I= STUDIES ON THE CHEMICAL CONSTITUENTS OF THE SEEDS OF VIGNA UNGUICULATE (LINN.), WALP SUBSP. UNGUICULATA AND THE ROOTS OF SYMPHYTUM OF OFFICINALE LINN
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Title of Thesis
STUDIES ON THE CHEMICAL CONSTITUENTS OF THE SEEDS OF VIGNA UNGUICULATE (LINN.), WALP SUBSP. UNGUICULATA AND THE ROOTS OF SYMPHYTUM OF OFFICINALE LINN

Author(s)
Mushtaq Noorwala
Institute/University/Department Details
H.E.J Research Institute of Chemistry/ University of Karachi
Session
1995
Subject
Chemistry
Number of Pages
273
Keywords (Extracted from title, table of contents and abstract of thesis)
vigna unguiculate (linn.), walp subsp. unguiculata, symphytum officinale l., paplilionaceae, saponins, triterpenoids, pyrrolizidine alkaloids

Abstract
The work embodied in the present thesis is presented in two. Part –I describes the isolation and structure elucidation of the chemical constituents of vigna unguiculata subsp. Unguiculata belonging to the family paplilionaceae

Part-I . The introduction of part-I provided a review of the earlier contribution made in the chemistry and pharmacology of the plant vigna unguiculata subsp. Unguiculata subsp unguiculata have resulted in the isolation of one new saponin which was named as vginalin (1). The aglycone part of this saponins belongs to the oleannane series of triterpenoids and identified as soyasapogenol B.Beside saponin 1, cycloartenol (2), stigmasterol (3), oleanolic acid acetate (4) and sitosterol β-D-glycoside (5) were also isolated for the first time form this plant. Compound 1-5 were isolated form the column chromatography of the methanolic extract of the seeds of V. unguiculata subsp. unguiculata

Saponin A(1) (3-O-[α-L-rhamnopyranosy1-(1→4)-β-D-galactopyranosy1-(1→4)-β-D-glucuronopyranosy1]-soyasapogeno1 B. J.Nat. Prod,58(7), 1070(1995)

The Par-II of the thesis deals with the isolation and structural elucidation of three new pentqacyclic triterpenoidal saponin named as saponin I (9), saponin J(10) and saponin K (11) isolation form the roots of symphytum officinale L. (Boraginaceae). The aglycone of all the above three saponins is hederagenin. Two pyrrolizidine alkaloids L (12) (Otosenine) and M(13) (senciphylline) alkaloid L (12) and M (13) have already been reported earlier but isolation for the first time from this plant……….

Extensive spectroscopic techniques such as EIMS, FDMS, FABMS, HRMS,UV, IR, 1H- and 13C0NMR, 2D-NMR (COSY-450,, NOESY, HeteroCOSY, HMQC, HOHAHA 2D J-resolved) and chemical reactions were employed to elucidate the structures of the compounds noted in Part-I and Part-II. DEPT experiments were also carried out to determine the multiplicities of the carbon atoms.

Download Full Thesis
1750.28 KB
S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents/ Abstract
142 KB
2 1 General Introduction-Part I 14
119.42 KB
3 2 Introduction 28
532.39 KB
  2.1 Saponins 28
  2.2 Biological Activity Of Saponins 30
  2.3 Medicinal Uses Of Saponins 44
  2.4 Biosynthesis Of Saponins 48
  2.5 Biosynthesis Of Triterpenoids 54
  2.6 Medicinal Importance Of Vigna Unguiculata Subsp Unguiculata 82
  2.7 Botanical Description Of Vigna Unguiculata Subsp Unguiculata 83
  2.8 Literature Survey Of The Genus Vigna 84
4 3 Present Work 105
126.38 KB
  3.1 Isolation And Structure Elucidation Of Saponins A( 1) 105
  3.2 Isolation And Structure Elucidation Of Compound B( 2) 112
  3.3 Isolation And Structure Elucidation Of Compound C( 3) 114
  3.4 Isolation And Structure Elucidation Of Compound D( 4) 116
  3.5 Isolation And Structure Elucidation Of Compound E( 5) 118
5 4 Experimental 124
117.71 KB
  4.1 General Instrumentation 124
  4.2 Plant Material 130
  4.3 Extraction And Isolation Of Saponins 130
  4.4 Characterization Of Saponin A( 1) 132
  4.5 Characterization Of Compound B( 2) 134
  4.6 Characterization Of Compound C( 3) 135
  4.7 Characterization Of Compound D( 4) 136
  4.8 Characterization Of Compound E( 5) 137
6 5 References 140
158.35 KB
7 6 Introduction- PART II 158
80.2 KB
  6.1 Medicinal Importance Of Symphytum Officinale L. 158
  6.2 Botany And Distribution Of Symphytum Officinale L. 159
  6.3 Literature Survey Of Symphytum Officinale L. 161
8 7 Present Work 172
497.8 KB
  7.1 Isolation And Structure Elucidation Of Saponins F( 6) 172
  7.2 Isolation And Structure Elucidation Of Saponins G( 7) 180
  7.3 Isolation And Structure Elucidation Of Saponins H( 8) 188
  7.4 Isolation And Structure Elucidation Of Saponins I( 9) 191
  7.5 Isolation And Structure Elucidation Of Saponins J( 10) 202
  7.6 Isolation And Structure Elucidation Of Saponins K( 11) 211
  7.7 Pyrrolizidine Alkaloids 224
  7.8 Isolation And Structure Elucidation Of Alkaloids L( 12) 226
  7.9 Isolation And Structure Elucidation Of Alkaloid M( 13) 232
9 8 Experimental 238
188.9 KB
  8.1 Plant Material 238
  8.2 Extraction And Isolation Of Saponins 238
  8.3 Characterization Of Saponins F (6) 240
  8.4 Characterization Of Saponins G( 7) 242
  8.5 Characterization Of Saponins H (8) 244
  8.6 Characterization Of Saponins I (9) 246
  8.7 Characterization Of Saponins J (10) 249
  8.8 Characterization Of Saponins K (11) 253
  8.9 Extraction And Isolation Of Alkaloids 257
  8.10 Characterization Of Alkaloids L( 12) 258
  8.11 Characterization Of Alkaloid M (13) 260
10 9 References 263
84.26 KB
11 10 List Of Publications 272
33.02 KB