Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika:
Saved in:
| Main Author: | |
|---|---|
| Format: | Thesis Book |
| Language: | German |
| Published: |
Göttingen
Cuvillier
1998
|
| Edition: | 1. Aufl. |
| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | 260 S. Taf. |
| ISBN: | 3897122812 |
Staff View
MARC
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| 020 | |a 3897122812 |c kart. : DM 98.00, sfr 98.00, S 686.00 |9 3-89712-281-2 | ||
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| 049 | |a DE-355 |a DE-91 |a DE-12 |a DE-83 |a DE-188 | ||
| 100 | 1 | |a Bader, Thomas |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika |c vorgelegt von Thomas Bader |
| 250 | |a 1. Aufl. | ||
| 264 | 1 | |a Göttingen |b Cuvillier |c 1998 | |
| 300 | |a 260 S. |b Taf. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 502 | |a Zugl.: Göttingen, Univ., Diss., 1997 | ||
| 650 | 0 | 7 | |a Chromanderivate |0 (DE-588)4423216-0 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Benzochinone |0 (DE-588)4144516-8 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Antibiotikum |0 (DE-588)4002257-2 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Chemische Synthese |0 (DE-588)4133806-6 |2 gnd |9 rswk-swf |
| 655 | 7 | |0 (DE-588)4113937-9 |a Hochschulschrift |2 gnd-content | |
| 689 | 0 | 0 | |a Benzochinone |0 (DE-588)4144516-8 |D s |
| 689 | 0 | 1 | |a Chromanderivate |0 (DE-588)4423216-0 |D s |
| 689 | 0 | 2 | |a Antibiotikum |0 (DE-588)4002257-2 |D s |
| 689 | 0 | 3 | |a Chemische Synthese |0 (DE-588)4133806-6 |D s |
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| 999 | |a oai:aleph.bib-bvb.de:BVB01-008236194 | ||
Record in the Search Index
| _version_ | 1804126769497767936 |
|---|---|
| adam_text | SYNTHESEN VON NEUARTIGEN PEPTID- UND PIPERAZINGEKUPPELTEN NAPHTHO- UND
BENZISOCHROMANCHINON- ANTIBIOTIKA DISSERTATION ZUR ERLANGUNG DES
DOKTORGRADES DER MATHEMATISCH-NATURWISSENSCHAFTLICHEN FAKULTAETEN DER
GEORG-AUGUST-UNIVERSITAET ZU GOETTINGEN VORGELEGT VON THOMAS BADER AUS
SPRINGE GOETTINGEN 1997 INHALTSVERZEICHNIS INHALTSVERZEICHNIS A.
THEORETISCHER TEIL 1. EINLEITUNG 1 2. AUFGABENSTELLUNG 7 3.
SYNTHESEPLANUNG UND -DURCHFUHRUNG 10 3.1 REAKTIONEN AN
MODELLVERBINDUNGEN 10 3.1.1 ANFORDERUNGEN AN DIE MODELLSUBSTANZ 10 3.1.2
SYNTHESESTRATEGIE FUER DIE MODELLREAKTIONEN 11 3.1.3 AUSFUEHRUNG DER
SYNTHESEN 14 3.1.3.1 SYNTHESE DES 6- BZW. 8-AMINO-5-METHOXY-L,4-
NAPHTHOCHINONS (6-24 BZW. 8-24) 14 3.1.3.2 ACETYLIERUNG VON 6- BZW.
8-AMINO-5-METHOXY-L,4- NAPHTHOCHINON 15 3.1.3.3 PEPTIDKUPPLUNG AN 6-
BZW. 8-AMINO-5-METHOXY-L,4- NAPHTHOCHINON 17 -SYNTHESESTRATEGIE 17 -
DURCHFUEHRUNG DER SYNTHESEN 20 - ALTERNATIVER SYNTHESEWEG FUER DIE
DARSTELLUNG VON 8-36 22 -ZUSAMMENFASSUNG 24 3.1.3.4 DARSTELLUNG
PIPERAZINGEKUPPELTER JUGLONE 26 -ALLGEMEINES 26 - SYNTHESESTRATEGIE 26 -
DURCHFUEHRUNG DER SYNTHESEN 27 - ALTERNATIVER SYNTHESEWEG FUER DIE
