263390-24-5Relevant academic research and scientific papers
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.
A mild method for the synthesis of carbamate-protected guanidines using the burgess reagent
Maki, Toshikatsu,Tsuritani, Takayuki,Yasukata, Tatsuro
supporting information, p. 1868 - 1871 (2014/05/06)
A simple method for the synthesis of carbamate-protected guanidines from primary amines is described. A variety of thioureas derived from primary amines and isothiocyanates react with the Burgess reagent to give the corresponding guanidines via either a stepwise or one-pot procedure. By tuning the carbamoyl units of isothiocyanates and the Burgess reagent, differentially N,N′-diprotected guanidines can be obtained. Selective deprotection of the products affords N-monoprotected guanidines.
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.
NG-hydroxyguanidines from primary amines
Martin, Nathaniel I.,Woodward, Joshua J.,Marietta, Michael A.
, p. 4035 - 4038 (2007/10/03)
A concise and general method for the preparation of NG- hydroxyguanidines from primary amines is reported. Using available and readily prepared materials, primary amines are converted to protected N G-hydroxyguanidines in a one-pot p
