Divergent access to a novel 3,4-diaminophytosphingosine-like ceramide via sequential Overman rearrangement
Carbohydrate Research, ISSN: 0008-6215, Vol: 530, Page: 108874
2023
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Most Recent News
Reports from Safarik University Highlight Recent Findings in Chemicals and Chemistry (Divergent Access To a Novel 3,4-diaminophytosphingosine-like Ceramide Via Sequential Overman Rearrangement)
2023 AUG 11 (NewsRx) -- By a News Reporter-Staff News Editor at Chemicals & Chemistry Daily Daily -- Research findings on Chemicals and Chemistry are
Article Description
A straightforward approach to a novel phytosphingosine-like ceramide has been accomplished. The cornerstone features of this divergent synthesis are a cascade Overman rearrangement of tris(imidate) to introduce three desired stereogenic centres via sequential chirality transfer and an effective olefin cross-metathesis to install a long side chain. The final unusual phytoceramides were evaluated for their capacity to inhibit the proliferation of cancer cell lines. The preliminary results revealed that compound 21 exhibits promising anticancer activity against HeLa and HCT-116 cells as well as the excellent selectivity in cytotoxicity (malignant vs non-malignant cell lines).
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0008621523001362; http://dx.doi.org/10.1016/j.carres.2023.108874; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85162079662&origin=inward; http://www.ncbi.nlm.nih.gov/pubmed/37336150; https://linkinghub.elsevier.com/retrieve/pii/S0008621523001362; https://dx.doi.org/10.1016/j.carres.2023.108874
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