A Review on Chemistry, Synthesis and Biological Applications of Chalcone-based Schiff Bases
Heterocyclic compounds are an important class of compounds in the field of pharmaceutical and synthetic organic chemistry. The Schiff bases contain azomethine linkages which are obtained by the condensation of aldehyde/ketone with amines. Among the various types of Schiff bases, the chalcone-based Schiff bases play a vital role in the treatment of various ailments and various applications, which can be synthesized by using different types of chalcones as the starting materials. These types of compounds were synthesized by using various techniques like conventional means of synthesis, microwave-assisted reaction, heterocyclic catalyst-mediated synthesis and also by means of trituration. The chalcone or bis-chalcone-based Schiff bases and their derivatives contain -C=N linkage which exhibits various activities including antimicrobial, anticancer, antioxidant, antidiabetic and immunosuppressant activities. Beyond these activities, these types of Schiff bases are also used in various chemical industries and fluorescent sensors, which also play a major role in the field of synthetic organic chemistry and coordination chemistry as intermediates. This review discusses the numerous synthetic strategies along with their applications in the field of medicine. Thus, this review will be helpful in developing more effective drug-like scaffolds for use in future drug design. Keywords: Schiff bases, Chalcone-based Schiff bases, Antimicrobial, Anticancer, Antioxidant, Biological Applications
- Book Chapter
- 10.9734/bpi/cpcs/v9/6577d
- Feb 22, 2021
In the periodic table of elements, indium is located within group 13, and has the atomic number 49. Indium is classified as one of the chemical elements of post-transition metals. Indium is silvery-white in color, soft, and possesses a high level of malleability. Although indium is a relatively rare element, it is indispensable in industry applications worldwide. German metallurgists discovered indium in 1863. It was not until the early 1990s, however, that scientists in the field of synthetic organic chemistry attempted genuine studies to explore the roles of indium or indium-related reagents. Focusing on indium or indium-related reagents, many recent investigations have led to significant advances in synthetic organic chemistry. Various applications have been examined and a growing number of useful chemical transformations using indium or indium-related reagents are being revealed and reported. Chemical transformations of the reactive functional groups are an essential point, particularly for the successful implementation of a sequence of multiple-step chemical schemes. For this purpose, a variety of strategic reaction methodologies have been developed, including those utilizing indium or indium-related reagents. Indium metal was discovered to be useful for the protection and deprotection of functional groups, while trivalent indium Lewis acids have been effective in a wide variety of chemical transformations. This chapter describes an efficient oxone-mediated esterification of aldehydes using indium(III) triflate, which is also one of the trivalent indium Lewis acids. Esterification is performed primarily on aromatic and heterocyclic aldehydes. The results show the effectiveness of this esterification methodology and suggest the potential in the further development of these reagents, which could enhance the field of synthetic organic chemistry.
- Research Article
29
- 10.1002/tcr.202100029
- Mar 26, 2021
- The Chemical Record
In the field of synthetic organic chemistry, photochemical and electrochemical approaches are often considered to be competing technologies that induce single electron transfer (SET). Recently, their fusion, i. e., the "photoelectrochemical" approach, has become the focus of attention. In this approach, both solar and electrical energy are used in creative combinations. Historically, the term "photoelectrochemistry" has been used in more inorganic fields, where a photovoltaic effect exhibited by semiconducting materials is employed. Semiconductors have also been studied intensively as photocatalysts; however, they recently have taken a back seat to molecular photocatalysts. In this account, we would like to revisit semiconductor photocatalysts in the field of synthetic organic chemistry to demonstrate that semiconductor "photoelectrochemical" approaches are more than mere alternatives to molecular photochemical and/or electrochemical approaches.
