Verfügbarkeit: Terpene | Technische Universität München

Terpene: Aromen, Düfte, Pharmaka, Pheromone

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Bibliographische Detailangaben
Beteilige Person:	Breitmaier, Eberhard 1939- (VerfasserIn)
Format:	Buch
Sprache:	Deutsch
Veröffentlicht:	Weinheim Wiley-VCH 2005
Ausgabe:	2., vollst. überarb. und erw. Aufl.
Schlagwörter:	Terpene
Links:	http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=013357445&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA
Umfang:	IX, 210 S. graph. Darst.
ISBN:	9783527314980 3527314989

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Datensatz im Suchindex

DE-BY-TUM_call_number	0302 CHE 697f 2005 A 8157(2) 1002 CHE 697f 2006 A 308 1302 CHE 697f 2009 A 9360(2)
DE-BY-TUM_katkey	1522833
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adam_text	Inhaltsverzeichnis 1 Terpene, Bedeutung, Bauprinzip, Biosynthese...................................................1 1.1 Begriff und Bedeutung..............................................................................................1 1.2 Bauprinzip: Isopren-Regel.........................................................................................2 1.3 Biosynthese...............................................................................................................3 2 Hemi- und Monoterpene .......................................................................................10 2.1 Hemiterpene............................................................................................................10 2.2 Acyclische Monoterpene .........................................................................................10 2.3 Monocyclische Monoterpene ..................................................................................13 2.3.1 Cyclopropan- und Cyclobutan-Monoterpene..........................................................................14 2.3.2 Cyclopentan-Monoterpene......................................................................................................14 2.3.3 Cyclohexan-Monoterpene.......................................................................................................15 2.4 Bicyclische Monoterpene ........................................................................................18 2.4.1 Übersicht.................................................................................................................................18 2.4.2 Carane und Thujane...............................................................................................................19 2.4.3 Pinane.....................................................................................................................................20 2.4.4 Camphane und Fenchane......................................................................................................20 2.5 Cannabinoide..........................................................................................................22 3 Sesquiterpene.......................................................................................................23 3.1 Farnesane...............................................................................................................23 3.2 Monocyclische Famesan-Sesquiterpene................................................................24 3.2.1 Cyclofamesane und Bisabolane.............................................................................................24 3.2.2 Germacrane und Eternane ......................................................................................................25 3.2.3 Humulane................................................................................................................................26 3.3 Polycyclische Farnesan-Sesquiterpene..................................................................27 3.3.1 Caryophyllane.........................................................................................................................27 3.3.2 Eudesmane und Furanoeudesmane.......................................................................................28 3.3.3 Eremophilane, Furanoeremonphilane und Vaterane..............................................................30 3.3.4 Cadinane.................................................................................................................................33 3.3.5 Drimane..................................................................................................................................35 3.3.6 Guajane und Cycloguajane.....................................................................................................36 3.3.7 Himachalane, Longipinane und Longifolane...........................................................................40 3.3.8 Picrotoxane.............................................................................................................................41 3.3.9 Isodaucane und Daucane.......................................................................................................41 3.3.10 Protoilludane, Illudane und Illudalane.....................................................................................42 3.3.11 Marasmane, Isolactarane, Lactarane, Sterpurane.................................................................43 3.3.12 Acorane...................................................................................................................................44 VI Inhaltsverzeichnis 3.3.13 Chamigrane ............................................................................................................................44 3.3.14 Cedrane und Isocedrane........................................................................................................45 3.3.15 Zizaane und Prezizaane .........................................................................................................46 3.3.16 Campherenane und Santalane ...............................................................................................46 3.3.17 Thujopsane .............................................................................................................................47 3.3.18 Hirsutane .................................................................................................................................48 3.4 Andere polycyclische Sesquiterpene ......................................................................49 3.4.1 Pinguisane ..............................................................................................................................49 3.4.2 Presilphiperfoliane, Silphiperfoliane, Silphinane, Isocomane .................................................49 4 Diterpene ................................................................................................................51 4.1 Phytane ...................................................................................................................51 4.2 Cyclophytane ...........................................................................................................51 4.3 Bicyclophytane ........................................................................................................53 4.3.1 Labdane..................................................................................................................................53 4.3.2 Umgelagerte Labdane............................................................................................................54 4.4 Tricyclophytane .......................................................................................................56 4.4.1 Pimarane und Isopimarane.....................................................................................................56 