amino acids or mischarged tRNAs. Despite research efforts, some molecular bases of these mechanisms are still unclear. The post-transfer editing ...
Ganoderic acids, a group of oxygenated lanostane-type triterpenoids, are the major bioactive compounds produced by the well-known medicinal macro fungus Ganoderma lucidum. More than 150 ganoderic acids have been identified, and the genome of G. lucidum has been sequenced recently. However, the b...
A new lanostane triterpene was extracted from Ganoderma lucidum using cellulose-dissolving ionic liquids. The structure of the isolated compound was elucidated by spectroscopic analysis, including NMR, MS, and a modified Mosher’s method. The newly isolated lanostane natural product was named ga...
Obesity and its major co-morbidity, type 2 diabetes, have been an alarming epidemic prevalence without an effective treatment available. Sterol regulatory element-binding proteins (SREBPs) are major transcription factors regulating the expression of genes involved in biosynthesis of cholesterol,...
Hydrogen sulfide (H2S), an emerging small-molecule signalling agent, was recently shown to play a significant role in many physiological processes, but relatively few studies have been conducted on microorganisms compared with mammals and plants. By studying the pretreatment of H2S donor sodium ...
The present study aims to investigate the pharmacokinetics of ganoderic acid D (GD), a representative active triterpenoid from Ganoderma lucidum. A sensitive and selective liquid chromatography–tandem mass spectrometry method was developed for the simultaneous determination of the concentration...
Diabetes mellitus (DM) is a metabolic disorder with numerous symptoms categorized via serves hyperglycemia effect along with altered fat, protein and carbohydrate metabolism mainly resultant from defects in insulin action/secretion or both. The aim of the current experimental study was to comfor...
Ganoderic acid has been known as a key bioactive constituent in Ganoderma lucidum, commonly used for preventing and treating hepatopathy of various etiologies. This study was designed to investigate the hepatoprotective and antioxidant activity of ganoderic acid loaded solid lipid nanoparticles ...
Ganoderic acid D (GAD) is a highly oxygenated tetracyclic triterpenoid. This study aims to assess the effects of GAD on the energy metabolism of colon cancer through the regulation of SIRT3 expression and whether this effect is related to acetylated cyclophilin D. The results demonstrated that G...
Ganoderma lucidum is a multi-purpose plant medicine that is homologous to functional food. The most attractive properties of G. lucidum are its immunomodulatory and antitumour activities, which are mainly attributed to the following two major active components: G. lucidum polysaccharides and G. ...
Eudistomin H (1) is an antibiotic alkaloid isolated from the tunicate Eudistoma olivaceum. In our continuing investigation of the biosynthetic origin of β-carboline derivatives in this marine invertebrate, we have evaluated 5-bromotryptamine and 5-bromotryptophan as intermediates. Both of these...
The synthesis of nine nostocarboline derivatives with substitutions of the 2-methyl group by alkyl, aryl and functionalized residues, 10 symmetrical bis cationic dimers linking 6-Cl-norharmane through the 2-position and fifteen derivatives of the marine alkaloids eudistomin N and O is reported. ...
The UV-absorption, fluorescence excitation and emission spectra of the alkaloids eudistomin N (6-bromo-nor-harmane) and eudistomin O (8-bromo-nor-harmane) were described. In order to perform a comparative analysis, we also studied other bromo-β-carbolines and the corresponding non-substituted-c...
New syntheses of the alkaloids eudistomin T and S are described. The key step, formation of the 1-phenylacetyl β- carboline, involves a tandem aza Wittig / electrocyclic ring closure process. The first synthesis of the alkaloid xestomanzamine A is achieved by coupling of a N-protected harmane, ...
Six analogues (1–6) of eudistomin D, a β-carboline alkaloid from a marine tunicate Eudistoma olivaceum, were synthesized, and their affinity and selectivity for adenosine receptors A1, A2A, and A3 were examined. All the synthetic compounds 1–6 did not show affinity to the adenosine A1 recepto...
Simple, concise syntheses of eudistomins I and T, β-carboline antibiotics from the tunicate Eudistoma olivaceum, have been achieved. The route utilized is an attractive alternative to traditional β-carboline syntheses and is amenable to preparation of a wide range of analogs.
The formation of three novel 1,2,3-tricarbonyl compounds and their use in the total syntheses of eudistomins T, I and M is described.
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