Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors:
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| 1. Verfasser: | |
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| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
2014
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| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | 251 S. graph. Darst. 21 cm |
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Datensatz im Suchindex
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| adam_text | TABLE OF CONTENTS
1 INTRODUCTION 1
1.1 ANTIBIOTICS AND ANTIMICROBIAL RESISTANCE 1
1.2 GRAM-POSITIVE AND GRAM-NEGATIVE BACTERIA 2
1.3 CELL WALL ARCHITECTURE OF GRAM-NEGATIVE BACTERIA 3
1.4 LIPID A BIOSYNTHESIS 4
1.5 STRUCTURE AND FUNCTION OF LPXC 6
1.6 REPRESENTATIVE LPXC INHIBITORS 8
2 AIM OF THE PROJECT 13
2.1 LEAD STRUCTURES AND ENVISAGED MODIFICATIONS 13
2.2 SYNTHESIS PLAN 15
3 BIOLOGICAL EVALUATION 17
3.1 AGAR DIFFUSION TESTS 17
3.2 LPXC ENZYME ASSAY 17
4 SYNTHESIS OF C-FURANOSIDIC BUILDING BLOCKS 17 AND 18 21
4.1 C-GLYCOSIDES: PROPERTIES AND PREPARATION 21
4.2 SYNTHESIS OF A-ANOMER 17 25
4.3 SYNTHESIS OF P-ANOMER 18 38
4.4 CONCLUSIONS 49
5 SYNTHESIS OF C-ETHYNYL FURANOSIDES AS LPXC INHIBITORS 51
5.1 CHEMISTRY OF ACETYLENE DERIVATIVES 51
5.2 1,3-DIALKYNES AND GLASER TYPE-COUPLINGS 52
5.3 SYNTHESIS OF C-BUTADIYNYL FURANOSIDES 55
5.4 SONOGASHIRA COUPLING 58
5.5 PERMUTATION OF THE LIPOPHILIC SIDE CHAIN 60
5.6 BIOLOGICAL EVALUATION 67
5.7 CONCLUSIONS 68
HTTP://D-NB.INFO/1049400518
6 C-TRIAZOLYL FURANOSIDES AS LPXC INHIBITORS 71
6.1 CLICK CHEMISTRY AND TRIAZOLE FORMATION 71
6.2 TRIAZOLES IN MEDICINAL CHEMISTRY 75
6.3 SYNTHESIS OF TRIAZOLE-BASED LPXC INHIBITORS 77
6.4 BIOLOGICAL EVALUATION OF THE SYNTHESIZED C-TRIAZOLYL FURANOSIDES 85
6.5 CONCLUSIONS 87
7 TRIAZOLE-BASED BIOISOSTERES OF CH1R-090 89
7.1 ISOSTERISM AND BIOISOSTERISM 89
7.2 TRIAZOLES AS BIOISOSTERES 89
7.3 DESIGN AND SYNTHESIS OF BIOISOSTERES OF CHIR-090 91
7.4 BIOLOGICAL EVALUATION OF THE TRIAZOLE-BASED ANALOGS OF CHIR-090 99
7.5 CONCLUSIONS 100
8 SUMMARY 101
9 EXPERIMENTAL SECTION 105
9.1 SYNTHESIS AND ANALYTICAL CHARACTERISATION 105
9.2 BIOLOGICAL EVALUATION 228
10 ANNEX 231
10.1 COMPOUND INDEX 231
10.2 LIST OF ABBREVIATIONS 241
10.3 REFERENCES 243
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| author | Jana, Sunit Kumar 1986- |
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| building | Verbundindex |
| bvnumber | BV041879094 |
| ctrlnum | (OCoLC)881420299 (DE-599)DNB1049400518 |
| discipline | Medizin |
| format | Thesis Book |
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| illustrated | Illustrated |
| indexdate | 2024-07-10T01:07:16Z |
| institution | BVB |
| language | English |
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| physical | 251 S. graph. Darst. 21 cm |
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| spelling | Jana, Sunit Kumar 1986- Verfasser (DE-588)1048121984 aut Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors vorgelegt von Sunit Kumar Jana 2014 251 S. graph. Darst. 21 cm txt rdacontent n rdamedia nc rdacarrier Münster (Westfalen), Univ., Diss., 2014 (DE-588)4113937-9 Hochschulschrift gnd-content DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027323256&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Jana, Sunit Kumar 1986- Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors |
| subject_GND | (DE-588)4113937-9 |
| title | Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors |
| title_auth | Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors |
| title_exact_search | Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors |
| title_full | Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors vorgelegt von Sunit Kumar Jana |
| title_fullStr | Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors vorgelegt von Sunit Kumar Jana |
| title_full_unstemmed | Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors vorgelegt von Sunit Kumar Jana |
| title_short | Synthesis and biological evaluation of C-glycosidic and triazole-based LpxC inhibitors |
| title_sort | synthesis and biological evaluation of c glycosidic and triazole based lpxc inhibitors |
| topic_facet | Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027323256&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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