scholarly journals Recent Advances in Synthesis of 4-Arylcoumarins

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2417 ◽  
Author(s):  
Jong-Wha Jung ◽  
Nam-Jung Kim ◽  
Hwayoung Yun ◽  
Young Han
Keyword(s):  
Biological Activities ◽  
Synthetic Methods ◽  
Metal Catalysis ◽  
Naturally Occurring ◽  
Recent Advances ◽  
Formation Type ◽  
Privileged Scaffold ◽  
Acid Catalyzed ◽  
A Minor ◽  
Synthetic Approaches

4-Arylcoumarins (4-aryl-2H-1-benzopyran-2-one), also known as neoflavones, comprise a minor subclass of naturally occurring flavonoids. Because of their broad-spectrum biological activities, arylcoumarins have been attracting the attention of the organic and medicinal chemistry communities, and are considered as an important privileged scaffold. Since the development of Pechmann condensation, a classical acid-catalyzed condensation between phenol and β-keto-carboxylic acid, several versatile and efficient synthetic approaches for 4-arylcoumarins have been reported. This review summarizes recent advances in the synthesis of the 4-arylcoumarin scaffold by classifying them based on the final bond-formation type. In particular, synthetic methods executed under mild and highly efficient conditions, such as solvent-free reactions and transition metal catalysis, are highlighted.

Diversity-Oriented Synthetic Approaches for Furoindoline: A Review

2019 ◽  
Vol 16 (3) ◽  
pp. 342-368 ◽  
Author(s):  
Ramandeep Kaur ◽  
Yagyesh Kapoor ◽  
Sundeep K. Manjal ◽  
Ravindra K. Rawal ◽  
Kapil Kumar
Keyword(s):  
Rheumatoid Arthritis ◽  
Cancer Cachexia ◽  
Biological Activities ◽  
Ring System ◽  
Synthetic Methods ◽  
Structural Units ◽  
Current Article ◽  
Tetrahydropyranyl Ether ◽  
Synthetic Approaches ◽  
Synthetic Target

The furo [2,3-b] indoline ring system is one of the most important structural units in various natural products. It has been known to have inherent biological activities and is utilized as a synthetic target for a number of natural compounds; therefore, this has contributed to a great demand for the growth of synthetic methods for this ring system. Most important compounds with furoindoline ring system are physovenine, madindoline A and B and makomotindoline etc. These compounds are well known to exhibit biological activity against different diseases such as glaucoma, cancer, cachexia, Castleman’s disease, rheumatoid arthritis, etc. The current article focuses on various synthetic approaches for furoindoline containing compounds and essential furoindoline moiety, such as oxindole-5-O-tetrahydropyranyl ether route etc., and various other diastereoand enantio- controlled approach in a very concise way.

An Update on the Synthesis and Applications of Bis(Naphthoquinones): An Important Class of Molecules against Infectious Diseases and Other Conditions

2021 ◽  
Vol 21 ◽  
Author(s):  
Luana da S. M. Forezi ◽  
Acácio S. de Souza ◽  
Carolina G. S. Lima ◽  
Amanda A. Borges ◽  
Patricia G. Ferreira ◽  
...  
Keyword(s):  
Infectious Diseases ◽  
General Class ◽  
Biological Activities ◽  
Pharmaceutical Market ◽  
Synthetic Methods ◽  
Important Class ◽  
Biological Targets ◽  
Valuable Compounds ◽  
Synthetic Approaches

: Naphthoquinones are important molecules belonging to the general class of quinones, and many of these compounds have become drugs that are in the pharmaceutical market for the treatment of several diseases. A special subclass of compounds is that of the bis(naphthoquinones), which have two linked naphthoquinone units. In the last few years, several synthetic approaches toward such valuable compounds have been described, as well as their evaluation against numerous important biological targets. In this review, we provide a thorough discussion on the various synthetic methods reported for the synthesis of bis(naphthoquinone) analogues, also highlighting the biological activities of these substances.

scholarly journals ANTIOXIDANT POTENTIAL OF PIPERIDINE CONTAINING COMPOUNDS-A SHORT REVIEW