- Research Article
- 10.1149/ma2020-01432496mtgabs
- May 1, 2020
- Electrochemical Society Meeting Abstracts
Recently, electron has been recognized as the simplest catalyst in the field of synthetic organic chemistry. Addition or removal of electron can activate small molecules for further chemical transformations, which is referred to as redox catalysis. Reductive and/or oxidative single electron transfer (SET) can be induced by means of electro- and photochemistry, where an electron can play a role of catalysts. Radical ions are primarily generated via SET, offering unique reactive intermediates.Distonic radical ions are transient species with formally separated radical and charge cites. They potentially exhibit radical and ion reactivities independently, which may differ from usual radical ions. However, distonic radical ions are not commonly used as reactive intermediates in the field of synthetic organic chemistry, probably because of lack of their simple generation methods.We have been developing oxidative SET-triggered cycloadditions in a lithium perchlorate/nitromethane solution. Radical cations are involved in the reactions as distinctive reactive intermediates, facilitating intermolecular carbon-carbon bond formations. We questioned whether the distonic radical cation can also be generated by oxidative SET, leading to novel chemical transformations. In this presentation, oxidative SET-catalyzed vinylcyclopopane rearrangements will be described. Figure 1
- Book Chapter
16
- 10.1016/b978-012377045-5/50018-5
- Jan 1, 1997
- Olefin Metathesis and Metathesis Polymerization
17 - Applications of the Olefin Metathesis Reaction
- Research Article
175
- 10.1021/acs.chemrev.7b00400
- Dec 8, 2017
- Chemical Reviews
Explosive growth in the use of open shell reactivity, including neutral radicals and radical ions, in the field of synthetic organic chemistry has been observed in the past decade, particularly since the advent of ruthenium complexes in 2008. These complexes generally induce single-electron transfer (SET) processes via visible-light absorption. Additionally, recent significant advancements in organic electrochemistry involving SET processes to provide open shell reactivity offer a complementary method to traditional polarity-driven reactions described by two-electron transfer processes. In this Review, we highlight the importance of intramolecular SET processes in the field of synthetic organic chemistry, which seem to be more elusive than the intermolecular versions, since they are net redox-neutral and thus cannot simply be regarded as oxidations or reductions. Such intramolecular SET processes can rationally be understood in combination with concomitant bond formations and/or cleavages, and are regulated by a structural motif that we call a "redox tag." In order to describe modern radical-driven reactions involving SET processes, we focus on a classical formalism in which electrons are treated as particles rather than waves, which offers a practical yet powerful approach to explain and/or predict synthetic outcomes.
- Single Book
80
- 10.1039/9781847552679
- Jan 1, 2007
Dendrimers are a new class of macromolecule increasingly used in the fields of synthetic organic chemistry, biology, medicine and biotechnology. Dendrimers in Medicine and Biotechnology: New Molecular Tools looks at this exciting and rapidly growing area of science. Using an interdisciplinary approach with particular emphasis on biological applications, the book discusses the relationship between the dendrimer molecular motif and its biological properties. A general introduction to the subject of dendrimers, including definitions of terms and symbols, is provided. Subsequent sections discuss topics including dendrimers in biological systems, dendrimers as drug delivery devices, dendrimers in diagnostics and dendrimer drugs. Throughout the book examples from current research are also provided. This book will appeal to a wide range of scientists, including non specialists who require an introduction to dendrimers, as well as those wishing to know more about the application of dendrimers in the field of biology and medicine.
- Research Article
88
- 10.1007/s11164-011-0348-1
- Aug 7, 2011
- Research on Chemical Intermediates
Microwave-assisted organic reactions have been applied as an effective technique in organic synthesis. Microwave irradiation often leads to shorter reaction times, increased yields, easier workup, matches with green chemistry protocols, and can enhance the region and stereo selectivity of reactions. In fact, the high usefulness of microwave-assisted synthesis encouraged us to increase the efficiency of several organic transformations and synthesis. High-speed microwave-assisted chemistry has attracted a considerable amount of attention in recent years and has been applied successfully in various fields of synthetic organic chemistry, proteins, peptides, drug discovery, and green chemistry. The various roles of microwave-assisted organic chemistry in green and sustainable chemistry are discussed, beginning with the strategies, technologies, and methods that were employed routinely at the time of the first reports of microwave applications. Microwave processing has several advantages over conventional sintering/heating, such as the reduction in cycle time, energy efficiency, eco-friendliness, and providing finer microstructures, leading to improved mechanical properties. Herein, we also describe the evolution of the microwave and some early applications of microwave assistance in the biomolecular sciences and treatment of solid malignant tumors.
- Research Article
193
- 10.1002/anie.198806221
- May 1, 1988
- Angewandte Chemie International Edition in English
In recent years, the most significant development in the field of synthetic organic chemistry has been the application of biological systems to chemical reactions. Reactions catalyzed by enzymes and enzyme systems display far greater specificities than more conventional organic reactions. Biological and/or enzymatic syntheses and transformations, that is, “microbial transformations,” have great potential. Some of these reactions have already been shown to have useful applications in the fields of synthetic organic chemistry and biotechnology. This article reviews the current status of the rapidly developing field of microbial transformation, the methodology, available technological procedures, and fields of application being described especially in relation to conventional organic synthesis methods.
