13164-19-7Relevant academic research and scientific papers
Supramolecular Gels from Conjugates of Bile Acids and Amino Acids and Their Applications
Maity, Mitasree,Maitra, Uday
, p. 1713 - 1720 (2017/04/13)
Hydrogels composed of low molecular weight molecules are gaining increasing importance in biomedical applications. In this work, we report the formation of injectable hydrogels from bile acid–amino acid conjugates. The hydrogelation ability was dependent
Amino acid conjugates of lithocholic acid as antagonists of the EphA2 receptor
Incerti, Matteo,Tognolini, Massimiliano,Russo, Simonetta,Pala, Daniele,Giorgio, Carmine,Hassan-Mohamed, Iftiin,Noberini, Roberta,Pasquale, Elena B.,Vicini, Paola,Piersanti, Silvia,Rivara, Silvia,Barocelli, Elisabetta,Mor, Marco,Lodola, Alessio
, p. 2936 - 2947 (2013/05/22)
The Eph receptor-ephrin system is an emerging target for the development of novel antiangiogenetic agents. We recently identified lithocholic acid (LCA) as a small molecule able to block EphA2-dependent signals in cancer cells, suggesting that its (5β)-cholan-24-oic acid scaffold can be used as a template to design a new generation of improved EphA2 antagonists. Here, we report the design and synthesis of an extended set of LCA derivatives obtained by conjugation of its carboxyl group with different α-amino acids. Structure-activity relationships indicate that the presence of a lipophilic amino acid side chain is fundamental to achieve good potencies. The l-Trp derivative (20, PCM126) was the most potent antagonist of the series disrupting EphA2-ephrinA1 interaction and blocking EphA2 phosphorylation in prostate cancer cells at low μM concentrations, thus being significantly more potent than LCA. Compound 20 is among the most potent small-molecule antagonists of the EphA2 receptor.
Lithocholic acid analogues, new and potent α-2,3-sialyltransferase inhibitors
Chang, Kai-Hsuan,Lee, Lenselot,Chen, Jessica,Li, Wen-Shan
, p. 629 - 631 (2008/02/10)
A new type of noncompetitive α-2,3-sialyltransferase inhibitor has been synthesized; we report the discovery, preparation and inhibitory activity of sixteen lithocholic acid analogues. The Royal Society of Chemistry 2006.
An improved procedure for the synthesis of glycine and taurine conjugates of bile acids
Tserng,Hachey,Klein
, p. 404 - 407 (2007/10/06)
Glycine and taurine conjugates of 5β cholanic acids have been synthesized using improved procedures based on the peptide coupling reagent, N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline. The conjugates are obtained in chromatographically pure form in yields higher than 90%. The use of this procedure in the large scale preparation of choly[1,2 13C2]glycine is described.