4.4.2 Cassane, Cleistanthane und Isocopalane..............................................................................58 4.4.3 Abietane und Totarane ...........................................................................................................60 4.5 Tetracyclophytane ...................................................................................................62 4.5.1 Übersicht.................................................................................................................................62 4.5.2 Beyerane .................................................................................................................................63 4.5.3 Kaurane und Villanovane ........................................................................................................64 4.5.4 Atisane ....................................................................................................................................65 4.5.5 Gibberellane ............................................................................................................................65 4.5.6 Graynatoxane .........................................................................................................................66 4.6 Cembrane und Cyclocembrane...............................................................................67 4.6.1 Übersicht.................................................................................................................................67 4.6.2 Cembrane ...............................................................................................................................69 4.6.3 Casbane ..................................................................................................................................70 4.6.4 Lathyrane .......................................................... ZZZZZZZZZZ Z. . ......................70 4.6.5 Jatrophane ................................................................................... ZZI ..............................71 4.6.6 Tigliane .......................................................................................... ZZI ..............................71 4.6.7 Rhamnofolane und Daphnane................................................................................................72 4.6.8 Eunicellane und Asbestinane .................................................................................................72 4.6.9 Biarane ...................................................... 73 4.6.10 Dolabellane ................................................. ZZZZZZZZZZZZZZZZZZ...73 4.6.11 Dolastane .............................................................. ZZZZZZZZZZZZZ. . 74 4.6.12 Fusicoccane ........................................................................................ , ...............................75 4.6.13 Verticillane und Taxane ..........................................................................................................75 4.6.14 Trinervitane und Kempane ......................................................................................................75 4.7 Prenylsequiterpene .................................................................................................76 4.7.1 Xenicane und Xeniaphyllane ..........................................................., . . ...............................77 4.7.2 Prenylgermacrane und Lobane......................................................................................77 Inhaltsverzeichnis VII 4.7.3 Prenyleudesmane und Biflorane.............................................................................................78 4.7.4 Sacculatane (Prenyldrimane) ..................................................................................................79 4.7.5 Prenylguajane und Prenylaromadendrane.............................................................................79 4.7.6 Sphenolobane (Prenyldaucane).............................................................................................80 4.8 Ginkgolide...............................................................................................................80 5 Sesterterpene........................................................................................................81 5.1 Acyclische Sesterterpene........................................................................................81 5.2 Monocyclische Sesterterpene.................................................................................81 5.3 Polycyclische Sesterterpene...................................................................................82 5.3.1 Bicyclische Sesterterpene......................................................................................................82 53.2 Tricyclische Sesterterpene.....................................................................................................83 5.3.3 Tetra- und pentacyclische Sesterterpene...............................................................................84 6 Triterpene...............................................................................................................85 6.1 Lineare Triterpene...................................................................................................85 6.2 Tetracyclische Triterpene, Gonan-Typ....................................................................87 6.2.1 Übersicht.................................................................................................................................87 6.2.2 Protostane und Fusidane........................................................................................................88 6.2.3 Dammarane............................................................................................................................88 6.2.4 Apotirucallane.........................................................................................................................90 6.2.5 Tirucallane und Euphane........................................................................................................90 6.2.6 Lanostane...............................................................................................................................91 6.2.7 Cycloartane.............................................................................................................................92 6.2.8 Cucurbitane.............................................................................................................................93 6.3 Pentacyclische Triterpene, Baccaran-Typ..............................................................94 6.3.1 Übersicht.................................................................................................................................94 6.3.2 Baccarane und Lupane ...........................................................................................................96 6.3.3 Oleanane................................................................................................................................96 6.3.4 Taraxerane, Multiflorane und Bauerane.................................................................................97 6.3.5 Glutinane, Friedelane und Pachysanane................................................................................98 6.3.6 Taraxastane und Ursane........................................................................................................99 6.4 Pentacyclische Triterpene, Hopan -Тур .................................................................100 6.4.1 Übersicht...............................................................................................................................100 