Anti-inflammatory effects of a bioavailable compound, Artepillin C, in Brazilian propolis

Paulino, Niraldo; Abreu, Sheila R.L.; Uto, Yoshihiro; Koyama, Daisuke; Nagasawa, Hideko; Hori, Hitoshi; Dirsch, Verena M.; Vollmar, Angelika M.; Scremin, Amarilis; Bretz, Walter A.

doi:10.1016/j.ejphar.2008.02.067

Cited by 250 publications

(195 citation statements)

References 37 publications

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“…This activity may explain, at least in part, the antiinflammatory and antiedematogenic effects of artepillin C observed in carrageenan-induced paw edema and peritonitis. Inhibition of the production of nitric oxide and TNF has also been reported (Paulino et al, 2008). Further artepillin C was found to have strong antioxidant effects may be accounted for by additional effects of caffeoylquinic acid and other prenyl analogues (Nakajima et al, 2009;Mishima et al, 2005).…”

Section: Anti-inflammatory and Immunomodulatory Response To Isolatedmentioning

confidence: 92%

Mechanisms of action underlying the anti-inflammatory and immunomodulatory effects of propolis: a brief review

Araújo

Libério

Guerra

et al. 2012

Rev. bras. farmacogn.

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Many biological properties have been attributed to various types of propolis, including anti-inflammatory, antimicrobial, antioxidant, antitumor, wound healing, and immunomodulatory activities. This article reviewed studies published that investigated the anti-inflammatory activity of propolis of different origins and/ or its isolated components, focusing on the mechanisms of action underlying this activity and also addressing some aspects of immunomodulatory effects. The search was performed of the following databases: PubMed, Science Direct, HighWire Press, Scielo, Google Academics, Research Gate and ISI Web of Knowledgement. The anti-inflammatory activity was associated with propolis or compounds such as polyphenols (flavonoids, phenolic acids and their esters), terpenoids, steroids and amino acids. CAPE is the most studied compounds. The main mechanisms underlying the anti-inflammatory activity of propolis included the inhibition of cyclooxygenase and consequent inhibition of prostaglandin biosynthesis, free radical scavenging, inhibition of nitric oxide synthesis, reduction in the concentration of inflammatory cytokines and immunosuppressive activity. Propolis was found to exert an antiinflammatory activity in vivo and in vitro models of acute and chronic inflammation and others studies, indicating its promising potential as anti-inflammatory agent of natural origin and as a source of chemical compounds for the development of new drugs.

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Section: Anti-inflammatory and Immunomodulatory Response To Isolatedmentioning

confidence: 92%

Mechanisms of action underlying the anti-inflammatory and immunomodulatory effects of propolis: a brief review

Araújo

Libério

Guerra

et al. 2012

Rev. bras. farmacogn.

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“…Artepilin C has demonstrated several biological activities, including anti-inflammatory properties (Paulino et al, 2008), the inhibition of cell proliferation and angiogenesis (Keshavarz et al, 2009), antibacterial and antitumor properties (Salatino et al, 2005) and antioxidant properties (Shimizu, 2004). Castro et al (2009) isolated and identified a prenylated benzophenone, Hyperibone A, from propolis G6.…”

Section: Resultsmentioning

confidence: 99%

The correlation between the phenolic composition and biological activities of two varieties of Brazilian propolis (G6 and G12)

Cabral

Oldoni

Alencar

et al. 2012

Braz. J. Pharm. Sci.

