Silvana Casati

Synthesis of (20S)-[7,7,21,21-2H4] -3β-(tert-butyldimethylsilanyloxy)-20-methyl-pregn-5-en-21-ol, a useful intermediate for the preparation of deuterated isotopomers of sterols

(20S)-[7,7,21,21-2H(4)]-3beta-(tert-Butyldimethylsilanyloxy)-20-methyl-pregn-5-en-21-ol, an intermediate for the preparation of deuterated isotopomers of sterols to be used as standards for biomedical studies, was prepared by reduction with dichloroaluminum deuteride of ethyl (20S)-3beta-(tert-butyldimethylsilanyloxy)-7-oxo-pregn-5-en-20-carboxylate. Using controlled experimental conditions, it has also been shown that the dichloroaluminum hydride reduction of a 7-keto steroid affords the corresponding 7beta-hydroxy derivative in a highly stereoselective manner.

Regio- and enantioselective properties of the lipase-catalyzed irreversible transesterification of some 2-substituted-1,4-butanediols in organic solvents

Abstract The regioselectivity of the Pseudomonas fluorescens (P. cepacia) lipase (PFL)-catalyzed irreversible transesterification of 2-substituted-1,4-butanediols 1a–3a has been studied and, in the case of 3a , it has been shown that (R)- and (S)-diols are acylated with opposite regioselectivity.

1H, 13C and 15N NMR spectral assignments of adenosine derivatives with different amino substituents at C6-position.

The complete 1H, 13C and 15N NMR signals assignment of adenosine derivatives differently substituted at C6‐position was achieved using one‐ and two‐dimensional experiments (gs‐COSY, gs‐NOESY, gs‐HSQC and gs‐HMBC). Copyright

1H, 13C and 15N NMR assignments for N‐ and O‐acylethanolamines, important family of naturally occurring bioactive lipid mediators

The complete 1H, 13C and 15N NMR signal assignments of some N‐ and O‐acylethanolamines, important family of naturally occurring bioactive lipid mediators, were achieved using one‐dimensional and two‐dimensional experiments (gs‐HMQC and gs‐HMBC). Copyright

Spectrophotometric Assay of Lipase Activity: A New 4-nitrophenyl Ester of a Dialkylglycerol Suitable as a Chromogenic Substrate of Pseudomonas cepacia Lipase

Evaluation of Pseudomonas cepacia lipase (PCL) activity by a titrimetric method with triacylglycerols (TAG) and synthetic dialkylglycerol esters (DAGE) established the chain length selectivity of the enzyme and this information has been used to design a new chromogenic substrate [1,2-di-O-octyl-sn-glycerol-3-O-(4-nitrophenyl) glutarate] for the determination of the lipolytic activity of PCL.

Design, synthesis, molecular modelling and in vitro cytotoxicity analysis of novel carbamate derivatives as inhibitors of Monoacylglycerol lipase

Monoacylglycerol lipase (MAGL) has an essential role in the catabolic pathway of the endocannabinoid 2-arachidonoylglycerol, which makes it a potential target for highly specific inhibitors for the treatment of a number of diseases. We designed and synthesized a series of carbamate analogues of URB602. We evaluated their inhibitory activity toward human MAGL in vitro both in cell culture and lysates. The target compounds exhibited moderate to excellent inhibitory activity against MAGL. The most promising compound 2b showed good inhibitory activity with IC50 value of 4.5 ± 0.70 μM reducing MAGL activity to 82% of controls at 10 μM compared to 66% for the parent compound URB602. Interestingly, compounds 2b and 2c induce cell death through the inhibition of MAGL. Molecular modelling approaches and docking studies, used to investigate inhibitory profiles, indicated that trifluoromethyl substitutions of the aryl group and the benzene ring present at the oxygen side of the carbamate molecule had a significant impact on the activity.

Enzyme recycling does not influence the enantioselectivity of the Pseudomonas cepacia lipase-catalyzed acylation of a racemic alcohol in organic solvents

The enantioselectivity of the transesterification of racemic 2-methyl-3-phenyl-1-propanol 1 with vinyl acetate catalyzed by Pseudomonas cepacia lipase does not significantly change in benzene after four reactions using the same preparation of enzyme, whereas in chloroform the process becomes slower after the second reaction, the enantioselectivity being virtually unaffected..