scholarly journals Chemical Diversity of Plant Cyanogenic Glycosides: An Overview of Reported Natural Products

Molecules ◽  
2021 ◽  
Vol 26 (3) ◽  
pp. 719
Author(s):  
Meri Yulvianti ◽  
Christian Zidorn
Keyword(s):  
Natural Products ◽  
Plant Species ◽  
Chemical Diversity ◽  
Cyanogenic Glycosides ◽  
Sugar Moiety ◽  
Plant Natural Products ◽  
Naturally Occurring

Cyanogenic glycosides are an important and widespread class of plant natural products, which are however structurally less diverse than many other classes of natural products. So far, 112 naturally occurring cyanogenic glycosides have been described in the phytochemical literature. Currently, these unique compounds have been reported from more than 2500 plant species. Natural cyanogenic glycosides show variations regarding both the aglycone and the sugar part of the molecules. The predominant sugar moiety is glucose but many substitution patterns of this glucose moiety exist in nature. Regarding the aglycone moiety, four different basic classes can be distinguished, aliphatic, cyclic, aromatic, and heterocyclic aglycones. Our overview covers all cyanogenic glycosides isolated from plants and includes 33 compounds with a non-cyclic aglycone, 20 cyclopentane derivatives, 55 natural products with an aromatic aglycone, and four dihydropyridone derivatives. In the following sections, we will provide an overview about the chemical diversity known so far and mention the first source from which the respective compounds had been isolated. This review will serve as a first reference for researchers trying to find new cyanogenic glycosides and highlights some gaps in the knowledge about the exact structures of already described compounds.

Dihydroresveratrol Type Dihydrostilbenoids: Chemical Diversity, Chemosystematics, and Bioactivity

2018 ◽  
Vol 25 (10) ◽  
pp. 1194-1240 ◽  
Author(s):  
Sara Vitalini ◽  
Serhat S. Cicek ◽  
Sebastian Granica ◽  
Christian Zidorn
Keyword(s):  
Natural Products ◽  
Anticancer Activity ◽  
Biological Activities ◽  
Wide Spectrum ◽  
Pathogenic Fungi ◽  
Chemical Diversity ◽  
Limited Information ◽  
Lead Compounds ◽  
Naturally Occurring

Background: Dihydrostilbenoids, a diverse class of natural products differing from stilbenoids by the missing double bond in the ethylene chain linking the aromatic moieties, have been reported from fungi, mosses, ferns, and flowering plants. Objective: Occurrence, structure, and bioactivity of naturally occurring dihydroresveratrol type dihydrostilbenoids are discussed in this review. Method: A Reaxys database search for dihydroresveratrol derivatives with possible substitutions on all atoms, but excluding non-natural products and compounds featuring additional rings involving the ethyl connecting chain, was performed. Results: Structures include simple dihydroresveratrol derivatives, compounds substituted with complex side chains composed of acyl moieties and sugars, and compounds containing polycyclic cores attached to dihydrostilbenoid units. Dihydrostilbenoids have a wide spectrum of bioactivities ranging from expectable antioxidant and anti-inflammatory activities to interesting neuroprotective and anticancer activity. The anticancer activity in particular is very pronounced for some plant-derived dihydrostilbenoids and makes them interesting lead compounds for drug development. Apart from some reports on dihydroresveratrol derivatives as phytoalexins against plant-pathogenic fungi, only very limited information is available on the ecological role of these compounds for the organisms producing them. Conclusion: Dihydrostilbenoids are a class of natural products possessing significant biological activities; their scattered but not ubiquitous occurrence throughout the kingdoms of plants and fungi is not easily explained. We are convinced that future studies will identify new sources of dihydrostilbenoids, and we hope that the present review will inspire such studies and will help in directing such efforts to suitable source organisms and towards promising bioactivities.

Chemical space of naturally occurring compounds

2018 ◽  
Vol 4 (5) ◽  
Author(s):  
Fernanda I. Saldívar-González ◽  
B. Angélica Pilón-Jiménez ◽  
José L. Medina-Franco
Keyword(s):  
Data Mining ◽  
Natural Products ◽  
Small Molecules ◽  
Chemical Space ◽  
Chemical Diversity ◽  
Diversity Analysis ◽  
Naturally Occurring ◽  
Systematic Exploration ◽  
Chemical Descriptors ◽  
Different Sources

