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J Org Chem 2020 Oct 02;8519:12080-12096. doi: 10.1021/acs.joc.0c01191.
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Synthesis of Sea Cucumber Saponins with Antitumor Activities.

Shao X , Wang X , Zhu K , Dang Y , Yu B .

Holostane glycosides are characteristic metabolites of sea cucumbers, which possess various biological activities. Here, we report the synthesis of two representative congeners, namely, pervicoside B and C, starting from lanosterol with the longest linear sequence of both 34 steps and in 0.3% overall yields. The flexible synthetic approach has enabled us to expeditiously prepare 16 analogues for preliminary studies on the key structural features influencing their antiproliferative activities against tumor cells. A simplified disaccharide is found to be as potent as natural tetrasaccharides, which can be used as a lead for future studies.

PubMed ID: 32924489
Article link: J Org Chem