DARSTELLUNG VON 8-25 29 - HETEROCYCLISIERUNG 31 - ALTERNATIVE METHODE
FUER DIE HETEROCYCLISIERUNG 32 - REDUKTION DER CARBONYLGRUPPEN DES
DIOXOPIPERAZIN- DERIVATS8-58 37 - DEBLOCKIERUNG VON 6-58 BZW. 8-58 38
3.1.4 ZUSAMMENFASSUNG 43 3.2 SYNTHESEN VON NAPHTHOCHINON-(JUGLOMYCIN
C)-DERIVATEN 44 INHALTSVERZEICHNIS II 3.2.1 ALLGEMEINES 44 3.2.2
LITERATURBEKANNTE SYNTHESEN 44 3.2.3 SYNTHESESTRATEGIE ZUR DARSTELLUNG
DER JUGLOMYCIN-DERIVATE 47 3.2.4 DURCHFUEHRUNG DER SYNTHESEN 51 3.2.4.1
RADIKALISCHE ALKYLIERUNG AN 6-23 BZW. 8-23 51 3.2.4.2 SYNTHESE VON
(R)-3 -O-ACETYL-3-BROM-5-O-METHYL-6- BZW. 8-NITRO-JUGLOMYCIN
C-ETHYLESTER (6-67 BZW. 8-67) 52 3.2.4.3 SYNTHESE VON (R)-3 -ACETOXY-6-
BZW. 8-AMINO-L,4-DIHYDRO-
5-HYDROXY-1,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER ((R)-3 -O-ACETYL-6-
BZW. 8-AMINO-JUGLOMYCIN C- ETHYLESTER) (6-69 BZW. 8-69) 53 3.2.4.4
SYNTHESE VON (R)-3 -ACETOXY-6- BZW. 8-AMINO-L,4-DIHYDRO- 5-METHOXY-L
,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER (6-70 BZW. 8-70) ALS
KUPPLUNGSKOMPONENTEN FUER DIE PEPTIDKUPPLUNG 56 3.2.4.5 DARSTELLUNG DER
(R)-6- BZW. 8-ACETYLAMINO-3 -O-ACETYL- JUGLOMYCIN C-ETHYLESTER 6-75
BZW. 8-75 57 3.2.4.6 PEPTIDKUPPLUNG AN 6-70 BZW. 8-70 MIT BOC-ALANIN 58
3.2.4.7 PEPTIDKUPPLUNG AN 6-70 MIT DEM TRIPEPTID F-D-VAL-L-PRO-SAR-OH 66
3.2.4.8 SYNTHESE VON (R)-3 -ACETOXY-6- BZW. 8-AMINO-L,4,5-TRI-
METHOXY-2-NAPHTHALINBUTANSAEUREETHYLESTER (6-73 BZW. 8-73) ALS
KUPPLUNGSKOMPONENTE FUER DIE HETEROCYCLISIERUNG 71 3.2.4.9 DARSTELLUNG
DER PIPERAZINGEKUPPELTEN (R)-JUGLOMYCIN C- ETHYLESTER-DERIVATE 6-77 BZW.
8-77 (HETEROCYCLISIERUNG) 76 3.2.4.10 SYNTHESE VON
(R)-3 -O-ACETYL-JUGLOMYCIN C-ETHYLESTER (98) UND
(R)-3 -O-ACETYL-5-O-METHYL-JUGLOMYCIN C-ETHYL- ESTER (101) 82 3.3
SYNTHESENVONBENZISOCHROMANCHINONEN 85 3.3.1 ALLGEMEINES 85 3.3.2
LITERATURBEKANNTE ENANTIOSELEKTIVE BENZISOCHROMANCHINON-SYNTHESEN 86
3.3.3 SYNTHESESTRATEGIE ZUR DARSTELLUNG DER
BENZISOCHROMANCHINON-DERIVATE... 90 3.3.4 DURCHFUEHRUNG DER SYNTHESEN 92
INHALTSVERZEICHNIS IN 3.3.4.1 DARSTELLUNG DES RAC-ELEUTHERINS UND DES
/-AC-DEMETHYL- ELEUTHERINS 92 3.3.4.2 SYNTHESE DES
(LR,3R)-EJ9/-NANAOMYCIN A-ETHYLESTERS 97 3.3.4.3 SYNTHESE DES
(LR,3R)-EP(-DEOXYFRENOLICINETHYLESTERS 102 3.3.4.4 SYNTHESE DES
(LR,3R)-SEMI-E^I-ACTINORHODINETHYLESTERS 106 3.3.4.5 SYNTHESEWEG ZU DEN
RAC-6- BZW. 8-NITRO- UND AMINO- ELEUTHERIN-UND (LR,3R)-Q?I-NANAOMYCIN
A-ETHYLESTER- DERIVATEN 111 3.3.4.6 ALTERNATIVER SYNTHESEWEG ZU DEN
RAC-6-NITRO- BZW. 6- AMINO-ELEUTHERINEN 6-140 BZW. 6-141 116 3.3.4.7
SYNTHESE DER (LR,3R)-6-NITRO- UND 6-AMINO-(EPO- NANA - MYCIN
A-ETHYLESTER 122 3.3.4.8 SYNTHESE DES RAC-6-(L -(4 -N-METHYL-2 , 6
-DIOXO)- PIPERAZINYL)-ELEUTHERINS 126 3.3.4.9 SYNTHESE DES
(LR,3R)-6-(L -(4 -N-METHYL-2 , 6 -DIOXO)- PIPERAZINYL)-E/)I -NANAOMYCIN
A-ETHYLESTERS 129 4. BIOLOGISCHE AKTIVITAET DER SYNTHETISIERTEN
SUBSTANZEN 133 5. DISKUSSION UND AUSBLICK 138 6. ZUSAMMENFASSUNG 145 B.
