Showing papers on "Aldose published in 1996"
TL;DR: The results suggest that not only the level of enzyme activity, but also the extent of activation of human aldose reductase in vivo, may be an important factor in determining susceptibility to diabetic complications and responsiveness to ARI therapy.
37 citations
TL;DR: In this paper, the rate law was used for the formation of l -1,4-rhamnose and d -mannose in aqueous acetic acid, and the free radicals formed in the slow electron transfer steps react with Cr(VI to yield two intermediate Cr(V) complexes.
28 citations
TL;DR: In this paper, homogeneous hydrogenation of two epimeric aldoses, d -glucose (d -Glc) and d -mannose ( d -Man) was performed in water, with molecular hydrogen and by transfer hydrogenation catalyzed by [Ru-TPPTS] complex (TPPTS = trisodium salt of tri(m -sulfophenyl)phosphine).
Abstract: Homogeneous hydrogenation of two epimeric aldoses, d -glucose ( d -Glc) and d -mannose ( d -Man) was performed in water, with molecular hydrogen and by transfer hydrogenation catalyzed by [Ru-TPPTS] complex (TPPTS = trisodium salt of tri( m -sulfophenyl)phosphine). Both method proved effective, and revealed d -Man as more reactive aldose. Hydrogen transfer has been studied with various hydrogen donors: the most effective, but highly pH-dependent system has been found in Et 3 N/formic acid (azeotropic mixture 2:5) as the source of hydrogen.
23 citations
21 citations
TL;DR: In this paper, the synthesis of new types of vinyl sugars whose vinyl groups are connected with the monosaccharide by a C-C bond was described, which can be polymerized by radical as well as by anionic initiation.
Abstract: The syntheses of new types of vinyl sugars are described whose vinyl groups are connected with the monosaccharide by a C-C bond. Such monomers can be polymerized by radical as well as by anionic initiation. Starting from D-mannitol, D-gluconolactone, D-galactose, and D-fructose, the isopropylidene-protected aldehydes (R)-2,3-isopropylidene-D-glyceraldehyde (3), 2,3 ;4,5-di-O-isopropylidene-aldehydo-D-arabinose (4), 1,2 ;3,4-di-O-isopropylidene-α-D-galacto-hexodialdo-1,5-pyranose (5), and 2,3 ;4,5-di-O-isopropylidene-β-D-arabino-hexosulo-2,6-pyranose (6) were prepared. Grignard reaction of the aldehyde compounds with 4-vinylphenylmagnesium chloride in tetrahydrofuran (THF) yielded the new styryl monomers of type 1, in each case as a mixture of two diastereoisomers. The corresponding reaction with vinylmagnesium bromide furnished a mixture of two diastereoisomeric allyl alcohol derivatives. Subsequent Swern oxidation (DMSO/(COCl) 2 ) gave the vinyl ketones of type 2. A scale-up procedure (20 L flask) allowed eight different monomers to be prepared on a 50 - 200 g scale. Furthermore, the synthesis of the 2,3 ;4,5-di-O-isopropylidene-β-D-fructopyranose could be considerably improved.
18 citations
TL;DR: In this paper, substituent effects at the 2-O, 6-O and 3-O positions on ring-opening polymerization were investigated, and 1,4-anhydro-2,3-di-O-benzyl-6,O-pivaloyl-α-d-glucopyranose (1), 1, 4-an hydroxymethylpoly(1,4)-anhydrogene-3,6-di)-O-bensyl (1,6)-benzYL (1
Abstract: To investigate the substituent effects at the 2-O, 6-O, and 3-O positions on ring-opening polymerization, 1,4-anhydro-2,3-di-O-benzyl-6-O-pivaloyl-α-d-glucopyranose (1), 1,4-anhydro-3,6-di-O-benzyl...
10 citations
TL;DR: Several nucleoside analogues like 1-(D-glucopyranosyl)-5-fluorouracil, 1-(β-D-galactopyranoyl)-1-fluoroacetyl-5fluoroursyl, and 1-(2-deoxy-β-d-glocopyranyl)-3-fluoreacil have been synthesized as mentioned in this paper, and they can be obtained in high purity and in yields of about 3.10 8 Bq - 5.7 Bq.
