I= STUDIES ON THE CHEMICAL CONSTITUENTS OF RHAZYA AND NIGELLA SATIVA
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Title of Thesis
STUDIES ON THE CHEMICAL CONSTITUENTS OF RHAZYA AND NIGELLA SATIVA

Author(s)
Sohail Malik
Institute/University/Department Details
H.E.J. Research Institute of Chemistry/ University of Karachi
Session
1985
Subject
Chemistry
Number of Pages
321
Keywords (Extracted from title, table of contents and abstract of thesis)
rhazya, nigella sativa, rhazimanine, bhimberine, ra-l, ra-2, nigellicine, nigellimine, nigellimine n-oxide, ns-l

Abstract
Studies on the chemical constituents of the fruits of Rhazya stricta have led to the isolation of four new alkaloids: rhazimanine, bhimberine, RA-l and RA-2. In addition, five more alkaloids have also been reported for the first time from this plant. Modern spectroscopic methods were employed to determine their structures including two-dimensional NMR experiments ego COSY, NOESY and J-resolved. DEPT experiments were carried out to determine the multiplicity of each carbon atom. The stereochemistry of various asymmetric centres was established by extensive NOE difference studies. Biosynthetic routes to the isolated alkaloids are also proposed.

Investigations on the chemical constituents of the seeds of Nigella sativa resulted in the isolation of four new alkaloids: nigellicine, nigellimine, nigellimine N-oxide and NS-l. Their structures have been established by extensive NMR studies. Two of these alkaloids possess a novel skeleton which was confirmed by x-ray diffraction. The structures of the other two alkaloids were confirmed by synthesis. Biosynthetic routes to these alkaloids are proposed.

As a result of studies on the non-alkaloidal constituents of this plant, a saponin has been isolated and its structure is presented. Antimicrobial testing of various chemical constituents of Nigella sativa has been carried out.

Studies on the behavior of 19-5-vindolinine in solution have revealed a remarkable isomerization to 19-R-vindolinine. 13C-solid state CP-MAS spectrum of 19-5 vindolinine is also presented.

Download Full Thesis
1915.37 KB
S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
47.42 KB
2 1 Introduction 2
55.46 KB
3 2 Biosynthesis 10
173.54 KB
4 3 Rhazya Stricta 34
919.54 KB
  3.1 Results And Discussion 47
5 4 Nigella Sativa 171
458.71 KB
  4.1 Results And Discussion 180
6 5 Structural Studies On Vindolinine 235
120.28 KB
7 6 Experimental 253
290.12 KB
8 7 References 297
221.99 KB
  7.1 Publication Results From This Thesis 320