84379-51-1Relevant articles and documents
Synthesis and anticancer profile of novel sphingoid base-like compounds with a quaternary stereocentre
Jacková, Dominika,Brunderová, Mária,Fábian, Martin,Martinková, Miroslava,Gonda, Jozef,Pilátová, Martina Bago
, (2019/11/16)
The synthesis of novel sphingoid base-like compounds with a quaternary stereocentre was achieved in a sequence featuring [3,3]-sigmatropic rearrangements and olefin cross-metathesis transformation as the key reaction steps, which were accompanied by the rational selection of suitable functional group transformations. The stereochemistry of the desired tetra-substituted carbon bearing nitrogen functionality was determined via NOESY experiments of the advanced oxazolidine-2-thiones. Cell viability experiments revealed significant antiproliferative/cytotoxic activity of the target compounds 7, ent-7 and 29 against the Jurkat cell line, with the IC50 values of 6.6 μM, 5.6 μM and 6.1 μM, respectively.
Reaction of (2S,3S)-2-benzyloxybutane-1,2,4-triol with N,N′-carbonyldiimidazole
Selezneva,Khasanova,Egorov,Gimalova,Ovchinnikov, M. Yu.,Miftakhov
, p. 910 - 914 (2015/08/25)
(2S,3S)-2-Benzyloxybutane-1,2,4-triol reacted with N,N′-carbonyldiimidazole to give a mixture of the expected 1,2-carbonate and the corresponding bis-carbonate.
Total synthesis of pachastrissamine together with its 4-epi-congener via [3,3]-sigmatropic rearrangements and antiproliferative/cytotoxic evaluation Dedicated to Associated Professor Ladislav Knieo on the occasion of his 70th birthday
Martinkov, Miroslava,Mezeiov, Eva,Fabikov, Milica,Gonda, Jozef,Piltov, Martina,Moji, Jn
, p. 6 - 24 (2015/02/19)
Synthesis of the HCl salts of two anhydrophytosphingosines, jaspine B (1) and its 4-epi-congener 5 from easily available dimethyl l-tartrate and/or l-arabinose, is described. The key transformations are the efficient incorporation of a chiral amino group