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- Title
A comparative study of boron-containing and boron-omitted capsaicinoids.
- Authors
Ngô, Giao N.; Park, SunMin; Stack, Hailey M.; Rourke, Jillian L.; Melanson, Jennifer A.; Westcott, Stephen A.
- Abstract
This study reports the synthesis and characterization of a limited number of novel boron-containing and boron-omitted capsaicinoids, providing 12 unique substrates. We have previously reported boron-containing capsaicinoids that showed improved bioactivity compared to capsaicin itself but have yet to test a series of analogous boron-omitted substrates as a direct comparison. The boron-containing capsaicinoids bear a pinacolboronate ester (Bpin) group, which was incorporated using an iridium-catalyzed hydroboration reaction. We report that although nearly all compounds display moderate cytotoxic activity that bests that of capsaicin against human colon HCT116 cancer cells, the activity of our boron-omitted capsaicinoids surpasses that of the boron-containing analogues.
- Subjects
CAPSAICINOIDS; COLON cancer; COMPARATIVE studies; HYDROBORATION; CANCER cells; BORON
- Publication
Canadian Journal of Chemistry, 2024, Vol 102, Issue 3, p69
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/cjc-2023-0043