I= PHYTOCHEMICAL INVESTIGATION ON THE CONSTITUENTS OF ONOSMA HISPIDA WALL. AND BUDDLEJA CRISPA BENTH.
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Title of Thesis
PHYTOCHEMICAL INVESTIGATION ON THE CONSTITUENTS OF ONOSMA HISPIDA WALL. AND BUDDLEJA CRISPA BENTH.

Author(s)
Ijaz Ahmad
Institute/University/Department Details
H.E.J. Research Institute of Chemistry / University of Karachi
Session
2006
Subject
Chemistry
Number of Pages
226
Keywords (Extracted from title, table of contents and abstract of thesis)
onosma hispida wall, buddleja crispa benth, flavonoid, amines, iridoids, sesquiterpene, steroidal galactoside, aryl esters, boraginaceae, buddlejaaceae, lipoxygenases

Abstract
The present Ph. D. thesis comprises two parts, Part A and Part B. The Part A describes the isolation and structural elucidation of a new flavonoid and two new natural amines from the whole plant of Onosma hispida Wall. In addition to this eleven known compounds have also been isolated for the first time from this species.

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Known compounds isolated for the first time from Onosma hispida 1. 5, 2'-Dihydroxy-7, 5'-imethoxyflavone (46) 2. Apigenin (47) 3. 3,5,7 - Trihydroxy-6,4' -dimethoxyflavone (48) 4. 3,5,4' -Trihydroxy-6,7-dimethoxyflavone (49) 5. Apigenin 7-O-β-D-glucoside (50) 6. Benzoic acid (51) 7. 4-Hydroxybenzoic acid (52) 8. 5,4' -Dihydroxy-3,6,7-trimethoxyflavone (53) 9. 5-Hydroxy-3,6,7,4' -tetramethoxyflavone (54) 10. Methyl 4-methyltetradec-9-enoate (55) 11. Methyl 4-methyltetradeca-9, 12-dienoate (56)

The compounds isolated from Onosma hispida were screened against various clinically important enzymes studied in the enzymology section of our Institute, including acetyl- and butyryl cholinesterase and lipoxygenase. SAR studies were also carried out in case of the enzyme lipoxygenase inhibitors. The results are described in Tables-13 and -14.

The Part B describes the isolation and structural elucidation of three new iridoids, a new sesquiterpene, a new steroidal galactoside and three new long chain aryl esters from the whole plant of Buddleja crispa Benth. In addition to this eight known compounds have also been isolated for the first time from this species.

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Compounds isolated for the first time from Buddleja crispa 1. β-Sitosterol (275) 2. Ursolic acid (276) 3. Genipin (277) 4. β -Gardiol (278) 5. Buddlejoside A2 (279) 6. Buddlejoside As (280) 7. 1-Heptacosanol (281) 8. Methylbenzoate (282)

Download Full Thesis
4687.48 KB
S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
312.57 KB
2 1 Introduction( Onosma Hispia ) 1
798.23 KB
  1.1 Boraginaceae 2
  1.2 Genus Onosma 4
  1.3 Literature Survey Of Genus Onosma 7
  1.4 Flavonodis 16
3 2 Results And Discussion 36
560.89 KB
  2.1 New Compounds From Onosma Hispida 37
  2.2 Structural Elucidation Of Known Compounds 47
  2.3 Cholinesterase Inhibitory Activity 58
  2.4 Lipoxygenase Inhibitory Activity
4 3 Experimental 62
403.05 KB
  3.1 General Experimental Conditions 63
  3.2 Plant Materials 65
  3.3 Extraction And Isolation 65
  3.4 Enzyme Inhibition Assays 70
5 4 References 86
198.04 KB
6 5 Introduction ( Buddleja Crisp ) 95
1209.76 KB
  5.1 Buddlejaaceae 96
  5.2 Genus Buddleja 96
  5.3 Literature Survey On Buddleja 96
  5.4 Literature Review On Iridoids 116
  5.5 Literature Review On Sesquiterpenses 125
  5.6 Literature Review On Steroids 132
  5.7 Cinnamic Acids 145
  5.8 Benzoic Acid Derivatives 149
7 6 Results And Discussion 152
839.77 KB
  6.1 New Compounds From Buddleja Crispa 153
  6.2 Structural Elucidation Of Known Compounds 179
  6.3 Antioxidant Activity 187
  6.4 Cholinesterase And Lipoxygenases Inhibitory Activity 188
8 7 Experimental 190
429.2 KB
  7.1 General Experimental Conditions 191
  7.2 Plant Materials 193
  7.3 Extraction And Isolation 193
  7.4 Antioxidant Activity 199
  7.5 Enzyme Inhibition Assay 199
9 8 References 217
218 KB
  8.1 List Of Publications 226