In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
2013
|
| Schlagworte: | |
| Online-Zugang: | kostenfrei https://nbn-resolving.org/urn:nbn:de:bvb:355-epub-288475 Inhaltsverzeichnis |
| Beschreibung: | V, 229 S. Ill., graph. Darst. |
Internformat
MARC
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| 245 | 1 | 0 | |a In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug |c vorgelegt von Katharina Zenger |
| 264 | 1 | |c 2013 | |
| 300 | |a V, 229 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 502 | |a Regensburg, Univ., Diss., 2013 | ||
| 650 | 0 | 7 | |a Tacrin |0 (DE-588)4415047-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Hepatotoxizität |0 (DE-588)4024432-5 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Pro-Pharmakon |0 (DE-588)4193853-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a In vitro |0 (DE-588)4250701-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Chalkone |0 (DE-588)4748728-8 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Silibinin |0 (DE-588)4181439-3 |2 gnd |9 rswk-swf |
| 655 | 7 | |0 (DE-588)4113937-9 |a Hochschulschrift |2 gnd-content | |
| 689 | 0 | 0 | |a Tacrin |0 (DE-588)4415047-7 |D s |
| 689 | 0 | 1 | |a Silibinin |0 (DE-588)4181439-3 |D s |
| 689 | 0 | 2 | |a Pro-Pharmakon |0 (DE-588)4193853-7 |D s |
| 689 | 0 | 3 | |a Hepatotoxizität |0 (DE-588)4024432-5 |D s |
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Datensatz im Suchindex
| _version_ | 1804151454062084096 |
|---|---|
| adam_text | TABLE OF CONTENTS
1 GENERAL INTRODUCTION 1
1.1 THE LIVER 1
1.1.1 ANATOMY AND
PHYSIOLOGY 1
1.1.2 LIVER FUNCTION
TESTS 4
1.1.3 LIVER DISEASES 4
1.2 HERBAL HEPATOPROTECTIVES 6
1.2.1 SILYMARIN 7
1.2.2 GLYCYRRHIZIN 8
1.2.3 CURCUMIN 9
1.2.4 PHYLLANTHUS 9
1.2.5 OTHER HERBAL
HEPATOPROTECTIVES 10
1.3 HERBAL
HEPATOTOXICITY 11
1.3.1 PYRROLIDINE ALKALOIDS 11
1.3.2 GERMANDER 12
1.3.3 KAVA 12
1.3.4 CHAPARRAL 13
1.3.5 ATRACTYLIS GUMMIFERA,
CALLILEPIS LAUREOLA 13
1.3.6 GREATER CELANDINE 14
1.3.7 OTHER HEPATOTOXIC HERBS
AND NATURAL COMPOUNDS 14
1.4 AIMS 15
2 MATERIALS AND METHODS 17
2.1 PHYTOCHEMICAL AND
ANALYTICAL METHODS 17
2.1.1 PLANT MATERIAL
AND EXTRACTION 17
2.1.2 FRACTIONATION AND ISOLATION
OF KAVALACTONES 17
2.1.2.1 FLASH CHROMATOGRAPHY 17
2.1.2.2 SEMI PREPARATIVE HIGH
PRESSURE LIQUID CHROMATOGRAPHY 19
2.1.2.3 RECRYSTALLIZATION 19
HTTP://D-NB.INFO/1044033371
II
TABLE OF CONTENTS
2.1.3 ANALYTICAL METHODS 19
2.1.3.1 THIN LAYER
CHROMATOGRAPHY / HIGH PERFORMANCE THIN
LAYER CHROMATOGRAPHY 19
2.1.3.2 NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY 20
2.1.3.3 ANALYTICAL HIGH
PRESSURE LIQUID CHROMATOGRAPHY 20
2.2 CELL CULTURE 21
2.2.1 CHEMICALS, REAGENTS, SUPPLEMENTS 21
2.2.2 CULTURE MEDIA, CELL LINES 21
2.2.2.1 HEAT INACTIVATION OF FETAL CALF SERUM 21
2.2.2.2 CULTURE MEDIA 22
2.2.2.3 CELL LINE
DATA 22
2.2.3 LABORATORY EXPENDABLES 23
2.2.4 CULTIVATION, HANDLING, TREATMENT 23
2.2.4.1 CULTIVATION OF CELLS 23
2.2.4.2 DETERMINATION OF CELL NUMBER,
SEEDING OF CELLS 23
2.2.4.3 CELL TREATMENT 24
2.2.4.4 CRYOPRESERVATION AND THAWING
OF CELL LINES 24
2.2.5 VIABILITY AND
PROLIFERATION ASSAYS 25
2.2.5.1 MTT ASSAY 25
2.2.5.2 CRYSTAL VIOLET ASSAY 25
2.2.6 FLUORESCENCE MICROSCOPIC ASSAYS 26
2.2.6.1 HIGH CONTENT ANALYSIS 26
2.2.6.2 CYTOCHROME C ASSAY 28
2.2.6.3 DNA CONTENT 29
2.3 IN VITRO STABILITY AND
METABOLISM 30
2.3.1 HUMAN LIVER MICROSOMES 30
