- Asymmetric Synthesis and Catalysis
- Coordination Chemistry and Organometallics
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Asymmetric Hydrogenation and Catalysis
- Synthetic Organic Chemistry Methods
- Nanoplatforms for cancer theranostics
- Plant Parasitism and Resistance
- Advanced Synthetic Organic Chemistry
- Nitric Oxide and Endothelin Effects
- Ionic liquids properties and applications
- Synthesis and Properties of Aromatic Compounds
- Plant and animal studies
- Luminescence and Fluorescent Materials
- Chemical Synthesis and Reactions
- Oxidative Organic Chemistry Reactions
- Nematode management and characterization studies
- Photodynamic Therapy Research Studies
- Cyclopropane Reaction Mechanisms
- Synthesis and Characterization of Pyrroles
- Catalytic Alkyne Reactions
- Synthesis and Catalytic Reactions
- Catalytic Cross-Coupling Reactions
- Eicosanoids and Hypertension Pharmacology
- Chemical synthesis and alkaloids
University of Turin
2015-2024
Royal College of Surgeons in Ireland
2015-2020
Torino e-district
2019-2020
University College Dublin
2011-2013
Directed ortho metalation (DoM) or nucleophilic acyl substitution (SNAc) can be efficiently programmed on the same aromatic carboxylic acid amide, in a choline chloride-based eutectic mixture, by simply switching nature of organolithium reagent. Telescoped, one-pot ortho-lithiation/Suzuki-Miyaura cross-couplings have also been demonstrated for first time Deep Eutectic Solvents.
The Nazarov cyclization was successfully performed in acidic NaDESs with full recyclability and scalability.
The regioselective benzylic metalation of substituted toluenes using BuLi/KO-t-Bu/TMP(H) (LiNK conditions) with subsequent in situ oxidative C-C coupling has been developed for the facile generation 1,2-diarylethanes. A range oxidants can be used step, 1,2-dibromoethane proving optimal. Heterocouplings achieved starting from a mixture two different bias toward cross achievable by 2-fold excess one toluene material. utility this approach is illustrated synthesis several biologically active...
Nitric oxide (NO) release from a suitable NO photodonor (NOP) can be fine-tuned by visible light stimuli at doses that are not toxic to cells but inhibit several efflux pumps; these mainly responsible for the multidrug resistance of anticancer agent doxorubicin (DOX). The strategy may thus increase DOX toxicity against resistant cancer cells. Moreover, novel molecular hybrid covalently joining and NOP showed similar increased toward and, in addition, lower cardiotoxicity than DOX. This opens...
// Monica Argenziano 1 , Chiara Lombardi 2 Benedetta Ferrara Francesco Trotta Fabrizio Caldera Marco Blangetti Hinanit Koltai 3 Yoram Kapulnik Ronit Yarden 4 Luca Gigliotti 5 Umberto Dianzani Cristina Prandi and Roberta Cavalli Department of Drug Science Technology, University Turin, Italy Chemistry, Agricultural Research Organization, Volcani Center, Rishon LeTsiyon, Israel Georgetown Medical Washington DC, USA Health Sciences, Universita del Piemonte Orientale, Novara, Correspondence to:...
Ultrafast heteroatom-directed lateral lithiation of substituted toluene derivatives using choline chloride-based eutectic mixtures as bio-inspired sustainable reaction media.
Abstract The synthesis of bench‐stable α,α‐bis(trimethylsilyl)toluenes and tris(trimethylsilyl)methane is described their use in stereoselective Peterson olefinations has been achieved with a wide substrate scope. Product stereoselectivity was poor carbonyl electrophiles ( E / Z ∼1:1 to 4:1) though this significantly improved by employing the corresponding substituted N ‐benzylideneaniline (up 99:1) as an alternative electrophile. olefination byproduct identified ,...
Using a facile synthetic route, an organic NO release agent based on BODIPY light-harvesting antenna was devised. This compound is stable in the dark and delivers under photoexcitation with biologically favorable green light. Temporally regulated vasodilation capability demonstrated rat aorta by green-light-induced release.
