New Arylthioindoles and Related Bioisosteres at the Sulfur Bridging Group. 4. Synthesis, Tubulin Polymerization, Cell Growth Inhibition, and Molecular Modeling Studies was written by La Regina, Giuseppe;Sarkar, Taradas;Bai, Ruoli;Edler, Michael C.;Saletti, Roberto;Coluccia, Antonio;Piscitelli, Francesco;Minelli, Lara;Gatti, Valerio;Mazzoccoli, Carmela;Palermo, Vanessa;Mazzoni, Cristina;Falcone, Claudio;Scovassi, Anna Ivana;Giansanti, Vincenzo;Campiglia, Pietro;Porta, Amalia;Maresca, Bruno;Hamel, Ernest;Brancale, Andrea;Novellino, Ettore;Silvestri, Romano. And the article was included in Journal of Medicinal Chemistry in 2009.HPLC of Formula: 210345-56-5 This article mentions the following:
A series of arylthioindoles, e.g., I (X = S, R1 = H, CO2Me, CO2Et, R2 = H, Cl, Br, OMe), the corresponding ketones I (X = CO) and diarylmethanes I (X = CH2), as well as pyrrole II (Y = CH2, CO, Z = CH, R3 = CO2Et, R4 = R5 = H; etc.) and imidazole analogs II (Y = CO, Z = N, R3 = R5 = H, R4 = CO2Et; etc.) were synthesized and their activity as tubulin polymerization and cancer cell growth inhibitors assessed. As growth inhibitors of MCF-7 cells, sulfur derivatives were superior or sometimes equivalent to the ketones, while methylene derivatives were substantially less effective. Indoles I (X = S, R1 = H, R2 = Br; X = S, CO, CH2, R1 = CO2Me, R2 = Br, OMe) showed ∼50% of inhibition on human HeLa and HCT116/chr3 cells at 0.5 μM, and these compounds inhibited the growth of HEK, M14, and U937 cells with IC50‘s in the 78-220 nM range. While murine macrophage J744.1 cell growth was significantly less affected (20% at higher concentrations), four other non-transformed cell lines remained sensitive to these indoles. The effect of drug treatment on cell morphol. was examined by time-lapse microscopy. In a protocol set up to evaluate toxicity on the Saccharomyces cerevisiae BY4741 wild type strain, compounds I (X = S, R1 = H, R2 = Br) and II (Y = CH2, Z = CH, R3 = CO2H, R4 = R5 = H) strongly reduced cell growth, and I (X = CH2, R1 = CO2Me, R2 = Br; X = S, CO, R1 = CO2Me, R2 = OMe) also showed significant inhibition. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5HPLC of Formula: 210345-56-5).
Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.HPLC of Formula: 210345-56-5
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