90365-68-7

Upstream product

• 212499-83-7 1',2',3',4'-tetra-O-benzoyl-α/β-L-arabinopyranose 
• 87-72-9 L-(+)-arabinose 
• 1032153-48-2 1-propoxy-2,3,4-tribenzoyl-L-arabinopyranose 
• 372515-38-3 1',2',3',4'-tetra-O-benzoyl-L-lyxopyranose 
• 10257-32-6 D-ribose 
• 909273-47-8 O²,O³,O⁴-Tribenzoyl-β-D-ribopyranose 
• 7473-43-0 tetra-O-benzoyl-β-D-ribopyranose 
• 98-88-4 benzoyl chloride 

Downstream Products

• 6638-76-2 methyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside 
• 34000-09-4 ethyl-(tri-O-benzoyl-β-D-ribopyranoside) 
• 7473-43-0 tetra-O-benzoyl-β-D-ribopyranose 
• 13035-46-6 benzyl-(tri-O-benzoyl-β-D-ribopyranoside) 
• 13035-43-3 tri-O-benzoyl-β-D-ribopyranosyl chloride 
• 19231-16-4 5-Chlor-3-<1'-(2',3',4'-tri-O-benzoyl-β-D-ribopyranosyl)>-2-benzoxazolon 
• 13035-48-8 tri-O-benzoyl-α-D-ribopyranosyl bromide 
• 905918-23-2 formyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside 
• 909273-47-8 O²,O³,O⁴-Tribenzoyl-β-D-ribopyranose 
• 14218-06-5 tri-O-benzoyl-1,5-anhydro-ribitol 
• 13035-47-7 tri-O-benzoyl-α-D-ribopyranosyl chloride 
• 34368-58-6 O¹,O²,O⁴-phenylmethanetriyl-α-D-ribopyranose 
• 32087-42-6 O³-acetyl-O¹,O²,O⁴-phenylmethanetriyl-α-D-ribopyranose 
• 29581-29-1 O³-benzoyl-O¹,O²,O⁴-phenylmethanetriyl-α-D-ribopyranose 

Relevant academic research and scientific papers

Herbivore-Induced (Z)-3-Hexen-1-ol is an Airborne Signal That Promotes Direct and Indirect Defenses in Tea (Camellia sinensis) under Light

Tea (Camellia sinensis) is the most popular nonalcoholic beverage worldwide. During cultivation, tea plants are susceptible to herbivores and pathogens, which can seriously affect tea yield and quality. A previous report showed that (Z)-3-hexenol is a pot

Solasodine-3-O-β-D-glucopyranoside kills Candida albicans by disrupting the intracellular vacuole

The increasing incidence of fungal infections and emergence of drug resistance underlie the constant search for new antifungal agents and exploration of their modes of action. The present study aimed to investigate the antifungal mechanisms of solasodine-3-O-β-D-glucopyranoside (SG) isolated from the medicinal plant Solanum nigrum L. In vitro, SG displayed potent fungicidal activity against both azole-sensitive and azole-resistant Candida albicans strains in Spider medium with its MICs of 32 μg/ml. Analysis of structure and bioactivity revealed that both the glucosyl residue and NH group were required for SG activity. Quantum dot (QD) assays demonstrated that the glucosyl moiety was critical for SG uptake into Candida cells, as further confirmed by glucose rescue experiments. Measurement of the fluorescence intensity of 2′,7'-dichlorofluorescin diacetate (DCFHDA) by flow cytometry indicated that SG even at 64 μg/ml just caused a moderate increase of reactive oxygen species (ROS) generation by 58% in C. albicans cells. Observation of vacuole staining by confocal microscopy demonstrated that SG alkalized the intracellular vacuole of C. albicans and caused hyper-permeability of the vacuole membrane, resulting in cell death. These results support the potential application of SG in fighting fungal infections and reveal a novel fungicidal mechanism.

