Eulophia macrobulbon – an orchid with significant anti-inflammatory and antioxidant effect and anticancerogenic potential exerted by its root extract

Schuster, Roswitha; Zeindl, Laura; Hölzer, W.; Khumpirapang, Nattakanwadee; Okonogi, Siriporn; Viernstein, Helmut; Mueller, Monika

doi:10.1016/j.phymed.2016.11.018

Cited by 35 publications

(25 citation statements)

References 36 publications

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“…The most active constituents were identified as 9,10-dihydro-2,7-phenanthrene-2,7-diol, 4-methoxyphenanthrene-2,7-diol, 1,5-dimethoxyphenanthrene-2,7-diol, 1,5,7-trimethoxyphenanthrene-2,6-diol, 1-(4-hydroxybenzyl)-4,8dimethoxyphenanthrene-2,7-diol. [69]…”

Section: Phenanthropyrans and Phenanthrenes As Possible Medicinal Agentsmentioning

confidence: 99%

“…EME and its components showed notable cytotoxic effects against human cervical adenocarcinoma (HeLa), human colorectal adenocarcinoma (CaCo‐2) and human breast adenocarcinoma (MCF‐7) cell lines. The most active constituents were identified as 9,10‐dihydro‐2,7‐phenanthrene‐2,7‐diol, 4‐methoxyphenanthrene‐2,7‐diol, 1,5‐dimethoxyphenanthrene‐2,7‐diol, 1,5,7‐trimethoxyphenanthrene‐2,6‐diol, 1‐(4‐hydroxybenzyl)‐4,8‐dimethoxyphenanthrene‐2,7‐diol …”

Section: Introductionmentioning

confidence: 99%

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Bioactive Secondary Metabolites from Orchids (Orchidaceae)

Sut

Maggi

Dall’Acqua

2017

Chemistry & Biodiversity

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The Orchidaceae family is the largest group of flowering plants in the Angiosperm monocotyledons spread on our planet. Its members, called orchids, are herbs or epiphytes with showy flowers distributed mainly in tropical regions. Several classes of phytoconstituents have been so far isolated from therapeutically-used orchids showing a great chemical diversity. Among them, phenolic derivatives have been studied for their biological activities, especially in the field of cancer, inflammation, and neurodegeneration. On the other hand, limited information has been so far obtained on the numerous alkaloids and terpenoids isolated from several orchid species. Recent articles revealed pronounced effects of some alkaloids on the CNS. Published literature on orchids that are used in traditional medicine has been reviewed in this work indicating a great potential of such organisms as source of chemical entities for the development of new drugs.

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Section: Phenanthropyrans and Phenanthrenes As Possible Medicinal Agentsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Bioactive Secondary Metabolites from Orchids (Orchidaceae)

Sut

Maggi

Dall’Acqua

2017

Chemistry & Biodiversity

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“…Phytochemical studies reported that Eulophia species contains phenolics, saponins, alkaloids, flavonoids, terpenoids and phenanthrene derivatives ( Tuchinda et al, 1989 ; Maridass et al, 2008 ; Patil and Mahajan, 2013 ; Narkhede et al, 2016 ; Dawande and Gurav, 2017 ). Ethnopharmacological studies demonstrated that Eulophia species exhibited anti-inflammatory ( Datla et al, 2010 ; Chinsamy et al, 2014 ; Schuster et al, 2017 ), anti-cancer ( Shriram et al, 2010 ; Schuster et al, 2017 ), anti-oxidant ( Tatiya et al, 2013 ; Schuster et al, 2017 ), anti-diabetic ( Tatiya et al, 2013 ), and hypolipidemic ( Tatiya et al, 2013 ) properties. Eulophia macrobulbon (E.C.Parish & Rchb.f.)…”

Section: Introductionmentioning

confidence: 99%

“…Eulophia macrobulbon (E.C.Parish & Rchb.f.) Hook.f is naturally found in Thailand, Laos, Vietnam, Myanmar and Cambodia, and is traditionally used in local Thai medicine for treatment of insect bites and gangrene ( Schuster et al, 2017 ), this latter indication suggesting a putative effect on small arteries. Recently, the ethanolic extract of Eulophia macrobulbon was shown to act as a potent phosphodiesterase 5 (PDE 5) inhibitor ( Temkitthawon et al, 2017 ), an effect supported by its main compound, 1-(4′-hydroxybenzyl)-4,8-dimethoxyphenanthrene-2,7-diol [IC 50 = 1.7 ± 0.5 μM ( Temkitthawon et al, 2017 )].…”

