864963-47-3

Upstream product

• 40138-16-7 2-formylbenzene boronic acid 
• 119139-14-9 3-bromo-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 
• 3005-27-4 3,4-dibromo-1-methyl-2,5-dihydropyrrole-2,5-dione 
• 120-72-9 indole 

Downstream Products

• 864963-49-5 2-[2,5-dihydro-4-(1H-indol-3-yl)-1-methyl-2,5-dioxo-1H-pyrrol-3-yl]benzoic acid 

Relevant academic research and scientific papers

First efficient synthesis of novel oxophenyl-arcyriaflavin analogs

New oxophenylarcyriaflavins were synthesized in a few efficient steps. The key steps involved at first a palladium cross-coupling between the 3-bromo-4-(1H-indol-3-yl)1-methylpyrrole-2,5-dione and the 2-formylphenylboronic acid or a methyl 2-trialkylstann

Synthesis and biological evaluation of novel oxophenylarcyriaflavins as potential anticancer agents

We report the synthesis and biological evaluation of new oxophenylarcyriaflavins designed as potential anticancer agents. An efficient synthesis involving palladium-catalyzed Suzuki and Stille reactions is presented, without any indolic protective group. The central ring closure of the scaffold was performed through an electrophilic reaction on the position C-2 of the indole ring. The use of indole and 5-benzyloxyindole, along with substituted phenyl rings, generated three different scaffolds, which were successively exploited to modulate the structure. The cytotoxicity of the newly designed compounds on four cancer cell lines and activities against three kinases (CDK1, CDK5 and GSK3) were evaluated. Several compounds showed a marked cytotoxicity with IC50 values in the sub-micromolar range, and induced important cell cycle perturbations, with a G2/M arrest. Some compounds revealed DNA binding properties and were found to inhibit topoisomerase-mediated DNA relaxation of supercoiled DNA, but these properties are not mandatory for a cytotoxic action. A novel lead compound (32) has been identified and warrants further investigations. The Royal Society of Chemistry 2008.

Synthesis of benzo analogs of oxoarcyriaflavins and caulersine

In the course of a program aimed at designing new antitumor agents, we were interested in the synthesis of mixed structures of maleimidophenyl carbazoles and natural product caulersine as potential CDK inhibitors. This was performed through an efficient f