This event has ended. View the official site or create your own event → Check it out
This event has ended. Create your own

For Campus Prearrival Information <click here>
For a PDF of the 2015 Program Materials <click here>
For ALL Abstracts [1-220] in sequential order <click here>
For ALL Authors of the Lecture and Poster Presentations <click here>

View analytic
Thursday, August 27 • 3:40pm - 4:00pm
[0065] Biomimetic Synthesis of Phenylethanoid Alkaloids

Sign up or log in to save this to your schedule and see who's attending!

Limited Capacity seats available

The phenylethanoids are a diverse group of shikimic acid derived natural products, characterised by the presence of a C6C­2 moiety.  These compounds are of great interest for their structural complexity and wide range of biological functions. Incargranine B is a dimeric phenylethanoid alkaloid, originally assigned an unprecedented indolo[1.7]naphthyridine structure. As a result of biosynthetic speculation, we proposed a dipyrroloquinoline core as a plausible alternative structure.  Following a biomimetic strategy, the proposed structure of incargranine B was accessed in six steps, confirming the suggested structural revision and indicating the natural product likely exists as a mixture of two pseudo-enantiomeric diastereomers. Extending upon this biomimetic synthesis, we now propose a unified biosynthetic hypothesis for the entire family of phenylethanoid natural products isolated from plants of the genus incarvillea. Studies towards the biomimetic synthesis of millingtonine and incargranine A will also be presented.

ST Lecturers
avatar for Patrick Brown

Patrick Brown

PhD Candidate, University of Edinburgh
Graduate Student | University of Edinburgh

Thursday August 27, 2015 3:40pm - 4:00pm
Girvetz 2119