Estudo visando a síntese da δ-decalactona

Abstract

The great concern of humanity is the cure of the various diseases. Today with complex syntheses, with discovery of active molecules through modern equipment and advanced technology to find substances with pharmacological activity, which previously was not possible. Many molecules come from nature, but it is necessary to synthesize them, since their isolation of natural products creates the risk of depletion of the species of origin in question. Accordingly, organic synthesis is essential for the production of new drugs. One of the diseases of the century is a matter of psychological ills, so it is necessary to search for molecules that can cure such diseases. In view of the above, the Aeollanthus suaveolens species studied in the Amazon because it presents several pharmacological activities. Sedative, anxiolytic, analgesic and anticonvulsant effects. It is known that -decanolactone in its essential oil is low in concentrations (0.37 to 3.02%), which has a great pharmacological potential, but little studied. If there is a need to study and synthesize the same, a synthetic route to obtain a viable form of -decalactone carried out in this work. With the use of 4-acetylbutyric acid and butylraldehyde, with the need to protect the acid with tosyl chloride, from which we did not obtain the protection of the same, but the appearance of other lactones. Continuation of the reaction by aldol condensation and purification by preparative thin layer chromatography yielded eight products, two of which showed our product of interest. However, in carrying out structural elucidation via infrared spectrum and nuclear magnetic resonance in 1H, the product was found to be cyclized, and had formed, three tetrahydro-6-hydroxy-3- (1-hydroxybutyl) -6-methylpyran lactones -2-one (23), tetrahydro-6-hydroxy-6-methylpyran-2-one (24) and tetrahydro-6- (1-hydroxybutoxy) -tetrahydropyran-2-one (25), which interest in further toxicity studies. The entire study in this work becomes necessary for the study of the pharmacological potential of the lactones 23, 24 and 25 obtained, as well as the need for a new syntactic route to obtain the product of interest at δ-decalactone.