189459-95-8

Upstream product

• 108-30-5 succinic acid anhydride 
• 107-19-7 propargyl alcohol 

Relevant academic research and scientific papers

Synthesis of diosgenin prodrugs: anti-inflammatory and antiproliferative activity evaluation

Abstract: In this work, we evaluated the antiproliferative and anti-inflammatory activities of two diosgenin prodrugs. The prodrugs were obtained by esterification of diosgenin at position 3 with 4-oxo-4-(prop-2-yn-1-yloxy)butanoic acid followed by click reaction on terminal alkyne with 3-azidopropan-1-ol N-alkylated dendrons, resulting in a prodrug with methyl ester end-groups and a derivative with tert-butyl ester end-groups, hydrolysis of tert-butyl ester derivative afforded a prodrug with carboxylic acid terminals. All compounds were fully characterized by 1H and 13C NMR, ATR-FTIR and HR-ESI TOF. Studies of the anti-inflammatory effects on mouse ear edema of prodrugs methyl ester and carboxylic acid, ended, using diosgenin and dexamethasone as positive controls, showed the superiority of methyl ester ended prodrug with an ED50 four times lower than that of dexamethasone. Further, carboxylic acid ended prodrug was found to be more active than diosgenin as an antiproliferative agent, according to crystal violet assay. Graphic abstract: Diosgenin was transformed to ester and acid prodrugs through succinic ester and a 1,2,3-triazole linkers. The prodrug with methyl ester terminals was four times more active than dexamethasone as anti-inflammatory compound, while prodrug with carboxylic acid terminals improved antiproliferative activity over MCF-7 cells.[Figure not available: see fulltext.].

Magnetic glyco-nanoparticles: A unique tool for rapid pathogen detection, decontamination, and strain differentiation

Many pathogens use mammalian cell surface carbohydrates as anchors for attachments, which subsequently results in infection. The unique combination of magnetic nanoparticles and diverse carbohydrate bioactivities prompts us to develop a magnetic glyco-nanoparticle (MGNP)-based system to rapidly detect Escherichia coli (E. coli) in just 5 min. High capture efficiencies up to 88% were achieved. Moreover, to accurately differentiate three E. coli strains, response patterns of MGNPs were utilized to decipher the pathogen identity. This appealing approach may have clinical applications since the virulence of many pathogens can be correlated with carbohydrate binding specificity. To the best of our knowledge, this is the first time that MGNPs have been used to detect, quantify, and differentiate E. coli cells, which can provide an exciting new avenue for decontamination and diagnostic applications. Copyright

Synthesis, characterization, and properties of amphiphilic chitosan copolymers with mixed side chains by click chemistry

Novel amphiphilic chitosan copolymers with mixed side chains of poly(ε-caprolactone) and poly(ethylene oxide) (CS-g-PCL/PEO) were successfully synthesized by "graft to" approach via click chemistry. The melting and crystallization behaviors and crystalline morphology of CS-g-PCL/PEO copolymers can be adjusted by the alteration of the feed ratio of PCL and PEO segments. CS-g-PCL/PEO copolymers revealed crystalline morphology different from that of linear alkynyl PCL and alkynyl PEO due to the influence of brush structure of copolymers and the mutual influence of PCL and PEO segments. The hydrophilicity of the CS copolymers can be improved and adjusted by the alteration of the composition of PCL and PEO segments. Moreover, the CS copolymers can self-assemble Into spherical micelles in aqueous solution. Investigation shows that the size of the CS copolymer micelles increased with the increase of the content of hydrophobic PCL segments in copolymers, which indicated that the micellar behavior of the copolymers can be controlled by the adjustment of the ratio of PCL and PEO segments in copolymer.

Versatile grafting approaches to star-shaped POSS-containing hybrid polymers using RAFT polymerization and click chemistry

An alkyne-bearing polyhedral oligomeric silsesquioxane (POSS) core was used to prepare POSS-containing polymer hybrids using 'grafting to' or 'grafting from' strategies in combination with reversible chain transfer and click chemistry.

Bifunctional dendrimers: From robust synthesis and accelerated one-pot postfunctionalization strategy to potential applications

A fourth wheel: Two sets of bifunctional AB2C dendrimers having internal acetylene/azides and external hydroxy groups were constructed utilizing benign synthetic protocols. An in situ postfunctionalization strategy was successfully carried out to illustrate the chemoselective nature of these dendrimers. The dendrimers were also transformed into dendritic nanoparticles or utilized as dendritic crosslinkers for the fabrication hydrogels. (Figure Presented).

