Structural Revisions of Two Highly Aromatic Naphthoquinone-Derived Dimers Based on NMR Analysis, Computer-Assisted Structure Elucidation Methods, and Computations

Eleucanainones
A and B are two structurally complex naphthoquinone-derived
dimers whose structure identification is difficult. Large yellow fragments
of the preliminary CASE (computer-assisted structure elucidation)
analysis revealed that the original structures might be questionable.
Structural revisions of the two compounds were proposed on the basis
of NMR analysis, CASE methods, conformation analysis, and DFT (density
functional theory) NMR calculations with a custom DP4+ analysis. In
addition, a polyketide-folded biosynthetic pathway of the two revised
structures was proposed.