Quantification of Antimalarial Quassinoids Neosergeolide and Isobrucein B in Stem and Root Infusions of Picrolemma sprucei Hook F. by HPLC-UV Analysis

Nunomura, Rita C. S.; Silva, Ellen C. C.; Nunomura, Sergio Massayoshi; Amaral, Ana Cláudia F.; Barreto, A S; Siani, Antônio Carlos; Pohlit, Adrian Martin

doi:10.5772/35571

Cited by 3 publications

(2 citation statements)

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“…13−17 Infusions and other preparations of the roots, stems, and leaves of P. sprucei are used traditionally by the peoples of the Amazon region to treat gastropathies, malaria, and helminth infections. 11,13,14 Recently, it was demonstrated that mice pretreated with 1 exhibited reduced gastric damage after acute administration of a nonsteroidal anti-inflammatory drug. 17 In addition, gastroprotective action of 1 was associated with a reduction in the production of pro-inflammatory cytokines, suggesting that 1 might have anti-inflammatory activity.…”

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The Quassinoid Isobrucein B Reduces Inflammatory Hyperalgesia and Cytokine Production by Post-transcriptional Modulation

et al. 2015

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Isobrucein B (1) is a quassinoid isolated from the Amazonian medicinal plant Picrolemma sprucei. Herein we investigate the anti-inflammatory and antihyperalgesic effects of this quassinoid. Isobrucein B (1) (0.5-5 mg/kg) inhibited carrageenan-induced inflammatory hyperalgesia in mice in a dose-dependent manner. Reduced hyperalgesia was associated with reduction in both neutrophil migration and pronociceptive cytokine production. Pretreatment with 1 inhibited in vitro production/release of cytokines TNF, IL-1β, and KC/CXCL1 by lipopolysaccharide-stimulated macrophages. To investigate its molecular mechanism, RAW 264.7 macrophages with a luciferase reporter gene controlled by the NF-κB promoter were used (RAW 264.7-Luc). Quassinoid 1 reduced the luminescence emission by RAW 264.7-Luc stimulated by different compounds. Unexpectedly, NF-κB translocation to macrophage nuclei was not inhibited by 1 when evaluated by Western blotting and immunofluorescence. Furthermore, quassinoid 1 did not change the levels of TNF mRNA transcription in stimulated macrophages, suggesting post-transcriptional modulation. In addition, constitutive expression of luciferase in RAW 264.7 cells transiently transfected with a plasmid containing a universal promoter was inhibited by 1. Thus, isobrucein B (1) displays anti-inflammatory and antihyperalgesic activities by nonselective post-transcriptional modulation, resulting in decreased production/release of pro-inflammatory cytokines and neutrophil migration.

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The Quassinoid Isobrucein B Reduces Inflammatory Hyperalgesia and Cytokine Production by Post-transcriptional Modulation

et al. 2015

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“…Porém sua grande importância está em seu uso medicinal (Cavalcante, 1983;Judd, 2008 (Moretti et al, 1994), S. guianensis (McChesney et al, 1993), S. orinocensis Kunth (Muhammad et al, 2004) e anticâncer -S. orinocensis (Polonsky et al, 1986). (Polonsky, 1973;Polonsky et al, 1986;Vieira et al, 2005;Saraiva et al, 2006;Rodrigues et al, 2008;Nunomura et al, 2012 Arapdopsis thaliana (L.) Heynh, ou plantas cultivadas como objeto de estudo (Riederer & Schneider, 1990;Shepherd et al, 1995;Kosma et al, 2009;Le Provost et al, 2013). Não são muitos os estudos que relacionam a química das ceras cuticulares com o ambiente em espécies selvagens (Salatino et al, 1991;Guo et al, 2015…”

Section: Skorupa Et Al 1998 Polucarpus Jaborandi Holmes (Selvagem)unclassified

Composição química e morfologia das ceras cuticulares foliares de diferentes espécies de Simaba Aubl. sensu stricto e Homalolepis Turcz. (Simaroubaceae)

Roma¹

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Simaba sensu lato was recently splited in two distinct genera, Simaba senso strictu and Homalolepis, both with mainly South American distribution occuring in different environments and morphoclimatic areas. Although their phylogenies are almost fully understood, some species still require attention. Studies with cuticular waxes have showed the usefulness of these characters in some phylogenies. Despite the great number of data concerning the chemical analysis of species of Simaroubaceae related to quassinoid composition, for the best of our knowledge there is no study with the chemical and morphological characterization of the cuticular waxes on this family. Therefore, in the present study, the chemical composition and the morphology of the leaf cuticular waxes of 119 specimens belonging to 20 species of Homalolepis, four from Simaba s.s. and three from related genera were analyzed. The waxes were extracted with dichloromethane and analyzed by gas chromatography coupled to mass spectrometry. The morphology of the epicuticular waxes was analyzed by scanning electron microscopy. Seventy compounds were identified in the waxes, comprising fatty acids, alkanes, primary alcohols, steroids and tocopherols. The most abundant classes were the fatty acids and alkanes. While fatty acids were the major class in Homalolepis, alkanes were more abundant in Simaba s.s. This quantitative distinction allowed the differenciation of the two genere. Notwithstanding, the composition of the waxes were very similar, as well as their morphology. Consequently, these data were not helpful in distinguishing the species. Concerning the wax composition in relation to the morphoclimatic areas, the speciemens collected in the Atlantic and Amazonian domains had thiner wax loads than those collected in the Cerrado. However, almost none correlation was found between wax chemical classes and the morphoclimatic area, except for the predominance of alkanes in the specimens collected in the Amazonian domain.

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Quassinoids: Chemistry and Novel Detection Techniques

Chakraborty¹,

Pal²

2013

Natural Products

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Quantification of Antimalarial Quassinoids Neosergeolide and Isobrucein B in Stem and Root Infusions of Picrolemma sprucei Hook F. by HPLC-UV Analysis

Cited by 3 publications

References 20 publications

The Quassinoid Isobrucein B Reduces Inflammatory Hyperalgesia and Cytokine Production by Post-transcriptional Modulation

The Quassinoid Isobrucein B Reduces Inflammatory Hyperalgesia and Cytokine Production by Post-transcriptional Modulation

Composição química e morfologia das ceras cuticulares foliares de diferentes espécies de Simaba Aubl. sensu stricto e Homalolepis Turcz. (Simaroubaceae)

Quassinoids: Chemistry and Novel Detection Techniques

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Quantification of Antimalarial Quassinoids Neosergeolide and Isobrucein B in Stem and Root Infusions of Picrolemma sprucei Hook F. by HPLC-UV Analysis

Cited by 3 publications

References 20 publications

The Quassinoid Isobrucein B Reduces Inflammatory Hyperalgesia and Cytokine Production by Post-transcriptional Modulation

The Quassinoid Isobrucein B Reduces Inflammatory Hyperalgesia and Cytokine Production by Post-transcriptional Modulation

Composição quí­mica e morfologia das ceras cuticulares foliares de diferentes espécies de Simaba Aubl. sensu stricto e Homalolepis Turcz. (Simaroubaceae)

Quassinoids: Chemistry and Novel Detection Techniques

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Composição química e morfologia das ceras cuticulares foliares de diferentes espécies de Simaba Aubl. sensu stricto e Homalolepis Turcz. (Simaroubaceae)