A5016774025- Chemical Synthesis and Analysis
- Asymmetric Hydrogenation and Catalysis
- Carbohydrate Chemistry and Synthesis
- Organometallic Complex Synthesis and Catalysis
- Synthetic Organic Chemistry Methods
- Click Chemistry and Applications
- Asymmetric Synthesis and Catalysis
- Multicomponent Synthesis of Heterocycles
- Cell Adhesion Molecules Research
- Surface Chemistry and Catalysis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Monoclonal and Polyclonal Antibodies Research
- Carbon dioxide utilization in catalysis
- Inorganic and Organometallic Chemistry
- Chemical Reactions and Isotopes
- Chemical Synthesis and Reactions
- Fluorine in Organic Chemistry
- Synthesis of Organic Compounds
- Glycosylation and Glycoproteins Research
- Synthesis and Biological Activity
- Biochemical and Structural Characterization
- Peptidase Inhibition and Analysis
- Catalytic Alkyne Reactions
- Plant Diversity and Evolution
University of Florence
2010-2020
Florence (Netherlands)
2014
University of Siena
2012
Universidad de Burgos
2010
Istituto di Chimica Biomolecolare
2008
University of Bologna
2004
Institute for the Chemistry of OrganoMetallic Compounds
2002-2003
Menarini Group (Italy)
1999
In-Q-Tel
1993
Ca' Foscari University of Venice
1989
A click chemistry approach was applied for the discovery of triazole-based arginine−glycine−aspartate (RGD) mimetics by Cu(I)-catalyzed 1,3-dipolar alkyne−azide coupling reaction, which showed binding affinity properties toward αvβ3/αvβ5 integrins. Biological assays compound 18 capable αvβ3 integrin with nanomolar according to a two-sites model, and molecular modeling studies revealed peculiar π-stacking interaction between triazole ring Tyr178 side chain. Accordingly, inhibited adhesion...
Ugi four-component condensation (Ugi-4CC) between 2-formylbenzoic acid, phenacylamine dimethyl acetal, and isocyanides afforded 1H-isochromen-1-ones (isocoumarins). These products, where structure corresponds to the tautomeric enediamine form of Ugi-4CC primary adducts, were stable enough allow their isolation characterization. Stable isocoumarins also obtained by employing anilines as amino component in condensation.
The embodiment of 4-aminoproline residues (Amp) into the arginine-glycine-aspartate (RGD) sequence led to discovery a novel class high-affinity alpha Vbeta 3/alpha 5 integrin binders [IC 50 h (alpha 3) 0.03-5.12 nM; IC 5) 0.88-154 nM]. A total eight cyclopeptides type cyclo-[-Arg-Gly-Asp-Amp-], 5- 12, were assembled by standard solid-phase peptide synthesis protocol that involved C2-carboxyl and C4-amino functionalities proline scaffolds, leaving N (alpha)-nuclear site untouched....
Abstract The introduction of a cyclic amino acid in peptide is one the best methods to rigidify strand. A general approach towards new class seven‐membered ring acids described starting from ( S )‐tribenzyl glutamic γ‐aldehyde, which reacts with β‐keto phosphonates generate Horner–Wadsworth–Emmons product. In presence H 2 and Pd catalyst, four‐step process occurs involving double‐bond hydrogenation, hydrogenolysis three benzyl protecting groups, imine formation, reductive amination produce...
The application of d-mannose as a multipurpose building block from the chiral pool enabled diversity-oriented synthesis an array cyclic and bicyclic scaffolds with polyhydroxylated appendages aim to expand skeletal diversity in panorama glycopeptidomimetic compounds.
Couple and cyclize: A coupling–cyclization strategy employing building blocks from the chiral pool was applied for generation of morpholine-containing scaffolds (see scheme). The modulation both reaction conditions stereochemistry allowed first degree skeletal diversity, followed by functional group pairing strategic appendages selected molecular to achieve more complex frameworks. Detailed facts importance specialist readers are published as "Supporting Information". Such documents...
Diversity-Oriented Synthesis (DOS) consists of generating structurally diverse compounds from a complexity-generating reaction followed by cyclization steps and appendage diversity. DOS has gathered interest to systematically explore the chemical space high-quality small-molecule collections as probes investigate biological pathways. The generation heterocycles using amino acid sugar derivatives building blocks is powerful approach access geometrical diversity thanks high number...
In this paper, using a hybrid small-animal Micro SPECT/CT imaging system, we report that new (125)I-Cilengitide-like RGD-cyclopentapeptide, containing d-morpholine-3-carboxylic acid, interacts in vivo with α(v)β(3) integrin expressed by melanoma cells. Images clearly show the (125)I-compound has capacity to monitor growth of xenograft. Indeed, retention labeled ligand tumor mass good tumor/background ratio, and significant reduction its uptake was observed after injection unlabeled ligand....
3-Aza-6,8-dioxabicyclo[3.2.1]octane-7-carboxylic acids (named BTAa) derived from (R,R)-, (S,S)-, or meso-tartaric acid and natural (l), unnatural (d), unusual α-amino are described as conformationally constrained dipeptide isosteres. The general strategy developed for their preparation has required the trasformation of amino into corresponding N-benzylamino alcohols, followed by PyBroP-promoted condensation with monomethyl ester suitable 2,3-di-O-isopropylidenetartaric acid. Oxidation...