764-09-0Relevant articles and documents
Synthesis of per-sulfated flavonoids using 2,2,2-trichloro ethyl protecting group and their factor Xa inhibition potential
Gunnarsson, Gunnar T.,Riaz, Muhammad,Adams, Joanna,Desai, Umesh R.
, p. 1783 - 1789 (2005)
The synthesis of per-sulfated flavonoids, organic compounds with multiple sulfate groups, is challenging. We present here a two-step synthesis of fully sulfated flavonoids in high overall yields using the 2,2,2-trichloroethyl moiety as a protecting group.
Design and synthesis of biphenyl and biphenyl ether inhibitors of sulfatases
Reuillon, Tristan,Alhasan, Sari F.,Beale, Gary S.,Bertoli, Annalisa,Brennan, Alfie,Cano, Celine,Reeves, Helen L.,Newell, David R.,Golding, Bernard T.,Miller, Duncan C.,Griffin, Roger J.
, p. 2821 - 2826 (2016/04/06)
Inhibitors of sulfatase-2 are putative anticancer agents, but the discovery of potent small molecules targeting this enzyme has proved challenging. Based on molecular modelling, two series of sulfatase-2 inhibitors have been developed with biphenyl and biphenyl ether scaffolds judiciously substituted with sulfamate, carboxylate and other polar groups (e.g. amino). Inhibition of aryl sulfatase A and B was also determined. The biphenyl ether derivatives were less selective for sulfatase-2 over aryl sulfatase B than the biphenyl series. All biphenyl ether derivatives inhibited aryl sulfatase A, whereas only amino derivatives inhibited aryl sulfatase B significantly. In the biphenyl series few derivatives exhibited activity against aryl sulfatase B. The trichloroethylsulfamate group was identified as a new pharmacophore enabling potent inhibition of all of the sulfatases studied.
Sulfation of deoxynivalenol, its acetylated derivatives, and T2-toxin
Fruhmann, Philipp,Skrinjar, Philipp,Weber, Julia,Mikula, Hannes,Warth, Benedikt,Sulyok, Michael,Krska, Rudolf,Adam, Gerhard,Rosenberg, Erwin,Hametner, Christian,Fr?hlich, Johannes
, p. 5260 - 5266 (2014/07/08)
The synthesis of several sulfates of trichothecene mycotoxins is presented. Deoxynivalenol (DON) and its acetylated derivatives were synthesized from 3-acetyldeoxynivalenol (3ADON) and used as substrate for sulfation in order to reach a series of five different DON-based sulfates as well as T2-toxin-3-sulfate. These substances are suspected to be formed during phase-II metabolism in plants and humans. The sulfation was performed using a sulfuryl imidazolium salt, which was synthesized prior to use. All protected intermediates and final products were characterized via NMR and will serve as reference materials for further investigations in the fields of toxicology and bioanalytics of mycotoxins.