116757-24-5Relevant articles and documents
Iodine-promoted selective 3-selanylation and 3-sulfenylation of indoles with dichalcogenides under mild conditions
Chen, Su-Qin,Wang, Qian-Mei,Xu, Ping-Chuan,Ge, Shao-Peng,Zhong, Ping,Zhang, Xiao-Hong
, p. 100 - 103 (2016/01/25)
A simple method was developed for the synthesis of 3-chalcogen indoles via iodine-promoted direct 3-selanyl- and 3-sulfenylation of indoles with dichalcogenides. The reaction was carried out smoothly in EtOH under air at room temperature, selectively givi
New arylthioindoles: Potent inhibitors of tubulin polymerization. 2. Structure-activity relationships and molecular modeling studies
De Martino, Gabriella,Edler, Michael C.,La Regina, Giuseppe,Coluccia, Antonio,Barbera, Maria Chiara,Barrow, Denise,Nicholson, Robert I.,Chiosis, Gabriela,Brancale, Andrea,Hamel, Ernest,Artico, Marino,Silvestri, Romano
, p. 947 - 954 (2007/10/03)
Arylthioindoles (ATIs) that possess a 3-methoxyphenylthio or a 3,5-dimethoxyphenylthio moiety at position 2 of the indole ring were effective tubulin assembly inhibitors, but weak inhibitors of MCF-7 cell growth. ATIs bearing a 3-(3,4,5-trimethoxyphenyl)thio moiety were potent tubulin polymerization inhibitors, with IC50s in the 2.0 (35) to 4.5 (37) μM range. They also inhibited MCF-7 cell growth at nanomolar concentrations. The 3,4,5-trimethoxy substituted ATIs showed potencies comparable to those of the reference compounds colchicine and combretastatin A-4 in both tubulin assembly and cell growth inhibition assays. Dynamics simulation studies correlate well with the observed experimental data. Furthermore, from careful analysis of the biological and in silico data, we can now hypothesize a basic pharmacophore for this class of compounds.
Arylthioindoles, potent inhibitors of tubulin polymerization
De Martino, Gabriella,La Regina, Giuseppe,Coluccia, Antonio,Edler, Michael C.,Barbera, Maria Chiara,Brancale, Andrea,Wilcox, Elizabeth,Hamel, Ernest,Artico, Marino,Silvestri, Romano
, p. 6120 - 6123 (2007/10/03)
Several arylthioindoles had excellent activity as inhibitors both of tubulin polymerization and of the growth of MCF-7 human breast carcinoma cells. Methyl 3-[(3,4,5-tri-methoxypheny)thio]-5-methoxy-1H-indole-2-carboxylate (21), the most potent derivative