Romano Grandi
University of Modena and Reggio Emilia
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Featured researches published by Romano Grandi.
Inorganica Chimica Acta | 2002
Marco Borsari; Erika Ferrari; Romano Grandi; Monica Saladini
The pKa values of curcumin and diacetylcurcumin are, here doubtless, determined by means of spectroscopic and potentiometric measurements, and the enolic proton is the more acidic one. The interaction of Fe 3 + with curcumin and diacetylcurcumin, in water/methanol 1:1 solution, leads to the formation of the complex species [FeH2CU(OH)2] and [FeDCU(OH)2 ]( H 2CU and DCU=curcumin or diacetylcurcumin monoanion, respectively) which prevails near pH 7. At more basic condition the prevailing species are [FeH2CU(OH)3] − and [FeDCU(OH)3] − , which prevent metal hydroxide precipitation. 1 H NMR data state that the dissociated -diketo moiety of the ligands is involved in metal chelation. The pKa value of the deprotonation reaction is strongly anticipated by the metal ion, as shown by UV spectral data. The stability constants, evaluated from potentiometric data, are near to that of desferrioxamine, which is, by now, the only iron-chelating agent for clinical use.
Journal of Inorganic Biochemistry | 2001
Marco Borsari; Cristina Gabbi; Franco Ghelfi; Romano Grandi; Monica Saladini; Stefano Severi; Fabio Borella
Silybin, a natural occurring flavolignan isolated from the fruits of Silibum marianum, has been reported to exert antioxidant and free radical scavenging abilities. It was suggested to act also as an iron chelator. The complexation and protonation equilibria of the ferric complex of this compound have been studied by potentiometric, spectrophotometric and electrochemical techniques. The formation of the complex silybin-Ga(III) in anhydrous DMSO-d6 has been studied by 1H NMR spectroscopy. Mass spectrometry and infrared spectroscopy on silybin-Fe(III) complex confirm all data obtained by 1H NMR spectroscopy. The experimental results show that silybin binds Fe(III) even at acidic pH. Different ternary complexes were observed at increasing methoxide ion concentration and their stability constants have been calculated. The results show the possible role of silybin in relation to the chelation therapy of chronic iron overload, as occurs in the treatment of Cooleys anemia.
Tetrahedron | 1999
Franco Ghelfi; Franco Bellesia; Luca Forti; Gianluca Ghirardini; Romano Grandi; Emanuela Libertini; Maria C Montemaggi; Ugo M. Pagnoni; Adriano Pinetti; Laurent De Buyck; Andrew F. Parsons
Abstract A number of N-benzylic protecting groups and allylic substituents have been investigated for the rearrangement, promoted by CuCl-TMEDA, of N-allyl-2,2-dihaloamides to 3,4-disubstituted γ-lactams. An appreciable chiral induction was observed at the C-4 site when α-phenylethylamine was used as a chiral protecting group, while an unexpected Diels-Alder reaction occurred when using a 2-furyl-methyl protection. This rearrangement has been applied to the synthesis of pilolactam, a drug with muscarinic activity.
Phytochemistry | 1984
Franco Bellesia; Romano Grandi; Ugo M. Pagnoni; Adriano Pinetti; R. Trave
Abstract Iridodial is a key intermediate in the biosynthesis of nepetalactone. One of the steps on the pathway prior to the lactonization is a hydride shift from C-1 to C-10. 10-Hydroxycitronellol is a far more efficient precursor than the C-2/C-3 unsaturated analogue.
Tetrahedron | 2003
Franco Ghelfi; Christian V. Stevens; Inge Laureyn; Ellen Van Meenen; Tina Rogge; Laurent De Buyck; Kirill Nikitin; Romano Grandi; Emanuela Libertini; Ugo M. Pagnoni; Luisa Schenetti
The reaction of N-substituted 4-methyl-2-pyrrolidinones or 4-diethoxyphosphoryl analogues, carrying at least two chlorine atoms between the C(3) and C(6) carbons, with alkaline methoxide in methanol afforded the corresponding 5-methoxylated 3-pyrrolin-2-ones, useful adducts for the preparation of agrochemicals or medicinal compounds.
Synthetic Communications | 1994
Antonio Fabretti; Franco Ghelfi; Romano Grandi; Ugo M. Pagnoni
Abstract Treatment of thioethers with manganese(IV)oxide-35% aqueous hydrogen chloride in methanol gives sulfoxides in high yields; sulfones are not produced
Tetrahedron | 1992
Franco Bellesia; Monica Boni; Franco Ghelfi; Romano Grandi; Ugo M. Pagnoni; Adriano Pinetti
Abstract α-Chloroacetals are obtained in almost quantitative yields, by treating acetals with MnO 2 -trimethylchlorosilane in CH 3 OH:CH 3 CN (1:1). The halogenation is explained by a ligand-transfer process on an enolether intermediate, mediated by a Mn(IV)-chloride species.
Synthetic Communications | 2006
Cristina Gabbi; Franco Ghelfi; Romano Grandi
Abstract . Oxidation of β-hydroxy thioethers with MnO2-aqu. 35%/HCl in methanol gives β-hydroxy sulfoxides in high yields.
Journal of Chemical Crystallography | 1994
Andrea Cornia; Antonio C. Fabretti; Romano Grandi; Wanda Malavasi
Abstract[(C2H4N3S) (C2H3N3S) BiI4]∞; [(HL) (L) BiI4]∞ (L=2-amino-1,3,4-thiadiazole),Mr=919.86. monoclinic, P 1 21/a 1,a=7.622(1),b=18.977(2),c=12.821(1) Å, β=102.77(1)°, finalR=0.033. The crystals consist of HL+ cations, neutral L molecules and polymeric [BiI4]∞− anions built up of edge-sharing [BiI6]3− octahedra, with Bi−I(bridging) distances in the range 3.320(1)−3.057(1) Å and Bi−I(terminal) distances in the range 2.917(1)−2.929(1) Å. The1H and13C spectra in DMSO-d6 solution are used in conjunction with the X-ray structural results to establish the preferred protonation site of the thiadiazole ring.
Phytochemistry | 1976
Romano Grandi; Walter Messerotti; Ugo M. Pagnoni
Abstract Artemisia ketone and artemisia acetate are the main monoterpene components in both the flowers and leaves of A. ageratum growing in central Italy, but are replaced by 1,8-cineole in plants growing in Sardinia (Italy).