3381-52-0Relevant articles and documents
A mild and efficient oxidation of primary alkyl iodides to carboxylic acids
Hernandez,Melian,Suarez
, p. 653 - 655 (1992)
A one-step method for the preparation of carboxylic acids from primary alkyl iodides by treatment with ruthenium tetroxide is described.
Site-Selective Thiolation of (Multi)halogenated Heteroarenes
Sandfort, Frederik,Knecht, Tobias,Pinkert, Tobias,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 6913 - 6919 (2020/05/14)
A general and simple strategy for the site-selective thiolation of various pharmaceutically relevant electron-rich heteroarenes with thiols is reported. This mild and reliable photocatalytic protocol enables C-S coupling at the most electron-rich position of the (multi)halogenated substrates, complementing established methodologies. Experimental and computational studies suggest a radical chain mechanism with the key step being a homolytic aromatic substitution of the heteroaryl halide by an electrophilic thiyl radical, highlighting an underdeveloped reactivity mode.
Modification in the side chain of solomonsterol A: Discovery of cholestan disulfate as a potent pregnane-X-receptor agonist
Sepe, Valentina,Ummarino, Raffaella,D'Auria, Maria Valeria,Lauro, Gianluigi,Bifulco, Giuseppe,D'Amore, Claudio,Renga, Barbara,Fiorucci, Stefano,Zampella, Angela
, p. 6350 - 6362 (2012/09/05)
Seven synthetic analogues of the PXR (pregnane-X-receptor) potent natural agonist solomonsterol A were prepared by total synthesis. Their activity toward PXR was assessed by transactivation and RT-PCR assays. The study discloses cholestan disulfate (8) as a new, simplified agonist of PXR. By in vitro studies on hepatic cells we have demonstrated that this compound is a potent PXR agonist and functional characterization in human macrophages and hepatic stellate cells provided evidence that cholestan disulfate (8) has the ability to modulate the immune response triggered by bacterial endotoxin as well as to counter-activate hepatic stellate cell activation induced by thrombin. Because inhibition of immune-driven circuits might have relevance in the treatment of inflammation and liver fibrosis, the present data support the development of cholestan disulfate (8) in preclinical models of inflammatory diseases. The Royal Society of Chemistry 2012.