Naturally Occurring 5-Lipoxygenase Inhibitors. VI. Structures of Ardisiaquinones D, E, and F from Ardisia sieboldii.

Kiriyama, Yuuko; Kodama, Masashi; Iwaki, Hideyuki; Hosozawa, Shigeki; Aki, Shinji; Matsui, Kuniaki

doi:10.1248/cpb.43.1391

Cited by 15 publications

(12 citation statements)

References 1 publication

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“…This [142] and subsequent studies [143], [144], [145], [146] identified ardisianone A 76, ardisiaquinones A 74, B 75a, D 75b, E 75c, and F 75d, as well as maesanin 83 (Table 5) as potent inhibitors of 5-LO in cell-free assays with IC 50 values = 0.2 ± 1 mM. In intact cells, ardisiaquinone A 74, the most potent analogue in cell-free assays was less efficient (IC 50 = 5.56 mM) [146].…”

Section: Quinonesmentioning

confidence: 74%

Inhibition of 5-Lipoxygenase Product Synthesis by Natural Compounds of Plant Origin

Werz¹

2007

Planta Med

153

135

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The biosynthesis of leukotrienes (LTs) is initiated by the transformation of free arachidonic acid to LTA 4 by 5-lipoxygenase (5-LO). Subsequent enzymatic conversion of LTA 4 yields LTB 4 and the cysteinyl-LTs C 4 , D 4 and E 4 . LTs have prominent functions in pathophysiology and are connected to numerous disorders including bronchial asthma, allergic rhinitis, inflammatory bowel and skin diseases, rheumatoid arthritis, cancer, osteoporosis and cardiovascular diseases. Pharmacological and genetic interruption of the 5-LO pathway or blockade of LT receptors, serving as means for intervention with LTs, may be of therapeutic value for certain related disorders. Natural or plant-derived substances were among the first 5-LO inhibitors identified in the early 1980 s. To date, a huge number of diverse plant-derived compounds have been reported to interfere with 5-LO product synthesis. However, many investigations have addressed the efficacy of a given compound solely in cellular test systems and analysis of direct interference with 5-LO has been neglected. In the first part of this review, the biology and molecular pharmacology of the 5-LO pathway is summarized in order to understand its overall regulation and complexity as well as to comprehend the possible points of attack of compounds that eventually lead to inhibition of 5-LO product formation in intact cells. In the second part, natural compounds that interfere with 5-LO product formation are compiled and grouped into structural classes, and the underlying molecular mechanisms and structureactivity relationships are discussed.

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Section: Quinonesmentioning

confidence: 74%

Inhibition of 5-Lipoxygenase Product Synthesis by Natural Compounds of Plant Origin

Werz¹

2007

Planta Med

153

135

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“…Polysaccharides were also isolated from the cell walls of 57 species of this family (26). Myrsinaceae have been found to contain saponins (27), terpenoids (28), and benzoquinone derivatives (29,30), whereas no phytochemical or biological activity has been reported for Smilacaceae. It is a matter of major national interest to study the potential of Brazilian forests in offering new lead antibacterial compounds that can be further synthesized and have their activity improved.…”

Section: Discussionmentioning

confidence: 99%

Screening of antibacterial extracts from plants native to the Brazilian Amazon Rain Forest and Atlantic Forest

Suffredini

Sader

Gonçalves

et al. 2004

Braz J Med Biol Res

138

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More than 20% of the world's biodiversity is located in Brazilian forests and only a few plant extracts have been evaluated for potential antibacterial activity. In the present study, 705 organic and aqueous extracts of plants obtained from different Amazon Rain Forest and Atlantic Forest plants were screened for antibacterial activity at 100 µg/ml, using a microdilution broth assay against Staphylococcus aureus, Enterococcus faecalis, Pseudomonas aeruginosa and Escherichia coli. One extract, VO581, was active against S. aureus (minimum inhibitory concentration (MIC) = 140 µg/ml and minimal bactericidal concentration (MBC) = 160 µg/ml, organic extract obtained from stems) and two extracts were active against E. faecalis, SM053 (MIC = 80 µg/ml and MBC = 90 µg/ml, organic extract obtained from aerial parts), and MY841 (MIC = 30 µg/ml and MBC = 50 µg/ml, organic extract obtained from stems). The most active fractions are being fractionated to identify their active substances. Higher concentrations of other extracts are currently being evaluated against the same microorganisms. Correspondence

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“…The same researchers examined the 5-lipoxygenase activity of ardisianones A and B, maesanin, alkenyl-1,4-benzoquinones from roots of Ardisia japonica (Fukuyama et al, 1994). Structures of three additional ardisiaquinones D, E, and F were elucidated, and were similarly found to be 5-lipoxygenase inhibitors (Fukuyama et al, 1995). Novel alk(en)ylphenols, named ardisiphenols A-C were isolated from the fruits of Ardisia colorata, together with known alk(en)ylresorcinols.…”

Section: Quinones and Alkylphenolsmentioning

confidence: 99%

The genus Ardisia: a novel source of health-promoting compounds and phytopharmaceuticals

Kobayashi

Mejía

2005

Journal of Ethnopharmacology

123

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Naturally Occurring 5-Lipoxygenase Inhibitors. VI. Structures of Ardisiaquinones D, E, and F from Ardisia sieboldii.

Cited by 15 publications

References 1 publication

Inhibition of 5-Lipoxygenase Product Synthesis by Natural Compounds of Plant Origin

Inhibition of 5-Lipoxygenase Product Synthesis by Natural Compounds of Plant Origin

Screening of antibacterial extracts from plants native to the Brazilian Amazon Rain Forest and Atlantic Forest

The genus Ardisia: a novel source of health-promoting compounds and phytopharmaceuticals

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