Total Synthesis of Lineaflavones A, C, D, and Analogues.

Abstract

The first total synthesis of lineaflavones A, C, D, and their analogues has been accomplished. The key synthetic steps include aldol/oxa-Michael/dehydration sequence reactions to assemble the tricyclic core, Claisen rearrangement and Schenck ene reaction to construct the key intermediate, and selective substitution or elimination of tertiary allylic alcohol to obtain natural compounds. In addition, we also explored five new routes to synthesize fifty-three natural product analogues, which can contribute to a systematic structure-activity relationship during biological evaluation.

• Authors: Rui Wang, Yu Fu, Ran Ma, Hongzhen Jin, Wei Zhao
• Journal: Molecules (Basel, Switzerland) (Molecules) Vol. 28 Issue 5 (Mar 04 2023) ISSN: 1420-3049 [Electronic] Switzerland
• PMID: 36903616 (Publication Type: Journal Article)

Chemical References

• Biological Products

Topics

• Structure-Activity Relationship
• Biological Products
• Stereoisomerism