Bibliografie tematiche / C-glycosyl compound

Letteratura scientifica selezionata sul tema "C-glycosyl compound"

Autore: Grafiati

Pubblicato: 8 giugno 2024

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Articoli di riviste sul tema "C-glycosyl compound":

Nayak, Riddhi A., e Anvita D. Mangte. "Synthesis and Antimicrobial Studies of Novel N-Glycosyl Hydrazino Carbothioamide". Asian Journal of Chemistry 33, n. 1 (2020): 127–31. http://dx.doi.org/10.14233/ajchem.2021.22967.

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In view of applications of N-glycosylated compounds in medicinal chemistry and in many other ways, herein the synthesis of novel N-glycosyl hydrazino carbothioamides is reported. New N-glycosyl hydrazino carbothioamides were synthesized by the condensation of per-O-acetyl glycosyl isothiocyanate with different aromatic hydrazides. The newly synthesized compounds were characterized by using the IR, 1H NMR and mass spectral studies. Antimicrobial evaluation of the synthesized N-glycosyl hydrazino carbothioamide was also examined. Antimicrobial activities of the synthesized compound were evaluated against bacteria E. coli, P. aeruginosa, S. aureus, S. pyogenus and fungi C. albicans, A. niger and A. clavatus. All the N-glycosyl hydrazino carbothioamides exhibit promising antimicrobial activity.

Zhang, Tao, e Zhijie Fang. "The concise synthesis and biological evaluation of C-glycosyl chalcone analogues inspired by the natural product aspalathin". RSC Advances 7, n. 5 (2017): 3021–24. http://dx.doi.org/10.1039/c6ra26969a.

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We described the synthesis and biological evaluation of C-glycosyl chalcone analogues of aspalathin. Results indicate that compound 3c′ is supposed to be the most promising compound with good antioxidant and anticancer abilities.

Cid-Pérez, Teresa Soledad, Guadalupe Virginia Nevárez-Moorillón, Carlos Enrique Ochoa-Velasco, Addí Rhode Navarro-Cruz, Paola Hernández-Carranza e Raúl Avila-Sosa. "The Relation between Drying Conditions and the Development of Volatile Compounds in Saffron (Crocus sativus)". Molecules 26, n. 22 (18 novembre 2021): 6954. http://dx.doi.org/10.3390/molecules26226954.

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Saffron is derived from the stigmas of the flower Crocus sativus L. The drying process is the most important post-harvest step for converting C. sativus stigmas into saffron. The aim of this review is to evaluate saffron’s post-harvest conditions in the development of volatile compounds and its aroma descriptors. It describes saffron’s compound generation by enzymatic pathways and degradation reactions. Saffron quality is described by their metabolite’s solubility and the determination of picrocrocin, crocins, and safranal. The drying process induce various modifications in terms of color, flavor and aroma, which take place in the spice. It affects the aromatic species chemical profile. In the food industry, saffron is employed for its sensory attributes, such as coloring, related mainly to crocins (mono-glycosyl esters or di-glycosyl polyene).

Scordino, Monica, Leonardo Sabatino, Adalgisa Belligno e Giacomo Gagliano. "Characterization of Polyphenolic Compounds in Unripe Chinotto (Citrus myrtifolia) Fruit by HPLC/PDA/ESI/MS-MS". Natural Product Communications 6, n. 12 (dicembre 2011): 1934578X1100601. http://dx.doi.org/10.1177/1934578x1100601218.

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The flavonoid and furocoumarin composition was investigated of peel and pulp tissues of unripe fruits of Citrus myrtifolia Rafinesque, an ingredient of the popular soft drink “chinotto”. Compound separation and identification was made using an HPLC-PDA detector coupled to ESI/MS/MS in positive and negative mode. Eighteen compounds (3-hydroxy-3-methylglutaryl-, C- and O-glycosyl flavonoids, furocoumarins and polymethoxylated flavones) were identified and quantified. Data indicated that the overall amount of flavonoids and furocoumarins in peel was higher than in the pulp, even though their relative distribution did not significantly change, apart from a different distribution of flavones and a lower content of naringin in the peel.

