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Conclusion
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In summary, we have developed a selective, direct and practical
enzymatic method using natural resveratrol as the starting
material to synthesize several resveratrol dimers catalyzed by
HRP. By adjusting environmental pH, the reaction could be
switched to three different catalytic modes. In the basic mode,
δ-viniferin was obtained selectively in high yield, while in the
neutral and acidic modes, other resveratrol dimers, leachianol F
and G, pallidol, and cis-δ-viniferin could be obtained in con-
siderable yields. The radical mechanism was confirmed by treat-
ment of designed resveratrol analogues. Parthenocissin A and
quadrangularin A were further formed through derivative steps
from leachianol F and G. The switching among the catalytic
modes was superficially explained by a CD method. Thus, this
direct biomimetic synthesis can become the foundation of more
comprehensive investigations to explore the biological and
pharmaceutical potential of resveratrol oligomers.
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