@article{Villalonga-Barber_Meligova_Alexi_Steele_Kouzinos_Screttas_Katsanou_Micha-Screttas_Alexis_2011, title={New hydroxystilbenoid derivatives endowed with neuroprotective activity and devoid of interference with estrogen and aryl hydrocarbon receptor-mediated transcription}, volume={19}, ISSN={0968-0896}, archiveLocation={Ινστιτούτο Χημικής Βιολογίας - Επιστημονικό έργο}, url={https://hdl.handle.net/10442/12308}, DOI={10.1016/j.bmc.2010.11.018}, abstractNote={We have synthesized a series of new (E) stilbenoid derivatives containing hydroxy groups at ring positions identical or similar to those of trans-resveratrol and bearing one or two bulky electron donating groups ortho to 4’-OH and we have evaluated their neuroprotective activity using glutamate-challenged HT22 hippocampal neurons to model oxidative stress-induced neuronal cell death. The most active derivatives, 5-{(E)-2-[3,5-bis(1-ethylpropyl)-4-hydroxyphenyl]ethenyl}-1,3-benzenediol (2), 5-[(E)-2-(3,5-di-tert-butyl-4-hydroxyphenylethenyl)]-1,3-benzenediol (4) and 5-{(1E, 3E)-4-[3,5-bis(1-ethylpropyl)-4-hydroxyphenyl]-1,3-butadienyl}-1,3-benzenediol (6), had EC(50) values of 30, 45 and 12 nM, respectively, and were ca. 100 to 400-fold more potent than resveratrol. Derivatives 2, 4 and 6 lacked cytotoxic activity against HT22 cells and estrogen receptor agonist or antagonist activity in estrogen response element-dependent gene expression and in estrogen-dependent proliferation of MCF-7 human breast cancer cells. In addition, they were incapable of interfering with aryl hydrocarbon receptor-mediated xenobiotic response element-dependent gene expression. Derivatives 2, 4 and 6 might assist in the development of lead candidates against oxidative stress-driven neurodegenerative diseases that will not increase endocrine cancer risk nor affect drug activation and detoxification mechanisms.}, number={1}, journal={Bioorganic & Medicinal Chemistry}, publisher={Pergamon}, author={Villalonga-Barber, Carolina and Meligova, Aggeliki K. and Alexi, Xanthippi and Steele, Barry R. and Kouzinos, Constantinos E. and Screttas, Constantinos G. and Katsanou, Efrosini S. and Micha-Screttas, Maria and Alexis, Michael N.}, year={2011}, month={Jan}, pages={339–351} }