Chemistry of Plant Natural Products: Stereochemistry, Conformation, Synthesis, Biology, and Medicine

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Springer, Mar 5, 2015 - Science - 1180 pages

Aimed at advanced undergraduate and graduate students and researchers working with natural products, Professors Sunil and Bani Talapatra provide a highly accessible compilation describing all aspects of plant natural products. Beginning with a general introduction to set the context, the authors then go on to carefully detail nomenclature, occurrence, isolation, detection, structure elucidation (by both degradation and spectroscopic techniques) stereochemistry, conformation, synthesis, biosynthesis, biological activity and commercial applications of the most important natural products of plant origin. Each chapter also includes detailed references (with titles) and a list of recommended books for additional study making this outstanding treatise a useful resource for teachers of chemistry and researchers working in universities, research institutes and industry.


 

Contents

About the Authors
lxi
Introduction Enzymes CofactorsCoenzymes Primary and Secondary Metabolites Natural Products and their Functions
1
Fundamental Stereochemical Concepts and Nomenclatures
23
Important Biological Events Occurring in Plants
202
Natural Products Chemistry A General Treatment
243
Biosynthesis of Terpenoids The Oldest Natural Products
317
Monoterpenoids C10
345
Sesquiterpenoids C15
402
Pilocarpine and Isopilocarpine lHistidineDerived Imidazole Alkaloids
792
Papaverine lTyrosineDerived Alkaloid
803
Morphine Codeine Thebaine Modified Benzyltetrahydroisoquinoline Alkaloids
810
Colchicine A Phenylethylisoquinoline Alkaloid Derived from LTyrosine
843
Quinine Cinchona Alkaloids Tryptophan Derived Quinoline Alkaloids
855
Reserpine
875
Strychnine an Alkaloid with Heptacyclic Dense Molecular Scaffold
891
Dimeric Indole Alkaloids Vinblastine Vincaleukoblastine Vincristine Leurocristine and Their Derivatives
901

Diterpenoids C20
469
Sesterterpenoids C25
511
Triterpenes C30
517
Steroids Cholesterol and Other Phytosterols
553
Carotenoids GGPPDerived Polyisoprenoid C40 Coloring Pigments
584
Shikimic Acid Pathway
595
Polyketide Pathway Biosynthesis of Diverse Classes of Aromatic Compounds
679
Alkaloids General Introduction
717
Hygrine Hygroline and Cuscohygrine OrnithineDerived Alkaloids
725
Coniine Conhydrine and Pseudoconhydrine The CSkeleton Derived from a C8Fatty Acid and N from Transamination
733
Nicotine PyridinePyrrolidine Alkaloid Derived from lAspartic Acid and lOrnithine
749
Atropine Hyoscyamine and Cocaine OrnithineDerived Alkaloids
767
Ephedrine and Pseudoephedrine C6C1 Part Derived from lPhenylalanine and Nitrogen Derived by Transamination
781
Camptothecin A Novel Pyrrolo34bquinoline Alkaloid Derived by Modification of an Indole System
908
Some More Alkaloids Having Diverse Skeletal Patterns
915
Important Outcomes of Chemical Studies on Natural Products
923
Chiral Recognition in Biological Systems and Natural Chiral Auxiliaries
953
Natural Products in the Parlor of Pharmaceuticals
976
Organic Phytonutrients Vitamins and Antioxidants
1011
Chemistry of Plant Natural Products
1038
Appendix A
1039
Appendix B
1120
Appendix C
1141
Plant Index
1151
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About the author (2015)

Professor Sunil Kumar Talapatra has taught stereochemistry, conformational analysis, reaction mechanisms and alkaloids in the postgraduate classes of Calcutta University (CU) and Presidency College (now University), Kolkata for more than three decades, and has been teaching stereochemistry for the last three decades in some other universities of W. Bengal and Tripura as a Guest teacher. He did PhD (CU) and post-doctoral work with Professor (Mrs) Asima Chatterjee and then post-doctoral work (4 yr) with Professor Michael P Cava at OSU, Columbus. Professor Talapatra's research contributions include the discovery, structure elucidation and stereochemistry of more than 100 new bioactive secondary metabolites (from medicinal plants), mostly alkaloids and terpenoids of different classes, coumarins and other polyphenolics, cardiac glycosides, one new C26 tetracyclic diamine from a marine sponge, synthesis and mechanisms. He was a Visiting Scientist at the Illinois U (Chicago), UCSC, and UCSD. As a UNESCO Senior Visiting Scientist (1982) he was briefly associated with Professors E J Corey, K Nakanishi, H Rapoport, J Meinwald, N Takahashi and Y Kanaoka. He participated in many International Conferences held worldwide. He supervised numerous PhD students and post-doctoral Fellows who joined Universities, IITK, Research Institutes, Colleges, and pursued their own teaching and research careers. The author of more than 175 research papers and a recipient of several awards, he was a British Council Guest Visitor (1973) in UK, under INSA and UGC Cultural Exchange Programmes in Hungary and Czechoslovakia and was elected FRIC (London) in 1974, President of the Indian Chemical Society (2002 & 2003), and has been a Vice-President of the Indian Science News Association since 2008.

Professor Bani Talapatra has taught natural products chemistry at Calcutta University (CU) for more than three decades, and in some other universities of W. Bengaland Tripura as a Guest teacher for more than a decade. She also taught general chemistry in a local undergraduate college for several years during her early professional career. She obtained the D.Sc. degree of the CU working in the laboratory of Professor (Mrs) Asima Chatterjee and then joined a Postdoctoral Fellowship at the Vanderbilt University (VU) with the renowned microbiologist, Professor V. Najjar. At VU she had the privilege of coming in personal contact with Sir C K Ingold for few months (1964) when she learnt from him much about organic reaction mechanism. As a UNESCO Senior Visiting Scientist (in 1976 and 1983) she extensively travelled and visited many major universities of USA, Europe, and Japan and was briefly associated with Professors H. Rapoport, S Masamune, W Herz, W Parker, F Bohlmann, H. Wagner, W. Kraus and N. Takahashi. She also participated in a number of International Conferences in Europe, South-East Asia and India. Professor Talapatra’s research interests include various aspects of natural products chemistry including terpenoids, alkaloids, polyphenolics, and reaction mechanisms. She has published more than 130 research papers and 15 students have obtained a PhD degree of the CU under her guidance.

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