18968-51-9

Upstream product

• 43138-65-4 1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose 
• 35506-61-7 ((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol 
• 29587-01-7 5-[2,2-dimethyl-(4R)-1,3-dioxolan-4-yl]-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-6-yl methyl ether 
• 2595-05-3 Diacetone D-glucose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 18968-50-8 1-[6-methoxy-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro-[2,3-d][1,3]dioxol-5-yl]-(1R)-ethane-1,2-diol 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 492-62-6 alpha-D-glucopyranose 
• 50-99-7 D-glucose 
• 2280-44-6 D-Glucose 
• 18968-50-8 3'-O-methyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 43138-64-3 1,2-:5,6-di-O-isopropylidene-3-O-methyl-α-D-glucofuranose 

Downstream Products

• 71165-19-0 5-((E)-2,5-dioxo-1-phenyl-pyrrolidin-3-ylidene)-O¹,O²-isopropylidene-O³-methyl-α-D-5-deoxy-xylofuranose 
• 6341-67-9 1-acetyl-5,5-dimethylhydantoin 
• 116730-66-6 (4S,5R,6R)-5,6-diacetoxy-5,6-dihydro-4-methoxy-4-H-pyrido<2,1-e>imidazole-2,4-dione 
• 116730-63-3 5-deoxy-1,2-O-isopropylidene-3-O-methyl-5-ureido-β-L-idofuranuronamide 
• 116730-62-2 5-deoxy-1,2-O-isopropylidene-3-O-methyl-5-ureido-α-D-glucofuranuronamide 
• 129319-06-8 5-deoxy-5-(2-hydroxy-3,5-dimethoxyphenyl)-5-(2-hydroxy-4,5-methylenedioxyphenyl)-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose 
• 35506-61-7 ((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol 
• 1229580-08-8 2,6-dimethyl-4-(1',2'-O-isopropylidene-3'-O-methyl-β-L-threo-pentofuranos-4'-yl)-1-(2-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester 
• 1229580-06-6 2,6-dimethyl-4-(1',2'-O-isopropylidene-3'-O-methyl-β-L-threo-pentofuranos-4'-yl)-1-(4-methylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester 
• 1229579-98-9 2,6-dimethyl-4-(1',2'-O-isopropylidene-3'-O-methyl-β-L-threo-pentofuranos-4'-yl)-1-(4-methylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester 
• 1229580-04-4 2,6-dimethyl-4-(1',2'-O-isopropylidene-3'-O-methyl-β-L-threo-pentofuranos-4'-yl)-1-(4-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester 
• 1229580-02-2 2,6-dimethyl-4-(1',2'-O-isopropylidene-3'-O-methyl-β-L-threo-pentofuranos-4'-yl)-1-(4-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester 
• 1229580-00-0 2,6-dimethyl-4-(1',2'-O-isopropylidene-3'-O-methyl-β-L-threo-pentofuranos-4'-yl)-1-(4-bromophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester 
• 126378-36-7 3-O-methyl-5-deoxy-1,2-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-xylofuranose 

Relevant academic research and scientific papers

Novel: O -methyl goniofufurone and 7- epi -goniofufurone derivatives: Synthesis, in vitro cytotoxicity and SAR analysis

Novel goniofufurone (1) and 7-epi-goniofufurone (2) derivatives bearing a methoxy group at the C-5 and/or C-7 positions were prepared and their in vitro antitumour activity against some human tumour cell lines was evaluated. Some of the analogues displayed powerful antiproliferative effects against the studied tumour cells, but almost all of them were non-cytotoxic toward the normal cells (MRC-5). A SAR study reveals that the introduction of a methoxy group at the C-7 position may increase the antiproliferative effects of the analogues. The most active compounds are 7-O-methyl derivatives of goniofufurone (3) and 7-epi-(+)-goniofufurone (6), which exhibited 1177- and 451-fold higher potencies than the leads 1 and 2 toward the MDA-MB 231 cell line. At the same time, compound 3 is almost 1.5-fold more active than the commercial drug doxorubicin (DOX) against the same cell line. Flow cytometry data confirmed that the cytotoxic effects of these analogues are mediated by apoptosis, additionally revealing that these molecules induced changes in the K562 cell cycle distribution.

