SYNTHESIS AND CHARACTERIZATION OF NEW HALOGENATED CURCUMINOIDS

In this work a novel procedure of synthesis of compounds analogues to curcumin with halogens atoms in its structure is described, which can increase its solubility and biological activity. Four halogenated curcuminoids were obtained with great pharmacological interest, none of them reported in lit...

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Bibliographic Details
Main Authors: Eugenio Torres, Zonia Guillén, Quirino Arias, Manuel Almeida, Dirk Michalik, Christian Vogel
Format: Article
Language:Spanish
Published: Executive Business School 2013-12-01
Series:Avances en Ciencias e Ingeniería
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Online Access:http://www.exeedu.com/publishing.cl/inicio.php?lnk=ctnd&id=265
Description
Summary:In this work a novel procedure of synthesis of compounds analogues to curcumin with halogens atoms in its structure is described, which can increase its solubility and biological activity. Four halogenated curcuminoids were obtained with great pharmacological interest, none of them reported in literature before. Synthesis was carried out by means of the aldol condensation assisted by microwaves of halogenated aromatic aldehydes and acetylacetona, using morpholine as basic catalyst, in absence of solvent, and the reaction just needed 1 min. The products were purified by treatment of the reaction mixture with methanol under ultrasound irradiation, followed by chromatographic column. All obtained compounds were characterized by infrared spectroscopy, nuclear magnetic resonance, quantitative elementary analysis and high resolution mass spectrometry. The RMN-1H data demonstrate in all structures of synthesized curcuminoids the enol form is the most favored.
ISSN:0718-8706