Lignans (Phenylpropanoids)

Introduction to Lignans (Phenylpropanoids):

  • Lignans (Phenylpropanoid) are dimers linked by β–β’ bonds, found in seeds, fruits, vegetables, and wood.
  • Possess antioxidant, anticancer, and phytoestrogenic properties.

Synonyms of Lignans (Phenylpropanoids):

  • Common name: Plant lignans
  • Examples: Sesamin, Podophyllotoxin, Pinoresinol, Secoisolariciresinol
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Biological Source:

  • Found in Sesamum indicum (sesame seeds), Linum usitatissimum (flaxseeds), Podophyllum hexandrum (mayapple).

Family:

  • Varies: Pedaliaceae, Linaceae, Berberidaceae.
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Composition:

  • Composed of two phenylpropanoid (C6-C3) units.
  • Key lignans: Sesamin, Secoisolariciresinol, Podophyllotoxin, Enterolactone.

Chemistry:

  • Class: Phenylpropanoids
  • Structure: Dimers of cinnamyl alcohol derivatives (linked by β–β’, β–O–4, or β–5 bonds).
  • Solubility: Lipophilic.
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Therapeutic Uses:

  • Antioxidant: Sesamin, Secoisolariciresinol combat free radicals.
  • Anticancer: Podophyllotoxin aids in synthesizing drugs (etoposide, teniposide).
  • Phytoestrogenic: Secoisolariciresinol, enterolactone help in hormone-related disorders.
  • Hepatoprotective: Protects liver from oxidative damage.

Commercial Applications of Lignans (Phenylpropanoids)

  • Anticancer drugs derived from podophyllotoxin.
  • Nutritional supplements like flaxseed and sesame oil.
  • Skin treatments: Podophyllotoxin for genital warts.

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