Naphthoquinone derivatives review

Naphthoquinone derivatives review. In this work, in silico methods of quantitative structure Oct 20, 2022 · The diverse and large-scale application of disinfectants posed potential health risks and caused ecological damage during the 2019-nCoV pandemic, thereby increasing the demands for the development of disinfectants based on natural products, with low health risks and low aquatic toxicity. 5% (Sigma-Aldrich) at a concentration of 10 mg/ml and stored at 4°C until used. In 2013, Tandon and Kumar published a comprehensive review on naphthoquinone patents issued from 2000 to 2012 [11]. This review article aims to discuss naphthoquinones and their derivatives, which act against cancer and their future perspectives. Herein, we present an update on the theme Apr 8, 2018 · The amination of 1,4-naphthoquinone with sodium azide resulted in the naphthoquinone 5 (Fieser and Hartwell, 1935) while the amination with aniline resulted in the naphthoquinone 6 (Lisboa et al. Mar 27, 2023 · Abstract. 6–305 µM, MIC: 0. Mar 5, 2023 · The hydroxyl groups at carbon 5 in 1,4-naphthoquinone derivatives promoted anti-proliferative activity in vivo and in vitro [39]. 1,2-pyranonaphthoquinone derivatives such as alkannin and shikonin have also been presented as anticancer drugs [31, 40, 41]. A series of 50 naphthoquinone derivatives was synthesized and evaluated for antibacterial and antifungal activity against Escherichia coli, Pseudomonas aeruginosa, Enterococcus faecalis, Staphylococcus aureus Jan 1, 2022 · In recent years, the considerable advance has been made toward developing new naphthoquinone derivatives with promising anticancer activity, and several patents have been submitted [11]. The creation of naphthoquinone scaffolds was accomplished using a variety of synthesis techniques, including both traditional chemical synthesis and contemporary green chemistry techniques. Their molecular structures confer redox properties, and they are involved in multiple biological oxidative processes. ABSTRACT . Naturally occurring naphthoquinones (NQs) comprising highly reactive small molecules are the subject of increasing attention due to their promising biological activities such as antioxidant, antimicrobial, apoptosis-inducing activities, and especially anticancer activity. Read the article Chapter 2 - Anticancer naphthoquinone derivatives: an updated patent review (2012–19) on R Discovery, your go-to avenue for effective literature search. Abstract. Areas covered: The present review provides recent therapeutic patent literature (2000 - 2012) describing the applications of naphthoquinones and their May 9, 2019 · In earlier reports, we synthesized a panel of 1,4 naphthoquinone-based derivatives and evaluated their anticancer and antibacterial properties. In addition, molecular modelling and an electrochemical study were established to support the mechanism of antibacterial activity. Nov 1, 2019 · A series of 45 sulfur-containing shikonin oxime derivatives were synthesized, among which the most active agent 9m (Fig. The worrying threat posed by bacteria combined with its ability to develop resistance have emulated some researchers to work on antibiotic therapy and describe numerous studies included in this review. The biological redox cycle of quinones can be initiated Apr 11, 2019 · A mechanism of action for naphthoquinone derivatives to E. Dec 5, 2022 · The present review article outlined the synthetic exploitation of 2,3-dichloro-1,4-naphthoquinone to synthesize 2,3-diamino-1,4-naphthoquinone and its derivatives. Sep 21, 2016 · The 1,4-naphthoquinones (1,4-NQs) are a diverse group of natural products found in every kingdom of life. 2,3-Dichloro-5,8-dihydroxy-1,4-naphthoquinone, compound 1, was treated with compound 10, and novel N-substituted compound 11 was achieved. If the MK-derivative contains isoprene units that are saturated, it will be indicated by the addition of a Roman numeral to specify the location of the isoprene unit numbered from the naphthoquinone. The work describes the main natural naphthoquinones with antitumor activity and classifies the synthetic naphthoquinones based on the structural modifications made to the scaffold. 