Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/28315
Title: Mechanistic studies of anti-malarial spiroindolones and synthesis and structure-activity relationship studies of an inhibitor of dengue proliferation
Authors: YAP PEILING
Keywords: Pictet-Spengler; Spiroindolones; Structure-Activity Relationship; Suzuki coupling; Malaria; Dengue
Issue Date: 13-May-2009
Source: YAP PEILING (2009-05-13). Mechanistic studies of anti-malarial spiroindolones and synthesis and structure-activity relationship studies of an inhibitor of dengue proliferation. ScholarBank@NUS Repository.
Abstract: I) A member of spiroindolone class of compounds was identified as a powerful inhibitor of Plasmodium falciparum proliferation. Synthetic studies in our laboratory showed that the synthesis of these compounds exhibits high diastereoselectivity. The current project investigated the mechanism of this reaction. Imine intermediates were synthesized, characterized and further cyclized at different temperatures. Control of the stereochemistry of the spiroindolones was demonstrated and a hypothesis for the mechanism of the reaction will be presented.II) NITD10 was identified to have good anti-viral activity in cellular dengue assays. As the target of NITD10 is unknown, a project was started to synthesize analogs which can be used in target pull-down experiments. By making modifications to different points on the scaffold, analogs were synthesized and screened to study the structure-activity-relationship (SAR) of the series.
URI: http://scholarbank.nus.edu.sg/handle/10635/28315
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