{"id":86501,"date":"2018-03-10T00:11:07","date_gmt":"2018-03-10T00:11:07","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/sintesis-de-sesquiterpenos-oxaciclicos-potencialmente-bioactivos\/"},"modified":"2018-03-10T00:11:07","modified_gmt":"2018-03-10T00:11:07","slug":"sintesis-de-sesquiterpenos-oxaciclicos-potencialmente-bioactivos","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica\/sintesis-de-sesquiterpenos-oxaciclicos-potencialmente-bioactivos\/","title":{"rendered":"Sintesis de sesquiterpenos oxaciclicos potencialmente bioactivos"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Luisa Lahoz Bosch <\/strong><\/h2>\n<p>En esta tesis se ha realizado la s\u00edntesis a partir de santonina de diversos sesquiterpenos oxac\u00edclicos. Los resultados se resumen en tres apartados:  a) s\u00edntesis de bis-lactonas 6,12-eleman\u00f3lidas:  se ha desarrollado una metodolog\u00eda para la obtenci\u00f3n de bis-lactonas 6,12-eleman\u00f3lidas que ha permitido llevar a cabo una s\u00edntesis formal de 8-deoxivernolepina y sintetizar la estructura asignada al pseudo \u00e1cido secoisoerivan\u00ednico. Los datos espectrosc\u00f3picos del producto sintetizado no coincidieron con los del producto natural aislado de artemisia judaica, evidenciando la necesidad de revisar la estructura asignada al producto natural. El paso clave en la s\u00edntesis de ambos compuestos es la adici\u00f3n regio y estereoselectiva de un electr\u00f3filo (phse (+) o epoxidaci\u00f3n) a un grupo vin\u00edlico de uno de los intermedios sint\u00e9ticos que ocurre acompa\u00f1ado por el cierre de un anillo de  -lactona.  b) s\u00edntesis de 3-oxa-6,12-guayan\u00f3lidas:  se ha realizado la primera aproximaci\u00f3n sint\u00e9tica a las 3-oxa-6,12-guayan\u00f3lidas mediante la obtenci\u00f3n de los dos ep\u00edmeros en c-10 de los 8-deoxiderivados de las 3-nor-guayan\u00f3lidas aisladas de distintas especies de achillea. La secuencia implica la transformaci\u00f3n del esqueleto de eudesmano de la santonina en el de guayano. La degradaci\u00f3n del anillo de ciclopentano con p\u00e9rdida del \u00e1tomo c-3 y la formaci\u00f3n del anillo de furano a partir del compuesto 1,4-dicarbon\u00edlico resultante. La comparaci\u00f3n con los datos espectrosc\u00f3picos de nuestros productos permite establecer la estereoqu\u00edmica de c-10 en los productos naturales.  c) s\u00edntesis de sesquiterpenos con una agrupaci\u00f3n pirano:  se ha desarrollado un m\u00e9todo para obtener sesquiterpenos con una agrupaci\u00f3n pirano en el anillo a que ha permitido sintetizar plagioquilina n, cuyas caracter\u00edsticas f\u00edsicas y espectrosc\u00f3pica  coincidieron con las del producto natural aislado de plagiochila ovalifolia. La s\u00edntesis de plagioquilina n se llev\u00f3 a<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Sintesis de sesquiterpenos oxaciclicos potencialmente bioactivos<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Sintesis de sesquiterpenos oxaciclicos potencialmente bioactivos <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Luisa Lahoz Bosch <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Universitat de val\u00e9ncia (estudi general)<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 22\/09\/2000<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<h3>Direcci\u00f3n y tribunal<\/h3>\n<ul>\n<li><strong>Director de la tesis<\/strong>\n<ul>\n<li>Gonzalo Blay Llinares<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: ramon Mestres quadreny <\/li>\n<li>julio Gonz\u00e1lez urones (vocal)<\/li>\n<li>Rafael Suau suarez (vocal)<\/li>\n<li>Jaime Primo millo (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Luisa Lahoz Bosch En esta tesis se ha realizado la s\u00edntesis a partir de santonina de diversos [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","theme-transparent-header-meta":"","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"default","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"var(--ast-global-color-4)","background-image":"","background-repeat":"repeat","background-position":"center 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