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Getting Good Stuff from Wasted Stuff The Cole-Fort Research Group. Want to Avoid the Flu?. Southeast Asian Cooking. Star Anise. Tamiflu â An H1N1 inhibitor. Shikimic acid. Shikimic Acid is Made by All Plants and Some Bacteria.
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Getting Good Stuff from Wasted Stuff The Cole-Fort Research Group
Want to Avoid the Flu? Southeast Asian Cooking Star Anise Tamifluâ An H1N1 inhibitor Shikimic acid
Shikimic Acid is Made by All Plants and Some Bacteria More: http://chemistry.umeche.maine.edu/CHY431/Shikimate.html
Well, trees are plants…… Pinusstrobusin front of Aubert Hall Pinusstrobus(White Pine) …. And Maine has a bunch of ‘em
So we went needle collecting in the University Forest north of campus
We made conifer needle tea, and analyzed it Agilent GC-MS System Soxhlet extractor
OK, we know it’s in there, now let’s get it out! Step one: Chromatograph on ion exchange resin Step two: Chromatograph on special silica gel Step three: recrystallize ~ 3% isolated yield
Now, scale it up Rotating Digester Filter Chromatograph Will it work on kg scale? Giant tea bag
Want to Live to Be 140? • Start with calorie restriction (CR): • Calorie restriction means a low calorie diet containing all necessary nutrients • CR extends the life of C. elegans, Drosophila, mice, and some primates • Good health is maintained • Resveratrol • Found in red wine (ng/mL) • Claimed to be responsible for the “French paradox” • Mimics the effect of calorie restriction
OK, you’re a fat mouse, and we feed you resveratrol: • Insulin sensitivity increases • Insulin-like growth factor (IGF-1) decreases • Peroxisomeproliferator increases • Motor function improves • Alzheimer’s peptide decreases • Result: • No type II diabetes • Reduced risk of cancer • Lower blood lipids • You make the mouse Olympics More: http://chemistry.umeche.maine.edu/CHY431/Resveratrol.html
So, we went out in the woods again, and cut down a bunch of trees, stripped the bark, and extracted it with acetone/water
Why the bark? Conifers store antioxidants in the bark to guard against fungi and bark beetles Fungi use oxidative enzymes (laccase, peroxidase) to degrade bark; beetles attack partially degraded bark
Shikimic AcidResveratrol NilminiVithanage (PhD) Regan LeBlanc (MS) Alex Schaffer (REU) Melody Rhine (REU) Mark Rowe (OHS) Dustin Neidt (BS) Jess Richards (OHS) Sorel Edes (OHS) Zach Caron (OHS) Sorel Edes (OHS) Chi Truong Joe Dumont Francis and Robin Avery, Brian Perkins $$ USDA, NSF-EPSCoR, FBRI Prof. Barbara Cole Prof. Joe Genco Prof. Ray Fort
Extra: How does Resveratrol Work?