Synthesis and biomedical potential of azapeptide modulators of the cluster of differentiation 36 receptor (CD36)

C Proulx, J Zhang, D Sabatino, S Chemtob, H Ong… - Biomedicines, 2020 - mdpi.com
The innovative development of azapeptide analogues of growth hormone releasing peptide-
6 (GHRP-6) has produced selective modulators of the cluster of differentiation 36 receptor …

Synthesis of Functionalized Proline‐Derived Azabicycloalkane Amino Acids and Their Applications in Drug Discovery: Recent Advances

M Serra, M Terreni, E Bernardi… - European Journal of …, 2023 - Wiley Online Library
After the first synthesis reported in 1994, azabicycloalkane amino acids have raised
increasing interest, becoming one of the most important classes of constrained dipeptide …

Probing anti-inflammatory properties independent of NF-κB through conformational constraint of peptide-based interleukin-1 receptor biased ligands

A Geranurimi, CWH Cheng, C Quiniou, T Zhu… - Frontiers in …, 2019 - frontiersin.org
Interleukin-1β (IL-1β) binds to the IL-1 receptor (IL-1R) and is a key cytokine mediator of
inflammasome activation. IL-1β signaling leads to parturition in preterm birth (PTB) and …

Solid-Phase Azopeptide Diels–Alder Chemistry for Aza-pipecolyl Residue Synthesis To Study Peptide Conformation

R Chingle, M Mulumba, NN Chung… - The Journal of …, 2019 - ACS Publications
Solid-phase chemistry for the synthesis and Diels–Alder reaction of Fmoc-protected
azopeptides has been developed and used to construct aza-pipecolyl (azaPip) peptides …

Diversity-oriented syntheses of β-substituted α-amino γ-lactam peptide mimics with constrained backbone and side chain residues

A Geranurimi, WD Lubell - Organic letters, 2018 - ACS Publications
α-N-(Fmoc) Amino-γ-lactam dipeptides with a variety of β-substituents were synthesized
stereoselectively with minimal β-elimination by routes employing, respectively, Mitsunobu …

Peptidomimetic synthesis by way of diastereoselective iodoacetoxylation and transannular amidation of 7–9-membered lactams

NDP Atmuri, DJ Reilley, WD Lubell - Organic letters, 2017 - ACS Publications
Azacyclo-and azabicycloalkanone peptidomimetics were synthesized regio-and
diastereoselectively by iodoacetoxylation and transannular amidation reactions on …

Interleukin-1 receptor modulation using β-substituted α-amino-γ-lactam peptides from solid-phase synthesis and diversification

A Geranurimi, CWH Cheng, C Quiniou, F Côté… - Frontiers in …, 2020 - frontiersin.org
As a key cytokine mediator of inflammation, interleukin-1β (IL-1β) binds to the IL-1 receptor
(IL-1R) and activates various downstream signaling mediators, including NF-κB, which is …

A Concise Ring Closing Enyne Metathesis Approach for the Preparation of Functionalized Proline‐Derived Azabicycloalkane Amino Acids

D Rubes, M Zupi, G Bisbano, L Belvisi… - European Journal of …, 2024 - Wiley Online Library
Herein we report the preparation of C4‐functionalized proline‐derived azabicycloalkane
(Aba) amino acids by exploiting a direct ring closing enyne metathesis reaction of readily …

Influence of N-Methylation and Conformation on Almiramide Anti-Leishmanial Activity

AMT Nguyen, S Brettell, N Douanne, C Duquette… - Molecules, 2021 - mdpi.com
The almiramide N-methylated lipopeptides exhibit promising activity against trypanosomatid
parasites. A structure–activity relationship study has been performed to examine the …

Synthesis and Biological Evaluation of N-Aminoimidazolidin-2-one-Containing Angiotensin-(1–7) Peptidomimetics

C Dai, F Wang, D Zhang, L Xu, X Xia, J Zhang - Organic Letters, 2020 - ACS Publications
N-Aminoimidazolidin-2-one (Aid)-containing peptides with a constrained backbone present
a novel class of peptidomimetics for drug discovery. The introduction of Aid residues into …