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Blueberries

Flavonoids

Berries

Quercetin

The flavone luteolin, with the extra OH at the 3rd position is then modified to Quercetin with positions 3, 5, 7, 3', 4'- pentahydroxy flavone.

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Major polyphenolic flavonoid which has shown possibilities as an anticancer, antiviral, treatment for allergic, metabolic and inflammatory disorders, eye and cardiovascular diseases and arthritis.

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Pharmacologically it has been examined as a use against microorganism and parasites including pathogenic bacteria, viruses, Plasmodium, Babesia and Theileria parasites.

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Quercetin has shown beneficial effects against Alzheimer's Disease (AD) due to its inhibitory effect against acetylcholinesterase.

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It has been documented to possess antioxidant, antifungal, anti-carcinogenic, hepatoprotective and cytotoxic activity.

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Quercetin has shown to accumulate in the lungs, liver, kidneys and small intestines with lower levels being seen in the brain, heart and spleen. It is extracted through the renal, fecal and respiratory systems. 

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Found in berries, apples, cauliflower, cabbage, tea, nuts, onions.

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Flavonoids are any class of non-nitrogenous biological pigments which are found extensively in plants, fungi and algae. More than 3000 different flavonoids have been identified.

 

They are water-soluble phenolic compounds (having-- OH [oxygen hydrogen] group attached to an aromatic ring) and are found in the vacuoles of plant cells. Vacuoles are the space within a cell that is empty of cytoplasm, lined with a membrane and filled with fluid.

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Potent secondary metabolites such as flavonoids, tannins and other various biological pigments are sequestered in the vacuoles of plants, fungi, algae and certain other organism to protect the cell from self-toxicity.

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There are many notable and likely familiar members of flavonoids giving pigment to a great variety of plants. The pigments can be found in flower petals, bulbs, barks, roots, foliage, fruit skins and more. They affect how plants interact with the nitrogen-fixing bacteria in their roots.

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Flavonoids and flavonols are typically yellow or ivory-colored pigments. Anthoxanthins are typical for the yellow in flower petals. Anthocyanins are known for producing the red in buds and young shoots as well as the purple and purple-red in autumn leaves and cannabis inflorescence.

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The colors flavonoids produce in flowers play an important role in the attraction of pollinators such as bees and butterflies, implementing fertilization. The brightly colored fruits help attract seed dispersing animals to further help with fertilization.

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There is a relatively minimal and limited occurrence of flavonoids in animals, which is derived from their consumption of eating pigmented plants and fruits.

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Foods rich in flavonoids include:

onions, parsley, blueberries, bananas, dark chocolate, red wine and more. They naturally occur in fruits, vegetables, chocolate, and beverages like tea and wine.

Flavones

flavones.jpg

Flavones - Flavonoid and ketone group at 4th position (C4).

 

Flav(onoid) + (ket)one = Flavone

 

There are four main flavones which are modified to produce different types of flavonoids. 

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     C- chrysin

     A- apigenin

     L- luteolin

     T- tricetin

Flavonoids are made of benzo pyran ring and phenyl ring. When the position of the phenyl ring is changed it produces a different flavonoid.

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Flavones - Flavonoid and ketone group at 4th position (C4).

 

Flav(onoid) + (ket)one = Flavone

 

There are four main flavones which are modified to produce different types of flavonoids. 

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C- chrysin

A- apigenin

L- luteolin

T- tricetin

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Chrysin position: 5,7 - Dihydroxy Flavone

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Apigenin position: 5, 7, 4' - Trihydroxy Flavone

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Luteolin position: 5, 7, 3', 4' - Tetrahydroxy Flavone

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Tricetin position: 5, 7, 3', 4', 5' - Pentahydroxy Flavone

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Flavonol- Ketone is at 4th position (C4) while hydroxy is located at 3rd position (C3). There is an extra OH (oxygen hydrogen) at 3rd position (C3).

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Flav(onoid) + (ket)one + OL

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The flavone apigenin, with the extra OH at the 3rd position is then modified to Kaempererol with positions 3, 5, 7, 4' - tetrahydroxy flavone.

