6,7,4′-trihydroxyisoflavan: A potent and selective inhibitor of 5-lipoxygenase in human and porcine peripheral blood leukocytes

Kuhl, P.; Shiloh, P.; Jha, Hem Chandra; Murawski, U.; Zilliken, F.

doi:10.1016/0090-6980(84)90035-2

Cited by 29 publications

(12 citation statements)

References 27 publications

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“…The presence of these compounds, to some extent, explains the uses of M. unguis-cati preparations in folk medicine. Lupeol showed in- (Alves et al 1997), and lupeol, b-sitosterol and b-sitosterylglucoside showed anti-in¯ammatory and antipyretic effects (Kuhl et al 1984;Davis et al 1994). In addition, a mixture of b-sitosterol and b-sitosterylglucoside can be found as components of prescriptions used against prostate diseases, for example Harzol (Henneking & Heckers 1983).…”

Section: Resultsmentioning

confidence: 99%

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Chemical Characterization and Biological Activity of Macfadyena unguis-cati (Bignoniaceae)

Duarte¹,

Dolabela²,

Salas³

et al. 2000

Journal of Pharmacy and Pharmacology

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Macfadyena unguis-cati (L.) has been widely used in folk medicine as an anti-inflammatory, antimalarial and antivenereal. The purpose of this study was to chemically characterize the main plant components, and to evaluate the biological properties of some of the fractions derived from leaves (MACb) and liana (MACa) of this plant. Chemical characterization allowed the identification of the compounds corymboside, vicenin-2, quercitrin, chlorogenic acid, isochlorogenic acid, lupeol, beta-sitosterol, beta-sitosterylglucoside, allantoin and lapachol. The biological screening of fractions and/or purified substances derived from fractions revealed antitumoral and antitrypanosomal activities in fractions MACa/lapachol and MACb/MACb21, respectively. The anti-lipoxygenase and anti-cyclooxygenase effect seen in fractions MACa and MACb showed a partial correlation with the anti-inflammatory property attributed to this plant.

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Section: Resultsmentioning

confidence: 99%

“…Brie¯y, the 5-lipoxygenase assay was performed according to a previously described method (Kuhl et al 1984). Porcine polymorphonuclear lymphocytes (PMNL) were isolated by dextran sedimentation and the remaining erythrocytes removed by cell lysis.…”

Section: -Lipoxygenase Assaymentioning

confidence: 99%

Chemical Characterization and Biological Activity of Macfadyena unguis-cati (Bignoniaceae)

Duarte¹,

Dolabela²,

Salas³

et al. 2000

Journal of Pharmacy and Pharmacology

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“…The proposed mechanisms by which flavonoids result in improvements in clinical outcomes are equivocal and include: (i) support and protection of collagen-rich structures (Monboisse et al, 1984), (ii) reduction in concentration of metabolites known to increase vascular permeability, including the eicosanoid, leukotriene B4 (LTB4) (Kuhl et al, 1984), (iii) the documented enhancement of intracellular vitamin C (Bentsath et al, 1936a;Gabe and Parrot, 1951;Rusznyak et al, 1961) and (iv) protection of tissues from oxidative damage (Dewick, 1997) (Table 1). A combination of these effects is thought to result in an improvement in the integrity of the microvasculature.…”

Section: Introductionmentioning

confidence: 99%

Flavonoids—a new direction for the treatment of fluid retention?

Christie

Walker

Lewith

2001

Phytotherapy Research

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Flavonoid extracts are important for the health of the micro-blood vessel network and are clinically exploited in this way by medical herbalists and physicians in mainland Europe. In the present review, we provide preliminary evidence that suggests that plant flavonoid extracts from dietary sources facilitate the repair of vessel damage responsible for 'small blood vessel permeability'. Correction of this pathophysiological abnormality is known to lead to a reduction in symptoms of diffuse benign fluid retention including swollen limbs, fingers, breasts and the tissue surrounding the eye area. There is currently little orthodox treatment for this type of fluid retention except diuretics which are not without side effects and fail to address the underlying cause of the disorder. This paper marshals available data including some preliminary studies that suggest that detailed scientific study of this clinical area and its treatment through flavonoid intervention is warranted.

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“…Note that these different ª5-LO activeº compounds mentioned (and many more, see below) have a cathechol partial structure in common, and it is assumed that the combined ironchelating and antioxidant feature of this moiety is eventually responsible for uncoupling of the 5-LO catalytic cycle. Since the plant kingdom is a rich source for various polyphenols, flavonoids and coumarins, subsequent investigations addressed various representatives with phenolic or coumarin structure from different plants [91], [92], [93]. A second class of plant-derived 5-LO inhibitors constitutes compounds lacking reducing properties that may mimic fatty (arachidonic) acid structures including polyacetylenes, and triterpenes and thus, inhibit 5-LO activity by binding and/or competing at the substrate-binding site or at a hypothetical fatty acid-binding cleft of 5-LO.…”

Section: Inhibitors Of 5-lo Product Synthesis From Plant Originmentioning

confidence: 99%

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

Werz¹

2007

Planta Med

154

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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6,7,4′-trihydroxyisoflavan: A potent and selective inhibitor of 5-lipoxygenase in human and porcine peripheral blood leukocytes

Cited by 29 publications

References 27 publications

Chemical Characterization and Biological Activity of Macfadyena unguis-cati (Bignoniaceae)

Chemical Characterization and Biological Activity of Macfadyena unguis-cati (Bignoniaceae)

Flavonoids—a new direction for the treatment of fluid retention?

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

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