Abstract: Several nucleoside analogues like 1-(β-D-glucopyranosyl)-5-fluorouracil 10, 1-(β-D-galactopyranosyl)-5-fluorouracil 11 and 1-(2-deoxy-β-D-glucopyranosyl)-5-fluorouracil 12 have been synthesized. From the corresponding 1-(2',3',4',6'-tetra-O-acetyl-β-D-glycopyranosyl)-uracils 4, 5 and 6, the 18 F labelled compounds 16, 17 and 18 have been prepared via the intermediates 13, 14 and 15 in acetic acid using [ 18 F]F 2 and acidic deacetylating procedures. The 18 F labelled derivatives could be obtained, following preparative chromatography, in high purity and in yields of about 3.10 8 Bq - 5.7.10 8 Bq (18% - 34% related to the trapped radioactivity, not corrected for decay) for their in-vitro evaluation and for in-vivo studies with PET.
9 citations
TL;DR: Derivatives of imidazopyrroloquinoline and its esters were synthesized and potently inhibited aldose reductases of rabbit lens and dog kidney, as well as the human recombinant enzyme, though the coenzyme pyrrolOquinoline quinone (PQQ) was a relatively poor inhibitor.
Abstract: Derivatives of imidazopyrroloquinoline (IPQ) and its esters were synthesized. Some of these compounds potently inhibited aldose reductases of rabbit lens and dog kidney, as well as the human recombinant enzyme, though the coenzyme pyrroloquinoline quinone (PQQ) was a relatively poor inhibitor. The IPQ esters with a methyl substituent at the C-3 carboxyl group were less potent inhibitors than the analogs without esterification at this position. An IPQ ester with the free carboxyl group at C-3 inhibited sorbitol accumulation in rat red blood cells.
6 citations
TL;DR: Aldose and aldehyde reductases, which can catalyze the production of polyols and were inhibited by aldose reductase inhibitors, appear to be linked to thyroiditis.
5 citations
Journal Article•
5 citations
TL;DR: A mechanism consistent with the observed kinetic data is proposed and a retarding effect of [PdII] on the rate of disappearance of [CeIV] has been observed.
Abstract: The kinetics of oxidation of aldoses, namely xylose, arabinose, galactose and glucose, by CeIV have been studied in HClO4 + H2SO4 medium and in the presence of PdII. The reactions exhibit a first order rate dependence with respect to oxidant. The rate is inversely dependent on the [HSOinf4sup−]∶[H+] ratio. The order of reaction with respect to aldose decreases at higher [aldose]. Due to the formation of a complex between CeIV and PdII, a retarding effect of [PdII] on the rate of disappearance of [CeIV] has been observed. A mechanism consistent with the observed kinetic data is proposed.
Patent•
09 Jul 1996
TL;DR: In this paper, a 2-carboxysuccinic acid amide derivative of formula I (R is H, halogen; R is halogen, R is a group for protecting a carboxyl group; the wave line exhibits that the steric configuration of the 3-carbon atom in the pyrrolidine part is RS, R or S), e.g. (RS)-2-[2-[N-(4-bromo-2-fluorobenzyl)- carbamoyl]pyrrol-1-yl]-2-(ethoxy
Abstract: PURPOSE: To obtain a new 2-carboxysuccinic acid imide derivative having an aldose reductase-inhibiting action, low in toxicity, and useful for treating and preventing various kinds of diabetic complications such as cataract, retinopathy, keratopathy, neuropathy, and nephritis. CONSTITUTION: A 2-carboxysuccinic acid amide derivative of formula I (R is H, halogen; R is halogen; R is a group for protecting a carboxyl group; the wave line exhibits that the steric configuration of the 3-carbon atom in the pyrrolidine part is RS, R or S), e.g. (RS)-2-[2-[N-(4-bromo-2-fluorobenzyl)- carbamoyl]pyrrol-1-yl]-2-(ethoxycarbonyl)succinic acid imide. The compound of formula I is obtained e.g. by reacting the reactive derivative of a compound of formula II with a compound of formula III. A diabetic complication therapeutic medicine containing the compound of formula I as an active ingredient can simultaneously be used together with an oral hypoglycemic medicine such as insulin or gliclazide.