159303-54-5Relevant articles and documents
Synthesis of Conformationally Constrained Dipeptide Mimetics with Azabicyclo[4,3,0]nonanone and Azabicyclo[5,3,0]decanone Scaffolds
Xi, Wanlin,Du, Lei,Zhang, Liping,Sun, Haiying
, p. 10182 - 10188 (2020)
A general and efficient method for the synthesis of azabicyclo[4,3,0]nonanone and azabicyclo[5,3,0]decanone amino acid derivatives was developed with the palladium-catalyzed coupling of intermediates 9 and 10 with BocNH2 and Boc2NH and the following reduction of the C-C double bond by hydrogenation as the key steps. The exploration of the synthesis of C6-substituted dipeptide mimetics from 9 and 10 using Suzuki coupling as the key reaction has also been performed.
Paired Utility of Aza-Amino Acyl Proline and Indolizidinone Amino Acid Residues for Peptide Mimicry: Conception of Prostaglandin F2α Receptor Allosteric Modulators That Delay Preterm Birth
Mir, Fatemeh M.,Atmuri, N. D. Prasad,Bourguet, Carine B.,Fores, Jennifer Rodon,Hou, Xin,Chemtob, Sylvain,Lubell, William D.
, p. 4500 - 4525 (2019/05/17)
Peptide mimicry employing a combination of aza-amino acyl proline and indolizidinone residues has been used to develop allosteric modulators of the prostaglandin F2α receptor. The systematic study of the N-terminal phenylacetyl moiety and the conformation and side chain functions of the central turn dipeptide residue has demonstrated the sensitive relationships between modulator activity and topology. Examination of aza-Gly-Pro and aza-Phe-Pro analogs 2a and 2b in a murine preterm labor model featuring treatment with lipopolysaccharide demonstrated their capacity to extend significantly (>20 h) the average time of delivery offering new prototypes for delaying premature birth.
Anodic amide oxidation/olefin metathesis strategies: Developing a unified approach to the synthesis of bicyclic lactam peptidomimetics
Beal, Laura M,Liu, Bin,Chu, Wenhua,Moeller, Kevin D
, p. 10113 - 10125 (2007/10/03)
In connection with efforts to build constrained peptidomimetics for the endocrine hormone TRH, a general strategy for the construction of bicyclic lactam peptide building blocks has been developed. This strategy used an anodic amide oxidation to selective