2022. All compounds were solubilized in dimethyl sulfoxide 99. T able 1. Naphthoquinones are secondary metabolites found in plants and are used in traditional medicine to treat diverse human diseases. β-Lapachone induces a novel caspase- and p53-independent cell death pathway in human cancer cell lineages overexpressing NQO1. Dec 3, 2014 · The present review highlights the potential of 1,4-naphthoquinone and its natural derivatives (plumbagin, juglone, lawsone, menadione, lapachol and β-lapachone) as redox modifiers with anti Sep 29, 2020 · Menaquinones are a class of isoprenoid molecules that have important roles in human biology and bacterial electron transport, and multiple methods have been developed for their synthesis. In recent years, the considerable advance has been made toward developing new naphthoquinone derivatives with promising anticancer activity, and several patents have been submitted [11]. 1,4-Naphthoquinone (1,4-NQ; CAS RN 130-15-4), a derivative of naphthalene, is a commonly used pre-cursor in industrial processes. Paul Fowler, David Kirkland, in Mutation Research/Genetic Toxicology and Environmental Mutagenesis, 2018. Lawsone (2-hydroxy-1,4-naphthoquinone) and its synthetic derivatives, and especially those containing nitrogen, have promising potential for the treatment of different diseases due to their antibacterial, antifungal, antiviral, antitumor and antiparasitic The naturally occurring 1,2-naphthoquinone-based compound, β-lapachone (ARQ 761), is currently being assessed for its anti-tumour activity against advanced solid tumours. The antiproliferative effects of the compunds were examined by using MTT (3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyl tetrazolium bromide) test with minor modifications [ 43 ]. The most common naturally occurring Sep 29, 2020 · In this review, we summarize reported syntheses of both truncated and naturally occurring MK-derivatives that encompass five different synthetic strategies: Nucleophilic ring methods, metal-mediated reactions, electrophilic ring methods, pericyclic reactions, and homologation and side chain extensions. mollis emerges as a promising botanical resource with its rich history in traditional medicine and diverse chemical constituents, paving the way for potential future applications and innovations in the field of herbal medicine and drug development. Lapachol, lapachone, and napabucasin belong to the NQs and are in phase II clinical trials for the treatment of many naphthoquinone (lawsone) and the synthesis of its amine derivatives, as well as its most important pharmacological actions. Plants, including many horticultural species, collectively synthesize hundreds of Jan 5, 2021 · Within the wide variety of reported molecules, this review summarizes and offers a global overview of recent advancements on naphthoquinone (NQ) and anthraquinone (AQ) derivatives whose more relevant chemical features and structure-activity relationship studies will be discussed with a view to providing the perspective for the design of viable Aug 18, 2020 · This review aims to provide a comprehensive and updated overview on the biological activities of several new NQs isolated from different species of plants reported from January 2013 to January Jan 1, 2022 · This chapter provides an overview of anticancer naphthoquinone derivatives patented between 2012 and 2019, encompassing the synthesis or isolation, pharmacological applications, and mechanisms of Jun 25, 2024 · As a result, 11 novel HK inhibitors were obtained as naphthoquinone derivatives (IC50: 12. , 2011) (Table 1). Dec 1, 2023 · This article offers a thorough overview of 1,4 naphthoquinone ring containing derivatives synthesizing methods and therapeutic uses. demonstrate that a lawsone (2-hydroxy-1,4-naphthoquinone)-based compound decreases the drug resistance of methicillin-resistant Staphylococcus aureus much better than Dec 5, 2022 · The literature in the present review is divided into three parts: (i) synthesis of 2,3-diamino-1,4-naphthoquinone; (ii) synthesis and biological importance of 2,3-diamino-1,4-naphthoquinone derivatives; (iii) photophysical studies of some metal complexes and heterocyclic compounds derived from 2,3-diamino-1,4-naphthoquinone. 