Bokor, Éva, Attila Ferenczi, Mahir Hashimov, Éva Juhász-Tóth, Zsófia Götz, Alshimaa Ibrahim Zaki e László Somsák. "First Synthesis of 3-Glycopyranosyl-1,2,4-Triazines and Some Cycloadditions Thereof". Molecules 27, n. 22 (12 novembre 2022): 7801. http://dx.doi.org/10.3390/molecules27227801.

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C-glycopyranosyl derivatives of six-membered heterocycles are scarcely represented in the chemical literature and the title 3-glycopyranosyl-1,2,4-triazines are completely unknown. In this paper, the first synthesis of this compound class is accomplished by the cyclocondensation of C-glycosyl formamidrazones and 1,2-dicarbonyl derivatives. In addition, the synthesis of C-glycopyranosyl 1,2,4-triazin-5(4H)-ones was also carried out by the transformation of the above formamidrazones with α-keto-carboxylic esters. Inverse electron demand Diels–Alder reactions of 3-glycopyranosyl-1,2,4-triazines with a bicyclononyne derivative yielded the corresponding annulated 2-glycopyranosyl pyridines.

Driskill, Lance E., Kevin Kusy, Michael W. Bauer e Robert M. Kelly. "Relationship between Glycosyl Hydrolase Inventory and Growth Physiology of the Hyperthermophile Pyrococcus furiosus on Carbohydrate-Based Media". Applied and Environmental Microbiology 65, n. 3 (1 marzo 1999): 893–97. http://dx.doi.org/10.1128/aem.65.3.893-897.1999.

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ABSTRACT Utilization of a range of carbohydrates for growth by the hyperthermophile Pyrococcus furiosus was investigated by examining the spectrum of glycosyl hydrolases produced by this microorganism and the thermal labilities of various saccharides. Previously, P. furiosus had been found to grow in batch cultures on several α-linked carbohydrates and cellobiose but not on glucose or other β-linked sugars. Although P. furiosuswas not able to grow on any nonglucan carbohydrate or any form of cellulose in this study (growth on oat spelt arabinoxylan was attributed to glucan contamination of this substrate), significant growth at 98°C occurred on β-1,3- and β-1,3–β-1,4-linked glucans. Oligosaccharides generated by digestion with a recombinant laminarinase derived from P. furiosus were the compounds that were most effective in stimulating growth of the microorganism. In several cases, periodic addition of β-glucan substrates to fed-batch cultures limited adverse thermochemical modifications of the carbohydrates (i.e., Maillard reactions and caramelization) and led to significant increases (as much as two- to threefold) in the cell yields. While glucose had only a marginally positive effect on growth in batch culture, the final cell densities nearly tripled when glucose was added by the fed-batch procedure. Nonenzymatic browning reactions were found to be significant at 98°C for saccharides with degrees of polymerization (DP) ranging from 1 to 6; glucose was the most labile compound on a mass basis and the least labile compound on a molar basis. This suggests that for DP of 2 or greater protection of the nonreducing monosaccharide component may be a factor in substrate availability. For P. furiosus, carbohydrate utilization patterns were found to reflect the distribution of the glycosyl hydrolases which are known to be produced by this microorganism.

Drandarov, Konstantin, e Willi Kantlehner. "Orthoamides and Iminium Salts, LXXX [1]. C-Glycosyl Alkynecarboxylic Acid Orthoamides. Versatile Intermediates in the Synthesis of New Types of Highly Substituted C-Nucleoside Analogs". Zeitschrift für Naturforschung B 67, n. 7 (1 luglio 2012): 699–716. http://dx.doi.org/10.5560/znb.2012-0108.

