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2024 | Book

Progress in the Chemistry of Organic Natural Products 124

Editors: A. Douglas Kinghorn, Heinz Falk, Simon Gibbons, Yoshinori Asakawa, Ji-Kai Liu, Verena M. Dirsch

Publisher: Springer Nature Switzerland

Book Series : Progress in the Chemistry of Organic Natural Products

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About this book

This volume presents three chapters discussing a range of topics. Chapter 1 deals with the development of efficient methods for compound dereplication that have been critical in the re-emergence of research on natural products as a source of new drug leads. It describes the main methods of dereplication, which rely on the combined use of large natural product databases and spectral libraries, alongside the information obtained from chromatographic, UV-Vis, MS, and NMR spectroscopic analyses of the samples of interest. Chapter 2 describes 989 plant natural products and their ecological functions in plant-herbivore, plant-microorganism, and plant-plant interactions. These compounds include alkaloids, phenols, terpenoids, and other structural types. The information presented should provide the basis for in-depth research on these plant natural products and their natural functions, and also for their further development and utilization. Chapter 3 focuses on lichens, with each constituting a symbiotic association composed of a primary mycobiont and one or more photobionts living mutualistically. Covered are lichens and their bionts, taxonomic identification, and their chemical constituents as exemplified by what is found in lichen biomes, especially those endemic to North America. Extraction and isolation procedures, as well as updates on dereplication methods using mass spectrometric GNPS and NMR spectroscopic spin network fingerprint procedures, and marker-based techniques to identify lichens are discussed. The isolation and structure elucidation of secondary metabolites of an endolichenic Penicillium species that produces bioactive compounds is described in detail.

Table of Contents

Frontmatter
Natural Products Dereplication: Databases and Analytical Methods
Abstract
The development of efficient methods for dereplication has been critical in the re-emergence of the research in natural products as a source of drug leads. Current dereplication workflows rapidly identify already known bioactive secondary metabolites in the early stages of any drug discovery screening campaign based on natural extracts or enriched fractions. Two main factors have driven the evolution of natural products dereplication over the last decades. First, the availability of both commercial and public large databases of natural products containing the key annotations against which the biological and chemical data derived from the studied sample are searched for. Second, the considerable improvement achieved in analytical technologies (including instrumentation and software tools) employed to obtain robust and precise chemical information (particularly spectroscopic signatures) on the compounds present in the bioactive natural product samples. This chapter describes the main methods of dereplication, which rely on the combined use of large natural product databases and spectral libraries, alongside the information obtained from chromatographic, UV–Vis, MS, and NMR spectroscopic analyses of the samples of interest.
Ignacio Pérez-Victoria
The Chemical Ecology of Plant Natural Products
Abstract
Plants are excellent chemists with an impressive capability of biosynthesizing a large variety of natural products (also known as secondary or specialized metabolites) to resist various biotic and abiotic stresses. In this chapter, 989 plant natural products and their ecological functions in plant-herbivore, plant-microorganism, and plant-plant interactions are reviewed. These compounds include terpenoids, phenols, alkaloids, and other structural types. Terpenoids usually provide direct or indirect defense functions for plants, while phenolic compounds play important roles in regulating the interactions between plants and other organisms. Alkaloids are frequently toxic to herbivores and microorganisms, and can therefore also provide defense functions. The information presented should provide the basis for in-depth research of these plant natural products and their natural functions, and also for their further development and utilization.
Shi-Hong Luo, Juan Hua, Yan Liu, Sheng-Hong Li
Chemical Constituents Isolated from the Lichen Biome of Selected Species Native to North America
Abstract
A lichen is a symbiotic association composed of a primary mycobionts and one or more photobionts living mutualistically together, forming a distinct morphological entity beneficial to their partnership and to other associated fungi, photobionts, and bacteria that collectively make up the lichen biome. The taxonomic identification of a lichen species often requires determination of the primary mycobiont’s secondary metabolites, the key morphological characteristics of the thallus, and how it relates to other lichen species as seen in DNA phylogeny. This chapter covers lichens and their bionts, taxonomic identification, and their chemical constituents as exemplified by what is found in lichen biomes, especially those endemic to North America. Extraction and isolation, as well as updates on dereplication methods using mass spectrometric GNPS and NMR spectroscopic spin network fingerprint procedures, and marker-based techniques to identify lichens are discussed. The isolation and structure elucidation of secondary metabolites of an endolichenic Penicillium species that produces bioactive compounds will be described in detail.
Harinantenaina Liva R. Rakotondraibe, Richard W. Spjut, Ermias Mekuria Addo
Metadata
Title
Progress in the Chemistry of Organic Natural Products 124
Editors
A. Douglas Kinghorn
Heinz Falk
Simon Gibbons
Yoshinori Asakawa
Ji-Kai Liu
Verena M. Dirsch
Copyright Year
2024
Electronic ISBN
978-3-031-59567-7
Print ISBN
978-3-031-59566-0
DOI
https://doi.org/10.1007/978-3-031-59567-7