5–128 µg ml−1). , 2014), biosynthesized from two precursors, geranyl diphosphate (GPP), via the mevalonate pathway (Newman and Chappell, 1999) and p-hydroxybenzoic acid (PHB), via the phenylpropanoid pathway (Newman and Chappell, 1999). 2,3-diamino-1,4-naphthoquinone motif is found in many naturally occurring plant products and acts as the building block for the synthesis of a diverse array of pharmacologically Jan 5, 2021 · Within the wide variety of reported molecules, this review summarizes and offers a global overview of recent advancements on naphthoquinone (NQ) and anthraquinone (AQ) derivatives whose more relevant chemical features and structure-activity relationship studies will be discussed with a view to providing the perspective for the design of viable Apr 9, 2021 · Realizing the significance of 1,4-NQ derivatives for biological applications, the major focus of this review remains on 1,4-NQ derivatives. These compounds consist of a methylnaphthoquinone (MK) unit and an isoprene side chain, such as found in vitamin K1 (phylloquinone), K2, and other lipoquinones. SK-S009 isolated from the fruit of Kandelia obovata. Cardioprotective, anti-ischemic, hepatoprotective, neuroprotective and some other new properties were found for these … Apr 9, 2021 · biological applications, the major focus of this review remains on 1,4-NQ derivatives. Several naphthoquinone derivatives have been found to possess diverse biological properties especially anticancer activity which has stimulated keen interest and research in this field. }, author={Md. Dec 31, 2022 · Request PDF | Naphthoquinones and derivatives as potential anticancer agents: An updated review | One of the leading global causes of death is cancer; even though several treatment methods have Dec 1, 2014 · In this manuscript, we present a structured review of lawsone, a hydroxyl derivative of naphthoquinone, and discuss relevant reports about the chemistry and synthesis of derivatives. cbi. This review aims to provide a comprehensive and updated overview on the biological activities of several new NQs isolated from different species of plants reported from January 2013 to January 2020, their potential therapeutic applications and their clinical significance. Natural product derivatives are essential in searching for compounds with important chemical, biological, and medical applications. coli that involves bacterial membrane binding was confirmed by intracellular ROS generation, apoptosis induced effects and a bactericidal time-killing study. Sep 1, 2022 · DOI: 10. Background: Naphthoquinones are natural pigments that are widely distributed in nature and have important biological activities. Apr 13, 2013 · Lapachol is a naturally occurring 1,4-naphthoquinone originally isolated by the Italian phytochemist E. 3 J), (1E,4E)-6-(1-(3,4,5-Trimethoxybenzoylthio)-4-methylpent-3-enyl)-5,8-dimethoxy-1,4-naphthoquinone dioxime displayed high anticancer activity against human colon cancer, gastric cancer, liver cancer, and breast cancer Sep 29, 2020 · The present review gives an updated vision of various biological and photophysical properties possessed by designed derivatives along with their synthesis. 1016/j. Sep 11, 2023 · Twelve 1, 4-naphthoquinone derivatives, including two new (1 and 2) and 10 known (3–12), were obtained from endophytic fungus Talaromyces sp. This review describes the most recent applications of naphthoquinones and their derivatives in cancer drug discovery. Herein, we present an update on the theme Dec 1, 2022 · This review focuses on compiling studies related to the antitumor activity of 1,4-naphthoquinone and its natural and synthetic derivatives over the last 10 years. Mar 15, 2024 · The objective of this review is to collect the advances in the synthetic 1,4-naphthoquinone derivatives and the most studied natural derivatives as anticancer agents over the past ten years. Further, various proposed mechanisms of anticancer actions of naphthoquinones have been summarized in this review. Jun 30, 2022 · Shikonin is a derivative of 1,4-naphthoquinone (Kumar et al. Jul 19, 2022 · Over the past decades, a number of 