I= PHYTOCHEMICAL INVESTIGATION OF DEPHNE OLEOIDES.
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Title of Thesis
PHYTOCHEMICAL INVESTIGATION OF DEPHNE OLEOIDES.

Author(s)
Nisar Ullah
Institute/University/Department Details
University of Karachi/ H.E.J. Research Institute of Chemistry
Session
1999
Subject
Chemistry
Number of Pages
201
Keywords (Extracted from title, table of contents and abstract of thesis)
daphne oleoides, seemarin, anabsinthin, dicoumarin glycoside, gulsamanin, sesquiterpenoids, coumarins, lignans, terpenoids, genus daphne, butilin, stigmasterol, oleanolic acid

Abstract
The Present doctoral thesis deals with the chemical studies on Daphne oleoides which has led to the isolation and structure elucidation of two dimeric sesquiterpenes lactone, namely seemarin and anabsinthin, a dicoumarin glycoside, gulsamanin, a new coumarinolagnoid glycoside, daphneticin-4”-o-a-D-glucophranoside, a phenylpropanoid glycoside, [4-(3-hydroxy-1-E-propenyl)-3-7’,9-epoxylignan and lup 20 (30)-ene-3 a, 29-diol. A further new natural product p-propoxy benzoic acid was also isolated. Twenty one known compounds including five triterepenes, three steroids, three coumarin glycosides, two lignans, four phenylpropanoid glycosides, two benzoic acid derivatives, a coumarinolignoid and a flavonoid have also been isolated for the first time from this species.

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S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
55.25 KB
2 1 Summary 1
465.44 KB
3 2 General Introduction 7
115.73 KB
  2.1 Sesquiterpenoids 11
  2.2 Coumarins 12
  2.5 Lignans 14
  2.4 Terpenoids 23
  2.5 Biosynthesis 24
  2.6 Biosynthesis of Sesquiterpenes 27
  2.7 Biosynthesis of Counarins 32
  2.8 Biosynthesis of Lignans 42
  2.9 References 62
  2.10 Introduction 66
  2.11 Phytochemistry of Genus Daphne 66
  2.12 Pharmacological Screening of Genus Daphne 77
4 3 Results and Discussion 80
552.26 KB
  3.1 Structure Elucidation of seemarin (205) 81
  3.2 Structure Elucidation of Anabsinthin (206) 85
  3.3 Structure Elucidation of Gulsamanin (207) 89
  3.4 Structure Elucidation of Daphneticin-4”-o-a-D-glucoside (208) 94
  3.5 Structure Elucidation of Daphneligin (209) 99
  3.6 Structure Elucidation of Daphnenoside (210) 102
  3.7 Structure Elucidation of Lup-20(30)-ene-3a ,29 -diol (211) 104
  3.8 Structure Elucidation of p- propoxybenzoic acid (212) 107
  3.9 Structure Elucidation of Daphnin 109
  3.10 Structure Elucidation of Daphnetin-8-o-B-D-glucoside (214) 111
  3.11 Structure Elucidation of Daphneside (215) 113
  3.12 Structure Elucidation of Lariciresinol (216) 115
  3.13 Structure Elucidation of Taxiresinol (217) 117
  3.14 Structure Elucidation of Coniferin (218) 119
  3.15 Structure Elucidation of Conferinoside (219) 121
  3.16 Structure Elucidation of Syringin (220) 123
  3.17 Structure Elucidation of Syringinoside (221) 125
  3.18 Structure Elucidation of Lup-20(30)-ene-3 ,29 -diol (222) 127
  3.19 Structure Elucidation of Butilin (223) 129
  3.20 Structure Elucidation of B- amyrin acetate (224) 131
  3.21 Structure Elucidation of B- amyria acetate (225) 133
  3.22 Structure Elucidation of Oleanolic acid (226) 135
  3.23 Structure Elucidation of Stigmasterol (227) 137
  3.24 Structure Elucidation of Stigmasterol 3-o-B-D-glucoside (228) 139
  3.25 Structure Elucidation of B- sitosterol 3-o-B-D-glucoside (229) 141
  3.26 Structure Elucidation of Grantioidin (230) 143
  3.27 Structure Elucidation of 4-ethoxybenzoic acid (231) 145
  3.28 Structure Elucidation of 4-hydroxybenzoic acid (232) 147
  3.29 Structure Elucidation of Daphneticin (233) 149
5 4 Experimental.General 151
411.96 KB
  4.1 Plant material extraction and Purification 153
  4.2 Characterisation of seemarin (205) 155
  4.3 Characterisation of Anabsinthin (206) 157
  4.4 Characterisation of Gulsamanin (207) 159
  4.5 Characterisation of Daphneticin-4”-o-a-D-glucopyranoside (208) 162
  4.6 Characterisation of Daphneligin (209) 165
  4.7 Characterisation of Daphnenoside (210) 168
  4.8 Characterisation of Lup-20(30)-ene-3a ,29 -diol (211) 169
  4.9 Characterisation of p- propoxybenzoic acid (212) 171
  4.10 Characterisation of Daphnin (213) 172
  4.11 Characterisation of Daphnetin 8-o-B-D-glucoside (214) 173
  4.12 Characterisation of Daphneside (215) 174
  4.13 Characterisation of Lariciresinol (216) 175
  4.14 Characterisation of Taxiresinol (217) 176
  4.15 Characterisation of Coniferin (218) 177
  4.16 Characterisation of Coniferinoside (219) 178
  4.17 Characterisation of Syringin (220) 179
  4.18 Characterisation of Syringinoside (221) 180
  4.19 Characterisation of Lup-20(30)-ene-3 ,29 -diol (222) 181
  4.20 Characterisation of Butilin (223) 182
  4.21 Characterisation of B- amyrin (224) 183
  4.22 Characterisation of B- amyrin acetate (225) 184
  4.23 Characterisation of Oleanolic acid (226) 185
  4.24 Characterisation of Stigmasterol (227) 186
  4.25 Characterisation of Stigmasterol 3-o-B-D-glucoside (228) 187
  4.26 Characterisation of B- sitosterol 3-o-B-D-glucoside (229) 188
  4.27 Characterisation of Grantioidin (230) 189
  4.28 Characterisation of 4-ethoxybenzoic acid (231) 190
  4.29 Characterisation of 4-hydroxybenzoic acid (232) 191
  4.30 Characterisation of Daphneticin (233) 192
  4.31 References 193