Two new phenolic ketones from remirea maritima (Cyperaceae)

Allan, RD; Correll, Ray; Wells, RJ

doi:10.1016/s0040-4039(01)88779-7

Cited by 28 publications

(16 citation statements)

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“…This is the first report of evodionol [3] occurring in significant quantities in M. cunninghamii. Evodionol was confirmed by its mass spectrum (17), which differs from that of allo-evodionol [1] (17,18) and isoevodionol [4] (19), and its conversion to evodionol methyl ether [2]. Medicosma riparia was the only other species of the Australian Medicosma to show the presence of chromenes in its essential oil, containing both evodionol [3] and its methyl ether [2].…”

Section: Resultsmentioning

confidence: 99%

The Leaf Oils of the Australian Species ofMedicosma(Rutaceae)

Brophy

Goldsack

Forster³

2004

Journal of Essential Oil Research

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The leaf oils of the 10 Australian species of Medicosma have been examined. Medicosma cunninghamii produced an oil in which the principal components were the chromenes, evodionol and evodionol methyl ether, as well as the terpenes α-pinene, myrcene and (Z)-β-ocimene. In M. elliptica the major components were α-pinene (0.6-29%), sabinene (12-55%), myrcene (8-16%) and limonene (0.4-13%). Medicosma fareana produced an oil in which bicyclogermacrene (15-44%) was the principal component. M. glandulosa gave a variable oil in which α-pinene (t-35%),(1-8%) and spathulenol (3-10%) were the principal contributors, while for M. obovata, α-pinene (1-12%), limonene (10-13%), (E)-β-ocimene (14-23%), β-caryophyllene (17-19%) and α-humulene (6-14%) were the major components. Medicosma riparia produced a leaf oil that was evenly distributed between sesquiterpenes and aromatic components, the principal components being α-selinene (7-15%), and the two chromenes, evodionol (1-3%) and evodionol methyl ether (30-56%). Medicosma sessiliflora presented an almost completely sesquiterpenic oil with β-caryophyllene (3-11%), aromadendrene (5-14%), humulene (8-19%), and spathulenol (3-12%) as major components. The leaf oil of Medicosma sp. (East Mulgrave River R.L.Jago+ 3696) presented a sesquiterpenic oil in which the principal component was bicyclogermacrene (17-21%). Medicosma sp. (Karnak P.I. Forster+ PIF15541) produced a variable oil in which one sample contained 50% monoterpenes while the remainder were more heavily sesquiterpenic. The major compounds detected were α-pinene(1-40%), bicyclogermacrene (3-8%) and spathulenol (10-22%). The oil of Medicosma sp. (Mt Mellum P.I. Forster+ PIF25572) was dominated by α-pinene (38-54%) which was accompanied by lesser amounts of (Z)-β-ocimene (10-13%). Oil yields, with the exception of M. obovata, which were 1-2%, were low, being in the range 0.04-0.5% based on fresh leaves. None of the oils would appear to have an economic potential.

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Section: Resultsmentioning

confidence: 99%

The Leaf Oils of the Australian Species ofMedicosma(Rutaceae)

Brophy

Goldsack

Forster³

2004

Journal of Essential Oil Research

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“…Previous spectroscopic analyses of the structures of compounds 1 and 3 were made by IR, MS, 1 H and 13 C NMR techniques 2,9,10,11 . However, the NMR analyses lack spectrum assignments for C-3 and C-9 hydrogens in the 1 H spectrum and for all carbons in the 13 C spectrum and no support was given to the proposed substitution pattern of the aromatic ring.…”

Section: Resultsmentioning

confidence: 99%

“…Chemical examination of the ether extract of the plant growing in Australia showed the presence of quinones, chromenes and isoprenoid acetogenins 1,2 . Isoprenoid acetogenins showed activity in bioassays as inhibitors of several microorganisms as well as toxicity to goldfish and chicks.…”

Section: Introductionmentioning

confidence: 99%

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

Siani¹,

Silva²,

Nakamura³

et al. 2001

J. Braz. Chem. Soc.

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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.

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“…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].…”

Section: Phyllanthus Fraternus (Euphorbiaceae)mentioning

confidence: 99%

Phytotherapeutical implications in pain perception - focusing on schizophrenia

Antioch¹,

Ciobîcă²,

Compaore³

et al. 2017

ijpm

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A b s t r a c tSc varying from abolition to lack of any kind of changes compared to normal controls and even hypersensitivity. In this way, the hypothesis of amending schizophrenia enhanced the importance of pain medication. But managing pain phenomenon in schizophrenia has large and unknown implications. Nevertheless, pharmacological interactions between the medications for these two entities are unknown and mos side option. ancient knowledge and current scientific pr To our best of knowledge, this is the first time when pain, plants and schizophrenia are discussed together. In this way, it seems that by replacing fully synthesized chemical products, the risk of side have curing effects on the psychotic activities in schizophrenia. Therefore, through this mini ethonopharmacological approaches in pain conditions in the context of schizop highlighted some cases of inappropriate usage of plants in traditional therapy.

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Two new phenolic ketones from remirea maritima (Cyperaceae)

Cited by 28 publications

References 1 publication

The Leaf Oils of the Australian Species ofMedicosma(Rutaceae)

The Leaf Oils of the Australian Species ofMedicosma(Rutaceae)

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

Phytotherapeutical implications in pain perception - focusing on schizophrenia

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