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Plant of the day. Purple foxglove. Chapter 2 - Chemistry. Atomic structure. Ions. Water is a solvent of polar molecules. Biological molecules. Carbohydrates Lipids Proteins Nucleic acids. From monomers to polymers. Cellulose. Cellulose products. Secondary metabolites.
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Plant of the day Purple foxglove
Biological molecules • Carbohydrates • Lipids • Proteins • Nucleic acids
Secondary metabolites • Produced in small amounts • Can be very complex (chemically)
Why do plants produce secondary metabolites? • Attractants • Pollinators • Pigments, scents • Seed dispersal
Why do plants produce secondary metabolites? • Deter predators
Secondary metabolites as chemoprotectants • Saponins and fungal resistance • avenicin
Heliconius larvae tolerate cyanogenic glycosides in passion vine
Volicitin link
-ecdysone • An insect growth hormone
Cotton produces gossypol trichomes
Secondary metabolites used by humans • Alkaloids • Over 5000 known kinds • 20% of all plants produce alkaloids • Acts on CNS
Alkaloids • Capsaicin link
Alkaloids • Poppy • Codeine • Morphine
Alkaloids • Nicotine • Rust inhibitor • Insecticide
Alkaloids • Ephedrine Ephedra – Mormon tea plant
Alkaloids • Vinblastine & vincristine • Madagascar periwinkle • Anti-cancer drugs • 53 tons of leaves to produce 100g drug
Alkaloids • Quinine (feverbark tree) • Anti-malarial • 2-3 million deaths per year
Alkaloids • Reserpine (Snakeroot) • Similar to serotonin • Used to treat schizophrenia & LSD patients ( a brain depressant/tranquilizer)
Alkaloid poisons • D-tubocurarine (Curare) • Blocks acetylcholine receptors • Paralyzes muscles, including respiratory organs & heart
Alkaloid poisons • Coniine (hemlock) • Taxine (yew) • Solanine (potato)
Terpenes • Lipid-based • Many types secreted by trichomes
Terpenes • Essential oils • Citronellol • Camphor • Mints (Mentha)
Essential oils • Menthol (Eucalyptus)
Terpenes • Pyrethrins
Terpenes • Sterols (hormones) • Phyto-ecdysones
Terpenes • Taxol • Anti-cancer (ovarian) • 0.7g taxol per mature tree • $250,000 per kg
Phenolics • Salicin • Aspirin precursor
Phenolics • Resveratrol • Heart disease, cancer • Phyto-estrogen
Phenolics • Vanillin
Glycosides • Sugar attached to a terpene • Categories • Cardiac glycosides • Cyanogenic glycosides • Saponins
Cardiac glycosides • Steroid-based, Stimulates heart • Digitoxin • Used since 1640AD as a heart medication • #1 congestive heart failure drug • 3 million patients/yr (U.S.)
Cardiac glycosides • Oleandrin • Oleander – an ornamental shrub • Causes cardiac arrest
Cyanogenic glycosides • Release cyanide (HCN) • Passion vine • Pit fruits link
Saponins • Diosgenin • Toxic, steroid-based
Saponins • Diosgenin – precursor of progesterone and cortisone • Link 1 • Link 2
Saponins • Ginseng • Stomach disorders • Nervous disorders