Flavonoids and Their Chemistry

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Questions and Answers

Which structural feature distinguishes flavones from flavonols?

  • Double bond between positions 2 and 3 of the C ring (correct)
  • Absence of a ketone in position 4
  • Presence of alkoxyl groups on the B ring
  • Presence of a hydroxyl group in position 3 of the C ring

Which group of flavonoids contains compounds that have an open C ring?

  • Flavonols
  • Chalcones (correct)
  • Flavones
  • Isoflavones

In which position of the C ring is the B ring linked for neoflavonoids?

  • Position 4 (correct)
  • Position 5
  • Position 3
  • Position 2

Which of the following flavonoids is classified as a flavonol?

<p>Quercetin (A)</p> Signup and view all the answers

What is the primary factor that leads to the diversity of flavonols?

<p>Methylation and hydroxylation patterns (D)</p> Signup and view all the answers

What characteristic color is associated with flavonoids, as indicated by their Latin origin?

<p>Yellow (A)</p> Signup and view all the answers

Which components make up the structure of flavonoids?

<p>Three acetate units and a phenyl propanoid (A)</p> Signup and view all the answers

At which position is the B-ring most commonly attached to the C-ring in flavonoids?

<p>Position 2 (A)</p> Signup and view all the answers

Which sugar moiety can be attached to flavonoid glycosides at position 3 or 7?

<p>D-glucose (D)</p> Signup and view all the answers

What role do flavonoids play in plant growth apart from being color pigments?

<p>Activating or inhibiting enzymes (B)</p> Signup and view all the answers

Flashcards

Flavonoids

A group of polyphenolic compounds found in plants.

Polyphenolic Compounds

Organic compounds containing more than one phenol group.

Secondary Metabolites

Compounds produced by plants that are not directly involved in growth.

Chemotaxonomic Markers

Chemical compounds that help identify and distinguish plant species.

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Flavonoid Structure

A C6-C3-C6 system; two linked phenyl rings (A and B) with a three-carbon chain (C).

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Glycosides

Flavonoids bonded to a sugar molecule.

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Aglycone

The non-sugar part of a glycoside.

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Glycone

The sugar part of a glycoside.

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Phenylpropanoid

A precursor to flavonoids, built from 3 acetate units and a phenyl propanoid.

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Plant Defense Mechanisms

Strategies plants use to protect themselves from herbivores and pathogens.

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Flavonoid Hydroxyl Groups

OH groups typically found at positions 5 and 7 in ring A, and 3i, 4i, and 5i in ring B of flavonoid structures.

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Flavonoid Glycosides

Flavonoids often linked to a sugar molecule (glycosylated) through an oxygen atom (O-glycosides), sometimes through carbon (C-glycosides).

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Flavonoid Solubility

Flavonoids dissolve in alkali (bases) to produce yellow solutions.

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Flavonoid Classification

Categorizing flavonoids based on the attachment point of the B ring to the C ring and the structure of the C ring, including the degree of unsaturation and oxidation.

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Isoflavones

Flavonoids where the B-ring is attached to the C ring at position 3.

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Neoflavonoids

Flavonoids where the B-ring is attached to the C ring at position 4.

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Flavones

Flavonoids in a subgroup that has a 2-3 double bond and 4-position ketone in the C-ring.

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Flavonols

Flavonoids with a hydroxyl group at position 3 in the C-ring; frequently glycosylated.

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Chalcones

Flavonoids with an open C-ring structure.

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Flavonoid Methylation

A process where methyl groups are added to hydroxyl groups in flavonoids.

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Important Flavonoids (Examples):

Examples include Apigenin, Luteolin, Tangeritin, Diosmetin (Flavones), Kaempferol, Rutin, Myricetin, Quercetin, Quercetrin, Fisetin (Flavonols).

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Study Notes

Flavonoid Structure and Diversity

  • Flavones lack a hydroxyl group at position 3 of the C ring, while flavonols possess a hydroxyl group at this position.

  • Chalcones are a group of flavonoids that have an open C ring.

  • Neoflavonoids have the B ring attached to the C ring at position 8.

  • Quercetin is classified as a flavonol.

  • The diversity of flavonols stems primarily from the variety of substitutions on the A and B rings, including hydroxyl groups, methoxyl groups, and other functional groups.

  • Flavonoids are known for their yellow color due to their Latin origin, "flavus," meaning yellow.

  • Flavonoids are comprised of two phenyl rings (A and B) connected by a three-carbon unit (C ring), forming a 15-carbon skeleton with various modifications and substitutions.

Flavonoid Characteristics and Functions

  • The B-ring is most commonly attached to the C-ring at position 2 in flavonoids.

  • Glucose, a sugar moiety, can be attached to flavonoid glycosides at position 3 or 7.

  • Flavonoids contribute to plant growth, playing roles in pollination, seed dispersal, UV protection, and defense against herbivores.

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