EXPERIMENTELLER TEIL 1. ALLGEMEINES 150 1.1 VERWENDETE GERAETE 150 1.2
CHROMATOGRAPHISCHE METHODEN 151 1.3 MIKROBIOLOGISCHE METHODEN 153 1.4
LOESUNGSMITTEL UND GRUNDCHEMIKALIEN 153 2. BESCHREIBUNG DER VERSUCHE 154
2.1 ALLGEMEINE ARBEITSVORSCHRIFTEN 154 2.2 EINZELVORSCHRIFTEN 161 2.2.1
EINZELVORSCHRIFTEN 161 2-BROM-L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-NAPHTHALIN
(2-BROMJUGLON) (18).... 161
2-BROM-L,4-DIHYDRO-5-HYDROXY-6-NITRO-L,4-DIOXO-NAPHTHALIN(6-19) 161
INHALTSVERZEICHNIS IV_
2-BROM-L,4-DIHYDRO-5-HYDROXY-8-NITRO-L,4-DIOXO-NAPHTHALIN(8-19) 161
2-BROM-L,4-DIHYDRO-5-METHOXY-6-NITRO-L,4-DIOXO-NAPHTHALIN(6-23) 161
2-BROM-1,4-DIHYDRO-5-METHOXY-8-NITRO-1,4-DIOXO-NAPHTHALIN (8-23) 161
6-AMINO-1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-NAPHTHALIN (6-24) 163
8-AMINO-L,4-DIHYDRO-5-METHOXY-L,4-DIOXO-NAPHTHALIN(8-24) 163 6-(
ACETYLAMINO)-1,4-DIHYDRO-5 -METHOXY-1,4-DIOXO-NAPHTHALIN (6-26) 164
8-(ACETY LAMINO)-1,4-DIHYDRO-5 -METHOXY-1,4-DIOXO-NAPHTHALIN (8-26) 164
6-(ACETYLAMINO)-1,4-DIHYDRO-5-HYDROXY-1,4-DIOXO-NAPHTHALIN (6-27) 165
8-(ACETYLAMINO)-L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-NAPHTHALIN(8-27) 165
6-((N-TERT.-BUTYLOXYCARBONYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-5-
METHOXY-L,4-DIOXO-NAPHTHALIN(6-33) 166
8-((N-TERT.-BUTYLOXYCARBONYL-L-ALANYL)-AMINO)-L,4-DIHYDRO-5-
METHOXY-L,4-DIOXO-NAPHTHALIN(8-33) 166
6-((N-ACETYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-
NAPHTHALIN (6-35) 167
8-((N-ACETYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-
NAPHTHALIN (8-35) 168
6-((N-ACETYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-5-HYDROXY-1,4-DIOXO-
NAPHTHALIN (6-36)... 168
8-((N-TERT.-BUTYLOXYCARBONYL-L-ALANYL)-AMINO)-L,4,5-
TRIMETHOXY-NAPHTHALIN (8-37) 169
8-((N-ACETYL-L-ALANYL)-AMINO)-L,4,5-TRIMETHOXY-NAPHTHALIN(8-39) 170
L,4-DIHYDRO-5,8-DIMETHOXY-L,4-DIOXO-NAPHTHALIN
(5,8-O-DIMETHYLNAPHTHAZARIN)(40) 170
2-BROM-1,4,5-TRIMETHOXY-6-NITRO-NAPHTHALIN (6-44) 171
2-BROM-L,4,5-TRIMETHOXY-8-NITRO-NAPHTHALIN(8-44) 171
6-AMINO-L,4,5-TRIMETHOXY-NAPHTHALIN(6-25)..* 172
8-AMINO-L,4,5-TRIMETHOXY-NAPHTHALIN(8-25) 173
4-FORMYI-L,5-DIMETHOXY-NAPHTHALIN(46) 173
4-FORMYL-L,5-DIMETHOXY-8-NITRO-NAPHTHALIN(47) 173
4-HYDROXY-L,5-DIMETHOXY-8-NITRO-NAPHTHALIN(49) 174
L,4,5-TRIMETHOXY-8-NITRO-NAPHTHALIN(50) 175 INHALTSVERZEICHNIS V
L,4,5-TRIMETHOXY-6-(L -(4 -N-BENZYL-2 ,6 -DIOXO)-PIPERAZINYL)-
NAPHTHALIN (6-56) 175 1,4,5-TRIMETHOXY-8-(L -(4 -N-BENZYL-2 ,6
-DIOXO)-PIPERAZINYL)- NAPHTHALIN (8-54) 176 L,4,5-TRIMETHOXY-6-(L
-(2 ,6 -DIOXO)-PIPERAZINYL)-NAPHTHALIN (6-56) 177 L,4,5-TRIMETHOXY-8-(L
-(2 ,6 -DIOXO)-PIPERAZINYL)-NAPHTHALIN (8-56) 177
L,4,5-TRIMETHOXY-8-(L -(4 -N-ACETYL-2 ,6 -DIOXO)-PIPERAZINYL)-
NAPHTHALIN (8-57) 178 N,N T
-(DI-(L,4,5-TRIMETHOXY-6-NAPHTHYL))-HAMSTOFF(59) 1,4,5-TRIMETHOXY-6-( 1
-(4 -N-METHYL-2 ,6 -DIOXO)-PIPERAZINYL)- NAPHTHALIN (6-58) 178
1,4,5-TRIMETHOXY-8-(L -(4 -N-METHYL-2 ,6 -DIOXO)-PIPERAZINYL)-
NAPHTHALIN (8-58) 180 L,4,5-TRIMETHOXY-8-(L
-(4 -N-METHYL)-PIPERAZINYL)-NAPHTHALIN (8-60) 180
