Biodiversidad y Conservación de Recursos Fitogenéticos. Las Amarillidáceas como Fuente de Productos Bioactivos Natalia Belén Pigni Aquesta tesi doctoral està subjecta a la llicència Reconeixement- NoComercial – CompartirIgual 3.0. Espanya de Creative Commons. Esta tesis doctoral está sujeta a la licencia Reconocimiento - NoComercial – CompartirIgual 3.0. España de Creative Commons. This doctoral thesis is licensed under the Creative Commons Attribution-NonCommercial- ShareAlike 3.0. Spain License. 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V5%JQRVCQ:$`:RVH1I1VJ QI<V]VH1:CVVVC_%V0:R1`1$1RQ:I1 `:I1C1:5 1VI]`V ]`VVJ V5 ]Q` R:`IV C: `:3HV_%VIV Q 1VJVJ 7 CQ0:CQ`V ]:`: H:I1J:`]Q`C:01R:5]Q`%:IQ`1JC3I1 V57]Q`VJHQJ `:`C:I:JV`:RVV :`:I1 C:RQ1JHC%Q:]V:`RVC:R1 :JH1:8 QRQVCCQ5:CQJ%V0Q:I1$Q5:CQ:I1$QRV1VI]`V57 :IG1XJ::_%VCCQ _%V]::`QJ:C$'J 1VI]Q: `<1VJRQ]:` 3H1]VRV_%V.Q7V X:_%39+* ÍNDICE 1.INTRODUCCIÓN......................................................................................................................... 1 1.1.ProductosNaturalesyDesarrollodeFármacos................................................................. 3 1.2.PlantasdelaFamiliaAmaryllidaceaeysusAlcaloides....................................................... 4 1.2.1.QuímicayBiosíntesis................................................................................................... 5 1.2.2.ActividadBiológica .................................................................................................... 10 1.3.GCMSyRMN:TécnicasClaveenelEstudiodeAlcaloidesdeAmaryllidaceae............... 14 1.3.1.CromatografíadeGasesEspectrometríadeMasas(GCMS) ................................. 14 1.3.1.1.Tipolicorina........................................................................................................ 16 1.3.1.2.Tipohomolicorina .............................................................................................. 17 1.3.1.3.Tiposcrininayhemantamina............................................................................. 18 1.3.1.4.Tipotazetina....................................................................................................... 19 1.3.1.5.Tipomontanina .................................................................................................. 20 1.3.1.6.Tipogalantamina................................................................................................ 20 1.3.2.ResonanciaMagnéticaNuclear(RMN) ..................................................................... 22 1.3.2.1.Tipolicorina........................................................................................................ 23 1.3.2.2.Tipohomolicorina .............................................................................................. 23 1.3.2.3.Tiposcrininayhemantamina............................................................................. 24 1.3.2.4.Tipotazetina....................................................................................................... 25 1.3.2.5.Tipomontanina .................................................................................................. 25 1.3.2.6.Tipogalantamina................................................................................................ 25 2.OBJETIVOS ............................................................................................................................... 27 2.1.Objectives......................................................................................................................... 30 3.RESULTADOS ........................................................................................................................... 31 3.1.Artículo1:TwonewalkaloidsfromNarcissusserotinusL. .............................................. 35 3.2.Artículo2:AlkaloidsfromNarcissusserotinus................................................................. 45 3.3.Artículo3:WilddaffodilsofthesectionGanymedesfromtheIberianPeninsulaasa sourceofmesembranealkaloids ............................................................................................ 53 3.4.Artículo4:WildArgentinianAmaryllidaceae,anewrenewablesourceof acetylcholinesteraseinhibitorgalanthamineandotheralkaloids.......................................... 99 4.DISCUSIÓN............................................................................................................................. 111 4.1.AlcaloidesdeNarcissusserotinusL................................................................................ 113 4.1.1.Narseronina............................................................................................................. 115 4.1.2.1O(3´acetoxibutanoil)licorina.............................................................................. 116 4.1.3.DerivadosdeNarcisidina......................................................................................... 116 4.1.4.2Metoxipratosina................................................................................................... 117 4.1.5.11Hidroxigalantina................................................................................................. 118 4.1.6.2OMetilclivonina................................................................................................... 118 4.2.AlcaloidesdeNarcisosdelaSecciónGanymedes.......................................................... 119 4.2.1.AlcaloidesdeN.triandrusL..................................................................................... 120 4.2.1.1.2Oxomesembrenona ...................................................................................... 121 4.2.1.2.7,7aDehidromesembrenona........................................................................... 121 4.2.1.3.2Oxoepimesembranol..................................................................................... 121 4.2.2.AnálisisdelContenidodeAlcaloidesdeEspeciesdelaSecciónGanymedes........... 122 4.3.AmaryllidaceaeArgentinascomoFuentedeAlcaloidesBioactivos............................... 124 5.CONCLUSIONES ..................................................................................................................... 127 5.1.Conclusions..................................................................................................................... 131 6.BIBLIOGRAFÍA........................................................................................................................ 133 7.ANEXOS ................................................................................................................................
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