Bot Med II Final Phenolics Flashcards
secondary metabolite
organic compounds that are not directly involved in the normal growth, development, or reproduction of an organism.
Simple phenolic structure
aromatic benzene ring with alternate single double bonds with an OH group
smaller
phenolic propterties
- anti-inflammatory
- ring with alternate single double bonds
- stabilization within ring
- stabilizes free radicals
- contributes colors to berries, flowers
tannin properties
- draw edema
- tighten surfaces
- astringent
- use for open wounds, edema, infection, varicose veins, hemorrhoids, leaky gut
tannin structure
ester linkages to central glucose molecule
examples of tannins
geraniin (geranium)
quercus (oak)
hamammelis virginiana (which hazel)
cinnamomum
Coumarins and Furanocoumarins properties
- components of essential oils
- aromatic
- volatile
fresh cut grass scent
coumarin
anthroquinones and antroquinone glycosides
irritant laxative
furanocoumarins
photosensitizing effect
grapefruit juice effect
examples of coumarins and furanocoumarins
coumarins: archangelicin umbelliferone furanocoumarins: bergapten psoralen
Chromones and Furanochromones
- derivative of benzo-y-pyrone
Anthraquinone properties
pigments
plant based laxatives
purgatives
many occur as glycosides
lignan prperties
phenolic comounds (flax lignans) change into phytoestrogen by action of gut flora
lignan structure
phenol compounds put together head to head or head to tail
stilbenes
phenolic with antioxidant capacity
resveatrol
cardioprotective
flavanoid
colorful
examples of flavones
chrysin (in passaflora)
apigenin (in petrosilinum)
luteolin (in cynara)
flavanoid structure
3 aromatic rings (two phenolic and one heterocyclic)
flavonol structure and examples
double bonded oxygen
- quercitin, kaempherol
flavonol structure and examples
OH group
which are volatile?
simple phenolics
comourins
furanocoumarins
*low molecular weight
definition of a glycoside
molecule with a sugar attached
glycone
sugar moiety of phenolic glycoside
aglycone
phenolic portion of phenolic glycosides
anthroquinone
irritant laxative
isoflavones examples
genestein, red clover, kudzu
what type of molecule is vitex?
flavone glycoside
anthocyanidins
pH depenedent colorful pigments carry charge blue flower - cyanidin - peonidin - petunidin
anthocyanins
glycosides
anthocyanidins with a sugar moiety
proanthocyanidins
condensed tannins
astringent
in grapes, pine bark, hawthorn, apples, cocoa
polymers of flavanoid units
why do phenolic compounds have antioxidant properties
they have conjugated double bonds and resonance stabilization
which classes of phenolic compounds act as phytoestrogens?
lignans
isoflavones (soy)
monoterpene
10 carbons
sesquiterpene
15 carbons
diterpene
20 carbons
triterpene
30 carbons
tetraterpene
40 carbons
which terpenes are volatile?
mono and sesqui
they are solids
resin
matrix of diterpenes, triterpenes, and volatile constituents
- terpenes pull essential oil within matrix for protection from injury.
amphipathic
hydrophobic and hydrophilic heads so can emulsify or grab oil and water on different ends
What are saponins
amphipathic and can emulsify a solution
basic properties of an alkaloid
alkaline
contain nitrogen
terpene alkaloid
how do we classify chemical substances?
based on structure, not their effects on the body
polysaccharides
musilages
soothing
gooey
*marshmellow root