| dc.contributor | Tapia-A, Ricardo | |
| dc.contributor | Pontificia Universidad Católica de Chile | |
| dc.creator | Salas-Sánchez, Cristián Osvaldo | |
| dc.date | 2017-03-23T16:34:49Z | |
| dc.date | 2022-08-19T19:25:10Z | |
| dc.date | 2017-03-23T16:34:49Z | |
| dc.date | 2022-08-19T19:25:10Z | |
| dc.date | 2005 | |
| dc.date | 2005 | |
| dc.date.accessioned | 2023-08-21T21:32:37Z | |
| dc.date.available | 2023-08-21T21:32:37Z | |
| dc.identifier | http://creativecommons.org/licenses/by-nc-nd/3.0/cl/ | |
| dc.identifier | 100020 | |
| dc.identifier | https://hdl.handle.net/10533/175894 | |
| dc.identifier.uri | https://repositorioslatinoamericanos.uchile.cl/handle/2250/8284968 | |
| dc.description | The general objective of the present thesis was the synthesís of
heterocyclic quinones derived from benzofuranoquinones with potential biological
activity.
This study begins with the synthesis of several Rhinacantone analogs,
natural product with antitumor properties, using Diels-Alder reaction of
benzofuranoquinone 67 with different dienes, as a key step.
The regioselctive synthesis of sorne naphtofuranquinones derivates was
achieved by Diels-Alder reaction bromobenzofuranoquinones 91 and 92 with
dienes.
Orto-naphthofuranoquinones 97 and 98 were easily obtained by
rearragement of para-isomers in acid medium.
All benzofuranoquinones derivatives were tested for trypanocidal,
Ieishmanicidal and antitumor activity. The most active compounds were the aza
quinones 90 and 96, and a probable mechanism of action was deduced.
Global and local reactivity descriptors were calculated for
benzofuranoquinones derivatives using the Gaussian 98 package of program. A
probable correlation between anti-parasitic activity and global reactivity
parameters was proposed in this thesis.
Starting, from 2,3-dihydro.-2, 2-dirnethyl-7-benzofuran 66, a rnethod was
developed to obtain the spirobenzofuranoquinone 118, using Ring Closing
Metathesis of diene 129 as the key step. | |
| dc.description | PFCHA-Becas | |
| dc.description | Doctor en Ciencias Exactas Mención en Química | |
| dc.description | 200p. | |
| dc.description | PFCHA-Becas | |
| dc.description | TERMINADA | |
| dc.format | application/pdf | |
| dc.language | spa | |
| dc.relation | instname: Conicyt | |
| dc.relation | reponame: Repositorio Digital RI2.0 | |
| dc.relation | instname: Conicyt | |
| dc.relation | reponame: Repositorio Digital RI2.0 | |
| dc.relation | handle/10533/108040 | |
| dc.relation | info:eu-repo/grantAgreement/PFCHA-Becas/100020 | |
| dc.relation | info:eu-repo/semantics/dataset/hdl.handle.net/10533/93488 | |
| dc.rights | Atribución-NoComercial-SinDerivadas 3.0 Chile | |
| dc.rights | info:eu-repo/semantics/openAccess | |
| dc.title | Estudio de síntesis de quinonas heterocíclicas derivadas de benzofuranoquinonas: obtención de derivados de rhinacantona. Aplicación de nuevos parámetros en relaciónes estructura-actividad. | |
| dc.type | Tesis Doctorado | |
| dc.type | info:eu-repo/semantics/doctoralThesis | |
| dc.type | info:eu-repo/semantics/publishedVersion | |
| dc.type | Tesis | |
| dc.coverage | Santiago | |