1,4-naphthoquinones have been isolated from natural resources and several of naphthoquinone derivatives with diverse structural motif have been synthesized; they possess a multitude of biochemical properties and modulate numerous pharmacological roles that offer new targets for addressing the challenges pertaining to novel drug developments. Rezaul Islam and Shopnil Akash and Sheikh Shohag and Limon Ahmed and Fatema Akter Supti and The naturally occurring 1,2-naphthoquinone-based compound, β-lapachone (ARQ 761), is currently being assessed for its anti-tumour activity against advanced solid tumours. Naturally occurring naphthoquinones (NQs) comprising highly reactive small molecules are the subject of increasing May 10, 2021 · To ensure an exhaustive review, literature materials, such as text books, articles, abstracts and peer-reviewed publications listed in Web-of Science and Google scholar, were searched using the phrases “quinone dyes”, “natural quinone”, “natural dyes”, “quinone compound”, “natural anthraquinone”, “natural naphthoquinone May 31, 2022 · Chagas and leishmaniasis are two neglected diseases considered as public health problems worldwide, for which there is no effective, low-cost, and low-toxicity treatment for the host. View Show abstract The objective of this review is to describe the development of naphthoquinones as antifungals for the treatment of Candida species and to note the most promising compounds. Aug 2, 2019 · Some naphthoquinone derivatives have been synthesized and their inhibition of the enzyme has been proven [11, 12], but most of the work that has been dedicated to it is in relation to camptothecin derivatives, a quinolone alkaloid, which finally resulted in two well-known anticancer drugs: topotecan (19) and irinotecan (20). Mar 27, 2023 · Natural product derivatives are essential in searching for compounds with important chemical, biological, and medical applications. Aug 18, 2020 · This review aims to provide a comprehensive and updated overview on the biological activities of several new NQs isolated from different species of plants reported from January 2013 to January 2020, their potential therapeutic applications and their clinical significance. Quinones are known to have a similar electronic energy level with metals. Jan 1, 2022 · In recent years, the considerable advance has been made toward developing new naphthoquinone derivatives with promising anticancer activity, and several patents have been submitted [11]. @article{Rahman2022NaphthoquinonesAD, title={Naphthoquinones and derivatives as potential anticancer agents: An updated review. 3. Dec 1, 2022 · This review article aims to discuss naphthoquinones and their derivatives, which act against cancer and their future perspectives. METHODS A structured review of the biological properties and synthesis of naphthoquinones, focusing on the structure of 2-hydroxy-1,4-naphthoquinone (lawsone) and its derivatives has been presented. 110198 Corpus ID: 252572982; Naphthoquinones and derivatives as potential anticancer agents: An updated review. 23-26 Therefore, in the present study, the synthesis and biological evaluation of a new library of arylamino-1,4-naphthoquinone derivatives grafted with S-cyclohexane and aryl/aliphatic amide moieties Dec 1, 2022 · This review article aims to discuss naphthoquinones and their derivatives, which act against cancer and their future perspectives. 1,4-naphthoquinone derivatives from plant material. Dec 3, 2015 · This novel type of 1,4-naphthoquinone derivative has been synthesized under mild conditions by the reaction of 1,4-naphthoquinone (8a) or methoxylapachol (8b) with different aminocarbohydrates 9a-d. In folk medicine, especially among Indian populations, plants containing naphthoquinones have been employed for the treatment of various diseases. Reviews & Analysis News & Comment Current issue Sep 10, 2024 · The protonated molecular ion peaks of piperazine-substituted derivatives compounds 7 and 9 were detected at m/z 509 and 386 (100%), respectively. Apr 12, 2016 · The synthesis of 1,4-naphthoquinone derivatives is of great interest since these compounds exhibit strong activity as antimalarial, antibacterial, antifungal and anticancer agents. A review of the genotoxic potential of 1,4-naphthoquinone. Preclinical evaluation of antibacterial and/or antitumoral naphthoquinones derivatives is included because cancer is a worldwide health problem, and there Synthesized naphthoquinone derivatives and starting compound, 2,3-dichloro-1,4-naphthoquinone 1 were dissolved in EMEM and added to growth medium under aseptic conditions. . 