{"id":1186,"date":"2015-05-12T18:55:26","date_gmt":"2015-05-12T18:55:26","guid":{"rendered":"https:\/\/psiconautica.org\/wordpress\/?p=1186"},"modified":"2023-01-02T19:06:25","modified_gmt":"2023-01-02T19:06:25","slug":"quimica-indol","status":"publish","type":"post","link":"https:\/\/psiconautica.org\/wordpress\/drogas-y-plantas\/quimicas\/quimica-indol\/","title":{"rendered":"QUIMICA INDOL"},"content":{"rendered":"<h2 style=\"text-align: justify;\">Entre las sustancias psicotropas figuran los f\u00e1rmacos o sustancias psicodil\u00e9sticos, que se caracterizan por su potencia ente\u00f3gena.<\/h2>\n<h3 style=\"text-align: justify;\">El profesor Lehman los divide en cuatro clases:<\/h3>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">1. Los derivados catecolam\u00ednicos (mescalina, con una estructura b\u00e1sica parecida a la anfetamina y derivados).<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">2. Los derivados ind\u00f3licos (LSD, psilocibina, etc).<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">3. Los anticolin\u00e9rgicos semejantes al ditr\u00e1n.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">4. Delta-9-tetrahidrocannabinol.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">Puesto que el campo de los ente\u00f3genos es muy amplio y variado, vamos a referirnos a los derivados ind\u00f3licos.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">La estructura qu\u00edmica de gran parte de sustancias ente\u00f3genas lleva un n\u00facleo que es un anillo indol. Se trata de una sustancia heteroc\u00edclica formada por la uni\u00f3n del benceno y del pirrol. Es, junto con el escatol (beta-metilindol), uno de los productos de la putrefacci\u00f3n de las prote\u00ednas y est\u00e1 presente en el excremento del animal. Su nombre de indol se debe a que se encuentra en el colorante \u00edndigo. Debido a los dos \u00e1tomos de N que adem\u00e1s llevan en la cadena lateral, la estructura qu\u00edmica de estos ente\u00f3genos ind\u00f3licos corresponde a la fundamental de la triptamina.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">A prop\u00f3sito de la triptamina, no todos los indoles son ente\u00f3genos. Algunos son elementos necesarios en nuestra dieta alimenticia, como el triptofano. Descubierto, como indica su nombre, en la digesti\u00f3n tr\u00edptica de los albuminoides, se basa en la estructura heteroc\u00edclica del indol. Del triptofano se conocen muchos derivados. Ahora, el m\u00e1s importante es la serotonina o 5-hidroxitriptamina. Como es sabido, la serotonina es un transmisor qu\u00edmico, normal y necesario, de los impulsos nerviosos a trav\u00e9s de las sipnasias.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">La configuraci\u00f3n estructural qu\u00edmica de la triptamina puede ser solamente una condici\u00f3n parcial de la acci\u00f3n psicotropa. Para manifestarse como tal, y sobre todo para presentar una acci\u00f3n ente\u00f3gena, previa de un complemento con sustituciones espec\u00edficas. As\u00ed, mientras la triptamina no desarrolla ning\u00fan efecto ente\u00f3geno, este empieza a manifestarse en la dietiltriptamina (T-9) y, especialmente, en la dimetiltriptamina (DMT), que llama la atenci\u00f3n por su uso en sustituci\u00f3n del LSD, ya que produce una sintomatolog\u00eda ente\u00f3gena semejante, muy intensa, pero de breve duraci\u00f3n.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">Jacob ha sintetizado las tres operaciones qu\u00edmicas posible sobre la triptamina y la serotonina:<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">1. Metilaci\u00f3n. Si se metila la funci\u00f3n amida terminal de la triptamina, no ente\u00f3gena, obtenemos la dimetiltriptamina. En cambio si se metila la funci\u00f3n amidada terminal de la 5-oxitriptamina o serotonina obtenemos la 5-oxidimetiltriptamina o bufotenina, que se encuentra en el veneno del sapo y es el producto activo del haba de cohoba (Cohoba bello). Tal metilaci\u00f3n ejerce efectos ente\u00f3genos en el hombre, aparte de que las aminas terciarias pasan mejor la barrera hematoencef\u00e1lica, actuando directamente sobre el sistema nervioso central.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">2. Hidroxilaci\u00f3n. En el ciclo benc\u00e9nico la sustituci\u00f3n por OH en posici\u00f3n 4 origina los productos m\u00e1s ente\u00f3genos. A este respecto pueden considerarse la amida lis\u00e9rgica y lisergamida como una triptamina sustituida en posici\u00f3n 4. El LSD-25 es un producto sintetizado, pero se encuentra en estado natural en las semillas del ololiuqui (los Dondiego). El LSD-25 va perdiendo sus efectos ente\u00f3genos a medida que se elimina gradualmente sus grupos et\u00edlicos, y, al rev\u00e9s, es interesante comprobar el aumento gradual del enturbamiento de la conciencia. La psilocibina es el \u00e9ster fosf\u00f3rico de la psilocina.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">3. Oximetilaci\u00f3n en 5 sobre la 5-TH: En el cerebro se ha encontrado una hidroxi-indol metil transferasa capaz de fijar in vitro \u0095CH3 sobre el \u0095OH en 5, y volveriamos ha encontrar as\u00ed la 5-metoxitriptamina (metilserotonina) obtenida en la orina de los reum\u00e1ticos. Esta sustancia, aunque poco ente\u00f3gena, es la base de algunos ente\u00f3genos.<\/p>\n<p style=\"text-align: justify;\" align=\"JUSTIFY\">En los alcaloides de otras plantas m\u00e1gicas hallar\u00edamos nuevos ente\u00f3genos ind\u00f3licos. La composici\u00f3n qu\u00edmica de la iboga\u00edna, alcaloide de la iboga tabernante, volvemos a encontrar el n\u00facleo del indol y, con un poco de buena voluntad, la cadena lateral con 2C y funci\u00f3n amida terminal de la triptamina, as\u00ed como una sustituci\u00f3n \u0095OCH3 en posici\u00f3n 5. Esta misma sustituci\u00f3n, pero ahora en posici\u00f3n 6, son los alcaloides llamados Harmina-yage\u00edna y harmalina.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Psicon\u00e1utica. Todo sobre ente\u00f3genos y otras sustancias psicoactivas<\/p>\n","protected":false},"author":1,"featured_media":2787,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[19],"tags":[1067,589],"class_list":["post-1186","post","type-post","status-publish","format-standard","has-post-thumbnail","category-quimicas","tag-indol","tag-quimica"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.8 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>QUIMICA INDOL - Psicon\u00e1utica<\/title>\n<meta name=\"description\" content=\"Entre las sustancias psicotropas figuran los f\u00e1rmacos o sustancias psicodil\u00e9sticos, que se caracterizan por su potencia ente\u00f3gena.\" \/>\n<meta name=\"robots\" content=\"noindex, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<meta property=\"og:locale\" content=\"es_ES\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"QUIMICA INDOL - 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