AbstractThe chemical space of naturally occurring compounds is vast and diverse. Other than biologics, naturally occurring small molecules include a large variety of compounds covering natural products from different sources such as plant, marine, and fungi, to name a few, and several food chemicals. The systematic exploration of the chemical space of naturally occurring compounds have significant implications in many areas of research including but not limited to drug discovery, nutrition, bio- and chemical diversity analysis. The exploration of the coverage and diversity of the chemical space of compound databases can be carried out in different ways. The approach will largely depend on the criteria to define the chemical space that is commonly selected based on the goals of the study. This chapter discusses major compound databases of natural products and cheminformatics strategies that have been used to characterize the chemical space of natural products. Recent exemplary studies of the chemical space of natural products from different sources and their relationships with other compounds are also discussed. We also present novel chemical descriptors and data mining approaches that are emerging to characterize the chemical space of naturally occurring compounds.

scholarly journals Dual activity of anthocyanidin reductase supports the dominant plant proanthocyanidin extension unit pathway

2021 ◽  
Vol 7 (20) ◽  
pp. eabg4682
Author(s):  
Ji Hyung Jun ◽  
Nan Lu ◽  
Maite Docampo-Palacios ◽  
Xiaoqiang Wang ◽  
Richard A. Dixon
Keyword(s):  
Natural Products ◽  
Human Health ◽  
Plant Species ◽  
In Planta ◽  
Anthocyanidin Reductase ◽  
Plant Natural Products ◽  
Starter Unit ◽  
Biochemical Analyses

Proanthocyanidins (PAs) are plant natural products important for agriculture and human health. They are polymers of flavan-3-ol subunits, commonly (−)-epicatechin and/or (+)-catechin, but the source of the in planta extension unit that comprises the bulk of the polymer remains unclear, as does how PA composition is determined in different plant species. Anthocyanidin reductase (ANR) can generate 2,3-cis-epicatechin as a PA starter unit from cyanidin, which itself arises from 2,3-trans-leucocyanidin, but ANR proteins from different species produce mixtures of flavan-3-ols with different stereochemistries in vitro. Genetic and biochemical analyses here show that ANR has dual activity and is involved not only in the production of (−)-epicatechin starter units but also in the formation of 2,3-cis-leucocyanidin to serve as (−)-epicatechin extension units. Differences in the product specificities of ANRs account for the presence/absence of PA polymerization and the compositions of PAs across plant species.

Biotechnology of flavonoids and other phenylpropanoid-derived natural products. Part I: Chemical diversity, impacts on plant biology and human health

2007 ◽  
Vol 2 (10) ◽  
pp. 1214-1234 ◽  
Author(s):  
Filippos Ververidis ◽  
Emmanouil Trantas ◽  
Carl Douglas ◽  
Guenter Vollmer ◽  
Georg Kretzschmar ◽  
...  
Keyword(s):  
Natural Products ◽  
Human Health ◽  
Chemical Diversity ◽  
Plant Biology

scholarly journals Synthetic biology of plant natural products: from pathway elucidation to engineered biosynthesis in plant cells

2021 ◽  
pp. 100229
Author(s):  
Xiaoxi Zhu ◽  
Xiaonan Liu ◽  
Tian Liu ◽  
Yina Wang ◽  
Nida Ahmed ◽  
...  
Keyword(s):  
Natural Products ◽  
Synthetic Biology ◽  
Plant Cells ◽  
Plant Natural Products

Metabolon formation and metabolic channeling in the biosynthesis of plant natural products

2005 ◽  
Vol 8 (3) ◽  
pp. 280-291 ◽  
Author(s):  
Kirsten Jørgensen ◽  
Anne Vinther Rasmussen ◽  
Marc Morant ◽  
Allan Holm Nielsen ◽  
Nanna Bjarnholt ◽  
...  
Keyword(s):  
Natural Products ◽  
Metabolic Channeling ◽  
Plant Natural Products

scholarly journals Chemical Diversity and Biological Activity of Secondary Metabolites Isolated from Indonesian Marine Invertebrates

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1898
Author(s):  
Fauzia Izzati ◽  
Mega Ferdina Warsito ◽  
Asep Bayu ◽  
Anggia Prasetyoputri ◽  
Akhirta Atikana ◽  
...  
Keyword(s):  
Natural Products ◽  
Bioactive Compounds ◽  
Marine Natural Products ◽  
Biological Function ◽  
Marine Invertebrates ◽  
Biological Activities ◽  
Structural Diversity ◽  
Chemical Diversity ◽  
Soft Corals ◽  
High Chemical

Marine invertebrates have been reported to be an excellent resource of many novel bioactive compounds. Studies reported that Indonesia has remarkable yet underexplored marine natural products, with a high chemical diversity and a broad spectrum of biological activities. This review discusses recent updates on the exploration of marine natural products from Indonesian marine invertebrates (i.e., sponges, tunicates, and soft corals) throughout 2007–2020. This paper summarizes the structural diversity and biological function of the bioactive compounds isolated from Indonesian marine invertebrates as antimicrobial, antifungal, anticancer, and antiviral, while also presenting the opportunity for further investigation of novel compounds derived from Indonesian marine invertebrates.

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