Metal-free [3+2] cycloaddition of glycosyl olefinic ester with in situ generated CF3CHN2: Access to CF3-substituted pyrazoline glycoconjugates

An efficient [3 + 2] cycloaddition of glycosyl olefinic ester with in situ generated CF3CHN2 for the syntheses of CF3-substituted pyrazoline glycoconjugate has been developed. This mild, one-pot reaction condition avoiding the use of metallic catalyst and additive will be useful in the pharmaceutical industry. This reaction features are the broad substrate scope, good functional group tolerance with good to high yields.

NHC-Catalyzed Dual Stetter Reaction: A Mild Cascade Annulation for the Syntheses of Naphthoquinones, Isoflavanones, and Sugar-Based Chiral Analogues

The N-heterocycle carbene (NHC)-catalyzed dual Stetter cascade reaction is discovered through coupling of β-nitrostyrene with phthalaldehyde under mild conditions to furnish valuable aryl-naphthoquinones. The generality of the new reaction is validated through the development of a C-C and O-C bond forming Stetter cascade reaction using salicylaldehydes to obtain functionalized dihydroisoflavanones. The mild NHC organocatalysis is successfully employed for the construction of optically pure sugar-based naphthoquinones and dihydroisoflavanones. Herein, NHC is found as a unique and powerful organocatalyst to construct homoatomic C-C cross-coupling, heteroatomic O-C bond formation, and cascade cyclization utilizing NO2 as a leaving group at ambient temperature. A mechanistic pathway of the new metal-free catalysis is predicted on the basis of our ESI-MS study of the ongoing reaction and literature.

Comprehensive evaluation of antioxidant effects of Japanese Kampo medicines led to identification of Tsudosan formulation as a potent antioxidant agent

Oxidative stress due to the overproduction of reactive oxygen species plays an important role in the pathogenesis of various diseases. In the present study, we comprehensively evaluated the antioxidant activities of 147 oral formulations of Japanese traditional herbal medicines (Kampo medicines), representing the entire panel of oral Kampo medicines listed in the Japanese National Health Insurance Drug List, using in vitro radical scavenging assays, including the 2,2-diphenyl-1-picrylhydrazyl free radical scavenging activity assay, the superoxide anion scavenging activity assay, and the oxygen radical absorption capacity assay. Three of the formulations tested, namely, Tsudosan, Daisaikoto, and Masiningan, showed the most potent in vitro antioxidant activities and were selected for further investigation of their intracellular and in vivo antioxidant effects. The results of the 2′,7′-dichlorodihydrofluorescin diacetate assay demonstrated that all three Kampo medicines significantly inhibited hydrogen peroxide-induced oxidative stress in human hepatocellular liver carcinoma HepG2 cells. In addition, Tsudosan significantly increased the serum biological antioxidant potential values when orally administrated to mice, indicating that it also had in vivo antioxidant activity. The potent antioxidant activity of Tsudosan may be one of the mechanisms closely correlated to its clinical usage against blood stasis.

I2/PPh3-mediated facile synthesis of glycoconjugated N-acylbenzotriazoles

A well-stabilized method for synthesis of N-acylbenzotriazoles from carboxylic acids using I2/PPh3 in anhydrous dichloromethane has been extended in glycochemistry to synthesize glycoconjugated N-acylbenzotriazoles with high yields at room temperature in 2-hour reaction time.

