Abstract

 

            The final goal of this work is the obtention of heterocyclic compounds having potential biological activity, such as antiviral, fungicide, antihelmintic, etc.. The most of these subtances have in their structures nitrogenated, nitrogenated-oxigenated or sufurated heterocyclic rings, in some cases combination of these heteroatoms in the aromatic and non-aromatic heterocycles. The possibility to obtain  structures with these properties from simple molecules, with high abundance and a low cost, is an interesting and important objetive in the field of organic chemistry, specially in the fine chemicals.

            Our specific objetives are related with two areas: the first consists in the synthesis of heterocyclic compounds using carbohydrates as starting material, which are constituent of the renovable biomass. These polihydroxylated compounds have additional interest due to their high functionalization and the presence of quiral centers, which let us perform stereospecific synthesis.The second area is related with the structural modification of bioactive heterocycles, looking for an optimization of their properties.

            The synthetic routes used are 1,3-dipolar cycloaddition, intramolecular condensation, selective protection, nucleophylic substitution, with the object to obtain compounds with potencial biological activity.

            These syntheses  allow us the obtention of interesting compounds, which possibly can be transfered to interested industries.    

 

 

Five representative publications in the last five years.

 

1.    “Synthesis of 3-glycosyl-5-substituted-2-isoxazolines”.

Mirta L. Fascio y Norma B. D'Accorso, Journal of Heterocyclic Chemistry, 33, 1573-1577 (1996).

 

2.-  “Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part I”.  

M. A. Martins Alho and  N. B. D'Accorso. 

Journal of Heterocyclic Chemistry, 34, 1415-1419 (1997) - Estados Unidos de América.

 

3.-   “1,3-Dipolar Cycloaddition of 1,2-O-Isopropylidene-a-D-xylo-pentadialdo-1,4-furanosenitrile oxide to some alkenes”.

Mirta L. Fascio, Verónica J. Montesano and Norma B. D’Accorso.

Journal of Heterocyclic Chemistry, 35, 102-106 (1998) - Estados Unidos de América.

 

4.-   “Synthesis of some 2-S-(6'-deoxy-a-D-galactopyranos-6-yl)-6,7-diaryl-2-thiolumazine derivatives".

       Miriam A. Martins Alho, Carmen Ochoa, Antonio Chana and  Norma B. D'Accorso.

Anales de la Asociación Argentina de Química, 86 (3/6), 197-202, (1998) - Argentina.

5.- “Synthesis and characterization of some heterocyclic derivatives from 1,2:3,4-di-O-isopropylidene-a-D-galacto-1,6-dialdo-1,5-pyranose oxime".

M. A. Martins Alho and  N. B. D'Accorso. 

Journal of Heterocyclic Chemistry, 36, 177-182 (1999) - Estados Unidos de América.

 

 

In press

 

1.- “Spectroscopic analysis of imidazolidines. Part I. Electron impact mass spectrometry”. Alejandra Salerno, Mónica Hedrera, Norma D’Accorso, Miriam Martins Alho and Isabel Perillo. Journal of Heterocyclic Chemistry, en prensa. Estados Unidos de América.

 

2.- “Synthesis and characterization of some 3-glycosyl-5-substituted isoxazoles with potential biological activities”. Mirta Liliana Fascio, Verónica Julieta Montesano and Norma Beatriz D’Accorso. Journal of Carbohydrate Chemistry, en prensa. Estados Unidos de América.