scholarly journals Oxidative dehydrogenation of C–C and C–N bonds: A convenient approach to access diverse (dihydro)heteroaromatic compounds

2017 ◽  
Vol 13 ◽  
pp. 1670-1692 ◽  
Author(s):  
Santanu Hati ◽  
Ulrike Holzgrabe ◽  
Subhabrata Sen
Keyword(s):  
Natural Products ◽  
Oxidative Dehydrogenation ◽  
Scientific Community ◽  
Nitrogen Heterocycles ◽  
Building Blocks ◽  
Important Class ◽  
Heteroaromatic Compounds ◽  
Synthetic Drugs ◽  
Convenient Approach ◽  
Synthetic Drug

Nitrogen heteroarenes form an important class of compounds which can be found in natural products, synthetic drugs, building blocks etc. Among the diverse strategies that were developed for the synthesis of nitrogen heterocycles, oxidative dehydrogenation is extremely effective. This review discusses various oxidative dehydrogenation strategies of C–C and C–N bonds to generate nitrogen heteroarenes from their corresponding heterocyclic substrates. The strategies are categorized under stoichiometric and catalytic usage of reagents that facilitate such transformations. The application of these strategies in the synthesis of nitrogen heteroarene natural products and synthetic drug intermediates are also discussed. We hope this review will arouse sufficient interest among the scientific community to further advance the application of oxidative dehydrogenation in the synthesis of nitrogen heteroarenes.

scholarly journals Marine Pyrrole Alkaloids

Marine Drugs ◽  
2021 ◽  
Vol 19 (9) ◽  
pp. 514
Author(s):  
Kevin Seipp ◽  
Leander Geske ◽  
Till Opatz
Keyword(s):  
Natural Products ◽  
Chemical Synthesis ◽  
Marine Environment ◽  
Biological Activities ◽  
Nitrogen Heterocycles ◽  
Important Class ◽  
Chemical Machinery ◽  
Terrestrial Habitats ◽  
Pyrrole Alkaloids ◽  
Broad Overview

Nitrogen heterocycles are essential parts of the chemical machinery of life and often reveal intriguing structures. They are not only widespread in terrestrial habitats but can also frequently be found as natural products in the marine environment. This review highlights the important class of marine pyrrole alkaloids, well-known for their diverse biological activities. A broad overview of the marine pyrrole alkaloids with a focus on their isolation, biological activities, chemical synthesis, and derivatization covering the decade from 2010 to 2020 is provided. With relevant structural subclasses categorized, this review shall provide a clear and timely synopsis of this area.

scholarly journals Structure-based Assessment of Homologous Analogues of NAtural products -SAHANA: A novel approach to screen bioactive compounds in comparison with their synthetic drug counterparts

2021 ◽  
Author(s):  
Aditya Rao ◽  
Nandini Shetty
Keyword(s):  
Natural Products ◽  
Dynamics Simulation ◽  
Therapeutic Effects ◽  
Simulation Studies ◽  
Synthetic Drugs ◽  
Novel Approach ◽  
Disease Condition ◽  
Synthetic Drug ◽  
Novel Strategy ◽  
The Stability

Abstract Background The present study describes a novel strategy to screen natural products (NPs) for their therapeutic effects with predicted most-probable mode of action. The method entitled ‘Structure-based Assessment of Homologous Analogues of NAtural products-SAHANA’ follows a strategy to compare natural products against synthetic drugs based on their molecular properties and 2-dimensional structural similarities. The method is based on a well-established hypothesis that, the molecules with similar structural properties will have similar functions.Methods The method was validated by implementing it for the screening of NPs against different disease conditions. The biological effect of the identified NPs were evaluated based on their binding affinity with the target of their synthetic drug counterpart, prior to which, their in-silico pharmacokinetic and pharmacodynamics properties were assessed. The stability of binding was validated using molecular dynamics simulation studies.Results The study yielded NPs with significant structural similarities to synthetic drugs and binding interactions stabilizing the macromolecular structures.Conclusions The results envisage a strong indication that the natural product drugs can work in a manner similar to that of synthetic drugs if administered individually. Further, the results encourage the application of the current strategy to screen competent drugs against any disease condition ad libitum.

