5059-37-0

Usage

Chemical structure

The compound consists of an indole molecule linked to a D-glucose molecule through a β-glycosidic bond.

Occurrence

It is commonly found in plants.

Biological activities

Known for its potential anti-inflammatory and antioxidant properties.

Potential applications

Studied for its potential role in cancer prevention and treatment.

Interest in medicinal chemistry

Garnered interest due to its diverse biological activities and potential therapeutic applications.

Glycoside interaction

As a glycoside, it has the ability to interact with various cellular targets.

Drug development and research

Considered a promising candidate for further drug development and research.

Upstream product

• 39264-63-6 1-(β-D-galactopyranosyl)indoline 
• 10257-28-0 D-Galactose 
• 496-15-1 1-indoline 
• 133-89-1 UDP-glucose 
• 120-72-9 indole 
• 2280-44-6 D-Glucose 
• 39264-64-7 1-(β-D-glucopyranosyl)indoline 
• 50-99-7 D-glucose 

Downstream Products

• 716379-93-0 3,3-dibromo-1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)indolin-2-one 
• 716379-97-4 3-benzylidene-1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)indolin-2-one 
• 5059-38-1 1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1H-indole 
• 716379-95-2 1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)indoline-2,3-dione 
• 4196-37-6 1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranos-1-yl)-1H-indole 

Relevant academic research and scientific papers

Synthesis of 1,3- and 2,3-diglycosylated indoles as potential trisaccharide mimetics

Diglycosylated heteroaromatics may serve as metabolically stable mimetics of trisaccharides. Herein, the preparation of several 1,3- and 2,3-diglycosylindoles by direct C-glycosylation of monoglycosylated precursors is described. Georg Thieme Verlag Stuttgart ? New York.

Synthesis, cytotoxic activities and cell cycle arrest profiles of naphtho[2,1-α]pyrrolo[3,4-c]carbazole-5,7(6H,12H)-dione glycosides

Naphtho[2,1-α]pyrrolo[3,4-c]carbazole-5,7(6H,12H)-dione (NPCD) is known to be a very potent and selective cyclin D1-CDK4 inhibitors and could induce strong G1 phase arrest in breast tumor cell lines. In this work, the synthesis of five NPCD glycosides and

Sweet (hetero)aromatics: Glycosylated templates for the construction of saccharide mimetics

Mono- and diglycosylated aromatics and heteroaromatics may serve as building blocks for the construction of metabolically stable mimetics of oligosaccharides. Methods for their preparation from monosaccharidic precursors by direct C-glycosylation, dipolar cycloaddition or Larock cyclization are described.

Probing the aglycon promiscuity of an engineered glycosyltransferase

(Figure Presented) A sweet library: Two variants (wild-type (WT) and a triple mutant) of glycosyltransferase (GT) OleD have been shown to catalyze glycosylation of over 70 substrates, formation of O-, S- and N-glycosidic bonds, and iterative glycosylation (see scheme). Identified substrates include nucleophiles not previously known to act in GT reactions and span numerous natural product and therapeutic drug classes.

Synthesis and antiproliferative activities of diversely substituted glycosyl-isoindigo derivatives

In the course of structure-activity relationship studies, diversely substituted 1-(β-D-glucopyranosyl)-isoindigo derivatives were prepared from commercially available indolines. Their antiproliferative activities were evaluated toward a panel of human solid cancer cell lines (PC 3, DLD-1, MCF-7, M4Beu, A549, PA 1), a murine cell line (L929) and a human fibroblast primary culture to get an insight into the substitution pattern required for the best biological potencies.

Synthesis and biological evaluation of oxindoles and benzimidazolinones derivatives

The synthesis of new oxindoles and benzimidazolinones derivatives bearing a sugar residue on the aromatic nitrogen is described. The presence of the glycoside moiety should enhance the solubility of these heterocyclic compounds and/or improve the interact

Synthesis of glycosyl-isoindigo derivatives

The synthesis of 1-(β-D-glucopyranosyl)-isoindigo from commercially available indoline is described. The synthetic pathway used allowed the substitution of the aromatic moiety by either electron donor or acceptor substituents.