SUMMARIES OF METABOCITOS OF MARINE ORIGINAuthor:
DIEGO TABOADA ALBERTO.
Year:
2004.
University:
SALAMANCA [
www.usal.es].
Place of defense: FACULTAD DE CIENCIAS.
Place of preparation: FACULTAD DE CIENCIAS.
Summary: The synthesis of bioactive compounds from natural products wealth is one of the lines of work covered in our research group. This work may fall within this line of research is therefore have chosen the following summary: acid subérsico, hyrtiosal, salmahyrtisol A. The synthesis of these three compounds goal has been made from a natural product abundant as is the esclareol. From esclareol acid, p-hydroxybenzoic acid has been synthesized (+) -subérsico, enantiomer of acid natural product (-) -subérsico thereby determined the estereoquímica latter. The synthesis of hyrtiosal and epímero at position 16 has been carried out from esclareol. It has perfected the reaction of reordering of a epóxiderivado with skeleton isoanticopalano until aldehyde containing fragment left of the skeleton hyrtiosano. The synthesis of (-) -hyrtiosal has helped determine the absolute configuration of this new sesterterpeno which has a new skeleton hyrtiosano, by the method of Mosher. It is important to note that this is the first time that describes the synthesis of compounds with skeleton hyrtiosano. The synthesis of salmahyrtisol A has been carried out from (-) -hyrtiosal. It has perfected the reaction ciclación has led to compounds skeleton salmahyrtisano and that has enabled the synthesis of 18-epi-salmahyrtisol A. A similar route from 16-epi-hyrtiosal was obtained 15,18-di-epi-salmahyrtisol A. These two compounds are stereoisomers of the natural product. Faced with the impossibility of obtaining the natural product from its precursor biogenetic hyrtiosal, has started a new synthetic route to the synthesis of salmahyrtisol A. The synthesis of bioactive compounds from natural products wealth is one of the lines of work covered in our research group. This work may fall within this line of research is therefore have chosen the following summary: acid subérsico, hyrtiosal, salmahyrtisol A. The synthesis of these three compounds goal has been made from a natural product abundant as is the esclareol. From esclareol acid, p-hydroxybenzoic acid has been synthesized (+) -subérsico, enantiomer of acid natural product (-) -subérsico thereby determined the estereoquímica latter. The synthesis of hyrtiosal and epímero at position 16 has been carried out from esclareol. It has perfected the reaction of reordering of a epóxiderivado with skeleton isoanticopalano until aldehyde containing fragment left of the skeleton hyrtiosano. The synthesis of (-) -hyrtiosal has helped determine the absolute configuration of this new sesterterpeno which has a new skeleton hyrtiosano, by the method of Mosher. It is important to note that this is the first time that describes the synthesis of compounds with skeleton hyrtiosano. The synthesis of salmahyrtisol A has been carried out from (-) -hyrtiosal. It has perfected the reaction ciclación has led to compounds skeleton salmahyrtisano and that has enabled the synthesis of 18-epi-salmahyrtisol A. A similar route from 16-epi-hyrtiosal was obtained 15,18-di-epi-salmahyrtisol A. These two compounds are stereoisomers of the natural product. Faced with the impossibility of obtaining the natural product from its precursor biogenetic hyrtiosal, has started a new synthetic route to the synthesis of salmahyrtisol A.
