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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/59237

Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties

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Abstract

Multitarget compounds are increasingly being pursued for the effective treatment of complex diseases. Herein, we describe the design and synthesis of a novel class of shogaol
huprine hybrids, purported to hit several key targets involved in Alzheimer"s disease. The hybrids have been tested in vitro for their inhibitory activity against human acetylcholinesterase and butyrylcholinesterase and antioxidant activity (ABTS.+, DPPH and Folin-Ciocalteu assays), and in intact Escherichia coli cells for their Aβ42 and tau anti-aggregating activity. Also, their brain penetration has been assessed (PAMPA-BBB assay). Even though the hybrids are not as potent AChE inhibitors or antioxidant agents as the parent huprine Y and [4]-shogaol, respectively, they still exhibit very potent anticholinesterase and antioxidant activities and are much more potent Aβ42 and tau anti-aggregating agents than the parent compounds. Overall, the shogaol
huprine hybrids emerge as interesting brain permeable multitarget anti-Alzheimer leads.

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Citation

PÉREZ AREALES, Francisco Javier, et al. Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties. Bioorganic & Medicinal Chemistry. 2014. Vol. 22, num. 19, pags. 5298-5307. ISSN 0968-0896. [consulted: 10 of June of 2026]. Available at: https://hdl.handle.net/2445/59237

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