Geminal diheteroatomic motifs: some applications of acetals, ketals, and their sulfur and nitrogen homologues in medicinal chemistry and drug design

YJ Wu, NA Meanwell - Journal of Medicinal Chemistry, 2021 - ACS Publications
Acetals and ketals and their nitrogen and sulfur homologues are often considered to be
unconventional and potentially problematic scaffolding elements or pharmacophores for the …

Foldamers containing γ-amino acid residues or their analogues: structural features and applications

F Bouillere, S Thétiot-Laurent, C Kouklovsky, V Alezra - Amino Acids, 2011 - Springer
Over the past 20 years, the field of foldamers has rapidly increased. Many β-peptides have
already been described and shown interesting properties. γ-Peptides have more recently …

[HTML][HTML] Low molecular weight, non-peptidic agonists of TrkA receptor with NGF-mimetic activity

D Scarpi, D Cirelli, C Matrone, G Castronovo… - Cell death & …, 2012 - nature.com
Exploitation of the biologic activity of neurotrophins is desirable for medical purposes, but
their protein nature intrinsically bears adverse pharmacokinetic properties. Here, we report …

Structural diversity of bicyclic amino acids

A Trabocchi, D Scarpi, A Guarna - Amino acids, 2008 - Springer
Over the years biomedical research has been constantly oriented towards the development
of new therapeutics based on bioactive peptides and their analogues. In particular, the …

Bicyclic acetals: biological relevance, scaffold analysis, and applications in diversity-oriented synthesis

E Lenci, G Menchi, FI Saldívar-Gonzalez… - Organic & …, 2019 - pubs.rsc.org
Natural products (NPs) have been shown to be an extraordinary source of bioactive
compounds and three-dimensional complex frameworks that can be useful to produce high …

[HTML][HTML] Diversity-Oriented Synthesis and Chemoinformatic Analysis of the Molecular Diversity of sp3-Rich Morpholine Peptidomimetics

E Lenci, R Innocenti, G Menchi, A Trabocchi - Frontiers in chemistry, 2018 - frontiersin.org
Diversity-Oriented Synthesis (DOS) consists of generating structurally diverse compounds
from a complexity-generating reaction followed by cyclization steps and appendage …

[HTML][HTML] Diversity-oriented synthesis as a tool for chemical genetics

E Lenci, A Guarna, A Trabocchi - Molecules, 2014 - mdpi.com
Chemical genetics is an approach for identifying small molecules with the ability to induce a
biological phenotype or to interact with a particular gene product, and it is an emerging tool …

A Spiroisoxazolinoproline-Based Amino Acid Scaffold for Solid Phase and One-Bead− One-Compound Library Synthesis

SM Dixon, KA Milinkevich, J Fujii, R Liu… - Journal of …, 2007 - ACS Publications
An efficient, multigram synthesis of a spiroisoxazolinoproline-based amino acid, 7, requiring
minimal purification, delivering good cis: trans diastereoselectivity (∼ 1: 4), and providing …

Morpholine-based RGD-cyclopentapeptides as αvβ3/αvβ5 integrin ligands: role of configuration towards receptor binding affinity

N Cini, A Trabocchi, G Menchi, A Bottoncetti… - Bioorganic & Medicinal …, 2009 - Elsevier
Two c [RGDfX] cyclopeptides, having either l-or d-morpholine-3-COOH (Mor) as the X amino
acid were developed as ligands for αvβ3/αvβ5 integrins. Biological assays showed only d …

Ester vs. amide on folding: a case study with a 2-residue synthetic peptide

KN Vijayadas, RV Nair, RL Gawade… - Organic & …, 2013 - pubs.rsc.org
Although known for their inferiority as hydrogen-bonding acceptors when compared to
amides, esters are often found at the C-terminus of peptides and synthetic oligomers …