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The C-glycosyl alkynecarboxylic acid orthoamides 22 and 23 are proposed as versatile precursors for the synthesis of new types of C-nucleoside analogs. The new synthetic strategy includes alkynylation of protected aldoses 13 or ketoses by Grignard ethynylation or Barbier propargylation, O-protection of the resulting alkynols 14-16, and nucleophilic addition of the metalated protected terminal alkynes 20 and 21 to peralkylguanidinium salt 2 to afford the corresponding alkynecarboxylic acid orthoamides 22 and 23, which in reactions with mono or bis-nucleophiles could serve as building blocks for the construction of a wide variety of C-nucleoside-like binary conjugates. All the steps are demonstrated on 2,4,3,5-bis(4-methoxybenzylidene)-protected L-xylose 11 as a model compound. The synthesis of a representative series of C-glycosidic conjugates of highly substituted “push-pull” 1,3-butadienes 32-35, pyrimidines 24-31, and 2-pyridones 36-39 is included. The stereochemistry of all described compounds is established by 2D-NMR techniques. A general character of the proposed synthetic strategy, when applied to different appropriately protected sugar derivatives, is suggested, and a biomedical applicability of the described type of conjugates is expected.

Muller, Christo J. F., Elizabeth Joubert, Nireshni Chellan, Yutaka Miura e Kazumi Yagasaki. "New Insights into the Efficacy of Aspalathin and Other Related Phytochemicals in Type 2 Diabetes—A Review". International Journal of Molecular Sciences 23, n. 1 (29 dicembre 2021): 356. http://dx.doi.org/10.3390/ijms23010356.

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In the pursuit of bioactive phytochemicals as a therapeutic strategy to manage metabolic risk factors for type 2 diabetes (T2D), aspalathin, C-glucosyl dihydrochalcone from rooibos (Aspalathus linearis), has received much attention, along with its C-glucosyl flavone derivatives and phlorizin, the apple O-glucosyl dihydrochalcone well-known for its antidiabetic properties. We provided context for dietary exposure by highlighting dietary sources, compound stability during processing, bioavailability and microbial biotransformation. The review covered the role of these compounds in attenuating insulin resistance and enhancing glucose metabolism, alleviating gut dysbiosis and associated oxidative stress and inflammation, and hyperuricemia associated with T2D, focusing largely on the literature of the past 5 years. A key focus of this review was on emerging targets in the management of T2D, as highlighted in the recent literature, including enhancing of the insulin receptor and insulin receptor substrate 1 signaling via protein tyrosine phosphatase inhibition, increasing glycolysis with suppression of gluconeogenesis by sirtuin modulation, and reducing renal glucose reabsorption via sodium-glucose co-transporter 2. We conclude that biotransformation in the gut is most likely responsible for enhancing therapeutic effects observed for the C-glycosyl parent compounds, including aspalathin, and that these compounds and their derivatives have the potential to regulate multiple factors associated with the development and progression of T2D.

Kandziora, Maja, e Hans-Ulrich Reissig. "Synthesis of rigid p-terphenyl-linked carbohydrate mimetics". Beilstein Journal of Organic Chemistry 10 (30 luglio 2014): 1749–58. http://dx.doi.org/10.3762/bjoc.10.182.

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An approach to β-D-2-aminotalose- and β-D-2-aminoidose-configured carbohydrate mimetics bearing a phenyl substituent is described. Unnatural divalent rigid p-terphenyl-linked C-aryl glycosides with 2.0 nm dimension are available using Suzuki cross-couplings. The key compound, a p-bromophenyl-substituted 1,2-oxazine, was prepared by a stereoselective [3 + 3]-cyclization of a D-isoascorbic acid-derived (Z)-nitrone and lithiated TMSE-allene. The Lewis acid-induced rearrangement of this heterocycle provided the corresponding bicyclic 1,2-oxazine derivative that may be regarded as internally protected amino sugar analogue. After subsequent reduction of the carbonyl group, the resulting bicyclic compound was used for Suzuki cross-couplings to form biphenyl aminopyran or p-terphenyl-linked dimers. Hydrogenolysis afforded new unnatural aminosugar mimetics. Zinc in the presence of acid or samarium diiodide were examined for the N–O bond cleavage in order to obtain the rigid p-terphenyl-linked C-glycosyl dimers.