Section: Introductionmentioning

confidence: 99%

Vasorelaxant and Hypotensive Effects of an Ethanolic Extract of Eulophia macrobulbon and Its Main Compound 1-(4′-Hydroxybenzyl)-4,8-Dimethoxyphenanthrene-2,7-Diol

et al. 2018

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Background: Ethnopharmacological studies demonstrated the potential for Eulophia species to treat inflammation, cancer, and cardio-metabolic diseases. The aim of the study was to investigate the vasorelaxant effect of ethanolic Eulophia macrobulbon (EM) extract and its main phenanthrene on rat isolated mesenteric artery and to investigate the hypotensive effect of EM.Methods: The vasorelaxant effects of EM extract or phenanthrene and the underlying mechanisms were evaluated on second-order mesenteric arteries from Sprague Dawley rats. In addition, the acute hypotensive effect was evaluated in anesthetized rats infused with cumulative concentrations of the EM extract.Results: Both EM extract (10-4–1 mg/ml) and phenanthrene (10-7–10-4 M) relaxed endothelium-intact arteries, an effect that was partly reduced by endothelium removal (p < 0.001). A significant decrease in the relaxant effect of the extract and the phenanthrene was observed with L-NAME and apamin/charybdotoxin in endothelium-intact vessels, and with iberiotoxin in denuded vessels. SNP (sodium nitroprusside)-induced relaxation was significantly enhanced by EM extract and phenanthrene. By contrast, ODQ (1H-[1,2,4]oxadiazolo[4,3-a]quinoxaline-1-one), 4-aminopyridine and glibenclamide (endothelium-denuded vessels) and indomethacin (endothelium-intact vessels) had no effect. In calcium-free solution, both the EM extract and phenanthrene inhibited extracellular Ca2+-induced contraction in high KCl and phenylephrine (PE) pre-contracted rings. They also inhibited the intracellular Ca2+ release sensitive to PE. The acute infusion of EM extract (20 and 70 mg/kg) induced an immediate and transient dose-dependent hypotensive effect.Conclusion: The ethanolic extract of EM tubers and its main active compound, 1-(4′-hydroxybenzyl)-4,8-dimethoxyphenanthrene-2,7-diol (phenanthrene) induced vasorelaxant effects on rat resistance vessels, through pleiotropic effects including endothelium-dependent effects (NOS activation, enhanced EDH production) and endothelium-independent effects (opening of KCa channels, inhibition of Ca2+ channels, inhibition of intracellular Ca2+ release and PDE inhibition).

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“…Excessive production of such inflammatory mediators and high expression of inflammatory proteins can result in chronic inflammatory diseases [5–7]. Chronic inflammation has also been linked with various diseases, such as systemic lupus erythematosus, rheumatoid arthritis, hepatitis, cancer, and so on [8–11]. …”

Section: Introductionmentioning

confidence: 99%

Identification of β-carboline and canthinone alkaloids as anti-inflammatory agents but with different inhibitory profile on the expression of iNOS and COX-2 in lipopolysaccharide-activated RAW 264.7 macrophages

Liu

Luan

et al. 2018

J Nat Med

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A compound library, which consists of 75 natural β-carboline-type or canthinone-type alkaloids from Simaroubaceae plants and their chemical synthetic analogues, was screened for the anti-inflammatory activity by inhibition of the overproduction of inflammatory mediator nitric oxide (NO) in lipopolysaccharide (LPS)-activated RAW 264.7 macrophage cells. Six compounds, namely, benzalharman ( 23 ), kumujian ( 27 ), 1-ethyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid ( 37 ), 1-acetophenone-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid ( 42 ), cathin-6-one ( 46 ), and 9-methoxy-cathin-6-one ( 57 ), exhibited significant inhibitory activity on the overproduction of NO with good dose dependency. Further investigation demonstrated that all of the six compounds down-regulated the high expression of inducible nitric oxide synthase (iNOS) protein. Among them, two canthinone-type alkaloids ( 46 and 57 ) potently down-regulated cyclooxygenase-2 (COX-2) protein expression in a dose-dependent manner and also inhibited the overproduction of inflammatory mediator prostaglandin E 2 (PGE 2 ). However, the β-carboline-type alkaloids ( 23 , 27 , 37 , and 42 ) exhibited no obvious inhibition on the overproduction of PGE 2 and the expression of COX-2 protein. The results suggested that β-carboline-type alkaloids and canthinone-type alkaloids may exert an anti-inflammatory effect through different mechanism. Electronic supplementary material The online version of this article (10.1007/s11418-018-1251-5) contains supplementary material, which is available to authorized users.

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Eulophia macrobulbon – an orchid with significant anti-inflammatory and antioxidant effect and anticancerogenic potential exerted by its root extract

Cited by 35 publications

References 36 publications

Bioactive Secondary Metabolites from Orchids (Orchidaceae)

Bioactive Secondary Metabolites from Orchids (Orchidaceae)

Vasorelaxant and Hypotensive Effects of an Ethanolic Extract of Eulophia macrobulbon and Its Main Compound 1-(4′-Hydroxybenzyl)-4,8-Dimethoxyphenanthrene-2,7-Diol

Identification of β-carboline and canthinone alkaloids as anti-inflammatory agents but with different inhibitory profile on the expression of iNOS and COX-2 in lipopolysaccharide-activated RAW 264.7 macrophages

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