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Kansas City, MO, United States

Das B.C.,University of Kansas | Das B.C.,Imaging and Therapeutic Research Unit | Das B.C.,Cornell University | Mahalingam S.M.,University of Kansas | And 4 more authors.
Journal of Organometallic Chemistry | Year: 2015

A series of novel 4,4,5,5-tetramethyl-2-(4-substitutedstyrylphenyl)-1,3,2 dioxaborolane derivatives has been synthesized. 4-(4,4,5,5-tetramethyl-1,3,2-dioxaboratophenyl)-methyl triphenylphosphonium bromide (4) was treated with 3 equiv of tBuONa, various aldehydes in the presence of DMF, and stirred at room temperature 4-6 h to yield the corresponding boron containing stilbene derivatives 1a-n in 71-94% yields. A one-pot protocol transformation has also been developed and used this methodology to synthesize boron containing resveratrol analogues. Simple and clean reactions, high yield of the products are the salient features of this methodology. We used this reaction to synthesize the boron capped polyenes. These boron containing polyene systems are potential intermediate to synthesize conjugated polyene as new material for LCD (Liquid Crystal Display) technology. The biological testing of these compounds is currently underway to identify potential therapeutic for Neurodegenerative diseases. © 2015 Elsevier B.V.

Das B.C.,University of Kansas | Das B.C.,Imaging and Therapeutic Research Unit | Das B.C.,Cornell University | Thapa P.,University of Kansas | And 17 more authors.
Bioorganic and Medicinal Chemistry | Year: 2014

Retinoids comprise a group of compounds each composed of three basic parts: a trimethylated cyclohexene ring that is a bulky hydrophobic group, a conjugated tetraene side chain that functions as a linker unit, and a polar carbon-oxygen functional group. Biochemical conversion of carotenoid or other retinoids to retinoic acid (RA) is essential for normal regulation of a wide range of biological processes including development, differentiation, proliferation, and apoptosis. Retinoids regulate various physiological outputs by binding to nuclear receptors called retinoic acid receptors (RARs) and retinoid X receptors (RXRs), which themselves are DNA-binding transcriptional regulators. The functional response of RA and their receptors are modulated by a host of coactivators and corepressors. Retinoids are essential in the development and function of several organ systems; however, deregulated retinoid signaling can contribute to serious diseases. Several natural and synthetic retinoids are in clinical use or undergoing trials for treating specific diseases including cancer. In this review, we provide a broad overview on the importance of retinoids in development and various diseases, highlighting various retinoids in the drug discovery process, ranging all the way from retinoid chemistry to clinical uses and imaging. © 2013 Elsevier Ltd. All rights reserved.

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