I= PHYTOCHEMICAL INVESTIGATIONS ON DAPHNE OLEOIDES
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Title of Thesis
PHYTOCHEMICAL INVESTIGATIONS ON DAPHNE OLEOIDES

Author(s)
Muhammad Riaz
Institute/University/Department Details
University of Karachi/ H.E.J. Research Institute of Chemistry
Session
2001
Subject
Chemistry
Number of Pages
167
Keywords (Extracted from title, table of contents and abstract of thesis)
daphne oleoides, dimeric coumarin glycosides, trimeric coumarin glycosides, furanoid lignan glycoside, furofuranoid, glycosides, coumarins, lignans, syringin, terpenoids, steroids

Abstract
The art healing has its origin from the antiquity of human civilization. Man, as a savage, must have known by experience how to relieve his sufferings by the use of herbs growing around him. The historical survey of traditional medicinal reveal that in his search for food the primitive men began to distinguish those plants suitable for nutritional purposes from other possessing definite pharmacological actions. Thus the drugs from the plant origin have served through the ages as mainstay for the treatment of ailments and preservations of human health. A large reservoir of the plant based medicines has been provided in the early period covering the Indians, Chinese, Sumarian, Egyptian, Assyrian and Muslim civilizations. In the Indo-Pak sub-continent studies in the chemical constituents of indigenous medicinal plants have been carried out at various research centers to serve the dual purposes of broadening pharmacopial spectrum and providing a base for the therapeutical study directed towards the syntheses of drugs modeled on chemical structure of natural products. In this context it is of special interest of to note that the largest and the most sophisticated nucleus for the systematic investigation in the chemistry of biologically active principles of indigenous medicinal plants is based at Karachi under the name of H.E.J. Research Institute of Chemistry, which is presently under the directorship of famous plant Chemist of Pakistan, Professor Atta-ur-Rehman

The present doctoral dissertation describes the phytochemical investigations on Daphne oleoides which have resulted in the isolation and structure elucidation of nine new natural products including four dimeric coumarin glycosides (1-4), two trimeric coumarin glycosides (5-6), one furanoid lignan glycoside (7) and two furofuranoid, glycosides (8-9) Furthermore, fifteen new source or known compounds, including seven coumarins (10-16), two lignans (17-18), syringin (19), three terpenoids (20-22) and two steroids (23-24), have also been isolated and characterized

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S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
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2 1 Introduction 1
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  1.1 General Introduction Of Genus Daphne 2
  1.2 Biological And Therapeutic Importance Of Genus Daphne Oleoides 2
  1.3 Phytochemistry Of Genus Daphne 4
  1.4 Coumarins 19
  1.5 Coumarins 19
  1.6 Biosynthesis 28
3 2 Resulta And Discussions 46
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  2.1 Structure Of Dimeric Coumarin Glycoside (1) 47
  2.2 Structure Of Daphsaifnin , Dimeric Coumarin Glycoside (2) 53
  2.3 Structure Of Daphjamilin , Bicoumarin Glycoside (3) 58
  2.4 Structure Of Daphwazirin Biscoumarin Glycoside- Ranoside (4) 64
  2.5 Structure Of Trimeric Coumarin Glycoside (5) 69
  2.6 Structure Of Trimeric Coumarin Glycoside (6) 75
  2.7 Structure Of Furanoid Lignan (7) 81
  2.8 Structure Of Furofuranoid Lignan (8) 89
  2.9 Structure Of Furofuranoid Lignan (9) 96
  2.10 Structure Of Gulsamanin , Dimeric Coumarin Glycoside (10) 103
  2.11 Structure Of Coumarinliganiod (11) 105
  2.12 Structure Of Daphnin (12) 107
  2.13 Structure Of Daphnetin-8-O-A-D-Glucopyranoside (13) 110
  2.14 Structure Of Daphneside (14) 111
  2.15 Structure Of Virgatenol (15) 112
  2.16 Structure Of Virgatenol (16) 113
  2.17 Structure Of Lariciresinol (17) 114
  2.18 Structure Of Phenolic Lignan (18) 115
  2.19 Structure Of Syringin (19) 116
  2.20 Structure Of Betulin (20) 117
  2.21 Structure Of B- Amyrin (21) 118
  2.22 Structure Of Oleanolic Acid (22) 119
  2.23 Structure Of B- Sitosterol 3-O-B-D-Glucoside (23) 120
  2.24 Structure Of Stigmasterol 3-O-B-D-Glucoside (24) 121
4 3 Experimental 122
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  3.1 Characterisation Of Dimeric Coumarin Glycoside 123
  3.2 Characterisation Of Daphsaifnin , Dimeric Coumarin Glycosides (2) 131
  3.3 Characterisation Of Daphjamilin , Bicoumarin Glycoside (3) 132
  3.4 Characterisation Of Daphwazirin , Biscoumarin Glycopy-Ranoside (4) 134
  3.5 Characterisation Of Trimeric Coumarin Glycoside (5) 136
  3.6 Characterisation Of Trimeric Coumarin Glycoside (6) 137
  3.7 Characterisation Of Furanoid Lignan (7) 138
  3.8 Characterisation Of Furofuranoid Lignan (8) 89
  3.9 Characterisation Of Furofuranoid Lignan (9) 96
  3.10 Characterisation Of Gulsamanin , Dimeric Coumarin Glycoside (10) 141
  3.11 Characterisation Of Coumarinliganoid (11) 142
  3.12 Characterisation Of Daphnin (12) 144
  3.13 Characterisation Of Daphnetin-8-O-A-D-Glucopyranoside (13) 147
  3.14 Characterisation Of Daphneside (14) 111
  3.15 Characterisation Of Virgatenol (15) 148
  3.16 Characterisation Of Virgatenol (16) 149
  3.17 Characterisation Of Lariciresinol (17) 150
  3.18 Characterisation Of Phenolic Lignan (18) 151
  3.19 Characterisation Of Syringin (19) 152
  3.20 Characterisation Of Betulin (20) 153
  3.21 Characterisation Of B- Amyrin (21) 154
  3.22 Characterisation Of Oleanolic Acid (22) 155
  3.23 Characterisation Of B- Sitosterol 3-O-B-D-Glucoside (23) 156
  3.24 Characterisation Of Stigmasterol 3-O-B-D-Glucoside (24) 157
5 4 References 158
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