6.4.2 Hopane und Neohopane.......................................................................................................101 6.4.3 Ferrane .................................................................................................................................102 6.4.4 Adianane und Filicane..........................................................................................................103 6.4.5 Gammacerane......................................................................................................................103 6.5 Weitere pentacyclische Triterpene........................................................................104 6.5.1 Übersicht...............................................................................................................................104 6.5.2 Stictane und Arborane..........................................................................................................105 6.5.3 Onocerane und Serratane ....................................................................................................105 6.6 Iridale.................................................................................................................... 106 7 Tetraterpene........................................................................................................108 7.1 Carotenoide...........................................................................................................108 VIII Inhaltsverzeichnis 7.2 Apocarotenoide .....................................................................................................110 7.3 Diapocarotenoide ..................................................................................................111 7.4 Megastigmane .......................................................................................................112 8 Polyterpene und Predichinone........................................................................ 114 8.1 Polyterpene ...........................................................................................................114 8.2 Prenylchinone ........................................................................................................115 9 Ausgewählte Terpen-Synthesen........................................................................ 118 9.1 Monoterpene .........................................................................................................118 9.1.1 Konzept industrieller Monoterpen-Riechstoffsynthesen.......................................................118 9.1.2 (RH+J-Citronellal.................................................................................................................120 9.1.3 Rosenoxid.............................................................................................................................120 9.1.4 Chrysanthemumsäuremethylester........................................................................................121 9.1.5 (1/?,3R,4S)-H-Menthol........................................................................................................122 9.1.6 a-Terpineol...........................................................................................................................123 9.1.7 Campher aus a-Pinen..........................................................................................................124 9.1.8 a-Pinen und Derivate als Edukte zur stereospezifischen Synthese chiraler Monoterpene.. 126 9.2 Sesquiterpene.......................................................................................................128 9.2.1 ß-Selinen...............................................................................................................................128 9.2.2 isocomen..............................................................................................................................129 9.2.3 Cedren..................................................................................................................................132 9.2.4 PeriplanonB.........................................................................................................................134 9.3 Diterpene ...............................................................................................................137 9.3.1 Vitamin A (Retinolacetat) ......................................................................................................137 9.3.2 Cafestol.................................................................................................................................140 9.3.3 Baccatin III als Vorstufe des Taxols......................................................................................144 9.4 Triterpene..............................................................................................................151 Lupeol...................................................................................................................................151 10 Isolierung und Strukturaufklärung....................................................................159 10.1 Isolierung aus Pflanzen.........................................................................................159 10.2 Geeignete Methoden der Strukturaufklärung........................................................159 10.3 Strukturaufklärung eines Sesquiterpens...............................................................160 10.3.1 Doppelbindungsäquivalente..................................................................................................160 10.3.2 Funktionelle Gruppen und Teilstrukturen aus dem C-NMR-Spektrum..............................161 10.3.3 Konstitution (Atomverknüpfung)...........................................................................................162 10.3.4 Relative Konfiguration...........................................................................................................168 10.3.5 Absolute Konfiguration..........................................................................................................170 10.4 Kristallstrukturbestimmung....................................................................................172 10.5 Über Struktur und Geruch von Terpenen ..............................................................175 Bibliographie.......................................................................................................179 Übersicht bedeutender Terpen-Grundskelette.................................................184 Sachverzeichnis..................................................................................................196
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spellingShingle	Breitmaier, Eberhard 1939- Terpene Aromen, Düfte, Pharmaka, Pheromone Terpene (DE-588)4184779-9 gnd
subject_GND	(DE-588)4184779-9
title	Terpene Aromen, Düfte, Pharmaka, Pheromone
title_auth	Terpene Aromen, Düfte, Pharmaka, Pheromone
title_exact_search	Terpene Aromen, Düfte, Pharmaka, Pheromone
title_full	Terpene Aromen, Düfte, Pharmaka, Pheromone Eberhard Breitmaier
title_fullStr	Terpene Aromen, Düfte, Pharmaka, Pheromone Eberhard Breitmaier
title_full_unstemmed	Terpene Aromen, Düfte, Pharmaka, Pheromone Eberhard Breitmaier
title_short	Terpene
title_sort	terpene aromen dufte pharmaka pheromone
title_sub	Aromen, Düfte, Pharmaka, Pheromone
topic	Terpene (DE-588)4184779-9 gnd
topic_facet	Terpene
url	http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=013357445&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA
work_keys_str_mv	AT breitmaiereberhard terpenearomenduftepharmakapheromone

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