1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-6-( 1 -(4 -N-METHYL-2 ,6 -DIOXO)-
PIPERAZINYL)-NAPHTHALIN(6-61) 181 1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-8-(L
-(4 -N-METHYL-2 ,6 -DIOXO)- PIPERAZINYL)-NAPHTHALIN (8-61) 182
1,4-DIHYDRO-5 -HYDROXY-1,4-DIOXO-6-( 1 -(4 -N-METHYL-2 ,6 -DIOXO)-
PIPERAZINYL)-NAPHTHALIN (6-62) 182
L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-8-(L -(4 -N-METHYL-2 ,6 -DIOXO)-
PIPERAZINYL)-NAPHTHALIN (8-62) 183 EINZELVORSCHRIFTEN FUER DIE SYNTHESEN
DER NAPHTHOCHINON- (JUGLOMYCIN C)-DERIVATE 184 (R)-3
-ACETOXY-2-BROM-1,4-DIHYDRO-5-METHOXY-6-NITRO-1,4-DIOXO-3-
NAPHTHALINBUTANSAEUREETHYLESTER(6-74) 184
(R)-3 -ACETOXY-2-BROM-L,4-DIHYDRO-5-METHOXY-8-NITRO-L,4-DIOXO-3-
NAPHTHALINBUTANSAEUREETHYLESTER(8-74) 184
3-BROM-L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-NAPHTHALIN (3-BROMJUGLON) (82)
185 3-BROM-L,4-DIHYDRO-5-HYDROXY-6-NITRO-L,4-DIOXO-NAPHTHALIN(6-83) 185
3-BROM-L,4-DIHYDRO-5-HYDROXY-8-NITRO-L,4-DIOXO-NAPHTHALIN(8-83) 185 3
-BROM-1,4-DIHYDRO-5-METHOXY-6-NITRO-1,4-DIOXO-NAPHTHALIN (6-64) 185
3-BROM-L,4-DIHYDRO-5-METHOXY-8-NITRO-L,4-DIOXO-NAPHTHALIN(8-64) 185
INHALTSVERZEICHNIS VI_
(R)-3 -ACETOXY-3-BROM-L,4-DIHYDRO-5-METHOXY-6-NITRO-L,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(6-67) 186
(R)-3 -ACETOXY-3-BROM-L,4-DIHYDRO-5-METHOXY-8-NITRO-L,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(8-67) 186
(R)-3 -ACETOXY-3-BROM-L,4-DIHYDRO-5-HYDROXY-6-NITRO-L,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(6-68) 187 (R)-3
-ACETOXY-3-BROM-1,4-DIHYDRO-5-HYDROXY-8-NITRO-1,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(8-68) 188 (R)-3
-ACETOXY-6-AMINO-1,4-DIHYDRO-5-HYDROXY-L ,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(6-69) 188
(R)-3 -ACETOXY-8-AMINO-L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(8-69) 189
(R)-3 -ACETOXY-6-AMINO-L,4-DIHYDRO-5-METHOXY-L,4-DIOXO-2-NAPHTHALIN-
BUTANSAEUREETHYLESTER (6-70) 190 (R)-3 -ACETOXY-6-AMINO-L ,4-DIHYDRO-L
,4-DIOXO-2-NAPHTHALIN- BUTANSAEUREETHYLESTER (84) 190 (R)-3
-ACETOXY-8-AMINO-L ,4-DIHYDRO-5-METHOXY-L ,4-DIOXO-2-NAPHTHALIN-
BUTANSAEUREETHYLESTER (8-70) 191 (R)-3
-ACETOXY-6-ACETYLAMINO-1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(6-85) 192
(R)-3 -ACETOXY-8-ACETYLARNINO-L,4-DIHYDRO-5-METHOXY-L,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(8-85) 193 (R)-3 -ACETOXY-6-ACETYLAMINO-L
,4-DIHYDRO-5-HYDROXY-1,4-DIOXO-2- NAPHTHALINBUTANSAEUREETHYLESTER(6-75) :
194 (R)-3 -ACETOXY-8-ACETYLAMINO-L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(8-75) 194 (R)-3
-ACETOXY-6-((N-TERT.-BUTYLOXYCARBONYL)-L-ALANYL)-AMINO)-1,4- DIHYDRO-5
-METHOXY-1,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER (6-86) 195 (R)-3
-AECETOXY-8-((N-TERT.-BUTYLOXYCARBONYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-
5-METHOXY-L,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER(8-86) 196
(R)-3 -ACETOXY-8-(ISOBUTYLOXYCARBONYL-AMINO)-L,4-DIHYDRO-5-METHOXY-
L,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER(89) 196 INHALTSVERZEICHNIS