2018 ◽  
Vol 11 (8) ◽  
pp. 66
Author(s):  
Manjusha R K ◽  
Shaheen Begum ◽  
Arifa Begum ◽  
Bharathi K
Keyword(s):  
Biological Activities ◽  
Short Review ◽  
Heterocyclic Ring ◽  
Antioxidant Potential ◽  
Naturally Occurring ◽  
Antioxidant Profile ◽  
Antioxidant Agents ◽  
Wide Range ◽  
Privileged Scaffold ◽  
Candidate Molecule

Piperidine is a saturated heterocyclic ring, considered as a privileged scaffold in view of its role in wide range of biological activities. Piperidine is good candidate molecule for obtaining potent antioxidant agents. The planar nature of this heterocyclic nucleus allows the introduction of substituent groups at different positions on the ring. In the present review, the antioxidant profile of piperidine containing compounds has been focused. The compounds were classified into naturally occurring piperidines, unsaturated piperidines, N-substituted piperidines, piperamides, piperanols, piperidine oximes, and hydrazides.

Recent Advances in On-Water Multicomponent Synthesis of Coumarin Derivatives

2020 ◽  
Vol 24 (22) ◽  
pp. 2601-2611
Author(s):  
Komal Chandrakar ◽  
Jeevan Lal Patel ◽  
S. P. Mahapatra ◽  
Santhosh Penta
Keyword(s):  
Aqueous Medium ◽  
Biological Activities ◽  
Reaction Rates ◽  
Synthetic Methods ◽  
Sustainable Chemistry ◽  
Multicomponent Synthesis ◽  
Biologically Relevant ◽  
Naturally Occurring ◽  
Recent Developments ◽  
Made In

Coumarin-linked heterocycles represent privileged structural subunits and are welldistributed in naturally occurring compounds with immense biological activities. Multicomponent reactions (MCRs) are becoming a valuable tool for synthesizing structurally diverse molecular entities. On the other hand, the last year has seen a tremendous outburst in modifying chemical processes to make them sustainable for the betterment of our environment. The application of aqueous medium in organic synthesis is fulfilling some of the goals of ‘green and sustainable chemistry’ as it has some advantages over the traditional synthetic methods in terms of reaction rates, yields, purity of the products, product selectivity, etc. Hence, significant progress has been made in recent years. In the present review, we provide an overview of the recent developments of multicomponent synthesis of biologically relevant coumarin linked and fused heterocyclic compounds carried out from 2015 till today in an aqueous medium.

Benzofuran: A Key Heterocycle - Ring Closure And Beyond

2020 ◽  
Vol 17 (3) ◽  
pp. 224-276
Author(s):  
Andiappan Lavanya ◽  
Kilambi Narasimhan ◽  
Vediappen Padmini
Keyword(s):  
Biological Activities ◽  
Extraction Process ◽  
Ring Closure ◽  
Pharmacological Activities ◽  
Naturally Occurring ◽  
Synthetic Materials ◽  
Privileged Scaffold ◽  
Medicinal Properties ◽  
Anti Inflammatory ◽  
Anti Hiv

: The benzofuranyl motif present in compounds exhibits various medicinal properties and non-drug applications. These derivatives are naturally occurring compounds or synthetic materials, which cover a broad spectrum of pharmacological activities like anti-inflammatory, anti-diabetic, anti- depressant, anti-HIV, anti-microbial, anti-proliferative, anti-convulsant, cytotoxic, analgesic, etc. Few of the commercially interesting compounds from this class are, ailanthoidol (anti-inflammatory), amiodarone, dronedarone, celivarone (anti-arrhythmic), bufuralol (muscular airways relaxant), morphine, 5-(2-aminopropyl)benzofuran; 5-APB, 6-(2-aminopropyl)benzofuran; 6-APB (CNS), rifampicin (antibiotic), etc., whereas, some of the non-drug applications are in perfumery industry (bergapten) and as tannin activators in sunscreen preparations (psoralen, 8-methoxypsoralen, and angelicin). Considering these interesting biological activities and commercial utilities, a review on the synthetic aspects of this privileged scaffold was attempted. For the benefit of natural product-based drug discovery, available sources of these derivatives, extraction process and reported biological activities have also been outlined in this review.

