Skip to Main Content
U.S. Forest Service
Caring for the land and serving people

United States Department of Agriculture

Home > Search > Publication Information

  1. Share via EmailShare on FacebookShare on LinkedInShare on Twitter
    Dislike this pubLike this pub


    Recent experimental work has revealed that the hydroxystilbene piceatannol can function as a monomeric unit in the lignification of palm fruit endocarp tissues. Results indicated that piceatannol homo-couples and crosscouples with monolignols through radical reactions and is integrally incorporated into the lignin polymer. The current work reports on the thermodynamics of the proposed reactions using density functional theory calculations. The results indicated that, in general, the energetics of both homo-coupling and cross-coupling are not dissimilar from those of the monolignol coupling, demonstrating the compatibility of piceatannol with the lignification process. Moreover, the DFT methods appear to predict the correct courses of post-coupling rearomatization reactions.

    Publication Notes

    • You may send email to to request a hard copy of this publication.
    • (Please specify exactly which publication you are requesting and your mailing address.)
    • We recommend that you also print this page and attach it to the printout of the article, to retain the full citation information.
    • This article was written and prepared by U.S. Government employees on official time, and is therefore in the public domain.


    Elder, Thomas; Carlos del Río, José; Ralph, John; Rencoret, Jorge; Kim, Hoon; Beckham, Gregg T. 2019. Radical coupling reactions of piceatannol and monolignols: A density functional theory study. Phytochemistry. 164: 12-23.


    Google Scholar


    Stilbene, Piceatannol, Coniferyl alcohol, Sinapyl alcohol, p-coumaryl alcohol, Quinone methide, Density functional theory (DFT)

    Related Search

    XML: View XML
Show More
Show Fewer
Jump to Top of Page