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Biological assays that have been performed on different types of Brazilian propolis have shown that type 6 propolis (G6) has a strong antimicrobial activity and a low flavonoid content. This study aimed to evaluate the correlation between the phenolic composition and the biological activities displayed by propolis G6 from the state of Bahia and green propolis, also known as type 12 (G12). The values of the flavonoids and the total phenolics in propolis G6 were different than those in propolis G12. Although the G12 variety presented greater antioxidant activity, propolis G6 proved to have greater antimicrobial and cytotoxic activities. The results showed that the phenolic compounds may not be the only compounds responsible for the biological activity. More detailed studies of the chemical composition and an assessment of the biological activity are required to establish the quality of propolis.Uniterms: Brazilian própolis/evaluation. Flavonoids/determination in propolis. Phenolic compounds/ determination in propolis. Propolis/quality control.Ensaios biológicos realizados com diferentes tipos de própolis brasileira têm mostrado que a própolis do tipo 6 (G6) tem forte atividade antimicrobiana e menor teor de flavonóides. Este trabalho teve como objetivo avaliar a correlação entre a composição fenólica e atividades biológicas apresentadas pela própolis G6, do Estado da Bahia, e a própolis verde, do tipo 12 (G12). Os teores de flavonóides e fenólicos totais na própolis G6 foram diferentes dos teores da própolis G12. Apesar da G12 apresentar maior atividade antioxidante, a própolis G6 apresenta maior atividade antimicrobiana e citotóxica. Os resultados mostraram que os compostos fenólicos não são os únicos compostos responsáveis pela atividade biológica da própolis. Estudos mais específicos da composição química, em adição à avaliação das atividades biológicas, são requeridos para determinar a qualidade da própolis.Unitermos: Própolis brasileira/avaliação. Flanovóides/determinação no própolis. Compostos fenólicos/ determinação no própolis. Própolis/controle de qualidade.

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“…These compounds, originating from multiple natural product classes, such as flavonoids, phenylpropanoids and polyketides, often possess anti-microbial, anti-oxidant, anti-inflammatory, anti-viral or anti-cancer activities. [1][2][3][4] For example, prenylated phenylpropanoids, drupanin, artepillin C and baccharin, which are p-coumaric acid derivatives with one or two prenyl groups, have been shown to induce an apoptotic event in human leukemia cell line HL60 and colon cancer cell line SW480. 5 Moreover, it has been reported that the oral administration of these prenylated phenylpropanoids to mice allografted with sarcoma S-180 causes a significant reduction in tumor growth.…”

Section: Introductionmentioning

confidence: 99%

NovQ is a prenyltransferase capable of catalyzing the addition of a dimethylallyl group to both phenylpropanoids and flavonoids

et al. 2009

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NovQ is a member of a recently identified CloQ/NphB class of prenyltransferases. Although NphB has been well characterized as a prenyltransferase with flexibility against aromatic substrates, few studies have been carried out on characterization of NovQ. Hence, in this study, we investigate the kinetics, substrate specificity and regiospecificity of NovQ. The corresponding novQ gene was cloned from Streptomyces niveus, which produces an aminocoumarin antibiotic, novobiocin. Recombinant NovQ was overexpressed in Escherichia coli and purified to homogeneity. The purified enzyme was a soluble monomeric 40-kDa protein that catalyzed the transfer of a dimethylallyl group to 4-hydroxyphenylpyruvate (4-HPP) independently of divalent cations to yield 3-dimethylallyl-4-HPP, an intermediate of novobiocin. Steady-state kinetic constants for NovQ with the two substrates, 4-HPP and dimethylallyl diphosphate, were also calculated. In addition to the prenylation of 4-HPP, NovQ catalyzed carbon-carbon-based and carbon-oxygen-based prenylations of a diverse collection of phenylpropanoids, flavonoids and dihydroxynaphthalenes. Despite its catalytic promiscuity, the NovQ-catalyzed prenylation occurred in a regiospecific manner. NovQ is the first reported prenyltransferase capable of catalyzing the transfer of a dimethylallyl group to both phenylpropanoids, such as p-coumaric acid and caffeic acid, and the B-ring of flavonoids. This study shows that NovQ can serve as a useful biocatalyst for the synthesis of prenylated phenylpropanoids and prenylated flavonoids.

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Anti-inflammatory effects of a bioavailable compound, Artepillin C, in Brazilian propolis

Cited by 250 publications

References 37 publications

Mechanisms of action underlying the anti-inflammatory and immunomodulatory effects of propolis: a brief review

Mechanisms of action underlying the anti-inflammatory and immunomodulatory effects of propolis: a brief review

The correlation between the phenolic composition and biological activities of two varieties of Brazilian propolis (G6 and G12)

NovQ is a prenyltransferase capable of catalyzing the addition of a dimethylallyl group to both phenylpropanoids and flavonoids

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