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- W4236020352 abstract "The natural product, anguidine, belongs to the sesquiterpenoid class of trichothecenes and has been investigated due to its remarkable biological activity as an anti-cancer, anti-infective, and insecticidal agent. Anguidine inhibits the initiation of protein synthesis resulting in the death of rapidly proliferating cells. Over the past 60 years, various studies focused on developing enantioelective synthesis of anguidine and anguidine precursors. However, only one total synthesis of anguine, published in 1983, has been reported to this day. Herein, we present our proof-of-concept studies pertaining to the development of practical synthetic avenues for the synthesis of anguidine and anguidine-like scaffolds, aimed to investigate anguidine's antimalarial activity. Chapters 3 to 5 of this dissertation explores the use of a reaction sequence consisting of a Horner-Wadsworth-Emmons olefination, a Stork enamine alkylation, an aldol condensation, as well as an acid-catalyzed intramolecular cyclization to synthesize anguidine-like scaffolds with varying ring sizes. Chapter 6 of this dissertation describes our efforts towards the total synthesis of anguidine by adopting the aforementioned sequence of reactions. We hope to synthesize and derivatize anguidine in order to conduct structure-activity and structure-property relationship studies to lower the toxicity while maintaining or improving its antimalarial potency." @default.
- W4236020352 created "2022-05-12" @default.
- W4236020352 creator A5063648074 @default.
- W4236020352 date "2021-05-10" @default.
- W4236020352 modified "2023-09-28" @default.
- W4236020352 title "Studies towards the total synthesis of anguidine and anguidine-like scaffolds" @default.
- W4236020352 doi "https://doi.org/10.17760/d20398261" @default.
- W4236020352 hasPublicationYear "2021" @default.
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