Abstract The design, synthesis, photochemical properties, and biological evaluation of a novel photoactivatable bichromophoric conjugate are reported. compound 1 , [4‐(4,4‐difluoro‐2,6‐diiodo‐1,3,5,7‐tetramethyl‐4‐bora‐3a,4a‐diaza‐ s ‐indacen‐8‐yl)‐ N ‐(3‐((4‐nitro‐3‐(trifluoromethyl)phenyl)amino)propyl)butanamide] combines 2,6‐diiodo‐1,3,5,7‐tetramethyl BODIPY derivative as singlet oxygen ( O 2 ) photosensitizer 4‐nitro‐3‐(trifluoromethyl)aniline (NOPD) nitric oxide (NO) photodonor, joined...
Abstract We report that the nucleophilic acyl substitution reaction of aliphatic and (hetero)aromatic amides by organolithium reagents proceeds quickly (20 s time), efficiently, chemoselectively with a broad substrate scope in environmentally responsible cyclopentyl methyl ether, at ambient temperature under air, to provide ketones up 93 % yield an effective suppression notorious over‐addition reaction. Detailed DFT calculations NMR investigations support experimental results. The described...
A small library of carborane-BODIPY/aza-BODIPY dyads were efficiently synthesized by means a novel convergent synthetic approach, the key step which is Pd-catalyzed Heck coupling reaction. The structural characterization and photoluminescence properties newly evaluated. presence carborane did not significantly alter photophysical patterns BODIPY or aza-BODIPY in final fluorophores, but it produced decrease emission fluorescent quantum yields that was range from 1.4 % for to 48 BODIPY-dyads....
The synthesis of acetals in acidic natural deep eutectic solvents (NADES), which the solvent itself participates catalytic promotion reaction, is reported herein. reaction performed under feasible conditions, open air, without need external additives, catalysts or water-removing techniques, and it wide scope. products are easily recovered, medium fully recycled reused weakening its activity after 10 times. Remarkably, entire process has been realized on gram scale.
Strigolactones (SLs) are a new class of plant hormones whose role has been recently defined in shoot branching, root development and architecture, nodulation. They also active the rhizosphere as signalling molecules communication between plants, AMF (arbuscular mycorrhizal fungi) parasitic weeds. In spite crucial multifaceted biological SLs, current knowledge on SL biosynthetic pathway perception/transduction mechanism is still incomplete. Both genetic molecular approaches required to...
A straightforward and efficient protocol to promote the metalation/anionic Fries rearrangements of O-aryl carbamates, using for first time a lithium amide as metalating agent under aerobic/ambient-friendly reaction conditions, is reported. This approach enables sustainable preparation salicylamide derivatives with high levels chemoselectivity within ultrafast times, working at room temperature in presence air/moisture, environmentally responsible cyclopentyl methyl ether solvent....
The engineering of photosensitizers (PS) for photodynamic therapy (PDT) with nitric oxide (NO) photodonors (NOPD) is broadening the horizons new and yet to be fully explored unconventional anticancer treatment modalities that are entirely controlled by light stimuli. In this work, we report a tailored boron-dipyrromethene (BODIPY) derivative acts as PS NOPD simultaneously upon single photon excitation highly biocompatible green light. photogeneration two key species PDT NOPDT, singlet oxygen...
Abstract Short chain chitooligosaccharides (COs) are chitin derivative molecules involved in plant-fungus signaling during arbuscular mycorrhizal (AM) interactions. In host plants, COs activate a symbiotic signalling pathway that regulates AM-related gene expression. Furthermore, exogenous CO application was shown to promote AM establishment, with major interest for agricultural applications of fungi as biofertilizers. Currently, the main source commercial is from shrimp processing industry,...
Terpenes are natural molecules of valuable interest for different industrial applications. Cytochromes P450 enzymes can functionalize terpenoids to form high value oxidized derivatives in a green and sustainable manner, representing valid alternative chemical catalysis. In this work, an enhanced specific epoxidation activity cytochrome BM3 mutants was found the terpenes geraniol linalool. This is first report showing linalool by its mutant A2 (Asp251Gly/Gln307His) with formation oxide...
A small library of 2,6- and 3,5-distyrenyl-substituted carborane-BODIPY dyes was efficiently synthesized by means a Pd-catalyzed Heck coupling reaction. Styrenyl-carborane derivatives were exploited as molecular tools to insert two carborane clusters into the fluorophore core extend π-conjugation final molecule in single synthetic step. The approach allows increase diversity this class fluorescent synthesis symmetric or asymmetric units with enhanced boron content. structural...