2.3.2 CHEMICALS, REAGENTS 30
2.3.3 MICROSOMAL METABOLISM OF CHALCONES AND IDENTIFICATION OF PHASE I
AND PHASE II
METABOLITES 31
2.3.3.1 INCUBATION SYSTEMS 31
2.3.3.2 ANALYTICAL HIGH
PRESSURE LIQUID CHROMATOGRAPHY 32
2.3.3.3 LIQUID CHROMATOGRAPHY-HIGH RESOLUTION ELECTROSPRAY IONIZATION
MASS SPECTROMETRY
33
2.3.3.4 HIGH PRESSURE LIQUID CHROMATOGRAPHY-NUCLEAR MAGNETIC RESONANCE
SPECTROSCOPY
.33
TABLE OF CONTENTS
III
2.3.4 IN VITRO DEGRADATION STABILITY AND MICROSOMAL METABOLISM OF THE
TACRINE-SILIBININ
CODRUG 35
2.3.4.1 ANALYTICAL METHODS 35
2.3.4.2 STABILITY OF THE CODRUG
UNDER IN VITRO ASSAY CONDITIONS 36
2.3.4.3 MICROSOMAL METABOLISM
AND METABOLIC STABILITY IN MICROSOMAL INCUBATION SYSTEMS
36
2.4 TEST COMPOUNDS, SOLVENTS, AND
OTHER CHEMICALS 37
2.5 LABORATORY INSTRUMENTS 38
2.6 STATISTICAL ANALYSIS 40
3 ISOLATION OF KAVA CONSTITUENTS AND REEVALUATION OF THEIR HEPATOTOXIC
POTENTIAL 41
3.1 INTRODUCTION 41
3.1.1 BOTANY 41
3.1.2 CHEMICAL CONSTITUENTS 42
3.1.3 TRADITIONAL USE 44
3.1.4 EXPERIMENTAL PHARMACOLOGY 44
3.1.5 PRECLINICAL STUDIES 46
3.1.6 CLINICAL PHARMACOLOGY 47
3.1.7 PHARMACOKINETIC STUDIES 48
3.1.8 ADVERSE REACTIONS AND
DRUG INTERACTIONS 50
3.1.9 KAVA EXTRACTS, APPROVED INDICATION, POSOLOGY 52
3.2 AIM OF THE
STUDY 52
3.3 RESULTS AND
DISCUSSION 53
3.3.1 FRACTIONS AND ISOLATED STRUCTURES 53
3.3.2 ANALYTICAL CHARACTERIZATION OF ISOLATED KAVALACTONES 55
3.3.3 IN VITRO CYTOTOXICITY OF KAVALACTONES AND CHALCONES, MAJOR AND
MINOR CONSTITUENTS IN
KAVA RHIZOME EXTRACT 56
3.4 CONCLUSION 66
I
IV
TABLE OF CONTENTS
4 INHIBITORY ACTIVITY OF STRUCTURALLY RELATED CHALCONES ON ACTIVATED
HUMAN
HEPATIC STELLATE CELLS 68
4.1 INTRODUCTION 68
4.1.1 THE ROLE
OF HEPATIC STELLATE CELLS IN LIVER FIBROSIS 68
4.1.2 PHARMACOLOGICAL CHARACTERIZATION
OF THE TEST COMPOUNDS 69
4.1.3 CHALCONES WITH
ANTI-FIBROTIC EFFECTS 75
4.2 AIM OF THE STUDY 78
4.3 RESULTS AND
DISCUSSION 78
4.3.1 ANALYTICAL CHARACTERIZATION OF TEST
COMPOUNDS 78
4.3.2 EFFECTS ON CELL VIABILITY AND PROLIFERATION 80
4.3.3 EFFECTS ON CELL ORGANELLES 85
4.3.4 CYTOCHROME C RELEASE 89
4.3.5 DNA CONTENT AND
CELL CYCLE ANALYSIS 92
4.4 CONCLUSION 95
5 IN VITRO METABOLISM OF CHALCONES: IDENTIFICATION AND STRUCTURE
ELUCIDATION OF MICROSOMAL METABOLITES 99
5.1 INTRODUCTION 99
5.1.1 IN VITRO METABOLISM SYSTEMS AND THEIR
APPLICATIONS 99
5.1.2 ABSORPTION, BIOAVAILABILITY, AND
METABOLISM OF FLAVONOIDS
AND CHALCONES 104
5.2 AIM OF THE STUDY 110
5.3 RESULTS AND
DISCUSSION 110
5.3.1 PRELIMINARY EXPERIMENTS 110
5.3.2 IDENTIFICATION OF MICROSOMAL CHALCONE PHASE
I AND II METABOLITES 112
5.3.3 STRUCTURE ELUCIDATION OF MAJOR
FLAVOKAWAIN METABOLITES 118
5.4 CONCLUSION 123
TABLE OF CONTENTS
V
6 IN VITRO STABILITY, METABOLISM, AND HEPATOTOXICITY OF A
TACRINE-SILIBININ
CODRUG 125
6.1 INTRODUCTION 125
6.2 AIM OF THE STUDY 127
6.3 RESULTS AND DISCUSSION 127
6.3.1 ANALYTICAL CHARACTERIZATION OF THE
TEST COMPOUNDS 127
6.3.2 DEGRADATION STABILITY
UNDER IN VITRO ASSAY CONDITIONS 129
6.3.3 MICROSOMAL METABOLISM AND METABOLIC STABILITY IN MICROSOMAL
INCUBATION SYSTEMS
130
6.3.4 COMPARATIVE EVALUATION OF THE IN VITRO
HEPATOTOXICITY OF TACRINE, AN EQUIMOLAR MIXTURE
OF TACRINE/SILIBININ, AND THE CODRUG 134
6.3.5 IN VITRO HEPATOTOXICITY OF THE CODRUG S
PRIMARY METABOLITES 137
6.4 CONCLUSION 140
7 SUMMARY 141
8 REFERENCES 144
9 ABBREVIATIONS 177
10 APPENDIX 183
10.1 SUPPLEMENTARY HCA DATA OF THE