VII (R)-3 -ACETOXY-6-((N-ACETYL-L-ALANYL)-AMINO)-L,4-DIHYDRO-5-METHOXY-
L,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER(6-88) 198 (R)-3
-ACETOXY-8-((N-ACETYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-5-METHOXY-
L,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER(8-88) 199 (R)-3
-ACETOXY-6-((N-ACETYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-5-HYDROXY-
L,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER(6-76) 200 (R)-3
-ACETOXY-8-((N-ACETYL-L-ALANYL)-AMINO)-1,4-DIHYDRO-5-HYDROXY-
L,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER(8-76) 201 (R)-3
-ACETOXY-6-((N-FORMYL-D-VALYL-L-PROLYL-SARKOSYL)-AMINO)-1,4-
DIHYDRO-5-METHOXY-1,4-DIOXO-2-NAPHTHALINBUTANSAEUREETHYLESTER (90) 201
(R)-3 -ACETOXY-6-((N-FORMYL-D-VALYL-L-PROIYL-SARKOSYL)-AMINO)-L,4-
DIHYDRO-5-HYDROXY-1,4-DIOXO-2-NAPHTHALMBUTANSAEUREETHY LESTER (91) 203
(R)-3 -ACETOXY-3-BROM-1,4,5-TRIRNETHOXY-6-MTRO-2-NAPHTHALINBUTANSAEURE-
ETHYLESTER (6-72) 204
(R)-3 -ACETOXY-8-DIMETHYLAMINO-3-BROM-L-HYDROXY-4,5-DIMETHOXY-
2-NAPHTHALINBUTANSAEUREETHYLESTER(92) 204 (R)-3
-ACETOXY-3-BROM-1,4-DIHYDROXY-5-METHOXY-8-NITRO-
2-NAPHTHALINBUTANSAEUREETHYLESTER(8-71) 205
(R)-3 -ACETOXY-3-BROM-L,4,5-TRIMETHOXY-8-NITRO-2-NAPHTHALINBUTANSAEURE-
ETHYLESTER(8-72) 206
3-BROM-L,4,5-TRIMETHOXY-8-NITRO-2-NAPHTHALIN-2 -BUTENSAEURE- ETHYLESTER
(93) 206 (R)-3
-ACETOXY-6-AMINO-1,4,5-TRIMETHOXY-2-NAPHTHALINBUTANSAEURE- ETHYLESTER
(6-73) 207
N,N*-(DI-(L,4,5-TRIMETHOXY-2-(3 -(R)-ACETOXY-L -ETHOXY-L -OXO-4 -BUTYL)-
6-NAPH%L))-HAMSTOFF(96) 208 (R)-3 -ACETOXY-1,4,5-TRIMETHOXY-6-(L
-(4 -N-METHYL-2 ,6 -DIOXO)-
PIPERAZINYL)-2-NAPHTHALINBUTANSAEUREETHYLESTER(6-94) 208 (R)-3
-ACETOXY-1,4,5-TRIMETHOXY-8-(L -(4 -N-METHYL-2 ,6 -DIOXO)-
PIPERAZINYL)-2-NAPHTHALINBUTANSAEUREETHYLESTER(8-94) 209 (R)-3
-ACETOXY-1,4-DIHYDRO-5-METHOXY-L ,4-DIOXO-6-( 1 -(4 -N-METHYL-
2 ,6 -DIOXO)-PIPERAZINYL)-2-NAPHTHALINBUTANSAEUREETHYLESTER(6-95) 210
INHALTSVERZEICHNIS VM (R)-3
-ACETOXY-1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-8-(L -(4 -N-METHYL-
2 ,6 -DIOXO)-PIPERAZINYL)-2-NAPHTHALINBUTANSAEUREETHYLESTER (8-95) 211
(R)-3 -ACETOXY-L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-6-(L -(4 -N-METHYL-
2 ,6 -DIOXO)-PIPERAZINYL)-2-NAPHTHALINBUTANSAEUREETHYLESTER(6-77) 212
(R)-3 -ACETOXY-1,4-DIHYDRO-5-HYDROXY-1,4-DIOXO-8-(L -(4 -N-METHYL-
2 ,6 -DIOXO)-PIPERAZINYL)-2-NAPHTHALINBUTANSAEUREETHYLESTER(8-77) 212
(R)-3 -ACETOXY-3-BROM-1,4-DIHYDRO-5-HYDROXY-L ,4-DIOXO-
2-NAPHTHALINBUTANSAEUREETHYLESTER(97) 213
(R)-3 -ACETOXY-L,4-DIHYDRO-5-HYDROXY-L,4-DIOXO-2-NAPHTHALIN-
BUTANSAEUREETHYLESTER (98) 214 ((R)-3 -O-ACETYL-JUGLOMYCIN C-ETHYLESTER)
214 3-BROM-L,4-DIHYDRO-5-METHOXY-L,4-DIOXO-NAPHTHALIN(99) 215 (R)-3
-ACETOXY-3-BROM-L ,4-DIHYDRO-5-METHOXY-1,4-DIOXO-
2-NAPHTHALINBUTANSAEUREETHYLESTER(100) 215 (R)-3
-ACETOXY-1,4-DIHYDRO-5-METHOXY-1,4-DIOXO-2-NAPHTHALINBUTAN-
SAEUREETHYLESTER(LOL) 216 EINZELVORSCHRIFTEN FUER DIE SYNTHESEN VON
BENZISOCHROMANCHINON-DERIVATEN.... 218
3-ACETYL-4-HYDROXY-L,5-DIRNETHOXY-NAPHTHALIN(105) 218
