Flavonoids: Classification, Chemistry and Examples

Introduction to Flavonoids

Flavonoids are group of plant polyphenolic secondary metabolites showing common  three ring structure.
Flavonoid is named from the latin word flavus meaning yellow which is their colour in nature.
The flavonoids have aroused considerable interest recently because of their potential effect on human health as well as their
role in plant metabolism.

Medicinal Properties of Flavonoids

Flavonoids have been reported to have:

  • antiviral
  • antitumor
  • antiallergic
  • anti-platelet
  • anti-inflammatory and
  • antioxidant and so many other
    activities.

Classifcation and Chemistry of Flavonoids

Flavonoids are majorly classified into six, depending on the Carbon of the C ring on which B ring is attached, and the degree of unsaturation and oxidation of the C ring.

Classification of Flavonoids
Classification of Flavonoids

 

If B ring is linked in position 3 of the C ring, it is an Isoflavone. B ring attached at position 2 of C ring, it is a flavones, flavanone, flavonol, flavanol or anthocyanidin. B ring attached at position 4 of C ring, it is a Neoflavonoid.

  1. Flavone

Examples: Apigenin, Luteolin, Tangeritin, Diosmetin
Sources: Celery, Parsley, Red Pepper, Ginkgo biloba.

  1. Flavonol

Examples: kaempferol, Rutin, Myrecetin, Quercetin, Morin
Sources: yellow Onions, scallions, broccoli, Apple, berries.

  1. Flavanone

Examples: Naringin, Naringenin, Hesperitin, Eriodictiyol
Sources: Oranges, Lemons, Grapes

  1. Isoflavonoids

Examples: Genistin, Daidzin, Glyceitin
Sources: Soyabean, soy foods, legumes

  1. Anthocyanin

Examples: Cyanidin, Malvidin, Pelargonidin, Peonidin, Delphinidin
Sources: Blue-berries, plum, brinjal, grapes

  1. flavan-3-ols 

Chemical Structure of flavonoids

Flavonoids basic structure is a skeleton of diphenylpropane, namely, two benzene rings (ring A and B, see figure) linked by a three carbon chain that forms a closed pyran ring (heterocyclic ring containing oxygen,the C ring) with benzenic A ring.
Therefore, their structure is also referred to as C6-C3-C6. In most cases, B ring is attached to position 2 of C ring, but it can also bind in position 3 or 4; this, together with the structural features of the ring B and the patterns of glycosylation and hydroxylation of the three rings, makes the flavonoids one of the larger and more diversified groups of phytochemicals.

Flavonoids Structure
Flavonoids Structure

 

References

  1. Flavonoids. NCBI. Accessed August 8, 2021
  2. Flavonoids: Research Gate. Accessed August 8, 2021