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Total Synthesis of (±)-Phaeocaulisin D.

Nameer EzzatKatelyn BobekYu Yuan
Published in: Synlett : accounts and rapid communications in synthetic organic chemistry (2020)
The tropone sesquiterpene phaeocaulisin D, isolated from the rhizomes of Curcuma phaeocaulis, has previously been shown to inhibit nitric oxide production in macrophages. A total synthesis of phaeocaulisin D was accomplished by using an intramolecular cyclization-dearomatization as a key step. The highlights of the synthesis are effective formation of the 5-7 fused tropone system, and selective methylation of a late-stage intermediate.
Keyphrases
  • nitric oxide
  • nitric oxide synthase
  • genome wide
  • dna methylation
  • hydrogen peroxide
  • energy transfer
  • gene expression