El-Sayed, Wael A., Fahad M. Alminderej, Marwa M. Mounier, Eman S. Nossier, Sayed M. Saleh e Asmaa F. Kassem. "New 1,2,3-Triazole-Coumarin-Glycoside Hybrids and Their 1,2,4-Triazolyl Thioglycoside Analogs Targeting Mitochondria Apoptotic Pathway: Synthesis, Anticancer Activity and Docking Simulation". Molecules 27, n. 17 (3 settembre 2022): 5688. http://dx.doi.org/10.3390/molecules27175688.

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Toxicity and resistance to newly synthesized anticancer drugs represent a challenging phenomenon of intensified concern arising from variation in drug targets and consequently the prevalence of the latter concern requires further research. The current research reports the design, synthesis, and anticancer activity of new 1,2,3-triazole-coumarin-glycosyl hybrids and their 1,2,4-triazole thioglycosides as well as acyclic analogs. The cytotoxic activity of the synthesized products was studied against a panel of human cancer cell lines. Compounds 8, 10, 16 and 21 resulted in higher activities against different human cancer cells. The impact of the hybrid derivative 10 upon different apoptotic protein markers, including cytochrome c, Bcl-2, Bax, and caspase-7 along with its effect on the cell cycle was investigated. It revealed a mitochondria-apoptotic effect on MCF-7 cells and had the ability to upregulate pro-apoptotic Bax protein and downregulate anti-apoptotic Bcl-2 protein and thus implies the apoptotic fate of the cells. Furthermore, the inhibitory activities against EGFR, VEGFR-2 and CDK-2/cyclin A2 kinases for 8, 10 and 21 were studied to detect the mechanism of their high potency. The coumarin-triazole-glycosyl hybrids 8 and 10 illustrated excellent broad inhibitory activity (IC50= 0.22 ± 0.01, 0.93 ± 0.42 and 0.24 ± 0.20 μM, respectively, for compound 8), (IC50 = 0.12 ± 0.50, 0.79 ± 0.14 and 0.15± 0. 60 μM, respectively, for compound 10), in comparison with the reference drugs, erlotinib, sorafenib and roscovitine (IC50 = 0.18 ± 0.05, 1.58 ± 0.11 and 0.46 ± 0.30 μM, respectively). In addition, the docking study was simulated to afford better rationalization and put insight into the binding affinity between the promising derivatives and their targeted enzymes and that might be used as an optimum lead for further modification in the anticancer field.

Più fonti

Tesi sul tema "C-glycosyl compound":

Ariztia, Julen. "Dérivés C-glycosidiques pour l’imagerie bimodale TEP/FPIR. Applications au marquage de dérivés peptidiques RGD". Electronic Thesis or Diss., Université de Lorraine, 2021. http://www.theses.fr/2021LORR0097.

