30365-54-9Relevant academic research and scientific papers
Synthesis and biological evaluation of 2-heteroarylthioalkanoic acid analogues of clofibric acid as peroxisome proliferator-activated receptor α agonists
Giampietro, Letizia,Ammazzalorso, Alessandra,Giancristofaro, Antonella,Lannutti, Fabio,Bettoni, Giancarlo,De Filippis, Barbara,Fantacuzzi, Marialuigia,Maccallini, Cristina,Petruzzelli, Michele,Morgano, Annalisa,Moschetta, Antonio,Amoroso, Rosa
, p. 6224 - 6232 (2009)
Aseries of 2-heteroarylthioalkanoic acids were synthesized through systematic structural modifications of clofibric acid and evaluated for human peroxisome proliferator-activated receptor α (PPARα) transactivation activity, with the aim of obtaining new hypolipidemic compounds. Some thiophene and benzothiazole derivatives showing a good activation of the receptor α were screened for activity against the PPARγ isoform. The gene induction of selected compounds was also investigated in the human hepatoma cell line. 2009 American Chemical Society.
Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering
Prokop, Zbynek,Sato, Yukari,Brezovsky, Jan,Mozga, Tomas,Chaloupkova, Radka,Koudelakova, Tana,Jerabek, Petr,Stepankova, Veronika,Natsume, Ryo,Van Leeuwen, Jan G. E.,Janssen, Dick B.,Florian, Jan,Nagata, Yuji,Senda, Toshiya,Damborsky, Jiri
supporting information; experimental part, p. 6111 - 6115 (2010/11/05)
In the loop: Engineering of the surface loop in haloalkane dehalogenases affects their enantiodiscrimination behavior. The temperature dependence of the enantioselectivity (lnE versus 1/T) of β-bromoalkanes by haloalkane dehalogenases is reversed (red data points) by deletion of the surface loop; the selectivity switches back when an additional single-point mutation is made. This behavior is not observed for -bromoesters.
Enantiodiscrimination of racemic electrophiles by diketopiperazine enolates: asymmetric synthesis of methyl 2-amino-3-aryl-butanoates and 3-methyl-aspartates
Bull, Steven D.,Davies, Stephen G.,Epstein, Simon W.,Garner, A. Christopher,Mujtaba, Nadeam,Roberts, Paul M.,Savory, Edward D.,Smith, Andrew D.,Tamayo, Juan A.,Watkin, David J.
, p. 7911 - 7925 (2007/10/03)
Enolates of (S)-N,N′-bis-(p-methoxybenzyl)-3-iso-propylpiperazine-2,5-dione exhibit high levels of enantiodiscrimination in alkylations with (RS)-1-aryl-1-bromoethanes and (RS)-2-bromoesters, affording substituted diketopiperazines containing two new stereogenic centres in high de. Deprotection and hydrolysis of the resultant substituted diketopiperazines provides a route to the asymmetric synthesis of homochiral methyl 2-amino-3-aryl-butanoates and 3-methyl-aspartates in high de and ee.
Enantiospecific Synthesis of the trans-9-carbazoles
Harfenist, Morton,Hoerr, David C.,Crouch, Ronald
, p. 1356 - 1359 (2007/10/02)
The compounds in the title, (R,R)- and (S,S)-2, are isomers of the cis-dimethyl compound 1, which is in human trials as an antipsychotic.They were made starting with chiral alanine esters (6) and the 2-bromopropionic esters made from the alanines of opposite chirality (5) and proceeding by cyclization of the ethoxycarbonyl-protected iminodipropionic acids 9, via anhydride 10, with 3-(9-carbazolyl)propylamine and subsequent BH3 reduction of the imides 12 followed by hydrolytic removal of the COOEt.Selection of the reagents necessary to minimize racemization D 20 values at each condensation stage and the 1H and 13C NMR absorption data required for structure proof of 2 are given; a ring inversion rate of 5200 s-1 is calculated based on low and ambient temperature 13C NMR data.
