32445-75-3Relevant articles and documents
Isomeric Equilibria of Monosaccharides in Solution. Influence of Solvent and Temperature
Franks, Felix,Lillford, Peter J.,Robinson, Geoffrey
, p. 2417 - 2426 (1989)
The compositions of equilibrium mixtures of D-glucose, D-ribose, β-methyl glucopyranoside and β-methyl ribopyranoside in D2O and dimethyl sulphoxide-d6 have been determined by 1H n.m.r. spectroscopy over the temperature range 0-90 deg C in terms of the coexisting anomers, tautomers and conformers.In glucose solutions only 4C1 pyranose forms could be detected, but the temperature dependence of the α/β ratio differs in the two solvents.Ribose solutions consist of mixtures of six species, the relative concentrations of which display complex temperaturedependences.The experimental results are discussed in terms of solvation contributions to the relative free energies of the different species.
α-Glucosidase and Protein Tyrosine Phosphatase 1B Inhibitors from Malbranchea circinata
Figueroa, Mario,González-Andrade, Martin,Macías-Rubalcava, Martha L.,Mata, Rachel,Raja, Huzefa,Rangel-Grimaldo, Manuel
, (2020)
During a search for new α-glucosidase and protein tyrosine phosphatase 1B inhibitors from fungal sources, eight new secondary metabolites, including two anthranilic acid-derived peptides (1 and 2), four glycosylated anthraquinones (3-6), 4-isoprenylravenelin (7), and a dimer of 5,8-dihydroxy-4-methoxy-α-tetralone (8), along with four known compounds (9-12), were isolated from solid rice-based cultures of Malbranchea circinata. The structural elucidation of these metabolites was performed using 1D and 2D NMR techniques and DFT-calculated chemical shifts. Compounds 1-3, 9, and 10 showed inhibitory activity to yeast α-glucosidase (αGHY), with IC50 values ranging from 57.4 to 261.3 μM (IC50 acarbose = 585.8 μM). The effect of 10 (10.0 mg/kg) was corroborated in vivo using a sucrose tolerance test in normoglucemic mice. The most active compounds against PTP-1B were 8-10, with IC50 values from 10.9 to 15.3 μM (IC50 ursolic acid = 27.8 μM). Docking analysis of the active compounds into the crystal structures of αGHY and PTP-1B predicted that all compounds bind to the catalytic domains of the enzymes. Together, these results showed that M. circinata is a potential source of antidiabetic drug leads.
Synthesis, Radiosynthesis, and in vitro Studies on Novel Hypoxia PET Tracers Incorporating [18F]FDR
Musolino, Manuele,Fleming, Ian N.,Schweiger, Lutz F.,O'Hagan, David,Dall'Angelo, Sergio,Zanda, Matteo
, p. 1429 - 1439 (2021/02/26)
We report the synthesis of five radiotracers incorporating different oxyamine spacers between the hypoxia-reactive 2-nitroimidazole moiety and the 5-[18F]-fluorodeoxyribose ([18F]FDR, 12) prosthetic group: three linear alkyl chains w
New dammarane-type triterpenoid saponins from Panax notoginseng leaves and their nitric oxide inhibitory activities
Hao, Mimi,Ruan, Jingya,Sun, Fan,Wang, Tao,Wu, Lijie,Xiang, Guilin,Yan, Jiejing,Zhang, Yi,Zhang, Ying,Zhao, Wei
, (2020/01/13)
Inflammation is a very common and important pathological process that can cause many diseases. The discovery of anti-inflammatory drugs and the treatment of inflammation are particularly essential. Dammarane-type triterpenoid saponins (PNS) were demonstrated to show anti-inflammatory effects in the leaves of Panax notoginseng. Chromatographies and spectral analysis methods were combined to isolate and identify PNS. Moreover, the nitric oxide (NO) inhibitory activities of all compounds were examined in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. As a result, eleven new dammarane-type triterpenoid saponins, notoginsenosides NL-A1-NL-A4 (1-4), NL-B1-NL-B3 (5-7), NL-C1-NL-C3 (8-10), and NL-D (11) were isolated, and their structures were identified by using various spectrometric techniques and chemical reactions. Among them, compounds 4 and 11 were characterized by the malonyl substitution at 3-position. The 3-malonyl substituted dammarane-type terpennoids were first obtained from natural products. In addition, compounds 1, 2, 5, 6, and 8-10 were found to play an important role in suppressing NO levels at 50 μM, without cytotoxicity. All inhibitory activities were found to be dose-dependent.