119590-67-9Relevant academic research and scientific papers
Amino acid derived CuII compounds as catalysts for asymmetric oxidative coupling of 2-naphthol
Ado, Pedro,Barroso, Snia,Carvalho, M. Fernanda N. N.,Teixeira, Carlos M.,Kuznetsov, Maxim L.,Costa Pessoa, Joo
supporting information, p. 1612 - 1626 (2015/02/19)
We report the synthesis and characterization of several novel aminopyridine-l-amino acid derived CuII-complexes. The ligands are prepared by a one-pot reductive alkylation of the l-amino acid scaffold and the respective aminopyridine CuII-complexes were obtained by reaction with CuCl2 or Cu(acetato)2. All compounds were characterized by spectroscopic techniques, as well as ESI-MS. Two of the CuII-complexes were characterized by single-crystal X-ray diffraction, one of them, [CuII(L)(CH3COO)] (HL = (S)-3-phenyl-2-(pyridin-2-ylmethylamino)propanoic acid), being the first ever reported aminopyridine-class CuII complex bearing a tridentate N,N,O donor set and a monodentate acetato ligand. The complexes are tested as catalysts in the oxidative coupling of 2-naphthol in organic solvent-water mixtures using dioxygen as the terminal oxidant. The effect of variables such as ligand denticity and substituents, as well as solvent, temperature and oxidant intake, on the overall performance is studied. In general, moderate to low conversions of 2-naphthol to 1,1′-bi-2-naphthol (BINOL) are obtained. The catalysts also showed moderate to low enantioselectivity. Some aspects of the reaction mechanism were elucidated by spectroscopy, electrochemical and theoretical studies. It was found that basic additives are important for activity, but these also increase the formation of secondary oxidation products. The addition of peroxide scavengers such as KI resulted in an increase of conversion, the yield of BINOL and enantioselectivity. This journal is
Synthesis and evaluation of potent, highly-selective, 3-aryl-piperazinone inhibitors of protein geranylgeranyltransferase-I
Peng, Hairuo,Carrico, Dora,Thai, Van,Blaskovich, Michelle,Bucher, Cynthia,Pusateri, Erin E.,Sebti, Said M.,Hamilton, Andrew D.
, p. 1768 - 1784 (2008/02/05)
A series of compounds based on the carboxyl-terminal CAAL sequence of PGGTase-I substrates was designed and synthesized. Using piperazin-2-one as a semi-rigid scaffold, we have introduced critical pharmacophores in a well-defined arrangement to mimic the CAAL sequence. High potency and exceptional selectivity were obtained for inhibition of PGGTase-I with structures such as 45 and 70. Potency of this series of GGTIs was dependent on the presence of an l-leucine residue with a free carboxyl terminus, as well as an S configuration of the 3-aryl group. The selectivity was significantly enhanced by 5-methyl substitution on the imidazole ring and fluorine substitution on the 3-aryl group. Modification of the 6-position of the piperazinone scaffold was found to be unfavorable. Compounds 44 and 69, the corresponding methyl esters of 45 and 70, were found to selectively block processing of Rap1A by PGGTase-I in whole cells with IC50 values of 0.4 M and 0.7 M respectively. The Royal Society of Chemistry 2006.
Manganese chelates with high relaxivity in serum
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Page column 20, (2010/01/30)
Compounds of formula (I) both in the racemic and optically active forms, are used in MRI diagnostic imaging.
STERIC AND HYDROPHOBIC EFFECTS ON STEREOSELECTIVITY IN TERNARY COBALT(III) COMPLEXES OF AMINO ACID DERIVATIVES
Strasak, Milan,Novomesky, Pavol,Butvin, Peter
, p. 1518 - 1528 (2007/10/02)
The preparation, separation, and characterization of mixed ligand cobalt(III) complexes containing either the new asymetric linear tetradentate ligand, ethylenebis-(S)-phenylalanine ((SS)-EBPh), or known asymmetric linear tetradentate ligand, ethylenebis-