Furan glucosyl triazole type compound and preparation method and bactericide thereof

The invention relates to the field of bactericidal compounds, in particular to a furan glucosyl triazole type compound and a preparation and a bactericide thereof. The molecular formula of the furan glucosyl triazole type compound is shown in the following description, wherein R1 is methyl or benzyl, and R2 are phenyl and derivative of the phenyl or ethyl derivatives. Based on structural characteristics of the substrate fructose-6-phosphate and an ISOM catalytic hypothesis mechanism, the inventor adopts a five-membered furan glucose derivative with a similar structure as a basic skeleton, introduces an effective active group triazole structure of pesticides, designs a series of novel furan glucosyl triazole type compounds for the first time, studies the biological activities of the furan glucosyl triazole type compound, examines structure-activity relationships of the furan glucosyl triazole type compound, and lays the foundation for selecting better inhibitors.

MODIFIED RNAI AGENTS

One aspect of the present invention relates to double-stranded RNAi (dsRNA) duplex agent capable of inhibiting the expression of a target gene in vivo. The dsRNA duplex comprises one or more xylo modifications in one or both strand. Other aspects of the invention relates to pharmaceutical compositions comprising these dsRNA agents suitable for in vivo therapeutic use, and methods of inhibiting the expression of a target gene by administering these dsRNA agents, e.g., for the treatment of various disease conditions.

Synthesis, fungicidal evaluation and 3D-QSAR studies of novel 1,3,4-thiadiazole xylofuranose derivatives

1,3,4-Thiadiazole and sugar-derived molecules have proven to be promising agrochemicals with growth promoting, insecticidal and fungicidal activities. In the research field of agricultural fungicide, applying union of active group we synthesized a new set of 1,3,4-thiadiazole xylofuranose derivatives and all of the compounds were characterized by 1H NMR and HRMS. In precise toxicity measurement, some of compounds exhibited more potent fungicidal activities than the most widely used commercial fungicide Chlorothalonil, promoting further research and development. Based on our experimental data, 3D-QSAR (three-dimensional quantitative structure-activity relationship) was established and investigated using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) techniques, helping to better understand the structural requirements of lead compounds with high fungicidal activity and environmental compatibility.

Fabrication of Mn2O3 nanorods: An efficient catalyst for selective transformation of alcohols to aldehydes

A facile wet chemical approach has been devised for the preparation of self-assembled, high surface area, nanostructured Mn2O3 through an effective polymer-surfactant interaction. Its outstanding catalytic property for the selective transformation of alcohols to aldehydes has been reported. The polyethylene glycol/sodium dodecyl sulphate conjugates act as soft templates for the formation of manganese oxide nanorods upon treatment of a weak base, namely, diethanolamine, with manganese acetate as a precursor under mild refluxing conditions. The Mn2O3 nanorods were found to be efficient and selective catalysts for the synthesis of valuable aldehydes and ketones over undesirable acid by-products using a low catalyst loading. The precursor alcohols bearing activated and unactivated aromatic rings, double and triple bonds, and chiral sugar moiety were tolerated in this direct oxidative transformation strategy developed under benign reaction conditions.

Design of β-amino acid with backbone-side chain interactions: Stabilization of 14/15-helix in α/β-peptides

A new C-linked carbo-β-amino acid, (R)-β-Caa(r), having a carbohydrate side chain with d-ribo configuration, was prepared from d-glucose by inverting the C-3 stereocenter to introduce constraints/ interactions. From the NMR studies it was inferred that the new monomer may participate in additional electrostatic interactions, facilitating and enhancing novel folds in oligomeric peptides derived from it. The α/β- peptides, synthesized from alternating l-Ala and (R)-β-Caa(r), have shown the presence of 14/15-helix by NMR (in CDCl3, methanol-d3 and CD3CN), CD and MD calculations. The hybrid peptides showed the presence of electrostatic interactions involving the intraresidue amide proton and the C3-OMe, which helped in the stabilization of the NH(i)???CO(i-4) H-bonds and adoption of 14/15-helix. The importance of such additional interactions has been well defined in recent times to stabilize the folding in a variety of peptidic foldamers. These observations suggest and emphasize that the side chain-backbone interactions are crucial in the stabilization of the desired folding propensity. The designed monomer thus enlarges the opportunities for the synthesis of peptides with novel conformations and expands the repertoire of the foldamers.