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Chemistry

WWU Graduate School Collection

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Guaipyridine

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Full-Text Articles in Physical Sciences and Mathematics

Stereoselective Synthesis Of (+)- And (-)-Cananodine, Haley Holliday Jan 2023

Stereoselective Synthesis Of (+)- And (-)-Cananodine, Haley Holliday

WWU Graduate School Collection

Natural products are an important class of molecules utilized in traditional medicine and inspire drug design in medicinal chemistry. Cananga odorata, a tree commonly known as ylang-ylang, contains natural products known to positively benefit health, and specifically promote liver health. One alkaloid isolated from Cananga odorata, cananodine, possesses cytotoxic properties, specifically against hepatocellular carcinoma (HCC). HCC is the most common type of liver cancer, with one million diagnoses projected by 2025 globally. Cananodine is a member of the guaipyridine alkaloid family, a class of compounds that feature a substituted pyridine bonded to a seven-membered ring. The first enantiomer …


Synthetic Studies On Guaipyridine Alkaloids: Rupestines B And C, Evangeline Starchman Jan 2020

Synthetic Studies On Guaipyridine Alkaloids: Rupestines B And C, Evangeline Starchman

WWU Graduate School Collection

The rupestines, a family of guaipyridine alkaloids, are isolated from the plant Artemisia rupestris. Historically, this plant was used intraditional Chinese medicine due to its reported antitumor, antibacterial, and antiviral activities as well as reported protection of the liver. The rupestines can only be isolated from their parent plant in small quantities, making the total synthesis of these guaipyridine alkaloids of particular interest. Cananodine, anotherguaipyridine alkaloid, is a biologically active compound that can be isolated in small quantities from the fruits of Cananga odorata and displays activity against two types of hepatocellular carcinoma cell lines. It is hypothesized that the …