Midterm 3 (Lecture 12) Flashcards
Phytochemicals
Non nutritive Substances found in plants
Proposed to contribute toward disease prevention
> 900 classes
Examples: alicia in garlic
Flavonoids
Phytoestrogens
Catechins
Lycopene
Plant polyphenols
One of the most numerous and ubiquitous groups of plant metabolites - Integral part of human diet
Contribute to plant morphology (pigmentation)
Essential to plant physiology - involved in growth and reproduction, pathogen resistance
Common structural feature:
Aromatic ring with at least one hydroxyl group
Derived from a common intermediate, phenylalanine, or a close precursor, shikimic acid
Plant polyphenol classes
Generally divided into 4 classes:
- phenolic acids
-Flavonoids
- stillbenes
-Lignans
Based on the number of phenol rings and on the structural elements that bind these rings to one another
What influences amount of polyphenols in plants
- light
- genetic factors
- environmental conditions
- ripeness
- variety
- processing, storage
Polyphenols in food
Contribute toward the sensory qualities
- bitterness
- Astringency
- colour
- flavour
- door
- oxidative stability
Polyphenols as anti nutrients
Means they interfere with bioavailability
Macronutrients
- bind protein to reduce absorption- increased fecal nitrogen
- polyphenol must be highly polymerized and most low molecular weight polyphenols do not do this
Micronutrients
- form complexes with many minerals and reduce absorption (iron, copper)
However
- renewed interest due to antioxidant capacities
- numerous potential beneficial human health effects
Flavonoids
Originally named Vitamin P for pigment by Rusznyak and Gyorgyi
Vitamin concept later dismissed
Low molecular weight polyphenolic substances
Most common group of plant polyphenols (2/3)
Most polyphenol research and health focuses on flavonoids
Ubiquitous: present in most plants
Basic flavonoid structure
A ring usually arises from the acetate pathway and usually B ring usually arises from the shikimate pathway
Both A and B rings have OH groups attached (antioxidant potential)
C ring determines the major class of flavonoid (varies)
Flavonoid classification
Over 5000 flavonoids have been discovered
Six major subclasses based on variations in C ring
1. Flavones
2. Flavonols
3. Flavanones
4. Flavanols
5. AnthocyaniNS
6. Isoflavones
Flavonoids distribution in plants
Located mainly in the leaves, flowers, and outer parts
Decreased concentrations toward the central core
Only trace amounts found in plants below soil surface
Flavonoids in foods
Widely distributed in foods and beverages of plant origin (fruits and veggies, tea, cocoa, wine)
Key note is that the amount of flavonoids in foods can vary considerably
- “due to previously mentioned variables like light”
Flavonoid intake
Challenges in determining dietary intake related to determination of flavonoid content in plant
- content variation factors include variety, light, crop year, location, ripeness, skin SA
Challenges in determining dietary intake related to Analytical Methodology
- lack of standardization
- lite rupture is inconsistent
Want to optimize health with intake levels
Flavonoid database
Inventory of the flavonoid content of foods
Translate dietary assessment data that we collect INTO flavonoid intake levels
USDA Database for the Flavonoid Content of Selected Foods
- 500 foods and 28 different flavonoids
- 5 of 6 subclasses (excludes isoflavones)
Studies can use the flavonoid database to relate intake to health outcomes (eg- flavonoid intake and all cause mortality
Flavonoid glycosides
Flavonoids are typically attached/conjugated to a carbohydrate in the food matrix
Terminology reflects if the carbohydrate attachment is there or not
- YES = flavonoid glycoside
- NO = flavonoid aglycone
The majority of flavonoids appear in plants as glycosides
- helps with storage in the plant
Flavonoid bioavailability
Initially thought to be negligible since they are bound to glycosides
- it is now known that glycosides can be metabolized to aglycones and absorbed
Important to establish bioavailability before considering impact on health outcomes
- concentrations vary in different biological fluids (urine, blood)
First thing to consider in a phytochemical
- relies on clear knowledge of intake and if absorption occurred therefore need a biological marker of intake
- Intake is best bio marker HOWEVER relationship between dietary intake of flavonoids and biomarkers is complex
Study?
Flavonoid biological effects 1
Antioxidant effects
- direct free radical scavenger (OH groups)
- chelate metals involved in initiation of lipid peroxidation, namely iron
- protect vitamin E from oxidation
- regenerates vitamin E that has been oxidized
- increases glutathione levels
Flavonoid biological effects 2
Hormonal/Anti hormonal effects
- primarily estrogenic and anti estrogenic
- relation to hormone dependent cancers
- isoflavones main flavonoid in this area
Flavonoid biological effects 3
Anti proliferative
- inhibition of cellular transformation and proliferation
- relevant for existing cancer cells
- inhibit growth of cancer cells in vitro
- interact with enzymes associated with DNA (inhibit DNA topoisomerase ll)
Other biological effects like anti bacterial/viral/fungal etc - all intuitive based on their role in the plant itself
Flavonoid health effects
Research in reducing risk of diseases like
Major one: Cancer
- antioxidant
- anti estrogenic
- anti proliferative
Major one: cardiovascular disease
- antioxidant
- estrogenic
- anti inflammatory
Other possibilities
- any condition associated with oxidative stress
Linking flavonoids and health: key issues
Flavonoid content in plants
Flavonoid content of foods
- content variation: analytical methods variation
Flavonoid intake
- dietary assessment: food composition databases
- intake biomarker availability
Flavonoid metabolism
- pharmacokinetics: ADME (absorption, distribution, metabolism, excretion)
- key metabolites not yet identified
Bioavailability influencers (intake amount and absorption)
- all of the above plus food matrix
- contribution of gut microflora
Biomarker qualities
Sensitive
Specific
Measurable
Cost effective
Feasible
Not invasive
Reference ranges available to refer to