Design, synthesis and evaluation of new bioactive oxadiazole derivatives as anticancer agents targeting Bcl-2 was written by Hamdy, Rania;Elseginy, Samia A.;Ziedan, Noha I.;El-Sadek, Mohamed;Lashin, Elsaid;Jones, Arwyn T.;Westwell, Andrew D.. And the article was included in International Journal of Molecular Sciences in 2020.Application In Synthesis of 5-Methoxyindole-2-carboxylic acid This article mentions the following:
A series of 2-(1H-indol-3-yl)-5-substituted-1,3,4-oxadiazoles I [R = benzyl, 4-methylphenoxymethyl, 4-nitrophenyl, etc.] were designed, synthesized and tested in-vitro as potential pro-apoptotic Bcl-2 inhibitory anticancer agents based on previously reported compounds Synthesis of the target 1,3,4-oxadiazoles I were readily accomplished through a cyclization reaction of indole carboxylic acid hydrazide with substituted carboxylic acid derivatives RC(O)OH in the presence of phosphorus oxychloride. New compounds I showed a range of IC50 values concentrated in the low micromolar range selectively in Bcl-2 pos. human cancer cell lines. The most potent candidate I [R = 4-trifluorophenyl] showed selective IC50 values of 0.52-0.88μM against Bcl-2 expressing cell lines with no inhibitory effects in the Bcl-2 neg. cell line. Moreover, I [R = 4-trifluorophenyl] showed binding that was two-fold more potent than the pos. control gossypol in the Bcl-2 ELISA binding affinity assay. Mol. modeling studies helped to further rationalize anti-apoptotic Bcl-2 binding and identified compound I [R = 4-trifluorophenyl] as a candidate with drug-like properties for further investigation as a selective Bcl-2 inhibitory anticancer agent. In the experiment, the researchers used many compounds, for example, 5-Methoxyindole-2-carboxylic acid (cas: 4382-54-1Application In Synthesis of 5-Methoxyindole-2-carboxylic acid).
5-Methoxyindole-2-carboxylic acid (cas: 4382-54-1) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Application In Synthesis of 5-Methoxyindole-2-carboxylic acid
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles