I= PHOTOCHEMICAL STUDIES OF SOME PRIMULACIOUS AND LEGUMINOUS PLANTS
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Title of Thesis
PHOTOCHEMICAL STUDIES OF SOME PRIMULACIOUS AND LEGUMINOUS PLANTS

Author(s)
Qazi Najmus Saqib
Institute/University/Department Details
University of Karachi
Session
1980
Subject
Number of Pages
157
Keywords (Extracted from title, table of contents and abstract of thesis)
primulacious plants, leguminous plants, prinula denticulate, androsace rotundifolia, pridentigenin b, pridentigenin e, pridentigenin a, pridentigenin c, pridentigenin d, erythrina herbacea

Abstract
The present thesis consists of part-1 and Part-II. In the part-1 the phytochemical studies on two primulacious plants namely Prinula denticulate and Androsace rotundifolia are discussed. In part-II the isolated of alkaloids from Erythrina herbacea is described.

Primula denticulate was subjected to chemical investigation for the isolation of saponin and sapogenins. As a result of this work five sapogenins provisionally named as pridentigenin A,B, C, D, and E were isolated in the pure form. The structure of pridentigenin B has been elucidated through spectroscopic and chemical methods. It was characterized as 3B, 16a-dihydroxy-16-methoxy-28, 30-epoxy-olean-12-ene. Pridentigenin E, another new sapognein was shown to possess the structure of 3B 16X,28,30-tetrahydroxy-olean-12-ene,. Although this compound has been obtained previously by the borohydirde reduction of cyclamiretin D, this is the first instance of its isolation from plant source. The structure of pridentigenin B and E was confirmed by the acid hydrolysis of the former to cyclamiretin D, and the borohydride reduction of the hydrolysis product to pridentigenin E.

Pridentigenin A was shown to be identical with cyclamigenin D through comparison of phys cal and spectroscopic data. This is the first example of its occurrence in primula. Pridentigenin C is spectroscopically very similar to pridentigenin B but can be clearly separated from the latter on thin layer chromatogram. It is therefore, very likely that it is the sterically less stable C-30 epimer of pridentigenin B. The structure of pridentigenin D could not be elucidated completely due to the paucity of material. However th available data suggest that it also possesses, elean-12-ene skelton with hydroxyl at C-3 and one keto as well as other hydroxyl groups in ring D and E of the molecule. The quantity of pridentigenin C was also too small for any structural work

As a result of chemical investigation of Androsace rotundifolia, primulagenin A was isolated and identified as the main sapogenin

Studies on the alkloidal constituents of Erythrina herbacea led to the isolation of five bases out of these four were identified as erysoterine, 11-hydroxyerysotrine, erybidine, n-Nororientaline

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1803.1 KB
S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
95.45 KB
2 1 Phytochemical Studies On Primula Denticulata 3
125.42 KB
  1.1 Medicinal Uses Of Pirmula Plants 4
  1.2 Litureature Review On Primula Species 7
3 2 Present Work 13
96.97 KB
  3.1 Pridentigenin B 15
  3.2 Pridentigenin E 47
  3.3 Pridentigenin A 67
  3.4 Pridentigenin C 77
  3.5 Pridentigenin D 79
4 3 Experimental 88
944.2 KB
  3.1 Pridentigenin B Diacetate 92
  3.2 Acetonide Of Pridentigenin B 93
  3.3 Acid Hydrolysis Of Pridentigenin B 94
  3.4 Isolation Of Pridentigenin B 95
  3.5 Pridention E Tetraacetate 96
  3.6 Acetonide Of Pridentigenin E 97
  3.7 Isolation Of Pridentigenin A 98
  3.8 Pridentigenin A Monoacetate 98
  3.9 Isolation Of Pridentigenin C 99
  3.10 Pridentigenin D 100
  3.11 Pridentigenin D Triacetate 101
  3.12 Acid Hydrolysis 103
  3.13 Scheme For Isoaltion 104
5 4 Phytochemical Studies On Androsace Rotendiflia Botanical Description 105
52.62 KB
6 5 Experimental 107
41.12 KB
7 6 Present Work 110
51.05 KB
  6.1 References 112
8 7 Phytochemical Studies On Erythrina Herbacea 116
264.52 KB
9 8 Present Work 105
169.29 KB
10 9 Experimental 147
171.04 KB
  9.1 References 154