Joaquín Tamariz

Knoevenagel Condensation in Heterogeneous phase Catalyzed by IR Radiation and Tonsil Actisil FF

Abstract Infrared radiation promoted the synthesis of benzylidenemalononitriles, benzylidenecyanoacetamides and benzylidenecyanoacetic acids by condensation of aromatic aldehydes with the corresponding active methylene compound in the presence of Tonsil Actisil FF, without solvent. Mass of catalyst, solvent, and reaction time were assessed in order to improve the efficiency of this process.

Preparation of Benzylidene Barbituric Acids Promoted by Infrared Irradiation in Absence of Solvent

Abstract Several benzaldehydes were condensed with barbituric acid under infrared irradiation, in absence of solvent, affording the corresponding 5-benzylidene barbituric acids.

Knoevenagel Condensation Catalyzed by a Mexican Bentonite Using Infrared Irradiation

Abstract Diethyl malonate undergoes condensation with aromatic aldehydes without solvents. in the presence of a Mexican bentonite using infrared irradiation as the energy source, to give the benzylidenemalonate compounds in fair yield.

Synthesis and hypolipidaemic evaluation of a series of α-asarone analogues related to clofibrate in mice

A series of α‐asarone analogues related to clofibrate, containing an acetic acid group at C‐2 of the aromatic ring, has been prepared as the acids or as the ethyl and methyl esters. The corresponding alcohols were also synthesized by reduction of the ethyl esters. The compounds were examined in hyperlipidaemic male mice to evaluate their ability to modify serum lipoprotein cholesterol, low‐density lipoprotein cholesterol, high‐density lipoprotein cholesterol and triglycerides after oral administration of 40 and 80 mg kg−1 for 6 days.

Infrared irradiation: Effective promoter in the formation of N-benzylideneanilines in the absence of solvent

Abstract Infrared irradiation promoted the formation of a series of Schiff bases in the condensation reaction between benzaldehydes and anilines, in the absence of solvent. Benzaldehydes and anilines, containing either electron‐withdrawing or electron‐releasing groups, were assessed to identify any substituent effect on the formation of the Schiff bases. This methodology is characterized by ease of set‐up and work‐up, and the reaction yields were comparable with those obtained in the methods reported previously. Moreover, this new procedure is environmentally benign because no solvent was employed in the transformations.

Inhibitors of HMG-CoA Reductase: Current and Future Prospects

High levels of cholesterol are a primary risk factor in the development of cardiovascular diseases. In this review, we have summarized the structural, chemical and computational aspects of hypocholesterolemic drugs, both statins and non-statins, that target enzyme 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMG-CoA) to block cholesterol biosynthesis.

A doubly-convergent and regioselective synthesis of (±)-daunomycinone☆

Abstract The monoadduct of benzoquinone to 2,3,5,6-tetramethylidene-7-oxabicyclo[2.2. l]heptane (7) was transformed into (1RS,4RS,4aSR)-2,3-dimethylidene-l,4-epoxy-l,2,3,4,4a,10-hexahydro-8-methoxyanthracene (28). ‡The exocyclic diene added to methy into (±)-7,9-dideoxydaunomycinone (54), a known precursor of(±)-daunomycinone

Highly diastereoselective nucleophilic additions using a novel myrtenal-derived oxathiane as a chiral auxiliary

Abstract The synthesis of novel oxathiane 3 and its acetyl derivative 12, from commercially available (−)-myrtenal 4, is described. The addition of several nucleophilic reagents to 12 furnished the corresponding tertiary carbinols in highly diastereomeric excess. The hydrolysis of 11a, b yielded the expected α-hydroxycarbonyl compounds in excellent enantiomeric excess.

Control of the Diels-Alder Addition Regioselectivity by Remote Substituents - Synthesis of Anthracycline Precursors

Abstract The 2,3,5-tris (methylene)norbornane adds to methyl propynoate with “para” regioselectivity. This principle is applied to the regioselective synthesis of a daunomycinone precursor.

Design, synthesis, and docking of highly hypolipidemic agents: Schizosaccharomyces pombe as a new model for evaluating α-asarone-based HMG-CoA reductase inhibitors

A series of alpha-asarone-based analogues was designed by conducting docking experiments with published crystal structures of human HMG-CoA reductase. Indeed, synthesis and evaluation of this series showed a highly hypocholesterolemic in vivo activity in a murine model, as predicted by previous docking studies. In agreement with this model, the polar groups attached to the benzene ring could play a key role in the enzyme binding and probably also in its biological activity, mimicking the HMG-moiety of the natural substrate. The hypolipidemic action mechanism of these compounds was investigated by developing a simple, efficient, and novel model for determining HMG-CoA reductase inhibition. The partial purification of the enzyme from Schizosaccharomyces pombe allowed for testing of alpha-asarone- and fibrate-based analogues, resulting in positive and significant inhibitory activity.