A Review on Synthetic Approaches towards Kavalactones

Synthesis ◽  
2021 ◽  
Author(s):  
Krishnaji Tadiparthi ◽  
Pragya Anand
Keyword(s):  
Biological Activities ◽  
Enantiomerically Pure ◽  
Naturally Occurring ◽  
Synthetic Routes ◽  
Synthetic Approaches

AbstractKavalactones are classes of α-pyrone and 5,6-dihydropyrone derivatives showing various biological activities, and numerous approaches have been reported for the preparation of these molecules. In this review, we discuss the different synthetic approaches towards these naturally occurring lactones, in both racemic and enantiomerically pure forms, that have been reported in the literature to date. It is hoped that this review will assist researchers in the development of additional and efficient synthetic routes towards kavalactones. 1 Introduction2 Synthetic Approaches for the Preparation of Kavalactones3 Conclusion

A Straightforward Synthesis of 4,7-Disubstituted 1,4-Oxazepanes via a Bronsted Acid-Catalyzed Intramolecular Etherification Reaction

2018 ◽  
Vol 15 (3) ◽  
pp. 370-379 ◽  
Author(s):  
Juan-Carlos Castillo ◽  
Jaime Portilla ◽  
Braulio Insuasty ◽  
Jairo Quiroga ◽  
Rodrigo Abonia
Keyword(s):  
Temperature Control ◽  
Room Temperature ◽  
Chemical Space ◽  
2D Nmr ◽  
Synthetic Methods ◽  
Brönsted Acid ◽  
Nmr Techniques ◽  
Acid Catalyzed ◽  
Synthetic Approaches ◽  
Selective Formation

Aim and Objective: Although many synthetic methods are known for seven-membered N,Oheterocycles, most of them focus on fused benzoxazepines. In fact, an exhaustive searching of the literature revealed that very few synthetic approaches for non-fused 1,4-oxazepanes have been reported. Thus, straightforward and efficient synthetic strategies for the construction of diversely substituted 1,4-oxazepanes would be a welcome access to a relatively underexplored chemical space. Two of these strategies were undertaken in this study. Materials and Methods: One of our reactions proceeded by the treatment of ethanolamines with polyformaldehyde and N-vinylpyrrolidin-2-one in ACN as solvent at room temperature in order to obtain the title 1,4- oxazepane derivatives. Alternatively, through a careful temperature control, analog structures were selectively obtained from a H2SO4 catalyzed intramolecular etherification reaction of diversely substituted N-tethered bisalcohols in p-dioxane as solvent. Results: Based on intramolecular etherifications, two strategies (i.e. a three-component Mannich-type approach and cyclization of N-tethered bis-alcohols), were implemented for the synthesis of novel and diversely 4,7- disubstituted 1,4-oxazepanes in moderate to good yields. Structures of the new obtained compounds were confirmed by 1- and 2D NMR techniques as well as MS spectra. Conclusion: According to the results, the above intramolecular etherification reactions proceeded with the formation of benzylic carbocations as the key intermediates for the generation of the title compounds. Temperature and the nature of the R1 substituent in the N-tethered bis-alcohols were critical variables for the selective formation of the desired products from this kind of precursors.

Resveratrol, a Molecule with Anti-Inflammatory and Anti-Cancer Activities: Natural Product to Chemical Synthesis

2020 ◽  
Vol 27 ◽  
Author(s):  
Sunil Kumar ◽  
Yu-Chia Chang ◽  
Kuei-Hung Lai ◽  
Tsong-Long Hwang
Keyword(s):  
Chemical Synthesis ◽  
Large Scale ◽  
Biosynthetic Pathway ◽  
Biological Activities ◽  
Synthetic Methods ◽  
Anti Cancer ◽  
Natural Polyphenol ◽  
Anti Inflammatory ◽  
Synthetic Approaches ◽  
Related Compounds

