Flavan-4-ol

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by DePiep (talk | contribs) at 22:27, 1 November 2015 (Chembox: unknown parameters: fix spelling, replace or remove. See also full parameter list (via AWB script)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Flavan-4-ol
Chemical structure of flavan-4-ol
Names
IUPAC name
2-phenylchroman-4-ol
Identifiers
Properties
C15H14O2
Molar mass 226.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

The flavan-4-ols (3-deoxyflavonoids) are flavone-derived alcohols and a family of flavonoids. Flavan-4-ols are colorless precursor compounds that polymerize to form red phlobaphene pigments.[1] They can be found in the sorghum.[2] Glycosides (abacopterins A, B, C and D together with triphyllin A and 6,8-dimethyl-7-hydroxy-4‘-methoxyanthocyanidin-5-O-β-d-glucopyranoside) can be isolated from a methanol extract of the rhizomes of Abacopteris penangiana.[3]

Known flavan-4-ols

Metabolism

Flavanone 4-reductase is an enzyme that uses (2S)-flavan-4-ol and NADP+ to produce (2S)-flavanone, NADPH, and H+.

Spectral data

These compounds have absorption maxima of 564 nm.[4]

References

  1. ^ Styles and Ceska, 1977
  2. ^ Flavan-4-ol concentration in leaf tissues of grain mold susceptible and resistant sorghum plants at different stages of leaf development. Ramamurthi Jambunathan, Milind S. Kherdekar, J. Agric. Food Chem., 1991, 39 (6), pp 1163–1165
  3. ^ Flavan-4-ol Glycosides from the Rhizomes of Abacopteris penangiana. Zhao Zhongxiang, Ruan Jinlan, Jin Jing, Zou Jian, Zhou Daonian, Fang Wei and Zeng Fanbo, J. Nat. Prod., 2006, 69 (2), pp 265–268 doi:10.1021/np050191p
  4. ^ Progressive Loss of DNA Methylation Releases Epigenetic Gene Silencing From a Tandemly Repeated Maize Myb Gene. Rajandeep S. Sekhon1 and Surinder Chopra Genetics, Vol. 181, 81-91, January 2009


Template:Natural-phenol-stub