CHALCONES 183
10.2 MASS SPECTRA OF CHALCONE METABOLITES 202
10.3 SUPPLEMENTARY TABLE OF THE
CODRUG METABOLITES 227
10.4 LIST OF PUBLICATIONS 228
10.5 CURRICULUM VITAE 229
|
| any_adam_object | 1 |
| author | Zenger, Katharina 1983- |
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| discipline | Chemie / Pharmazie Biologie Medizin |
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| spelling | Zenger, Katharina 1983- Verfasser (DE-588)1043110984 aut In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug vorgelegt von Katharina Zenger 2013 V, 229 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Regensburg, Univ., Diss., 2013 Tacrin (DE-588)4415047-7 gnd rswk-swf Hepatotoxizität (DE-588)4024432-5 gnd rswk-swf Pro-Pharmakon (DE-588)4193853-7 gnd rswk-swf In vitro (DE-588)4250701-7 gnd rswk-swf Chalkone (DE-588)4748728-8 gnd rswk-swf Silibinin (DE-588)4181439-3 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Tacrin (DE-588)4415047-7 s Silibinin (DE-588)4181439-3 s Pro-Pharmakon (DE-588)4193853-7 s Hepatotoxizität (DE-588)4024432-5 s In vitro (DE-588)4250701-7 s DE-604 Chalkone (DE-588)4748728-8 s Erscheint auch als Online-Ausgabe urn:nbn:de:bvb:355-epub-288475 http://epub.uni-regensburg.de/28847/ Verlag kostenfrei Volltext https://nbn-resolving.org/urn:nbn:de:bvb:355-epub-288475 Resolving-System DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=026814759&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Zenger, Katharina 1983- In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug Tacrin (DE-588)4415047-7 gnd Hepatotoxizität (DE-588)4024432-5 gnd Pro-Pharmakon (DE-588)4193853-7 gnd In vitro (DE-588)4250701-7 gnd Chalkone (DE-588)4748728-8 gnd Silibinin (DE-588)4181439-3 gnd |
| subject_GND | (DE-588)4415047-7 (DE-588)4024432-5 (DE-588)4193853-7 (DE-588)4250701-7 (DE-588)4748728-8 (DE-588)4181439-3 (DE-588)4113937-9 |
| title | In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug |
| title_auth | In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug |
| title_exact_search | In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug |
| title_full | In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug vorgelegt von Katharina Zenger |
| title_fullStr | In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug vorgelegt von Katharina Zenger |
| title_full_unstemmed | In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug vorgelegt von Katharina Zenger |
| title_short | In vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine-silibinin codrug |
| title_sort | in vitro studies of the hepatotoxic and hepatoprotective potential and metabolism of chalcones and a tacrine silibinin codrug |
| topic | Tacrin (DE-588)4415047-7 gnd Hepatotoxizität (DE-588)4024432-5 gnd Pro-Pharmakon (DE-588)4193853-7 gnd In vitro (DE-588)4250701-7 gnd Chalkone (DE-588)4748728-8 gnd Silibinin (DE-588)4181439-3 gnd |
| topic_facet | Tacrin Hepatotoxizität Pro-Pharmakon In vitro Chalkone Silibinin Hochschulschrift |
| url | http://epub.uni-regensburg.de/28847/ https://nbn-resolving.org/urn:nbn:de:bvb:355-epub-288475 http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=026814759&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT zengerkatharina invitrostudiesofthehepatotoxicandhepatoprotectivepotentialandmetabolismofchalconesandatacrinesilibinincodrug |