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dc.contributor.advisorWilliams, Dwight A.
dc.contributor.authorKim, Min Soo
dc.descriptionviii, 29 p.en_US
dc.description.abstractSerotonin(5-HT)and its receptors are involved in a wide range of physiological functions. The serotonin receptor 2 (5-HT2)in particular, is known to interact with many psychopharmaceuticals. This clinical significance indicates that designingligands targeting the 5-HT2receptors may allow useful therapeutic exploitation. A recently isolated natural compound, 5-hydroxy-2-(2-phenylethyl) chromone (5-HPEC)has shown to be a 5-HT2Bantagonist and also possess neuroprotective properties in rat cortical cell cultures. Studies on 5-HPEC optimization led to a novel compound,5-hydroxy-2-(3-phenylpropyl) chromone (5-HPPC), which showed improved inhibition and affinity against 5-HT2B. This study aimed to design 5-HT2Bligands by modifying the 5-HPPC scaffold to further enhance its affinity and selectivity towards the receptor. Compounds with varying substituents on C-3, C-3′,and C-4′were synthesized, characterized and biologically evaluated. Among the derivatives, 5-hydroxy-2-(3-(3-cyanophenyl) propyl) chromone emerged as a new lead compound with 4-fold improvement in binding affinity over 5-HPPC. Computational data from ligand docking studies on compounds with promising profiles also confirmed the biological data. Potential improvements of the new lead were proposed based on the ligand docking results.en_US
dc.publisherKalamazoo Collegeen_US
dc.relation.ispartofKalamazoo College Chemistry Senior Individualized Projects Collection
dc.rightsU.S. copyright laws protect this material. Commercial use or distribution of this material is not permitted without prior written permission of the copyright holder. All rights reserved.
dc.titleDesign, Synthesis and Biological Evaluation of 5-Hydroxy-2-(3-phenylpropyl) Chromone Derivatives as 5-HT28 Receptor Ligandsen_US

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  • Chemistry Senior Individualized Projects [860]
    This collection includes Senior Individualized Projects (SIP's) completed in the Chemistry Department. Abstracts are generally available to the public, but PDF files are available only to current Kalamazoo College students, faculty, and staff.

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