186431-54-9

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 204381-53-3 Benzoic acid 1-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-pyrrolidin-3-yl ester 
• 40499-83-0 pyrrolidin-3-ol 

Downstream Products

• 204381-56-6 (S)-2-Amino-1-(3-hydroxy-pyrrolidin-1-yl)-3-phenyl-propan-1-one 
• 186431-53-8 N-[N-(tert-butoxycarbonyl)-L-phenylalanyl]pyrrolidin-3-one 
• 204381-62-4 N-[N-(quinolin-2-ylcarbonyl)-L-phenylalanyl]pyrrolidin-3-one 
• 204381-63-5 N-(N-nicotinoyl-L-phenylalanyl)pyrrolidin-3-one 
• 204381-60-2 1-((S)-2-Amino-3-phenyl-propionyl)-pyrrolidin-3-one 

Relevant academic research and scientific papers

Use of proline bioisosteres in potential HIV protease inhibitors: Phenylalanine-2-thiophenoxy-3-pyrrolidinone: Synthesis and anti-HIV evaluation

The synthesis of new phenylalanine-2-thiophenoxy-3-pyrrolidinones is described. Anti-HIV recombinant protease assays and HIV infected cell culture assays (observation of syncytia) demonstrated the potent anti-HIV activity of this new class of pseudopeptides. (C) 2000 Published by Elsevier Science Ltd.

Syntheses of new modified Phe-Pro peptides. Use of proline replacements in potential HIV inhibitors

The syntheses consisting of replacement of proline amino acid by a 3-pyrrolidinone ring in Phe-Pro analogues are described. Preliminary anti-HIV studies demonstrated the potential activity of this new class of compounds.

Short and unexpectedly potent 3-pyrrolidinone type inhibitors of HIV-1 replication

Based on the specific PhePro proteolytic cleavage of the HIV protease, short pseudo-peptides incorporating a 3-pyrrolidinone none ring have been synthesized. Their potencies to inhibit HIV-1 in MT4 cell culture have been evaluated and compared to that of the bioisostere dipeptide BocPhePro. Analogues incorporating an aromatic residue have shown to inhibit HIV-1 infection in MT4 human lymphoid cell with an IC50 ranging from 1 to 10 μM. Further experiments are in progress to determine their HIV protease inhibition properties.