1,4-Naphthoquinone Derivatives The 1,4-NQs are redox-active compounds having resemblance to the structure of naphthalene [ 40 ]. The 1,4-naphthoquinone derivatives have been recognized as a promising new class of compounds that can be used to treat bacterial infections. Herein we report the synthesis, structural characterization, and biological evaluation of new phenylaminosulfanyl-1,4-naphthoquinone derivatives. Jan 1, 2018 · The literature available suggests that the biological action of 1,4‐naphthoquinone is mainly related to redox cycling of naphthoquinone; however, hetero‐substituted derivatives of 1,4 Jun 7, 2021 · The literature available suggests that the biological action of 1,4-naphthoquinone is mainly related to redox cycling of naphthoquinone; however, hetero-substituted derivatives of 1,4-naphthoquinone modify the activity comparable to an extent. Jan 2, 2019 · 1,4-Naphthoquinones are exceptional building blocks in organic synthesis and have been used to synthesize several well-known pharmaceutically active agents. Sep 17, 2014 · All vitamin K forms (vitamers) are 2-methyl-1,4-naphthoquinone (menadione, also termed vitamin K 3) derivatives, the most prominent being phylloquinone, which is of plant origin (vitamin K 1; with a phytyl side chain in position 3, “R3” in Figure 1), and menaquinones (vitamin K 2; with polyisoprenoid side chains in position 3) of bacterial Sep 24, 2020 · Ronghui Song et al. A comprehensive review of the literature reveals that D. Nov 10, 2009 · The diverse and unique mechanisms of topoisomerase II inhibition by naphthoquinone derivatives reveal novel ways to target the enzyme with the potential for anti-cancer drug design. Jan 1, 2022 · Article on Chapter 2 - Anticancer naphthoquinone derivatives: an updated patent review (2012–19), published in Studies in Natural Products Chemistry on 2022-01-01 by Felipe C Demidoff+2. Paterno from Tabebuia avellanedae (Bignoniaceae) in 1882 and subsequently found in several other genera belonging to the families of Leguminosae, Malvaceae, Plumbaginaceae, Lamiaceae, Arecaceae, Scrophulariaceae, Verbenaceae, Celastraceae, Avicenniaceae, Caesalpiniaceae, Rubiaceae, and Mar 27, 2023 · In this systematic review, we summarized the preparation of nitrogen naphthoquinones derivatives and discussed their biological effect associated with redox properties and other mechanisms. Jul 19, 2022 · In this context, this review will be useful for the development of new antitrypanosomal drugs mainly based on different structural modification of natural and synthetic naphthoquinones. menaquinone with one isoprene unit, and MK-9, the major MK-derivative found in the Mycobacteria, contains nine isoprene units [12]. Naphthoquinones are ligands with redox properties involved in oxidative biological processes with a wide variety of activities, including antiparasitic. By using certain criteria for selection of publications, 68 reports involving both synthetic and natural naphthoquinones are discussed. In the present study, a few natural naphthoquinones and their derivatives bearing the 1,4-naphthoquinone Naphthoquinones are compounds present in several families of higher plants. Mominur Rahman and Md. Considering this, the synthesis of naphthoquinone derivatives has been explored to contain compounds with potential biological activity Over the past decade, a number of new 1,4-naphthoquinones have been isolated from natural sources and new 1,4-naphthoquinones with diverse structural features have been synthesized. Coatings 2021, 11, 434 5 of 30. Jul 1, 2022 · Shikonin is a derivative of 1,4-naphthoquinone (Kumar et al. This review covers several studies highlighting the potent anticancer properties of naphthoquinones. idptb dohlb ddrgouv glsfo rlwg gilsw wszdlolo nsrjrc vtbh ecnq