I= ISOLATION AND CHARACTERIZATION OF SECONDARY METABOLITES FROM MYRTUS COMMUNIS LINN, DELPHINIUM ROYLEI MUNZ AND RELATED MEDICINAL PLANTS
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Title of Thesis
ISOLATION AND CHARACTERIZATION OF SECONDARY METABOLITES FROM MYRTUS COMMUNIS LINN, DELPHINIUM ROYLEI MUNZ AND RELATED MEDICINAL PLANTS
Author(s)
MANZOOR AHMAD
Institute/University/Department Details
H.E.J. Research Institute of Chemistry/ University of Karachi 
Session
2006
Subject
Chemistry
Number of Pages
201
Keywords (Extracted from title, table of contents and abstract of thesis)
secondary metabolites, myrtus communis linn, delphinium roylei munz, medicinal plants, aconitum laeve royle, acyphloroglucinols myrtucommulone, swatinine, myrtus, delphinium, diterpenoid alkaloids, aconitum

Abstract
This Ph.D. thesis describes the phytochemical and biological investigations of traditionally used medicinal plants of Northern areas of Pakistan. The study is mainly divided into three parts: Part A describes a phytochemical work on Myrtus communis Linn. Part B on Delphinium roylei Munz. and Part C on Aconitum laeve Royle.

Part A Four new acyphloroglucinols myrtucommulone-D (1), myrtucommulone-E (2), myrtucommulone-C (3), 5-demethylsemimyrtucommulone (4); an usnic acid derivative, usnone-A (5); and a known acylphloroglucinol, myrtucommulone-B (6); six triterpenes 10-15; two flavonoids 7-8; 2,5-dihydroxy-4-methoxybenzophenone (cearoin) (9); and ß-sitosterol (16) have been isolated from Myrtus communis Linn. The compounds 1-4, and 6 were found to be potent α-glucosidase inhibitors. The compound 3 exhibited the highest activity among all the acylphloroglucinols, with an IC50 = 35.4 ± 1.15 µM. The compounds 1,2,5,9, and 11-16 also exhibited antibacterial activities.

Part B The phytochemical investigations on Delphinium roylei Munz. yielded eight known norditerpenoid alkaloids 1-8. Compounds 3-6 were isolated for the first time from this plant.

A new lycoctonine-type norditerpenoid alkaloid, swatinine (1), along with four known norditerpenoid alkaloids, delphatine (3), puberanine (4), N-acetylsepaconitine (5), and lappaconitine (6), and a benzene derivative, 4-[2-(methoxycarbonyl) anilino]-4-oxobutanoic acid (2), were isolated from the aerial parts of Aconitum laeve Royle Compound 2 was isolated for the first time from a natural source. The anti-inflammatory, antioxidant, and tyrosinase inhibition studies on all six compounds 1-6 were carried out.

Download Full Thesis
2264.53 KB
S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
301.04 KB
2 1 Introduction 1
27.65 KB
  1.1 Drugs From The Medicinal Plants
  1.2 Scope Of The Present Work 2
3 2 PART A: Isolation And Characterization Of Secondary Metabolites From Myrtus Communis Linn
94.76 KB
  2.1 The Genus Myrtus
  2.2 Systematic Position
  2.3 Myrtus Communis Linn
  2.4 Ethnobotanical And Pharmacological Investigations On
4 3 Acylphloroglucinol Derivatives 8
194.23 KB
  3.1 Introduction 8
  3.2 Biosynthesis Of Acylphloroglucinol And Usnic Acid Derivatives 20
  3.3 The Potential Uses Of M Communis Linn. In Diabetes Mellitus 25
5 4 Experimental 27
212.33 KB
  4.1 General Notes 27
  4.2 General Experimental Conditions 27
6 5 Results And Discussion
491.24 KB
  5.1 Structure Elucidation Of The New Compounds Isolated From List Of Content
  5.2 Structure Elucidation Of Compounds Isolated For The First Time From M Communis Linn. (New Source ) 81
7 6 References 97
153.56 KB
8 7 PART B: Isolation And Characterization Of Secondary Metabolites From Delphinium Roylei Munz .
73.76 KB
  7.1 The Genus Delphinium 110
  7.2 Systematic Position 110
  7.3 Delphinium Roylei Munz 110
  7.4 Ethnobotanical And Biological Importance Of The Genus Delphinium 111
  7.5 Literature Survey On D. Roylei Munz . Alkaloids 112
9 8 Diterpenoid Alkaloids 115
88.51 KB
  8.1 Classification Of Diterpenoid Alkaloids 115
  8.2 Biosynthesis Of Diterpenoid Alkaloids 118
10 9 Experimental 123
146.05 KB
  9.1 General Experimental Conditions 123
  9.2 Detection Of Alkaloids On Chromatographic Plates 123
  9.3 Plant Material 123
  9.4 Plants Material Pretreatment 123
  9.5 Extraction Of Crude Alkaloids From D. Roylei Munz . 123
  9.6 X-Rays Diffraction Studies Of Con Delphine (1) 125
11 10 Results And Discussion 138
180.01 KB
  10.1 Structure Elucidation Of Known Compounds Isolated From D. Roylei Munz .
  10.2 Structure Elucidation Of Compounds Isolated For The First Time From D. Royeli Munz . (New Source)
12 11 References 152
85.01 KB
13 12 PART C: Isolation And Characterization Of Secondary Metabolites From Aconitum Laeve Royle
127.28 KB
  12.1 The Genus Aconitum 159
  12.2 Systematic Position 160
  12.3 Aconitum Laeve Royle 160
  12.4 Alkaloids From A. Laeve Royle 161
  12.5 List Of Content
14 13 Experimental 165
95.78 KB
  13.1 General Experimental Conditions 165
  13.2 Chromatographic Conditions 165
  13.3 Plant Material
  13.4 Extraction And Isolation
  13.5 Tyrosinase Inhibition Assay
  13.6 Antioxidant Assays
  13.7 Antiinflammatory Assay
  13.8 Physical And Spectroscopic Data Of Compounds
15 14 Results And Discussion
170.79 KB
  14.1 Structure Elucidation Of The New Compounds Isolated From 174
  14.2 Structure Elucidation Of Compounds Isolated For The First Time From Aconitum Laeve Royle (New Source) 183
  14.3 Structure Elucidation Of Known Compound Isolated From A. Laeve Royle. 188
  14.4 Biological Studies Of The Compounds Isolated From A. Laeve Royle .
16 15 References
119.48 KB
  15.1 Glossary
  15.2 List Of Publications 193