MATERIAL FOR FORMING ORGANIC FILM, METHOD FOR FORMING ORGANIC FILM, PATTERNING PROCESS, AND COMPOUND

The present invention is a material for forming an organic film, including: a compound shown by the following general formula (1); and an organic solvent, where in the general formula (1), X represents an organic group with a valency of “n” having 2 to 50

Flavone derivative for treating tumor and application thereof

The invention provides a flavone derivative represented by a formula I and pharmaceutically acceptable salt, hydrate or solvate thereof. In the formula I, R1 H, is 1-4 alkyl, amino or C1-4 acyl; R2 isisopentenyl or 2-hydroxy isopentyl; R3 is H, methyl or deuterated methyl; R4 represents C1-4 alkyl, amino or C1-4 acyl or R5 represents monosaccharide residue or oligosaccharide residue; and L represents polypeptide, C1-C20 straight chain alkyl or derivative thereof, C1-C20 straight chain or branched chain acyl derivative, C1-C20 ethylene glycol or derivative thereof, wherein Y is an integer of 0to 100, b is an integer of 1 to 100, C is an integer of 1 to 10, d is an integer of 0 to 100, and e is an integer of 0 to 100. The flavone derivative has high-efficiency broad-spectrum anticancer activity.

A dual wavelength polymerization and bioconjugation strategy for high throughput synthesis of multivalent ligands

Structure–function relationships for multivalent polymer scaffolds are highly complex due to the wide diversity of architectures offered by such macromolecules. Evaluation of this landscape has traditionally been accomplished case-by-case due to the experimental difficulty associated with making these complex conjugates. Here, we introduce a simple dual-wavelength, two-step polymerize and click approach for making combinatorial conjugate libraries. It proceeds by incorporation of a polymerization friendly cyclopropenone-masked dibenzocyclooctyne into the side chain of linear polymers or the α-chain end of star polymers. Polymerizations are performed under visible light using an oxygen tolerant porphyrin-catalyzed photoinduced electron/energy transfer-reversible addition–fragmentation chain-transfer (PET-RAFT) process, after which the deprotection and click reaction is triggered by UV light. Using this approach, we are able to precisely control the valency and position of ligands on a polymer scaffold in a manner conducive to high throughput synthesis.

Mimicking biological membranes with programmable glycan ligands self-assembled from amphiphilic Janus glycodendrimers

An accelerated modular synthesis produced 18 amphiphilic Janus glycodendrimers with three different topologies formed from either two or one carbohydrate head groups or a mixed constellation with a noncarbohydrate hydrophilic arm. By simple injection of their THF solutions into water or buffer, all of the Janus compounds self-assembled into uniform, stable, and soft unilamellar vesicles, denoted glycodendrimersomes. The mixed constellation topology glycodendrimersomes were demonstrated to be most efficient in binding plant, bacterial, and human lectins. This evidence with biomedically relevant receptors offers a promising perspective for the application of such glycodendrimersomes in targeted drug delivery, vaccines, and other areas of nanomedicine.

MODULAR SYNTHESIS OF AMPHIPHILIC JANUS GLYCODENDRIMERS AND THEIR SELF-ASSEMBLY INTO GLYCODENDRIMERSOMES

The invention concerns compounds of the formula (I) wherein: Y1 and Y2 are independently a monosaccharide or disaccharide; X1 and X2 are independently -(R9-O)m-, -(R10)P-, -O-(R11-O)q-, -R16-O-R17-O- or a covalent bond; Q1 and Q2 are independently a nitrogen-containing heterocycle moiety; Z1 and Z2 are independently -(O-R7)-, -(O-C(=O)-R8)a-, -O-C(=O)-R12-C(=0)-R13-, -O- C(=O)-R14-C(=O)-R15 or a covalent bond; R7-R17 are each independently C1-C6 alkyl; R1-R6 are each independently a linear or branched alkly group; b, c, d, e, f, and g are 0 or 1, provided b + c + d equals at least 2 and e + f + g equals at least 2; and a, m, p, and q are each an integer from 1-6.