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Updated: Jun 7, 2025
Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
Structure-Activity Relationship Studies on Scytophycin B, a Spiro-Epoxide-Containing Cytotoxic Macrolide
Takayuki Ohyoshi1, Mayu Namiki1, Shusei Sato1
1Department of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan.
Abstract:
The macrolactone and side-chain fragments of scytophycin B were synthesized and their biological activities evaluated. The highlights of the synthesis for the side-chain and macrolactone fragments were the dimerization approach using cross-metathesis and the late-stage functionalization using Sharpless epoxidation. The cytotoxicity of each fragment was significantly weaker than that of scytophycin B itself, indicating that the whole structure is essential to achieve scytophycin B's potent cytotoxicity.
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