Background: Resveratrol, a natural polyphenol product, is used in plant defense from fungal and microbial aggression. It is found naturally, especially in plants such as grapes, peanuts, and berries. It has the highest concentrations in blueberries, mulberries, blackberries, and the skin of red grapes. Resveratrol has various pharmacological properties such as anti-inflammatory, cytoprotective, and antineoplastic activities. Methods: We conducted a literature survey using standard tools such as Google, Reaxys, Scifinder, Scihub, and patent Espacenet to compile the biosynthetic pathways, all organic synthetic methods, and biological activities reported for resveratrol till date. Results: More than one hundred research articles and patents were referred to write this review. About twenty-five of them are related to chemical synthesis, and the rests are about the source, pharmacological activity, and other properties of resveratrol. This study reveals that many common pathways are involved in various pharmacological activities, which can be useful for treating various diseases based on the pathways involved. Reactions such as Pfitzner-Moffatt oxidation, WittigHorner condensation, Mizoroki–Heck, Perkin, Wittig, etc. have been used in resveratrol synthesis. A structure-activity relationship was also established based on its analogs and derivatives. Conclusion: This review examined and reported all the published biological activities and chemical syntheses of resveratrol apart from the biosynthetic pathway. Due to its valuable biological activities, various synthetic approaches have been reported till date. The reported synthetic operations are suitable for large-scale industrial production. Moreover, these comprehensive synthetic procedures could be utilized in the preparation of stilbenes and other related compounds in future endeavors.

scholarly journals Fluorinated phenylalanines: synthesis and pharmaceutical applications

2020 ◽  
Vol 16 ◽  
pp. 1022-1050 ◽  
Author(s):  
Laila Fathy Awad ◽  
Mohammed Salah Ayoup
Keyword(s):  
Amino Acids ◽  
Drug Research ◽  
Enzyme Inhibitors ◽  
Therapeutic Proteins ◽  
Aromatic Amino Acids ◽  
Therapeutic Agents ◽  
Synthetic Methods ◽  
Pharmaceutical Applications ◽  
Recent Advances ◽  
Synthetic Approaches

Recent advances in the chemistry of peptides containing fluorinated phenylalanines (Phe) represents a hot topic in drug research over the last few decades. ᴅ- or ʟ-fluorinated phenylalanines have had considerable industrial and pharmaceutical applications and they have been expanded also to play an important role as potential enzyme inhibitors as well as therapeutic agents and topography imaging of tumor ecosystems using PET. Incorporation of fluorinated aromatic amino acids into proteins increases their catabolic stability especially in therapeutic proteins and peptide-based vaccines. This review seeks to summarize the different synthetic approaches in the literature to prepare ᴅ- or ʟ-fluorinated phenylalanines and their pharmaceutical applications with a focus on published synthetic methods that introduce fluorine into the phenyl, the β-carbon or the α-carbon of ᴅ-or ʟ-phenylalanines.

A Review of Cationic Arylfurans and Their Isosteres: Synthesis and Biological Importance

2020 ◽  
Vol 23 (24) ◽  
pp. 2751-2782 ◽  
Author(s):  
Mohamed A. Ismail ◽  
Wael M. El-Sayed ◽  
Saad Shaaban ◽  
Ghada A. Abdelwahab ◽  
Wafaa S. Hamama
Keyword(s):  
Biological Activities ◽  
Structure Optimization ◽  
Literature Survey ◽  
Synthetic Methods ◽  
Biological Importance ◽  
Recent Advances ◽  
The Future ◽  
Synthetic Routes

The present study provides an overview of the chemistry and biological importance of the cationic chalcophene derivatives (furans, thiophenes and selenophenes). The summarized literature survey includes synthetic methods, reactivity and biological activities of aryl/hetarylchalcophenes that have been reported mainly from 2001 to 2019 focusing on monochalcophenes. A discussion demonstrating the proposed mechanisms of some interesting synthetic routes and linking structure features to biological activities is presented. These classes of compounds including cationic chalcophenes possess antiproliferative, antimicrobial and antiprotozoal activities. This review highlights recent advances for arylchalcophene derivatives and may contribute to the design and structure optimization of new chalcophene derivatives in the future.

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