BackgroundThiazolidinediones (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.MethodsBy adopting a widely applicable synthetic method, twenty-six TZD derivatives were synthesized and tested for their antiproliferative activity in MTT and Wound healing assays with PC3 (prostate cancer) and MCF-7 (breast cancer) cells.ResultsThree 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.ConclusionOur data highlight the promising potential of these TZD derivatives as anti-proliferative agents for the treatment of prostate and breast cancer.

A series of novel pyrano[3,2-c]carbazole derivatives have been synthesized by a simple one-pot, three component reaction of aromatic aldehydes, malononitrile-ethyl cyanoacetate and 4-hydroxycarbazoles catalyzed by triethylamine. The antiproliferative activity of the derivatives on various cancer cell lines such as MDA-MB-231, K562, A549 and HeLa was investigated. Among 9a-p, congeners 9a, 9c, 9g and 9i showed profound antiproliferative activity with IC50 values ranging from 0.43 to 8.05 μM and induced apoptosis significantly by inhibiting tubulin polymerization. Cell-based biological assays demonstrated that treatment of cell lines with compounds 9a, 9c, 9g and 9i results in G2/M phase arrest of the cell cycle. Moreover the derivatives significantly disrupted the microtubule network, produced an elevation of cyclinB1 protein levels and induced apoptosis by increasing the caspase-3 levels. In particular, 9i strongly inhibited tubulin assembly compared to the positive control CA-4. Molecular docking studies demonstrated that all the lead compounds selectively occupy the colchicine binding site of the tubulin polymer.

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A simple, efficient and environmentally benign method for the three component, one‐pot synthesis of spirooxindoles using ionic liquid tetrabutylammonium acetate as an inexpensive catalyst as well as reaction medium.

Design, Synthesis, and Biological Evaluation of Indolylidinepyrazolones as Potential Antibacterial Agents. -For example, knoevenagel condensation of indole-3-carbaldehyde with pyrazolone (II) provides coupling product (III) which shows antibacterial activity (MIC value 50 g/ml). -(INDRASENA, A.; RIYAZ*, S.; MALLIPEDDI, P. L.; PADMAJA, P.; SRIDHAR, B.; DUBEY, P. K.; Tetrahedron Lett. 55 (2014) 36, 5014-5018, http://dx.

Novel, Recyclable, and Thermally Stable Task-Specific Ionic Liquid (TBA Acetate) Medium/Catalyst for the Synthesis of Indolylidinecyclic-1,3-and -1,4-diketones. -An efficient and environmentally benign protocol for the synthesis of thiazolylideneindoles (III), related cyclohexane (V) and barbituric acid derivatives (VII) is described. -(RIYAZ*, S.; INDRASENA, A.; NAIDU, A.; DUBEY, P.; Synth. Commun. 44 (2014) 3, 368-373, http://dx.

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