1,3-Azoles from ortho-naphthoquinones: Synthesis of aryl substituted imidazoles and oxazoles and their potent activity against Mycobacterium tuberculosis

Moura, Kelly C. G. de; Carneiro, Paula F.; Pinto, Maria do Carmo F. R.; Silva, José A. da; Malta, V. R. S.; Simone, C. A. De; Dias, Gleiston G.; Jardim, Guilherme A. M.; Cantos, Jéssica Borges; Coelho, Tatiane S.; Silva, Pedro Eduardo Almeida da; Silva, Eufrânio N. da

doi:10.1016/j.bmc.2012.08.041

Cited by 46 publications

(20 citation statements)

References 33 publications

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“…Refluxing compound 151 or 153 for 30 min in the presence of the second generation Grubbs catalyst (transition metal carbine complexes) (10% mol) yielded 2H‐benzo[g]chromen‐5,10‐dione ( 152 ) or 3‐(2‐methylprop‐1‐en‐1‐yl)‐2H‐benzo[g]chromene‐5,10‐dione ( 154 ), respectively . Acidic cyclization of 81 afforded 2,2‐dimethyl‐2,3‐dihydronaphtho[1,2‐b]furan‐4,5‐dione ( 155 ) that heating at 70°C with benzaldehyde derivatives produced naphthoimidazoles or naphthoxazoles 156 (Scheme ).…”

Section: Reactivity Of Lawsonementioning

confidence: 99%

Advanced Routes in Synthesis and Reactions of Lawsone Molecules (2‐Hydroxynaphthalene‐1,4‐dione)

Hamama

Hassanien

Zoorob

2017

Journal of Heterocyclic Chem

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Section: Reactivity Of Lawsonementioning

confidence: 99%

Advanced Routes in Synthesis and Reactions of Lawsone Molecules (2‐Hydroxynaphthalene‐1,4‐dione)

Hamama

Hassanien

Zoorob

2017

Journal of Heterocyclic Chem

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“…Moura et al (2012) synthesized the naphthoimidazoles (18-21) starting from the beta-lapachone. These compounds were tested for TB analysis against the M. tuberculosis H37Rv (pansusceptible), rifampicin-resistant (RIFr, ATCC 35338) and isoniazid-resistant (INHr, ATCC 35822) strains of bacteria among them the compounds with imidazole units showed good to moderate activity against these strains (Moura et al, 2012).…”

Section: Antitubercularmentioning

confidence: 99%

Imidazole and its derivatives as potential candidates for drug development

Mumtaz

Saeed

Fatima

et al. 2016

Bangladesh J Pharmacol

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Imidazole and its derivatives are the pharmacological significant scaffolds with the broad spectrum of activities can be synthesized in the laboratory in the single step by the action of the catalyst. The current review summarizes the role of the imidazole and its derivatives during the last decade (2005)(2006)(2007)(2008)(2009)(2010)(2011)(2012)(2013)(2014) for the treatment of many diseases. Review highlights their significant contribution towards the drug development for the treatment of some fatal diseases like HIV, cancer, tuberculosis and hepatitis C. As imidazole and its derivatives continue to play an important role for the treatment of many diseases so there is a need to trigger research in this field. Article InfoReceived:26 Mini-reviewThis article was downloaded by you on: Oct 01, 2016 2009), anti-oxidant (Sorrenti et al., 2006) and antidepressant (Dostert et al., 1990) are the known examples.Synthesis of imidazole ring and its derivatives is carried out by using one-step condensation of diketone with aldehyde, ammonium acetate and primary aromatic amine in the presence of nanocrystalline magnesium aluminate (Safari et al., 2013), supported ionic liquidlike phase (Saffari Jourshari et al., 2013), SiO2-Pr-SO3H (Ziarani et al., 2013, clay supported titanium catalyst (Kannan and Sreekumar, 2013), brønsted acidic ionic liquid,(4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogen sulfate (Banothu et al., 2013), nano-TiCl4.SiO2 (Mirjalili et al., 2012) I2/Cs2CO3 (Xue et al., 2014 and sulfonic acid functionalized SBA-15 nanoporous material (SBA-Pr-SO3H) catalyst .As imidazole and its derivatives are associated with a number of biological significances so the current review will emphasized on the role of imidazole and its derivative as potential candidate for the development of drugs to treat some fatal diseases including HIV-AIDS (de Walque, 2014), cancer (Fraser et al., 2014), hepatitis-C (Linas et al., 2014) and tuberculosis (Zoraghi and Reiner, 2013), etc. Pharmacological SignificancesFrom the literature, it is found that imidazole and their derivatives they possess potent activities against fetal diseases and playing a significant role in a fight against them. Anti-HIV activityAcquired immunodeficiency syndrome (AIDS) is a viral disease caused due to the special virus Human Immunodeficiency Virus type 1 (HIV-1) (Basu et al., 2009). The HIV-1 type virus destroys the lymphocytes the 'helper cell' which fight against the infections (Roy and Leonard, 2005). According to World Health Organization report, three million people were suffering from AIDS and more than five million people acquire the AIDS in the single year (AIDS, 2003). As the HIV-AIDS is increasing globally and there is a need to introduce some new drugs to help in a fight against this fatal disease. In this regard imidazole and their derivatives are playing a significant role in the treatment of disease. During the course of drugs for the treatment of HIV-AIDS, the activity is mainly focused on the interaction of the compound with t...

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“…This moiety plays an important role in pharmaceutical chemistry due to having broad spectrum of biological activities such as antifungal [2a], antibacterial 4 , antiprotozoal [2a], antihypertensive [2a], antileishmanial 5 , antituberculosis 8 , antimalarial, anti‐HIV, anticancer 6 , antioxidant 9 , COX‐2 inhibitors 10 , and anthelmintic 7 , and it is also used for different types of receptors or calcium channels (Fig. ).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Applications of 2‐Substituted Imidazole and Its Derivatives: A Review

Daraji

Prajapati

Patel

2019

Journal of Heterocyclic Chem

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Imidazole and its derivatives are assigned as an exclusive and multifaceted skeleton because of having a variety of applications in medicinal and synthetic organic chemistry as well as in the field of industrial chemistry. For these perspectives, various elegant methods for imidazoles and its derivatives have been developing over the last years using different types of catalyst to improve selectivity, purity, and yield of the product. Thus, we have reviewed various synthetic routes for the formation of imidazoles and their applications from 2014 to 2016.

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1,3-Azoles from ortho-naphthoquinones: Synthesis of aryl substituted imidazoles and oxazoles and their potent activity against Mycobacterium tuberculosis

Cited by 46 publications

References 33 publications

Advanced Routes in Synthesis and Reactions of Lawsone Molecules (2‐Hydroxynaphthalene‐1,4‐dione)

Advanced Routes in Synthesis and Reactions of Lawsone Molecules (2‐Hydroxynaphthalene‐1,4‐dione)

Imidazole and its derivatives as potential candidates for drug development

Synthesis and Applications of 2‐Substituted Imidazole and Its Derivatives: A Review

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