Foti-01
Foti-02
Foti-03
Manzo-01
Tramice-01
Tramice-02

ORGANIC SYNTHESIS AND CATALYSIS


Activities

Synthesis of natural products and their analogs as targets and starting compounds for the development of bioactive molecules of pharmacological potential. Preparation of immune-modulating glycolipids, anti-oxidant and anti-tumor biphenyl compounds, peptides and peptidomimetics. Development of new methods of asymmetric and non-asymmetric catalysis, according to Green Chemistry principles and towards the functionalization of macrocyclic compounds and biodiesels.

 

Expertise

Design and total synthesis of bioactive natural products and analogs, including peptides, glycolipids, signaling lipids, biphenyl and macrocyclic compounds. Development of new methods of asymmetric and non-asymmetric catalysis. Molecular characterization of new synthetic targets of pharmacological potential by means of NMR, UV-VIS and IR spectroscopy, circular dicroism and mass spectrometry.

 

Coordinator 2017

Emiliano Manzo

Components

BIOCATALYSIS


Activities

Study of synthetic methods that use as catalysts enzymes isolated from microorganisms (bacteria, fungi), also extremophiles, and macroorganisms (marine and terrestrial), for the production of chemical modification of molecules (including chiral compounds) to be eventually used as therapeutic drugs, agrochemicals and synthones of high value for organic synthesis. The biocatalysts normally used are: alcohol dehydrogenases, chloro-peroxidases, glycosidases and glycosynthases, lipases, nitrilases, nitrile-hydratases or –amidases.

 

Expertise

Stereoselective and sterospecific synthesis of chiral alcohols, polyols, esters, amides, carboxylic acids, nitriles, amines, and/or resolution of racemic mixtures using lipases, alcohol dehydrogenases, nitrilases, nitrile-hydratases or –amidases. Regioselective synthesis of oligosaccharides and glyco-conjugates using marine or thermophilic glycosidases and glycosynthases. Molecular characterization of the various molecular skeletons by means of NMR spectroscopy, circular dicroism and mass spectrometry.

 

Coordinator 2017

Annabella Tramice

Components

REACTION MECHANISMS AND ASYMMETRICAL SYNTHESIS


Activities

Development of methods for asymmetrical syntheses using organic or organometallic catalysts. Synthesis of caspase inhibitors, total synthesis of tetrahydroisochinolines and Tolterodin; synthesis of dihydropyridines, piperidines and bioactive intermediates of pharmaceutical interest. Selective oxidation of polyols of natural origin; study of radicals and their reaction mechanisms; anti-oxidants; biocatalysis.

 

Expertise

Asymmetrical synthesis, mechanisms of reaction, antioxidants, rapid reactions, reaction kinetics, study of processes catalyzed by lipases for the production of enantiomerically pure compounds. Use of NMR and other spectroscopic techniques for conformational analysis and structure elucidation. Chiral chromatography. Organometallic chemistry. Green chemistry.

 

Coordinator 2017

Mario Foti

Components

Publications of the group components in the years 2016-2017

  1. Consoli, G. M. L.; Granata, G.; Fragassi, G.; Grossi, M.; Sallese, M.; Geraci, C. “Design and synthesis of a multivalent fluorescent folate-calix[4]arene conjugate: cancer cell penetration and intracellular localization” Org. Biomol. Chem. 2015, 13, 3298-3307.

  2. Elisabetta Alberico, Alastair J. J. Lennox, Lydia K. Vogt, Haijun Jiao, Wolfgang Baumann, Hans-Joachim Drexler, Martin Nielsen, Anke Spannenberg, Marek P. Checinski, Henrik Junge, and Matthias Beller. “Unravelling the Mechanism of Basic Aqueous Methanol Dehydrogenation Catalyzed by Ru−PNP Pincer Complexes”. J.Am.Chem.Soc 2016, 51, 14890-14904.

  3. Dario Pagano, Adele Cutignano, Emiliano Manzo*, Francesco Tinto and Angelo Fontana “Glycolipids synthesis: improved hydrazinolysis conditions for preparation of 1,2-polyunsaturated fatty acyl-β-monogalactosyl-glycerols”. Carbohydrate Research 2016, 424, 21-23.

  4. D'Antona, N.; Morrone, R; Gambera, G ; Pedotti, S. “Enantiorecognition of planar "metallocenic" chirality by a nitrile hydratase/amidase bienzymatic system”, ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14, 4393-4399.

  5. Finore, I.; Poli, A.; Di Donato, P.; Lama, L.; Trincone, A.; Fagnano, M.; Mori, M.; Nicolaus, B.; Tramice, A. “The hemicellulose extract from Cynara cardunculus: a source of value-added biomolecules produced by xylanolytic thermozymes”, GREEN CHEMISTRY , 2016, 18, 2460-2472.

  6. Mario C. Foti,* Adriana Slavova-Kazakova, Concetta Rocco and Vessela D. Kancheva, “Kinetics of curcumin oxidation by 2,2-diphenyl-1-picrylhydrazyl (DPPH•): an interesting case of separated coupled proton–electron transfer”, Org. Biomol. Chem., 2016, 14, 8331.

  7. R. Villano, M.R. Acocella, A. Scettri. “Influence of a remote sulfinyl group on L-proline-catalyzed direct asymmetric aldol addition of acetone”. Tetrahedron 2016, 72, 5414-5419.

  8. Sonia Pedotti, Angela Patti*, Sonia Dedola, Antonio Barberis, Davide Fabbri, Maria Antonietta Dettori, Pier Andrea Serra, Giovanna Delogu*, “Synthesis of new ferrocenyl dehydrozingerone derivatives and their effects on viability of PC12 cells”, Polyhedron 2016, 17,80-89.

  9. Claudia Sanfilippo, Alessandra Forni and Angela Patti*, “Characterization of a conglomerate-forming derivative of (±)-milnacipran and its enantiomeric resolution by preferential crystallization”, RSC Adv., 2016, 6, 49876.


Recent publications of interest to the group components

  1. Mario C. Foti, Adriana Slavova-Kazakova, Concetta Rocco and Vessela D. Kancheva, "Kinetics of curcumin oxidation by 2,2-diphenyl-1-picrylhydrazyl (DPPH•): an interesting case of separated coupled proton–electron transfer", Org. Biomol. Chem., 2016, 14, 8331

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