A series of quinoxaline-based sensitizers were designed through the elongation of π-conjugation length based on the sense of directional electron transport from donor to acceptor. To facilitate an efficient intramolecular charge transfer, we introduced additional donor moieties and thiophene un...
Quinoxaline, a fused heterocycle of benzene and pyrazine rings has gained considerable attention in the field of contemporary medicinal chemistry. The moiety is of substantial importance because of its wide array of pharmacological activities viz. anti-cancer, antimalarial, anti-inflammatory, an...
Quinoxalines are benzopyrazines containing benzene and pyrazine rings fused together. In the recent past, quinoxalines have attracted Medicinal Chemists considerably for their syntheses and chemistry due to their distinct pharmacological activities. Diverse synthetic protocols have been develope...
To study the photostability of sulfonylurea herbicide tribenuron-methyl (methyl 2-[[[[ N-(4-metboxy-6-methyl-1,3,5-triazin-2-yl) methylamino] carbonyl]amino]sulfonyl] benzoate), in the field, model experiments with organic solvents were performed. Irradiation of tribenuron-methyl in methanol, is...
Two 403U76 analogs, N,N-dimethyl-2-(2-nitro-4-bromophenylthio)benzylamine (4) and N,N-dimethyl-2-(2,4-dinitrophenylthio)benzylamine (8) were prepared in multi-steps synthesis as precursors for the synthesis of a new serotonin transporter imaging agent, N,N-dimethyl-2-(2-amino-4-[18F]fluorophenyl...
The formation of methyl 4-cyano-6-deoxy-2,3-O-isopropylidene-α-l-talopyranoside (3), methyl 4-cyano-6-deoxy-2,3-O-isopropylidene-α-l-mannopyranoside (4), methyl 4-cyano-6-deoxy-2,3-O-isopropylidene-β-d-allopyranoside (5), and methyl 4-cyano-6-deoxy-2,3-O-isopropylidene-β-d-gulopyranoside (7)...
Alternansucrase (EC 2.4.1.140, sucrose: (1→6), (1→3)-α-d-glucan 6(3)-α-d-glucosyltransferase) is a d-glucansucrase that synthesizes an alternating α-(1→3), (1→6)-linked d-glucan from sucrose. It also synthesizes oligosaccharides via d-glucopyranosyl transfer to various acceptor sugars. We...
5,6-Anhydro-1,2-O-isopropylidene-3-O-methanesulphonyl-α-d-idofuranose was converted, via the related gluco-5,6-episulphide, into 6-O-acetyl-5-S-acetyl-1,2-O-isopropylidene-3-O-methanesulphonyl-5- thio-α-d-glucofuranose (9). Replacement of the acetyl groups of 9, or the related 3-toluene-p-sulp...
The bromination of methyl β-d-glucopyranoside with tribromoimidazole and triphenylphosphine in toluene-acetonitrile (2:1 v/v) for 4 h at 110°C gave methyl 3,6-dibromo-3,6-dideoxy-β-d-alloside in low yield, while the bromination in toluene under otherwise comparable conditions gave methyl 3,6-...
Methyl 3-amino-3-deoxy-α-d-allopyranoside was synthesized from methyl 2-O-benzoyl-4,6-O-benzylidene-α-d-glucopyranoside in a 5-step sequence involving trifluoromethylsulfonylation, azide displacement, deprotection, and catalytic hydrogenation. On displacement with tetramethylguanidinium azide,...
Methyl β-d-glucopyranoside reacted with a 4-molar excess of the Mitsunobu reagents (triphenylphosphine–diethyl azodicarboxylate–benzoic acid) under Weinges et al. [Carbohydr. Res., 164 (1987) 453–458] conditions to furnish four differently benzoylated methyl β-d-allopyranosides in a very go...
A new ruthenium(II) complex [Ru(Happip)3](ClO4)2 {Happip = 2-(4-(β-d-allopyranoside)phenyl)imidazo[4,5-f][1,10]phenanthroline} was synthesized and characterized by elemental analysis, 1H NMR and matrix-assisted laser desorption ionization mass spectrometry. Calf-thymus DNA-binding properties we...
The synthesis of 4,6-O-benzylidene-β-d-erythro-2-3-dideoxyhex-2-enopyranosides and their osmium and ruthenium catalysed dihydroxylation reactions have been investigated. These reactions have been shown, for a range of monosaccharides and a disaccharide, to proceed stereospecifically to give β-...
Fragaria x ananassa Duch., popularly called strawberry, is known for its worldwide consumption and important biological activities, and these effects are related to its high concentration of anthocyanins. Pelargonidin-3-O-glucoside (P3G) is a major anthocyanin found in strawberry, and was evalua...
Four new components named aethusifolins A–D (1–4), together with ten known (5–14) were isolated from the dried aerial parts of a traditional Mongolian medicinal herb Clematis aethusifolia Turcz. The planar structures were established based on extensive spectroscopic analysis (HRMS, 1D and 2D ...
A new sugar lactone derivative, 3-O-caffeoyl-2-C-methyl-d-erythrono-1,4-lactone, and three new hydroxy acid derivatives, 2-O-caffeoyl-2-C-methyl-d-erythronic acid, methyl 2-O-caffeoyl-2-C-methyl-d-erythronic acid, and methyl 3-O-caffeoyl-2-C-methyl-d-erythronic acid were isolated from the leaves...
Saccharinic acids, branched 2-C-methyl-aldonic acids, may be accessed via a green procedure from aldoses by sequential conversion to an Amadori ketose and treatment with calcium hydroxide; d-galactose and d-glucose are converted to 2-C-methyl-d-lyxono-1,4-lactone (with a small amount of 2-C-meth...
Saccharinic acid lactone (−)-1a is a suitable building block for the synthesis of many bioactive natural products. Amano PS-induced chemo-, regio- and enantioselective hydrolysis of diacetyl lactone (±)-3 has been carried out to obtain (−)-1a in 46% yield with 99% ee and diacetyl lactone (+)-3 ...
(−)-2-C-methyl-D-erythrono-1,4-lactone has been isolated from A. lusitanicus, its structure being established by spectroscopic methods and synthesis. This is the first report of a natural saccharinic acid lactone.
Novel Mannich bases of 7-piperazinylquinolones with kojic acid and chlorokojic acid were designed as new quinolone antibacterials. All compounds showed significant in vitro antibacterial activity against both Gram-positive and Gram-negative bacteria. Particularly, chlorokojic derivative 2b was t...
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