201472-30-2Relevant articles and documents
Synthesis and antiviral evaluation of cyclic and acyclic 2-methyl-3-hydroxy-4-pyridinone nucleoside derivatives
Barral, Karine,Balzarini, Jan,Neyts, Johan,De Clercq, Erik,Hider, Robert C.,Camplo, Michel
, p. 43 - 50 (2007/10/03)
A series of cyclic and acyclic nucleoside analogues derived from 3-hydroxy-4-pyridinone were synthesized using the Vorbrüggen reaction. Iron chelation studies, and antiviral evaluation against a broad panel of viruses, were performed. The pKa value of ligand 25 and the stability constant of the corresponding iron-(III) complex were compared to those of deferiprone. The pFe3+ values were found to be similar. Some compounds showed moderate activity against both wild-type HSV-1 and HSV-2, as well as against a thymidine kinase deficient strain of HSV-1. These results suggest a novel mode of action for this group of nucleoside analogues.
Stereocontrolled total synthesis of an annonacin A-type acetogenin: Pseudoannonacin A?
Hanessian, Stephen,Grillo, Teresa Abad
, p. 1049 - 1057 (2007/10/03)
A stereocontrolled first total synthesis of a diastereomer of the presumed mono-tetrahydrofuran type acetogenin annonacin A, starting with enantiomerically pure precursors, is described. The absolute stereochemistry of the C15-C20 segment corresponding to the tetrahydrofuran ring of the natural product was secured by X-ray crystal structure analysis of an advanced intermediate. The synthetic product (a mixture of epimers at C10) had spectroscopic data identical to that of the natural product, but a different optical rotation.