Chemical composition and anti-inflammatory activity of the hydrodistillate from Mariscus pedunculatus

Abstract

Os rizomas de Mariscus pedunculatus, quando submetidos à hidrodestilação, forneceram uma mistura do diidrobenzofurano remirol e do benzopirano iso-evodionol, na proporção de 5.7:1. Estas substâncias foram separadas e purificadas por intermédio de sucessivas cromatografias de camada delgada preparativa. As estruturas foram confirmadas por métodos espectroscópicos, incluindo técnicas bidimensionais de RMN, e pelo produto de hidrogenação, no caso do remirol. Entre as substâncias voláteis, foram identificados traços de outros oito sesquiterpenos por CG-EM associada aos cálculos de índice de retenção. O hidrodestilado bruto, assim como as substâncias purificadas foram testadas quanto à atividade antiinflamatória, no modelo de pleurisia induzida em camundongos por lipopolissacarídeo (LPS, 12,5 ng/cavidade). Tanto o extrato bruto quanto o remirol puro (100 e 200 mg kg-1 , via oral) demonstraram uma capacidade dose-dependente de inibir o acúmulo de neutrófilos e eosinófilos na cavidade pleural dos animais. O iso-evodionol não apresentou efeito antiinflamatório. A mixture of the benzofuran remirol and the benzopyran isoevodionol (5.7:1) was extracted by hydrodistillation from rhizomes of Mariscus pedunculatus. They were purified by successive thin layer chromatography. Their structure elucidation were confirmed by 2D-NMR experiments. The structure of remirol was also confirmed by its hydrogenation product. Crude distillate and the pure compounds were screened for anti-inflammatory activity by the use of the mouse pleurisy model induced by lipopolysaccharide (LPS, 12.5 ng/cavity). Both the mixture and remirol showed a dosedependent (100 and 200 mg kg-1 p. o.) capacity to inhibit neutrophil and eosinophil accumulation in the mouse pleural cavity. In contrast, no anti-inflammatory effect was observed for iso-evodionol.

Chemical composition, antinociceptive, anti-inflammatory and redox properties in vitro of the essential oil from Remirea maritima Aubl. (Cyperaceae)

“…As shown in Table 1 , it was possible to identify 32 compounds. The major compounds identified was remirol (43.2%) as previously determined by Siani et al [ 11 ]. However, in this work was possible verify that other compounds with concentration superior to 4% such as cyperene (13.8%), iso -evodionol (5.8%), cyperotundone (5.7%), caryophyllene oxide (4.9%), and rotundene (4.6%) were present in the essential oil (Figure 1 A and B).…”

“…The essential oil from fresh roots and rhizomes of R. maritima (420 g) was obtained by hydrodistillation for 8 h using a Clevenger-type apparatus according to Siani et al [ 11 ]. The RMO was dried over anhydrous sodium sulphate and the percentage content was calculated on the basis of the weight of plant material (317.5 mg).…”

“…Previous reports on R. maritima include the isolation of flavones glycosides, cyperaquinones and phenolic ketones from the roots and rhizomes of the Cyperaceae [ 10 – 13 ], besides their antimicrobial activity of the dihydrocyperaquinone [ 12 ] and anti-inflammatory activity of the essential oil and the remirol [ 11 ]. Recently, we have shown that the aqueous extract of R. maritima features consistent analgesic and anti-inflammatory effects [ 13 ].…”

Phytotherapeutical implications in pain perception - focusing on schizophrenia

“…raw methanolic extract of rhizomes -analgesic effect on animal models [42] diuretic effect -statistically insignificant [42] Fresh rhizomes syrup -against pain, stinging sensation, fever, tuberculosis [43]; diuretic effect, reducing burning sensation during urinating when combined with other herbs [44] Remirea maritime (Cyperaceae) aqueous extract -analgesic proprieties in different experimental pain models [64] plant extract -antimicrobial, anti-inflammatory proprieties [128,129].…”

Antinociceptive, anti-inflammatory and antioxidant activities of aqueous extract from Remirea maritima (Cyperaceae)

“…Few studies have been performed over the pharmacological properties of the extract of this plant. The previous reports on Remirea maritima include the isolation of cyperaquinones and phenolic ketones, along with their antimicrobial and anti-inflammatory activities (Allan et al, 1969;Siani et al, 2001). In this sense, this work aimed the phytochemical investigation and in vitro and in vivo evaluation of antinociceptive, anti-inflammatory, and antioxidant activities of the aqueous extract of Remirea maritima.…”