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Total Synthesis of Casuarinin.

Shinnosuke WakamoriShintaro MatsumotoReina KusukiKazutada IkeuchiHidetoshi Yamada
Published in: Organic letters (2020)
This study involves the total synthesis of casuarinin, a naturally occurring ellagitannin, in which an open-chain glucose is esterified with two (S)-hexahydroxydiphenoyl (HHDP) groups. One HHDP group incorporates a C-glycosidic bond between its benzene ring and the glucose moiety, which was constructed with complete stereoselectivity using a benzyl oxime group that opened the glucopyranose ring and acted as a scaffold for C-glycoside production. This total synthesis enables future structure-activity relationship studies of this compound.
Keyphrases
  • structure activity relationship
  • blood glucose
  • current status
  • tissue engineering
  • skeletal muscle
  • case control
  • insulin resistance
  • weight loss