3-ACETYL-L,4-DIHYDRO-5-METHOXY-L,4-DIOXO-NAPHTHALIN(106) 218
()-CIS-3,4,5,10-TETRAHYDRO-L-HYDROXY-9-METHOXY-L,3-DIMETHYL-
5,10-DIOXO-LH-NAPHTHO[2,3-C]PYRAN(107) 218
()-CU-3,4,5,10-TETRAHYDRO-9-METHOXY-1,3-DIMETHY 1-5, 10-DIOXO-1H-
NAPHTHO[2,3-C]PYRAN (108) (ELEUTHERIN) 219
(+)-CIJ-3,4,5,10-TETRAHYDRO-9-HYDROXY-1,3-DIMETHYL-5,10-DIOXO-1H-
NAPHTHO[2,3-C]PYRAN (109) (DEMETHYLELEUTHERIN) 220 (R)-3
-ACETOXY-3-ACETYL-L ,4-DIHYDRO-5-METHOXY-L ,4-DIOXO-
2-NAPHTHALINBUTANSAEUREETHYLESTER(110) 221
(LR,3R)-3,4,5,10-TETRAHYDRO-L-HYDROXY-9-METHOXY-L-METHYL-
5,10-DIOXB-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER (111) 221
(LR,3R)-L-ETHOXY-3,4,5,10-TETRAHYDRO-9-METHOXY-L-METHYL-
5,10-DIOXO-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(112) 221
(LR,3R)-3,4,5,10-TETRAHYDRO-9-METHOXY-L-METHYL-5,10-DIOXO-LH-
NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(113) 223
INHALTSVERZEICHNIS JX (LR,3R)-3,4,5,10-TETRAHYDRO-9-HYDROXY-1 -METHYL
-5,10-DIOXO- 1H- NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER (114)
(E/W-NANAOMYCIN A-ETHYLESTER) 224
4-BUTYRYLOXY-L,5-DIMETHOXY-NAPHTHALIN(115) 224
3-BUTYRYL-4-HYDROXY-L,5-DIMETHOXY-NAPHTHALIN(116) 225
3-BUTYRYL-L,4-DIHYDRO-5-METHOXY-L,4-DIOXO-NAPHTHALIN (117) 226 (R)-3
-ACETOXY-3-BUTYRYL-1,4-DIHYDRO-5-METHOXY-L ,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(118) 226
(R)-3,4,5,10-TETRAHYDRO-9-METHOXY-5,10-DIOXO-L-(CW)-PROPYLIDEN-LH-
NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(123) 227 (1 R,3R)-1
-ETHOXY-3,4,5,10-TETRAHYDRO-9-METHOXY-5,10-DIOXO-
L-PROPYL-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(120) 227
(LR,3R)-3,4,5,10-TETRAHYDRO-9-METHOXY-5,10-DIOXO-L-PROPYL-LH-
NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(121) 229
(LR,3R)-3,4,5,10-TETRAHYDRO-9-HYDROXY-5,10-DIOXO-L-PROPYL-LH-
NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(122)(EP!-DEOXYFRENOLICIN-
ETHYLESTER) 230 5-BENZYLOXY-4-HYDROXY-L-METHOXY-NAPHTHALIN(127) 230
5-BENZYLOXY-L,4-DIMETHOXY-NAPHTHALIN(128) 231
5-HYDROXY-L,4-DIMETHOXY-NAPHTHALIN(129) 231
5-ACETOXY-L,4-DIMETHOXY-NAPHTHALIN(130) 232
6-ACETYL-5-HYDROXY-L,4-DIMETHOXY-NAPHTHALIN(131) 232
3-ACETYL-L,4-DIHYDRO-5,8-DIMETHOXY-L,4-DIOXO-NAPHTHALIN(132) 233 (R)-3
-ACETOXY-3-ACETYL-1,4-DIHYDRO-5,8-DIMETHOXY-1,4-DIOXO-2-
NAPHTHALINBUTANSAEUREETHYLESTER(133) 234 (1 R,3R)-1
-ETHOXY-3,4,5,10-TETRAHYDRO-6,9-DIMETHOXY-1 -METHYL -
5,10-DIOXO-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(135) 234 (1
R,3R)-3,4,5,10-TETRAHYDRO-1 -HYDROXY-6,9-DIMETHOXY-1 -METHYL -
5,10-DIOXO-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(134) 235
(LR,3R)-3,4,5,10-TETRAHYDRO-6,9-DIMETHOXY-L-METHYL -5,10-DIOXO-
LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(136) 236
3-ACETYL-L,4,5-TRIMETHOXY-NAPHTHALIN(148) 237
3-ACETYL-L,4,5-TRIMETHOXY-8-NITRO-NAPHTHALIN (8-138) 237
INHALTSVERZEICHNIS X 4-ACETOXY-L,5-DIMETHOXY-8-NITRO-NAPHTHALIN(150) 238
4-ACETOXY-8-AMINO-L,5-DIMETHOXY-NAPHTHALIN(152) 239
4-ACETOXY-8-ACETYLAMINO-L,5-DIMETHOXY-NAPHTHALIN(153) 239