Formation of Carbon-Oxygen Bond Mediated by Hypervalent Iodine Reagents Under Metal-free Conditions

2020 ◽  
Vol 17 ◽  
Author(s):  
Ayesha Jalil ◽  
Yaxin O Yang ◽  
Zhendong Chen ◽  
Rongxuan Jia ◽  
Tianhao Bi ◽  
...  
Keyword(s):  
Natural Products ◽  
Bond Formation ◽  
Building Blocks ◽  
Review Article ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Bioactive Natural Products ◽  
The Past ◽  
Oxygen Bond ◽  
Privileged Scaffolds

: Hypervalent iodine reagents are a class of non-metallic oxidants have been widely used in the construction of several sorts of bond formations. This surging interest in hypervalent iodine reagents is essentially due to their very useful oxidizing properties, combined with their benign environmental character and commercial availability from the past few decades ago. Furthermore, these hypervalent iodine reagents have been used in the construction of many significant building blocks and privileged scaffolds of bioactive natural products. The purpose of writing this review article is to explore all the transformations in which carbon-oxygen bond formation occurred by using hypervalent iodine reagents under metal-free conditions

scholarly journals Non-Enzymatic Desymmetrization Reactions in Aqueous Media

Symmetry ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 720
Author(s):  
Satomi Niwayama
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Functional Groups ◽  
Organic Compounds ◽  
Recent Progress ◽  
Aqueous Media ◽  
Building Blocks ◽  
Organic Reactions ◽  
Environmentally Benign ◽  
Enzymatic Desymmetrization

Symmetric organic compounds are generally obtained inexpensively, and therefore they can be attractive building blocks for the total synthesis of various pharmaceuticals and natural products. The drawback is that discriminating the identical functional groups in the symmetric compounds is difficult. Water is the most environmentally benign and inexpensive solvent. However, successful organic reactions in water are rather limited due to the hydrophobicity of organic compounds in general. Therefore, desymmetrization reactions in aqueous media are expected to offer versatile strategies for the synthesis of a variety of significant organic compounds. This review focuses on the recent progress of desymmetrization reactions of symmetric organic compounds in aqueous media without utilizing enzymes.

A chemoinformatic analysis of atoms, scaffolds and functional groups in natural products

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Joelle Ngo Hanna ◽  
Boris D. Bekono ◽  
Luc C. O. Owono ◽  
Flavien A. A. Toze ◽  
James A. Mbah ◽  
...  
Keyword(s):  
Natural Products ◽  
Drug Discovery ◽  
Physicochemical Properties ◽  
Functional Groups ◽  
Atomic Composition ◽  
Synthetic Compounds ◽  
Chemical Libraries ◽  
Synthetic Drugs ◽  
Drugs Analysis ◽  
Chemical Class

Abstract In the quest to know why natural products (NPs) have often been considered as privileged scaffolds for drug discovery purposes, many investigations into the differences between NPs and synthetic compounds have been carried out. Several attempts to answer this question have led to the investigation of the atomic composition, scaffolds and functional groups (FGs) of NPs, in comparison with synthetic drugs analysis. This chapter briefly describes an atomic enumeration method for chemical libraries that has been applied for the analysis of NP libraries, followed by a description of the main differences between NPs of marine and terrestrial origin in terms of their general physicochemical properties, most common scaffolds and “drug-likeness” properties. The last parts of the work describe an analysis of scaffolds and FGs common in NP libraries, focusing on huge NP databases, e.g. those in the Dictionary of Natural Products (DNP), NPs from cyanobacteria and the largest chemical class of NP – terpenoids.

ChemInform Abstract: Natural Products Containing Medium-Sized Nitrogen Heterocycles Synthesized by Ring-Closing Alkene Metathesis

ChemInform ◽  
2011 ◽  
Vol 42 (17) ◽  
pp. no-no
Author(s):  
Sebastiaan A. M. W. van den Broek ◽  
Silvie A. Meeuwissen ◽  
Floris L. van Delft ◽  
Floris P. J. T. Rutjes
Keyword(s):  
Natural Products ◽  
Nitrogen Heterocycles
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