Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof

The principle theme of this thesis was the synthesis of bioactive compounds. To this end, this work was focus on two main projects. The first one, which was carried out in the Department of Chemistry of the University of Girona under the supervision of Dr Montserrat Heras, concerned the synthesis of...

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Detalles Bibliográficos
Autor: El Marrouni El Ghazaoui, Abdellatif
Tipo de recurso: tesis doctoral
Estado:Versión publicada
Fecha de publicación:2012
País:España
Institución:CBUC, CESCA
Repositorio:TDR. Tesis Doctorales en Red
OAI Identifier:oai:www.tdx.cat:10803/80815
Acceso en línea:http://hdl.handle.net/10803/80815
Access Level:acceso abierto
Palabra clave:Pèptids antimicrobials
Péptidos antimicrobianos
Antimicrobial peptides
Compostos bioactius
Compuestos bioactivos
Bioactive compounds
Marine natural products
Unnatural amino acids
Aminoàcids no naturals
Aminoácidos no naturales
Productes naturals marins
Productos naturales marinos
547
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spelling Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereofEl Marrouni El Ghazaoui, AbdellatifPèptids antimicrobialsPéptidos antimicrobianosAntimicrobial peptidesCompostos bioactiusCompuestos bioactivosBioactive compoundsMarine natural productsUnnatural amino acidsAminoàcids no naturalsAminoácidos no naturalesProductes naturals marinsProductos naturales marinos547The principle theme of this thesis was the synthesis of bioactive compounds. To this end, this work was focus on two main projects. The first one, which was carried out in the Department of Chemistry of the University of Girona under the supervision of Dr Montserrat Heras, concerned the synthesis of new unnatural amino acids bearing a pyrimidine ring within their side chain for incorporation into the antimicrobial peptide BP100 following a rational design in order to improve its biological profile. On the other hand, the second chapter of this thesis was developed in collaboration with the Laboratoire de Chimie Organique (ESPCI-ParisTech, Paris, France) under the guidance of Pr Janine Cossy and Dr Arseniyadis. This chapter was centered on the total synthesis of three marine natural products with complex structures and interesting biological activities: acremolide B, (–) bitungolide F and lyngbouilloside.Aquesta tesi s'ha centrat en la preparació de nous compostos bioactius seguint dues estratègies diferents. El primer projecte es va portar a terme sota la supervisió de la Dra. Montserrat Heras del grup LIPPSO del Departament de Química i ha permés el desenvolupament de noves metodologies per la síntesi de nous aminoàcids no naturals. i el seu ús en la preparació d'anàlegs del pèptid antimicrobià BP100 amb l'objectiu de millorar-ne les propietats biològiques. El segon projecte és fruit de la col•laboració amb la Prof. Janine Cossy i el Dr. Stellios Arseniyadis del "Laboratoire de Chimie Organique" de l'Ecole Superieur de Physique et Chimie Industrielles (ESPCI-ParisTech, Paris, França). I ha permés posar a punt tres estratègies sintètiques convergents i versàtils per l’obtenció de tres productes naturals de gran complexitat estructural i interessants activitats biològiques – l'acremolide B, la bitungolide F i la lyngbouilloside – aïllats recentment del fons marí de diferents punts del món.Universitat de GironaHeras i Corominas, MontserratCossy, JanineUniversitat de Girona. Departament de Química201220122012info:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/publishedVersion375 p.application/pdfapplication/pdfhttp://hdl.handle.net/10803/80815TDX (Tesis Doctorals en Xarxa)reponame:TDR. Tesis Doctorales en Redinstname:CBUC, CESCAInglésADVERTIMENT. L'accés als continguts d'aquesta tesi doctoral i la seva utilització ha de respectar els drets de la persona autora. Pot ser utilitzada per a consulta o estudi personal, així com en activitats o materials d'investigació i docència en els termes establerts a l'art. 32 del Text Refós de la Llei de Propietat Intel·lectual (RDL 1/1996). Per altres utilitzacions es requereix l'autorització prèvia i expressa de la persona autora. En qualsevol cas, en la utilització dels seus continguts caldrà indicar de forma clara el nom i cognoms de la persona autora i el títol de la tesi doctoral. No s'autoritza la seva reproducció o altres formes d'explotació efectuades amb finalitats de lucre ni la seva comunicació pública des d'un lloc aliè al servei TDX. Tampoc s'autoritza la presentació del seu contingut en una finestra o marc aliè a TDX (framing). Aquesta reserva de drets afecta tant als continguts de la tesi com als seus resums i índexs.info:eu-repo/semantics/openAccessoai:www.tdx.cat:10803/808152026-06-14T12:46:07Z
