I= STUDIES ON THE STEROIDAL ALKALOIDS FROM BUXUS LONGIFOLIA AND OTHER RELATED PLANTS
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Title of Thesis
STUDIES ON THE STEROIDAL ALKALOIDS FROM BUXUS LONGIFOLIA AND OTHER RELATED PLANTS

Author(s)
Farhana Noor-e-Ain
Institute/University/Department Details
University of Karachi/ H.E.J Research Institute of Chemistry
Session
1996
Subject
Chemistry
Number of Pages
225
Keywords (Extracted from title, table of contents and abstract of thesis)
steroidal alkaloids, buxus longifolia, lilium condidum, secosolinidine, cyclobuxamidine, e-buxenoine, moenjodaramine, cyuclobuxomicreinine, buxasararine

Abstract
Photochemical studies on the chemical constituents of Buxus longifolia of Turkish origin were carried out for the first time by our group and have led to the isolation of eight new steroidal bases along with thirteen previously known alkaloids which were isolated for the first time from this plant and the phytochemical studies on Lilium condidum have led to the isolation of two secosolinidine type steroidal alkaloids, reported for the first time from this plant. Modern spectroscopic techniques including mass spectroscopy (EI, HREIMS FDMS etc), ultraviolet spectroscopy (UV), infra-red spectroscopy (IR), NMR spectroscopy including 1-H-NMR, 13-C-NMR, Broad-band, DEPT and COSY-45o and some other advanced NMR techniques were employed. These include inverse NMR experiments such as HMgC (one-bond C-H connectivity measurements), HMBC (multiple-bond C-H connectivity measurements) and HOHAHA (1H/1H short and long-range connectivity measurements). The stereochemistry of various asymmetric centres was established by NOE difference studies.

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1644.87 KB
S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
93.54 KB
2 1 Part-A:-Phytochemical studies on Buxus Longifolia : Introduction 1
243.62 KB
  1.1 Steroidal Alkaloids 3
  1.2 Medicinal Value of Buxus Species 26
3 2 Biosynthesis 29
124.73 KB
  2.1 Biogenesis of Buxus Alkaloids 38
4 3 Results and Discussion 45
972.19 KB
  3.1 Buxalongiolamidine (1) 45
  3.2 Buxidiennine-A (2) 61
  3.3 Buxasararine (3) 73
  3.4 Cyclovirobuxcine- F( 4) 86
  3.5 (+)- Buxabenzacinine (5) 101
  3.6 Cyclobuxamidine (6) 109
  3.7 N-Benzoyl- O- acetylbuxalongifline (7) 117
  3.8 Cyuclobuxomicreinine (8) 130
  3.9 16a-Acetoxybuxabenzamidienine (9) 138
  3.10 (+)- Buxupapine (10) 142
  3.11 Buxamine-B (11) 144
  3.12 (+)- Buxamine -C (12) 146
  3.13 Moenjodaramine (13) 148
  3.14 Buxaquamarine (14) 150
  3.15 E-Buxenoine (15) 152
  3.16 (+)-Nor-16a-Acetoxybuxabenzamidienine (16) 155
  3.17 Papillotrienine (17) 157
  3.18 30-Acetoxy-Na-benzoylbuxidienine (18) 159
  3.19 Trans-Cyclosuffrobuxinine (19) 161
  3.20 Cyclobuxoviridine (20) 163
  3.21 Cyclobuxosuffrine (21) 165
5 4 Part-B :- Phytochemical studies on Lilium Candidum : Introduction 167
21.22 KB
6 5 Biosynthesis 169
19.35 KB
7 6 Results and Discussion 171
32.07 KB
  6.1 Tenemine (22) 171
  6.2 Etioline (23) 173
8 7 Experimental 175
273.59 KB
  7.1 General Experimental Details 175
  7.2 Buxus Longifolia 176
  7.3 Lilium Candidum 204
  7.4 Bioassay Procedure 209
9 8 References 210
140.38 KB
  8.1 List of symbols and abbreviations 227