3-ACETYL-8-ACETYLAMINO-4-HYDROXY-L,5-DIMETHOXY-NAPHTHALIN(154) 240
3-ACETYL-8-ACETYLAMINO-L,4-DIHYDRO-5-METHOXY-L,4-DIOXO-NAPHTHALIN(155)....240
()-CI5-3 ) 4-DIHYDRO-5,9,10-TRIMETHOXY-L,3-DIMETHYL-LH-
NAPHTHO[2,3-C]PYRAN(156) 241
2,3,5,6-TETRABROM-4-METHYL-4-NITRO-CYCLOHEXA-2,5-DIEN-L-ON(III) 242
()-CIS-3,4-DIHYDRO-5,9,10-TRIMETHOXY-1,3-DIMETHYL-6-NITRO-
LH-NAPHTHO[2,3-C]PYRAN(157) 242
()-CIS-3,4,5,10-TETRAHYDRO-9-METHOXY-1,3-DIMETHY L-6-NITRO-5,10-
DIOXO-LH-NAPHTHO[2,3-C]PYRAN (6-140) (6-NITRO-ELEUTHERIN) 243
(+)-M-6-AMINO-3,4,5,10-TETRAHYDRO-9-METHOXY-1,3-DIMETHY 1-
5,10-DIOXO-LH-NAPHTHO[2,3-C]PYRAN (6-141) (6-AMINO-ELEUTHERIN) 244
(LR,3R)-3,4-DIHYDRO-5,9,10-TRIMETHOXY-L-METHYL-LH-
NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(158) 245
(LR,3R)-3,4-DIHYDRO-5,9,10-TRIMETHOXY-L-METHYL-6-MTRO-
LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(159) 245
(LR,3R)-3,4,5,10-TERRAHYDRO-9-METHOXY-L-METHYL-6-NITRO-
5,10-DIOXO-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(6-143) 246
(LR,3R)-3,4,5,10-TETRAHYDRO-9-HYDROXY-L-METHYL-6-NITRO-5,10-DIOXO-LH-
NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER (6-144) (6-NITRO- (EP; )-
NANAOM Y CM A-ETHYLESTER) 247 (1
R,3R)-6-AMINO-3,4,5,10-TETRAHYDRO-9-METHOXY-1 -METHYL-5,10-DIOXO-1H-
NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER (6-145) 248
(LR,3R)-6-AMINO-3,4,5,10-TETRAHYDRO-9-HYDROXY-L-METHYL-
5,10-DIOXO-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER (6-146)
(6-AMINO-(EPO- NANAOM Y CM A-ETHYLESTER) 248
N,N*-DI-(()-CU-3,4-DIHYDRO-5 9,10-TRIMETHOXY-L,3-DIMETHYL-LH-
NAPHTHO[2,3-C]PYRAN-6-YL)-HARNSTOFF(163) 249
(+)-C/5-3,4-DIHYDRO-5,9,10-TRIMETHOXY-L,3-DIMETHYL-6-(L (4 -N-
METHYL-2 ,6 -DIOXO)-PIPERAZINYL)-LH-NAPHTHO[2,3-C]PYRAN(161) 249
INHALTSVERZEICHNIS XI
()-CW-3,4,5,10-TETRAHYDRO-9-METHOXY-L,3-DIMETHYL-6-(L (4 -N- METHYL-2
,6 -DIOXO)-PIPERAZINYL)-L H-NAPHTHO[2,3-C]PYRAN (162)
(6-(L (4 -N-METHYL-2 ,6 -DIOXO)-PIPERAZINYL)-ELEUTHERIN) 251
N,N*-DI-((LR,3R)-3,4-DIHYDRO-5,9,10-TRIMETHOXY-3-(ETHOXY-CARBONYL-
METHYL)-L-METHYL-LH-NAPHTHO[2,3-C]PYRAN-6-YL)-HARNSTOFF(168) 251
(LR,3R)-3,4-DIHYDRO-5,9,10-TRIMETHOXY-L-METHYL-6-(L (4 -N-METHYL-2 ,6 -
DIOXO)-PIPERAZINYL)-LH-NAPHTHO[2,3-C]PYRAN-3-YL-ESSIGSAEUREETHYLESTER(165)....251
(1 R,3R)-3,4,5,10-TETRAHYDRO-9-METHOXY-L -METHYL-5,10-DIOXO-6-(L (4 -
N-METHYL-2 ,6 -DIOXO)-PIPERAZINYL)-LH-NAPHTHO[2,3-C]PYRAN-3-YL-
ESSIGSAEUREETHYLESTER(166) 253 (1 R,3R)-3,4,5,10-TETRAHYDRO-9-HYDROXY-1
-METHYL-5,10-DIOXO-6-( 1 (4 - N-METHYL-2
,6 -DIOXO)-PIPERAZINYL)-LH-NAPHTHO[2,3-C]PYRAN-3-YL-
ESSIGSAEUREETHYLESTER (167) ((LR,3R)-6-(L (4 -N-METHYL-2 ,6 -DIOXO)-
PIPERAZINYL)-EPI-NANAOMYCIN-ETHYLESTER) 254 C.LITERATURVERZEICHNIS 255
|
| any_adam_object | 1 |
| author | Bader, Thomas |
| author_facet | Bader, Thomas |
| author_role | aut |
| author_sort | Bader, Thomas |
| author_variant | t b tb |
| building | Verbundindex |
| bvnumber | BV012158290 |
| ctrlnum | (OCoLC)75910298 (DE-599)BVBBV012158290 |
| edition | 1. Aufl. |
| format | Thesis Book |
