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Inmaculada Robina

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Publications associées (20)

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Synthesis Of Pyrrolidine 3,4-Diol Derivatives With Anticancer Activity On Pancreatic Tumor Cells

Pierre Vogel, Inmaculada Robina, Frédéric Steimer

Novel pyrrolidine 3,4-diol derivatives of the type (2R and 2S,3R,45){[(( 1R)-1-methoxycarbonyl and hydroxylmethyl)-1-arylmethyl)amino] ethyl}-pyrrolidine-3,4-diol have been prepared and evaluated as a-mannosidase inhibitors and assayed for their anticancer ...

Pergamon-Elsevier Science Ltd2014

Synthesis and Biological Evaluation of Modified 2-Deoxystreptamine Dimers

Sandrine Gerber, Inmaculada Robina, Gérald Coste

Aminoglycosides are powerful antibiotics, but the emergence of resistant bacterial strains has prompted the search for analogues with better pharmacological profiles. The synthesis of 2-deoxystreptamine (2-DOS) dimers linked by polyamines and analogues bas ...

2011

The regioselectivity of the addition of benzeneselenyl chloride to 7-azanorborn-5-ene-2-yl derivatives is controlled by the 2-substituent: new entry into 3-and 4-hydroxy-5-substituted prolines

Pierre Vogel, Inmaculada Robina, Agostina Ruggiu

The electrophilic addition of benzeneselenyl chloride to the alkene moiety of 7-azabicyclo[2.2.1]hept-5en-2-yl derivatives has been studied. With camphanates 8 and 9 N-Boc-5-endo-chloro-6-exo-phenylseleno-7-azanorborn-2-yl camphanates 10 and 11 are obtaine ...

2010

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The stereoselective synthesis of new 3,4-dihydroxypyrrolidine derivatives starting from D-mannose, D-ribose and L-fucose is presented. Two synthetic strategies employing organometallic addition to hemiacetalic sugars followed by selective nucleophilic disp ...

2009

Synthesis of monosaccharides and analogues - Part three: Monosaccharides from simple achiral unsaturated compounds

Pierre Vogel, Inmaculada Robina

Nowadays any natural and non-natural monosaccharide can be prepared pure in both enantiomeric forms starting from inexpensive starting materials. Depending on the target, pure chemical procedures relying upon asymmetric catalysis using either metallic or p ...

2007

The first aza-C-disaccharide (D-azaMan-beta-CHz-(1 -> 6)-D-Man-alpha-OMe) that mimicks alpha-D-Manp-(1 -> 6)-alpha-D-ManOMe was made in 1994 by Johnson and coworkers. Several synthetic approaches to these disaccharide mimetics have been proposed. These are ...

2005

Stereoselective synthesis of novel tetrahydroxypyrrolizidines

Pierre Vogel, Inmaculada Robina

N-Benzyloxycarbonyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-L-ribose 12a has been converted into (1R,2S,6R, 7S,7aS)-5 and (1R, 2S, 6S, 7R, 7aR)-1,2,6,7-tetrahydroxypyrrolidin-5-ones 6 and (1R,2S,6S,7S,7aS)-7 and (1R,2S,6R,7R,7aS)-1,2,6,7-tetrahydroxypyr ...

2004

Enantiomerically pure (-)-(1R,4R,5R,6S)- and (+)-(1S,4S,5S,6R)-7-(tert-butoxycarbonyl)-5,6-exo-isopropylidenedioxy-7- azabicyclo[2.2.1]hept-2-one ((-)-3 and (+)-3) have been obtained from the Diels-Alder adduct of N-(tert-butoxycarbonyl)pyrrole and 2-bromo ...

2004

Synthesis and glycosidase inhibitory activities of 2-(aminoalkyl)pyrrolidine-3,4-diol derivatives

Pierre Vogel, Sandrine Gerber, Inmaculada Robina, Eliazar Rodriguez Garcia

Several 2-(aminomethyl)-and 2-(2-aminoethyl)-pyrrolidine-3,4-diol derivatives have been assayed for their inhibitory activities towards glycosidases. Good inhibitors of alpha-mannosidases must have the (2R,3R,4S) configuration and possess 2-(benzylamino)me ...

2003

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The Garcia-Gonzalez reaction Of D-glucose and ethyl acetoacetate generated ethyl 5-[(1'S)-D-erythrosyl]-2-methyl-3-furoate (5), which was converted to ethyl 5-[(1'R)-1',4'-dideoxy-1',4'-imino-D-erythrosyl]-2-methyl-3-furoate (3c) and to ethyl 5-[(1'S)-1',4 ...

2003