dc.title.none.fl_str_mv Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
title Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
spellingShingle Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
El Marrouni El Ghazaoui, Abdellatif
Pèptids antimicrobials
Péptidos antimicrobianos
Antimicrobial peptides
Compostos bioactius
Compuestos bioactivos
Bioactive compounds
Marine natural products
Unnatural amino acids
Aminoàcids no naturals
Aminoácidos no naturales
Productes naturals marins
Productos naturales marinos
547
title_short Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
title_full Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
title_fullStr Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
title_full_unstemmed Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
title_sort Synthesis of unusual alpha-amino acids and study of the effect of their incorporation into antimicrobial peptides. Total synthesis of biactive marine natural products and analogues thereof
dc.creator.none.fl_str_mv El Marrouni El Ghazaoui, Abdellatif
author El Marrouni El Ghazaoui, Abdellatif
author_facet El Marrouni El Ghazaoui, Abdellatif
author_role author
dc.contributor.none.fl_str_mv Heras i Corominas, Montserrat
Cossy, Janine
Universitat de Girona. Departament de Química
dc.subject.none.fl_str_mv Pèptids antimicrobials
Péptidos antimicrobianos
Antimicrobial peptides
Compostos bioactius
Compuestos bioactivos
Bioactive compounds
Marine natural products
Unnatural amino acids
Aminoàcids no naturals
Aminoácidos no naturales
Productes naturals marins
Productos naturales marinos
547
topic Pèptids antimicrobials
Péptidos antimicrobianos
Antimicrobial peptides
Compostos bioactius
Compuestos bioactivos
Bioactive compounds
Marine natural products
Unnatural amino acids
Aminoàcids no naturals
Aminoácidos no naturales
Productes naturals marins
Productos naturales marinos
547
description The principle theme of this thesis was the synthesis of bioactive compounds. To this end, this work was focus on two main projects. The first one, which was carried out in the Department of Chemistry of the University of Girona under the supervision of Dr Montserrat Heras, concerned the synthesis of new unnatural amino acids bearing a pyrimidine ring within their side chain for incorporation into the antimicrobial peptide BP100 following a rational design in order to improve its biological profile. On the other hand, the second chapter of this thesis was developed in collaboration with the Laboratoire de Chimie Organique (ESPCI-ParisTech, Paris, France) under the guidance of Pr Janine Cossy and Dr Arseniyadis. This chapter was centered on the total synthesis of three marine natural products with complex structures and interesting biological activities: acremolide B, (–) bitungolide F and lyngbouilloside.
publishDate 2012
dc.date.none.fl_str_mv 2012
2012
2012
dc.type.none.fl_str_mv info:eu-repo/semantics/doctoralThesis
info:eu-repo/semantics/publishedVersion
format doctoralThesis
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10803/80815
url http://hdl.handle.net/10803/80815
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 375 p.
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Universitat de Girona
publisher.none.fl_str_mv Universitat de Girona
dc.source.none.fl_str_mv TDX (Tesis Doctorals en Xarxa)
reponame:TDR. Tesis Doctorales en Red
instname:CBUC, CESCA
instname_str CBUC, CESCA
reponame_str TDR. Tesis Doctorales en Red
collection TDR. Tesis Doctorales en Red
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869412487142572032
score 15,301603

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