192996-39-7Relevant academic research and scientific papers
Indole and 2,4-Thiazolidinedione conjugates as potential anticancer modulators
Corigliano, Domenica M.,Syed, Riyaz,Messineo, Sebastiano,Lupia, Antonio,Patel, Rahul,Reddy, Chittireddy Venkata Ramana,Dubey, Pramod K.,Colica, Carmela,Amato, Rosario,De Sarro, Giovambattista,Alcaro, Stefano,Indrasena, Adisherla,Brunetti, Antonio
, (2018/08/17)
Background. Thiazolidinediones (TZDs), also called glitazones, are five-membered carbon ring molecules commonly used for the management of insulin resistance and type 2 diabetes. Recently, many prospective studies have also documented the impact of these compounds as anti-proliferative agents, though several negative side effects such as hepatotoxicity, water retention and cardiac issues have been reported. In this work, we synthesized twenty-six new TZD analogues where the thiazolidinone moiety is directly connected to an N-heterocyclic ring in order to lower their toxic effects. Methods. By adopting a widely applicable synthetic method, twenty-sixTZDderivatives were synthesized and tested for their antiproliferative activity in MTT and Wound healing assays with PC3 (prostate cancer) and MCF-7 (breast cancer) cells. Results. Three compounds, out of twenty-six, significantly decreased cellular viability and migration, and these effects were even more pronounced when compared with rosiglitazone, a well-known member of the TZD class of antidiabetic agents. As revealed by Western blot analysis, part of this antiproliferative effect was supported by apoptosis studies evaluating BCL-xL and C-PARP protein expression. Conclusion. Our data highlight the promising potential of these TZD derivatives as anti-proliferative agents for the treatment of prostate and breast cancer.
Novel, recyclable, and thermally stable task-specific ionic liquid (TBA acetate) medium/catalyst for the synthesis of indolylidinecyclic-1,3- and -1,4-diketones
Riyaz, Sd.,Indrasena,Naidu,Dubey
, p. 368 - 373 (2014/01/06)
A simple and efficient synthesis of indolylidinethiazolidnediones (3) and indolylidinecyclic-1,3-diketones (5) has been developed by reaction of indole-3-aldehyde (1) with thiazolidinedione (2) or cyclic-1,3-diketones (4) using tetra butyl ammonium acetat
L-proline-catalyzed synthesis of novel 5-(1H-indol-3-yl-methylene)- thiazolidine-2,4-dione derivatives as potential antihyperglycemic agents
Riyaz,Naidu,Dubey
experimental part, p. 2756 - 2762 (2011/09/15)
Knoevenagel condensation between indole-3-aldehyde 1 and an active methylene group containing 2,4-thiazolidinedione 2 in refluxing toluene using L-proline as a catalyst yielded 3, which on alkylation using 2 equivalents of alkylating agent under phase-tra