Synthesis of Functionalized 2-(4-Hydroxyphenyl)-3-methylbenzofuran Allosteric Modulators of Hsp90 Activity

Hsp90 is a molecular chaperone that plays a pivotal role in the cell life cycle. ATP-regulated internal dynamics are critical to Hsp90 function and we recently demonstrated that these dynamics can be modulated in an allosteric fashion; the protein C-terminal domain (CTD) can be effectively targeted with a family of 2-phenyl-benzofuran derivatives. Here we describe the expansion of the initial library, reporting 28 new derivatives that explore the chemical space at opposite ends of the benzofuran scaffold. Interactions of the compounds with a full-length protein homolog were explored by Saturation Transfer Difference (STD) NMR spectroscopy. In this context we also report the interaction epitope of Novobiocin, a known CTD inhibitor.

Synthesis of a chlorogenin glycoside library using an orthogonal protecting group strategy

Naturally occurring spirostanol saponins bear a chacotriose, α-l-rhamnopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→4)] -β-d-glucopyranose residue as the oligosaccharide moiety which is believed to be important for biological activity. Herein the development of a concise, combinatorial method for the synthesis of two series of glycan variants at the 2′ and/or 4′ positions of chacotriose is described and the structure-activity relationships of the glycone part at 3-OH of chlorogenin investigated. These compounds were found to be weakly-cytotoxic toward leukemia cell lines CCRF and HL-20, indicating that the chacotriose moiety is important for anticancer activity.

Metal complexation of a D -ribose-based ligand decoded by experimental and theoretical studies

A combination of experimental and theoretical methods have been used to elucidate the complexation properties of a new sugar-derived hexadentate ligand, namely methyl 2,3,4-tri-O-(2-picolyl)-β-D-ribopyranoside (L). The coordination bond lengths in the complexes with MnII, Co II, NiII, and ZnII show substantial deviations from ideal octahedra with deformation towards trigonal-prismatic geometries, which is indicative of a conformationally constrained ligand. The metal-cation-ligand interactions were studied for L and the acyclic analogue L' [1,2,3-tri-O-(2-picolyl)-1,2,3-propanetriol] by spectroscopic methods and isothermal calorimetric titrations for the series MnII, Co II, NiII, ZnII, and CuII. The results indicate a stabilization of the complexes obtained with L compared with L', depending on the nature of the metal. Molecular modeling studies showed that the presence of the sugar moiety strongly favors conformations compatible with metal binding, which suggests an entropic origin of the stabilization of L complexes with regards to L' complexes. Moreover, the differences in the metal chelation profiles of L and L' are related to the constraints in the sugar group in the metal-bound structures. This study shows that foreseeing the degree of preorganization of flexible ligands may drive the design of a new generation of chelating compounds. A new sugar-derived ligand, with its coordination site embedded in a pyranoside cycle in the chair conformation, has been designed. Its transition-metal complexes were characterized by experimental and complexation methods and revealed a dramatic impact of the preorganization and complementarity of the carbohydrate scaffold on the metal binding.

PREPARATION METHOD OF 2-DEOXY-L-RIBOSE

A method of preparing 2-deoxy-L-ribose represented by the following formula I is disclosed. The preparation method includes the steps of: treating L-arabinose with an alcohol solvent in the presence of an acid to prepare 1-alkoxy-L-arabinopyranose; allowi

THE PREPARATION METHOD OF 2-DE0XY-L-RIB0SE

A method of preparing 2-deoxy-L-ribose represented by the following formula I is disclosed. The preparation method includes the steps of : treating L-arabinose with an alcohol solvent in the presence of an acid to prepare 1-alkoxy-L- arabinopyranose; allowing the prepared 1-alkoxy-L- arabinopyranose to react with acyl chloride so as to prepare l-alkoxy-2, 3, 4-triacyl-L-arabinopyranose; brominating the alkoxy group of the prepared l-alkoxy-2, 3, 4-triacyl-L- arabinopyranose to prepare a l-bromo-2, 3, 4-triacyl compound; allowing the prepared compound to react with zinc in the presence of ethyl acetate and an organic base so as to prepare glycal; treating the glycal with an alcohol solvent in the presence of an acid to prepare l-alkoxy-2-deoxy-3, 4- diacyl-L-ribopyranose; treating the prepared l-alkoxy-2- deoxy-3, 4-diacyl-L-ribopyranose with a base to prepare 1- alkoxy-2-deoxy-L-ribopyranose; and hydrolyzing the prepared l-alkoxy-2-deoxy-L-ribopyranose in the presence of an acid catalyst.