PMID: 26336940DOI: 10.1021/acs.lett.5b02059Sep 5, 2015Paper
Concise Total Synthesis of (+)-Luteoalbusins A and B
Organic Letters
Timothy C AdamsMohammad Movassaghi
Abstract
The first total synthesis of (+)-luteoalbusins A and B is described. Highly regio- and diastereoselective chemical transformations in our syntheses include a Friedel-Crafts C3-indole addition to a cyclotryptophan-derived diketopiperazine, a late-stage diketopiperazine dihydroxylation, and a C11-sulfidation sequence, in addition to congener-specific polysulfane synthesis and cyclization to the corresponding epipolythiodiketopiperazine. We also report the cytoxicity of both alkaloids, and closely related derivatives, against A549, HeLa, HCT116, and MCF7 human cancer cell lines.
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Citations
Jan 5, 2016·Journal of the American Chemical Society·Richard P LoachMohammad Movassaghi
Jun 1, 2016·Journal of the American Chemical Society·Stephen P LathropMohammad Movassaghi
Jun 18, 2019·Natural Product Reports·Nengzhong WangXuefeng Jiang
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