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Les travaux présentés dans cette thèse concernent des dérivés saccharidiques de type C-glycosidiques pour lesquels de nouvelles méthodologies synthétiques ainsi que des applications dans le domaine de l’imagerie TEP/FPIR ont été développées. Certains peptides possèdent un rôle majeur dans la thérapie et le diagnostic de diverses pathologies, le fait de les conjuguer à un fluorophore et un radioélément permet de réaliser des diagnostics précis et d’envisager des d’applications théranostiques par chirurgie. L’objectif a été de mettre au point la synthèse de sondes duales (radio)fluorées et fluorescentes pour l’imagerie bimodale TEP/FPIR. Ceci a nécessité une stratégie synthétique élaborée pour introduire un atome de fluor et un fluorophore de type cyanine, tous deux étant les sondes d’imagerie spécifiques TEP et FPIR. Deux stratégies principales ont été développées pour la synthèse de ces outils : la fonctionnalisation d’une plate-forme de type C-glycosidique comportant un motif [3.3.0]furofuranone et la fonctionnalisation d’une plate-forme de type C-glycosidique polyhydroxylée. Les stratégies de synthèse de type protection/déprotection ont permis la mise en place de ces divers éléments suivi de la conjugaison de deux peptides dérivés du RGD par réaction "Click" de type CuAAC. L’affinité de deux dérivés divalents fluorés et fluorescents vis à vis des intégrines est du même ordre de grandeur (40 nM) que celle du peptide seul, mettant en évidence le bénéfice de la divalence de l’agent. La radiofluoration d’une sonde duale a été réalisée avec succès permettant d’envisager des applications en imagerie in vivo par TEP et FPIR ainsi qu’en chirurgie guidée par fluorescence
The work developed in this thesis deals with C-glycosyl compounds for which new synthetic methodologies and applications in PET/NIRF imaging have been developed. Some peptides have a major role in the therapy and diagnostic of diverse pathologies and their conjugation with a fluorophore and a radioelement allow precise diagnostic and potential theranostic applications by surgery. The goal was to develop the synthesis of (radio)fluorinated and fluorescent dual probes for bimodal PET/NIRF imaging. An elaborated synthetic strategy was required to introduce a fluorine atom and a cyanine-type fluorophore, both being the specific probes of PET and NIRF imaging. Two main strategies were developed for the synthesis of these tools: the functionalization of C-glycosyl derivative including a [3.3.0]furofuranone scaffold and the functionalization of polyhydroxylated C-glycosyl compound. The protection/deprotection synthetic strategies have made possible the setting up of these various elements followed by the conjugation of two peptidic RGD derivatives by CuAAC “Click” reaction. The affinity of the two fluorinated and fluorescent derivatives for the integrins was in the same range (40 nM) than the RGD peptide alone, highlighting the benefit of the divalence of the agent. The radiofluorination of a dual PET/NIRF probe have been successfully achieved, allowing application for in vivo PET and NIRF imaging as well as NIRF-guided surgery

BELLOSTA, DECHAVANNE VERONIQUE. "Contribution a l'etude de la reactivite de derives glucidiques vis-a-vis d'organometalliques : nouvelles syntheses stereospecifiques de c-glycosides". Paris 6, 1987. http://www.theses.fr/1987PA066256.

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Deux nouvelles methodes de syntheses stereospecifiques de desoxy-2 c-glucosides possedant une fonction ester d'enol sont presentees : - l'addition conjuguee d'organocuprates cyanes sur des hexeno-1 pyrannuloses-3 peracetyles (l'anhydride acetique piegeant l'enolate intermediaire) permet d'obtenir des aryl-alpha -d-c-glycosides. Cette methode est detendue avec succes en serie furannose; - l'arylation de glycals catalysee par des sels de palladium fournit les composes voulus en une seule etape a partir de derives glucidiques commerciaux. L'etude de la configuration des c-glycosides obtenus est effectuee et de nombreuses donnees structurales sont exposees

Capitoli di libri sul tema "C-glycosyl compound":

Jiménez-Barbero, Jesús, Juan Félix Espinosa, Juan Luis Asensio, Francisco Javier Cañada e Ana Poveda. "The conformation of C-glycosyl compounds". In Advances in Carbohydrate Chemistry and Biochemistry, 235–84. Elsevier, 2000. http://dx.doi.org/10.1016/s0065-2318(01)56006-0.

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"C-Glycosyl Compounds from Free Radical Reactions". In Preparative Carbohydrate Chemistry, 523–42. CRC Press, 1997. http://dx.doi.org/10.1201/9781482273588-34.

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