I= ISOLATION, STRUCTURAL STUDIES AND SYNTHETIC MODIFICATIONS OF ALKALOIDS OF CATHARATHUS ROSEUS, SPHAERANTUHUS INDICUS AND RHAZYA STRICTA
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Title of Thesis
ISOLATION, STRUCTURAL STUDIES AND SYNTHETIC MODIFICATIONS OF ALKALOIDS OF CATHARATHUS ROSEUS, SPHAERANTUHUS INDICUS AND RHAZYA STRICTA

Author(s)
Shahnaz Perveen
Institute/University/Department Details
University of Karachi./ H.E.J. Research Institute of Chemistry
Session
1991
Subject
Chemistry
Number of Pages
249
Keywords (Extracted from title, table of contents and abstract of thesis)
catharathus roseus, sphaerantuhus indicus, rhazya stricta, leurosine, anhydrovinblastine, vinblasting, bincristine, sesquiterpenes, diterpenes, indole alkaloids, barium permanganate

Abstract
The thesis describes the synthetic modifications of the alkaloids of Catharanthus roseus. The aim of carrying out these modifications was to test the modified new derivatives for antitumor activity. The nitro and bromo derivatives of leurosine and leurosinone were synthesized for this purpose. Anhydrovinblastine has been synthesized by four different methods. The chemical investigations have been carried out on sphearanthus indicus. Rhazya stricta and Carhranthus roseus, which led to the isolation of two new sesquiterpenes, there new indole alkaloids and two known indole alkaloids have also been isolated form these plants.

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S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
95.93 KB
2 1 Synthetic modifications of alkaloids of Catharanthus Roseus 1
403.24 KB
  1.1 General Introduction 2
  1.2 Introduction 3
  1.3 Conversion of Leurosine to Anhydrovinblastine (18) 21
  1.4 Synthesis of 11 ;12 -Dinitroleurosine(71) 29
  1.5 Synthesis of 12-Bromoleurosine (72) 34
  1.6 Synthesis of 12-Nitroleurosinone (74) 38
  1.7 Synthesis of 12-Bromoleurosionone (75) 40
  1.8 Oxidation of Vinblasting to Bincristine 42
  1.9 Sythesis of Catharanthine N-Oxide (55) 45
3 2 Isolation and Structural Elucidation of Sesquiterpenes from Shpaeranthus indicus 46
578.21 KB
  2.1 Introduction 47
  2.2 Biosynthesis 47
  2.3 Sphaeranthus Indicus 55
  2.4 Result and Discussion 57
  2.5 New Diterpenes from Sphaeranthus Indicus 57
4 3 Isolation and structural elucidation of Alkaloids Of Rhazya Structa 111
663.51 KB
  3.1 Alkaloids 112
  3.2 Indole Alkaloids 115
  3.3 Biosythesis of indole alkaloids 116
  3.4 Rhazya Stricta 132
5 4 Isolation and Structural Elucidation of alkaloids Catharanthus roseus 185
126.66 KB
  4.1 Introduction 186
  4.2 Result and Discussion 186
6 5 Experimental Section 198
376.22 KB
  5.1 General Experimental Conditions 199
  5.2 Spray Reagents 199
  5.3 Conversion of Leurosine to anhydrovinblastine 200
  5.4 Synthesis of 11:12-Dinitroleurosine 203
  5.5 Synthesis of 12-Bromoleurosine (72) 204
  5.6 Synthesis of 12-Nitroleurosinone (74) 206
  5.7 Synthesis of 12-Bromoleurosinone (75) 208
  5.8 Oxidation of Vinblastine to Vincristine 209
  5.9 Synthesis of Barium Permanganate 212
  5.10 Synthesis of Catharanthine N-Oxide (55) 212
  5.11 Isolation procedure and spectral data sesquiterpenesFrom sphaeranthus indicus 213
  5.12 Rhazya Stricta 221
  5.13 Catharanthus roseus 234
  5.14 Isolation of Leurosinone (73) 234
7 6 References 236
138.85 KB
  6.1 List of Publications 248