104062-70-6Relevant articles and documents
Novel 2-oxoamide inhibitors of human group IVA phospholipase A2
Kokotos, George,Kotsovolou, Stavroula,Six, David A.,Constantinou-Kokotou, Violetta,Beltzner, Christopher C.,Dennis, Edward A.
, p. 2891 - 2893 (2002)
A novel class of potent human cytosolic phospholipase A2 (GIVA PLA2) inhibitors was developed. These inhibitors were designed to contain the 2-oxoamide functionality and a free carboxyl group. Among the compounds tested, a longchain
Crystal Structures of Staphylococcus aureus Methionine Aminopeptidase Complexed with Keto Heterocycle and Aminoketone Inhibitors Reveal the Formation of a Tetrahedral Intermediate
Douangamath, Alice,Dale, Glenn E.,D'Arcy, Allan,Almstetter, Michael,Eckl, Robert,Frutos-Hoener, Annabelle,Henkel, Bernd,Illgen, Katrin,Nerdinger, Sven,Schulz, Henk,MacSweeney, Aengus,Thormann, Michael,Treml, Andreas,Pierau, Sabine,Wadman, Sjoerd,Oefner, Christian
, p. 1325 - 1328 (2004)
High-resolution crystal structures of Staphylococcus aureus methionine aminopeptidase I in complex with various keto heterocycles and aminoketones were determined, and the intermolecular ligand interactions with the enzyme are reported. The compounds are effective inhibitors of the S. aureus enzyme because of the formation of an uncleavable tetrahedral intermediate upon binding. The electron densities unequivocally show the enzyme-catalyzed transition-state analogue mimicking that for amide bond hydrolysis of substrates.
AN EFFICIENT METHOD FOR PREPARATION OF OPTICALLY ACTIVE N-PROTECTED α-AMINO ALDEHYDES FROM N-PROTECTED α-AMINO ALCOHOLS
Soucek, Milan,Urban, Jan
, p. 693 - 696 (1995)
N-Protected α-amino aldehydes of high optical purity were prepared in excellent yields from corresponding α-amino alcohols by 1,1,1-tris(acetoxy)-1,1-dihydro-1,2-benzodioxol-3(H)-one (periodinane) oxidation.
Vinyl sulfone-based inhibitors of trypanosomal cysteine protease rhodesain with improved antitrypanosomal activities
Ajayi, Oluwatomi,Collins, Jasmine,Crown, Olamide,Nyamwihura, Rogers,Ogungbe, Ifedayo Victor,Zhang, Huaisheng
, (2020/05/18)
The number of reported cases of Human African Trypanosmiasis (HAT), caused by kinetoplastid protozoan parasite Trypanosoma brucei, is declining in sub-Saharan Africa. Historically, such declines are generally followed by periods of higher incidence, and one of the lingering public health challenges of HAT is that its drug development pipeline is historically sparse. As a continuation of our work on new antitrypanosomal agents, we found that partially saturated quinoline-based vinyl sulfone compounds selectively inhibit the growth of T. brucei but displayed relatively weak inhibitory activity towards T. brucei's cysteine protease rhodesain. While two nitroaromatic analogues of the quinoline-based vinyl sulfone compounds displayed potent inhibition of T. brucei and rhodesain. The quinoline derivatives and the nitroaromatic-based compounds discovered in this work can serve as leads for ADME-based optimization and pre-clinical investigations.
1,2,3-Triazoles as amide bond mimics: Triazole scan yields protease-resistant peptidomimetics for tumor targeting
Valverde, Ibai E.,Bauman, Andreas,Kluba, Christiane A.,Vomstein, Sandra,Walter, Martin A.,Mindt, Thomas L.
, p. 8957 - 8960 (2013/09/02)
The triazole makes the difference: Replacement of amide bonds in the backbone of peptides by 1,4-disubstituted 1,2,3-triazole isosteres affords peptidomimetics with retained receptor affinity and cell-internalization properties, enhanced proteolytic stability, and improved tumor-targeting capabilities. Copyright
