46460-17-7Relevant academic research and scientific papers
Defining the structural parameters that confer anticonvulsant activity by the site-by-site modification of (R)-N′-benzyl 2-amino-3-methylbutanamide
King, Amber M.,De Ryck, Marc,Kaminski, Rafal,Valade, Anne,Stables, James P.,Kohn, Harold
, p. 6432 - 6442 (2011/12/01)
Primary amino acid derivatives (PAADs) (N′-benzyl 2-substituted 2-amino acetamides) are structurally related to functionalized amino acids (FAAs) (N′-benzyl 2-substituted 2-acetamido acetamides) but differ by the absence of the terminal N-acetyl group. Both classes exhibit potent anticonvulsant activities in the maximal electroshock seizure animal model, and the reported structure-activity relationships (SARs) of PAADs and FAAs differ in significant ways. Recently, we documented that PAAD efficacy was associated with a hydrocarbon moiety at the C(2)-carbon, while in the FAAs, a substituted heteroatom one atom removed from the C(2)-center was optimal. Previously in this issue, we showed that PAAD activity was dependent upon the electronic properties of the 4′-N′-benzylamide substituent, while FAA activity was insensitive to electronic changes at this site. In this study, we prepared analogues of (R)-N′-benzyl 2-amino-3-methylbutanamide to identify the structural components for maximal anticonvulsant activity. We demonstrated that the SAR of PAADs and FAAs diverged at the terminal amide site and that PAADs had considerably more structural latitude in the types of units that could be incorporated at this position, suggesting that these compounds function according to different mechanism(s).
Antineoplastic agents. 570. isolation and structure elucidation of bacillistatins 1 and 2 from a marine bacillus silvestris
Pettit, George R.,Knight, John C.,Herald, Delbert L.,Pettit, Robin K.,Hogan, Fiona,Mukku, Venugopal J. R. V.,Hamblin, John S.,Dodson II, Michael J.,Chapuis, Jean-Charles
experimental part, p. 366 - 371 (2009/12/25)
Two new cyclodepsipeptides designated bacillistatins 1 (1)and2(2) have been isolated from cultures of a sample of Bacillus silvestris that was obtained from a Pacific Ocean (southern Chile) crab. Each 12-unit cyclodepsipeptide strongly inhibited growth of a human cancer cell line panel, with GI 50's of 10-4-10-5 μg/mL, and each compound was active against antibiotic-resistant Streptococcus pneumoniae. The structures were elucidated by a combination of X-ray diffraction and mass and 2D NMR spectroscopic analyses, together with chemical degradation.
Capillary electrophoretic separation of enantiomers of amino acids and amino acid derivatives using crown ether and cyclodextrin
Salami,Jira,Otto, Hans-Hartwig
, p. 181 - 185 (2007/10/03)
The capillary zone electrophoresis using (+)-18-crown-6-tetracarbonic acid as a chiral selector was a suitable method for the enantiomeric separation of racemates of amino acids and of some amino acid derivatives (esters, dipeptides). The influence of the chemical structure of the compounds on the separation was investigated. After optimization of the separation conditions, baseline separations were obtained for most racemates. The addition of acetonitrile and TBAB yielded an improvement of the separation. Improved selectivity was further observed by the application of a cyclodextrin, HP-β-CD, in combination with the crown ether.
Sulfonamide hydroxamates
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, (2008/06/13)
A compound of the Formula (I): wherein Z, R1, R, and Ar2are as defined in the specification. This invention also relates to sulfonamide compounds of the Formula (I) that are inhibitors of procollagen C-proteinase, pharmaceutical compositions containing them, methods for their use, and methods for preparing the compounds.
Peptide nucleic acids (PNAs) with a functional backbone
Pueschl, Ask,Sforza, Stefano,Haaima, Gerald,Dahl, Otto,Nielsen, Peter E.
, p. 4707 - 4710 (2007/10/03)
The synthesis of 10 new T-PNA monomers derived from L-amino acids is presented. The monomers were incorporated into decameric PNA oligomers, and the hybridisation with RNA, DNA and PNA complements studied by thermal stability measurements.
