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Updated: Nov 3, 2025

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Establishing a "Ring-Size-Divergent" Synthetic Strategy: Synthesis, Structural Revision, and Absolute Configuration
Keisuke Nishikawa1, Toshiki Niwa1, Kento Nishikibe1
1Department of Chemistry, Graduate School of Science, Osaka City University Sumiyoshi-ku, Osaka, 558-8585, Japan.
Abstract:
Feroniellin analogs isolated from Feroniella lucida possess a furanocoumarin skeleton connected to monoterpenic five- to seven-membered ethereal rings by an ether linkage and exhibit a broad spectrum of biological activities. In this contribution, we intended to establish a "ring-size-divergent" synthetic strategy for the monoterpenic five- to seven-membered ethereal rings through the chemical sythesis of feroniellins. The short and comprehensive synthesis of feroniellins was achieved in only two steps from easily available bergamottin based on the "ring-size-divergent" strategy. In addition, these syntheses resulted in revision of the proposed structures for feroniellins A and B and the determination of all the absolute configurations of feroniellins; their preliminary anti-inflammatory activities were investigated as well.
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