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The flavone luteolin, with the extra OH at the 3rd position is then modified to Quercetin with positions 3, 5, 7, 3', 4'- pentahydroxy flavone.​​​

Chrysin

chrysin structure.png

Chrysin position: 5,7 - Dihydroxy Flavone

Apigenin

apigenin structure.jpg

Apigenin position: 5, 7, 4' - Trihydroxy Flavone

Luteolin

luteolin structure.jpg

Luteolin position: 5, 7, 3', 4' - Tetrahydroxy Flavone

Tricetin

tricetin structure.jpg

Tricetin position: 5, 7, 3', 4', 5' - Pentahydroxy Flavone

Flavonols

flavonols structure.jpg

Ketone is at 4th position (C4) while hydroxy is located at 3rd position (C3). There is an extra OH (oxygen hydrogen) at 3rd position (C3).

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Flav(onoid) + (ket)one + OL

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Apigenin >>> Kaempererol

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Luteolin >>> Quercetin

Isoflavones- Phenyl ring attached at 3rd position.

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Iso + Flav(onoids) + (ket)ones = isoflavones

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Two isoflavones Daidzein (D) and Genistein (G).

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Daidzein is positions 7, 4' - dihydroxy isoflavone

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Genistein is positions 5, 7, 4'- trihydroxy isoflavone

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Flavanones- modified by saturation at 2nd (C2) and 3rd (C3) positions.

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Flav(onoids)+ ANE (saturated) + (ket)one = Flavanone

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With the saturation at 2nd and 3rd positions, apigenin is modified to naringenin and leuteolin is modified to hesperitin.

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Naringenin is positions 5, 7, 4' -trihydroxy flavanone

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Hesperitin is positions 5, 7, 3'- trihydroxy - 4' methoxy flavanone

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Flavan-3-OL- modified by saturation between 2nd (C2) and 3rd (C3) carbon positions and an OH (oxygen hydrogen) at 3rd (C3) position.

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Flav(onoids) + ANE (saturation) + 3- OL (third position) = Flavan-3-OL

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Quercetin is modified to Catechin with positions 3, 5, 7, 3', 4' - pentahydroxy flavan

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Anthocyandins contain a double positive charged oxygen at 1st (C1) position.

Flavyl (ring) + (oxon)ium = flavylium

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Cyanidin is at positions 3,5,7, 3', 4' - pentahydroxy flavylium

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Kaempererol

kaempferol structure.jpg

Apeginen >>> Kaempererol

The flavone apigenin, with the extra OH at the 3rd position is then modified to Kaempererol with positions 3, 5, 7, 4' - tetrahydroxy flavone.

Isoflavones

isoflavones structure.jpg

Phenyl ring attached at 3rd position.

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Iso + Flav(onoids) + (ket)ones = isoflavones

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Two isoflavones Daidzein (D) and Genistein (G).​

Daidzein

daidzein structure.jpg

Daidzein is positions 7, 4' - dihydroxy isoflavone

Genistein

genistein structure.jpg

​Genistein is positions 5, 7, 4'- trihydroxy isoflavone

Flavanones

Flavanone_num.svg.png

Modified by saturation at 2nd (C2) and 3rd (C3) positions.

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Flav(onoids)+ ANE (saturated) + (ket)one = Flavanone

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With the saturation at 2nd and 3rd positions, apigenin is modified to naringenin and luteolin is modified to hesperitin.

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Apigenin >>> naringenin

Leteolin >>> hesperitin

Naringenin

naringenin structure.jpg

Apigenin >>> naringenin

Naringenin is positions 5, 7, 4' -trihydroxy flavanone

Hesperitin

hesperitin structure.jpg

Leteolin >>> hesperitin

Hesperitin is positions 5, 7, 3'- trihydroxy - 4' methoxy flavanone

Flavan-3-OL

Flavan-3-ol.svg.png

modified by saturation between 2nd (C2) and 3rd (C3) carbon positions and an OH (oxygen hydrogen) at 3rd (C3) position.

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Flav(onoids) + ANE (saturation) + 3- OL (third position) = Flavan-3-OL

Catechin

catechin structure.jpg

Quercetin >>> Catechin

Quercetin is modified to Catechin with positions 3, 5, 7, 3', 4' - pentahydroxy flavan

Anthocyandins

anthocyandins  structure.jpg

Anthocyandins contain a double positive charged oxygen at 1st (C1) position.

Flavyl (ring) + (oxon)ium = flavylium

Cyanidin

cyanidin.jpg

Cyanidin is at positions 3,5,7, 3', 4' - pentahydroxy flavylium

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