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| genre | (DE-588)4113937-9 Hochschulschrift gnd-content |
| genre_facet | Hochschulschrift |
| id | DE-604.BV012158290 |
| illustrated | Not Illustrated |
| indexdate | 2024-07-09T18:22:43Z |
| institution | BVB |
| isbn | 3897122812 |
| language | German |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-008236194 |
| oclc_num | 75910298 |
| open_access_boolean | |
| owner | DE-355 DE-BY-UBR DE-91 DE-BY-TUM DE-12 DE-83 DE-188 |
| owner_facet | DE-355 DE-BY-UBR DE-91 DE-BY-TUM DE-12 DE-83 DE-188 |
| physical | 260 S. Taf. |
| publishDate | 1998 |
| publishDateSearch | 1998 |
| publishDateSort | 1998 |
| publisher | Cuvillier |
| record_format | marc |
| spelling | Bader, Thomas Verfasser aut Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika vorgelegt von Thomas Bader 1. Aufl. Göttingen Cuvillier 1998 260 S. Taf. txt rdacontent n rdamedia nc rdacarrier Zugl.: Göttingen, Univ., Diss., 1997 Chromanderivate (DE-588)4423216-0 gnd rswk-swf Benzochinone (DE-588)4144516-8 gnd rswk-swf Antibiotikum (DE-588)4002257-2 gnd rswk-swf Chemische Synthese (DE-588)4133806-6 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Benzochinone (DE-588)4144516-8 s Chromanderivate (DE-588)4423216-0 s Antibiotikum (DE-588)4002257-2 s Chemische Synthese (DE-588)4133806-6 s DE-604 GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008236194&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Bader, Thomas Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika Chromanderivate (DE-588)4423216-0 gnd Benzochinone (DE-588)4144516-8 gnd Antibiotikum (DE-588)4002257-2 gnd Chemische Synthese (DE-588)4133806-6 gnd |
| subject_GND | (DE-588)4423216-0 (DE-588)4144516-8 (DE-588)4002257-2 (DE-588)4133806-6 (DE-588)4113937-9 |
| title | Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika |
| title_auth | Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika |
| title_exact_search | Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika |
| title_full | Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika vorgelegt von Thomas Bader |
| title_fullStr | Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika vorgelegt von Thomas Bader |
| title_full_unstemmed | Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika vorgelegt von Thomas Bader |
| title_short | Synthesen von neuartigen peptid- und piperazingekuppelten Naphtho- und Benzisochromanchinon-Antibiotika |
| title_sort | synthesen von neuartigen peptid und piperazingekuppelten naphtho und benzisochromanchinon antibiotika |
| topic | Chromanderivate (DE-588)4423216-0 gnd Benzochinone (DE-588)4144516-8 gnd Antibiotikum (DE-588)4002257-2 gnd Chemische Synthese (DE-588)4133806-6 gnd |
| topic_facet | Chromanderivate Benzochinone Antibiotikum Chemische Synthese Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008236194&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT baderthomas synthesenvonneuartigenpeptidundpiperazingekuppeltennaphthoundbenzisochromanchinonantibiotika |