DFT Study on the Biosynthesis of Verrucosane Diterpenoids and Mangicol Sesterterpenoids: Involvement of Secondary-Carbocation-Free Reaction Cascades
Hajime Sato, Bi‐Xiao Li, Taisei Takagi, Chao Wang, Kazunori Miyamoto, Masanobu Uchiyama
Abstract
) is bypassed by a strong hyperconjugative interaction leading to a nonclassical carbocation. We propose new biosynthetic pathways/mechanisms for the verrucosane-type diterpenoids and mangicol-type sesterterpenoids. These pathways are in good agreement with the findings of previous biosynthetic studies, including isotope-labeling experiments and byproducts analysis, and moreover can account for the biosynthesis of related terpenes.
Topics & Concepts
CarbocationBiosynthesisChemistryStereochemistryDiterpeneBiochemistryOrganic chemistryEnzymePlant biochemistry and biosynthesisBiological Activity of Diterpenoids and BiflavonoidsNatural product bioactivities and synthesis