- Research Article
97
- 10.1002/tcr.201600033
- Aug 5, 2016
- The Chemical Record
Given the current state of environmental affairs and that our future on this planet as we know it is in jeopardy, research and development into greener and more sustainable technologies within the chemical and forest products industries is at its peak. Given the global scale of these industries, the need for environmentally benign practices is propelling new green processes. These challenges are also impacting academic research and our reagents of interest are laccases. These enzymes are employed in a variety of biotechnological applications due to their native function as catalytic oxidants. They are about as green as it gets when it comes to chemical processes, requiring O2 as their only co-substrate and producing H2 O as the sole by-product. The following account will review our twenty year journey on the use of these enzymes within our research group, from their initial use in biobleaching of kraft pulps and for fiber modification within the pulp and paper industry, to their current application as green catalytic oxidants in the field of synthetic organic chemistry.
- Research Article
17
- 10.3390/molecules25153508
- Jul 31, 2020
- Molecules
Heterocyclic nitrogen compounds, including fused 1,5-naphthyridines, have versatile applications in the fields of synthetic organic chemistry and play an important role in the field of medicinal chemistry, as many of them have a wide range of biological activities. In this review, a wide range of synthetic protocols for the construction of this scaffold are presented. For example, Friedländer, Skraup, Semmlere-Wolff, and hetero-Diels-Alder, among others, are well known classical synthetic protocols used for the construction of the main 1,5-naphthyridine scaffold. These syntheses are classified according to the nature of the cycle fused to the 1,5-naphthyridine ring: carbocycles, nitrogen heterocycles, oxygen heterocycles, and sulphur heterocycles. In addition, taking into account the aforementioned versatility of these heterocycles, their reactivity is presented as well as their use as a ligand for metal complexes formation. Finally, those fused 1,5-naphthyridines that present biological activity and optical applications, among others, are indicated.
- Research Article
- 10.2174/0122133356303594240502052813
- Sep 1, 2024
- Current Microwave Chemistry
: Transition-metal catalysed activation of unreactive C-H bonds and subsequent C-C bond formation has emerged as a principal and essential tool in the field of synthetic organic chemistry. On the other hand, the microwave heating technique has been intensively used to carry out organic transformation of almost all kinds and has become a promising non-conventional technique for performing synthetic reactions. Direct C-H activation for C-C bond-forming reactions using ruthe-nium as a catalyst is currently a hot topic and represents a cost-effective synthetic pathway in or-ganic chemistry which is accompanied by the advantages of MW irradiation resulting in shorter reaction time and greener 3 as well as sustainable accomplishments.
- Research Article
171
- 10.1039/c1cs15094d
- Jan 1, 2011
- Chemical Society Reviews
Among the fundamental transformations in the field of synthetic organic chemistry, transition-metal-catalyzed reactions provide some of the most attractive methodologies for the formation of C-C and C-heteroatom bonds. As a result, the application of these reactions has increased tremendously during the past decades and cross-coupling reactions became a standard tool for synthetic organic chemists. Furthermore, a tremendous upsurge in the development of new catalysts and ligands, as well as an increased understanding of the mechanisms, has contributed substantially to recent advances in the field. Traditionally, organic reactions are carried out by conductive heating with an external heat source (for example, an oil bath). However, the application of microwave irradiation is a steadily gaining field as an alternative heating mode since its dawn at the end of the last century. This tutorial review focuses on some of the recent developments in the field of cross-coupling reactions assisted by microwave irradiation.
- Research Article
- 10.1002/chin.201204219
- Dec 29, 2011
- ChemInform
Review: ca. 70 refs.
- Research Article
1
- 10.21577/0103-5053.20250085
- Jan 1, 2025
- Journal of the Brazilian Chemical Society
A survey of the literature reveals that both coumarin and the 1,2,3-triazole nucleus have important and well-recognized biological and pharmaceutical activities. Furthermore, these fused scaffolds have demonstrated biological significance, making the design and development of coumarin-1,2,3-triazole hybrids a topic of great interest in the field of synthetic organic chemistry and medicinal chemistry. The wide-ranging applications of coumarin and triazole have stimulated interest among researchers to develop various methodologies for synthesizing new molecules incorporating these moieties. Consequently, numerous research and review articles have been published on the subject. In this review, we present some research conducted over the past five years on bioactive coumarin-1,2,3-triazole hybrids, with an emphasis on the synthesis of these compounds and their biological applications in the treatment of infectious diseases, cancer, and Alzheimer’s disease.
- Research Article
- 10.1002/chin.201313256
- Mar 18, 2013
- ChemInform
Review: 174 refs.