263390-24-5Relevant articles and documents
Glycosidase inhibition by novel guanidinium and urea iminosugar derivatives
Kooij, Raymond,Branderhorst, Hilbert M.,Bonte, Simon,Wieclawska, Sara,Martin, Nathaniel I.,Pieters, Roland J.
, p. 387 - 393 (2013)
Novel guanidinium and urea derivatives of 1-deoxynojirimycin were prepared using a concise synthetic protocol and tested against a panel of glycosidases for their inhibitory properties. Potent and selective inhibition was observed with both classes of compounds. Further investigation involving an expanded series of NG-substituted guanidinium deoxynojirimycin analogues revealed distinct inhibitory profiles in the inhibition of the glycosidases tested. The Royal Society of Chemistry.
NG-aminoguanidines from primary amines and the preparation of nitric oxide synthase inhibitors
Martin, Nathaniel I.,Beeson, William T.,Woodward, Joshua J.,Marletta, Michael A.
, p. 924 - 931 (2008/09/20)
A concise, general, and high-yielding method for the preparation of N G-aminoguanidines from primary amines is reported. Using available and readily prepared materials, primary amines are converted to protected N G-aminoguanidines in a one-pot procedure. The method has been successfully applied to a number of examples including the syntheses of four nitric oxide synthase (NOS) inhibitors. The inhibitors prepared were investigated as competitive inhibitors and as mechanistic inactivators of the inducible isoform of NOS (iNOS). In addition, one of the four inhibitors prepared, NG-amino-NG-2,2,2-trifluoroethyl-L-arginine 19, displays the unique ability to both inhibit NO formation and prevent NADPH consumption by iNOS without irreversible inactivation of the enzyme.
A versatile one-pot synthesis of 1,3-substituted guanidines from carbamoyl isothiocyanates
Linton, Brian R.,Carr, Andrew J.,Orner, Brendan P.,Hamilton, Andrew D.
, p. 1566 - 1568 (2007/10/03)
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