Styrylpyrone biosynthesis in Equisetum arvense

Beckert, Cornelia; Horn, Christian; Schnitzler, Jörg‐Peter; Lehning, A.; Heller, Werner; Veit, Markus

doi:10.1016/s0031-9422(96)00543-2

Cited by 60 publications

(47 citation statements)

References 30 publications

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“…Biosynthesis of styrylpyrone has been extensively studied in the plant Equisetum arvense, in which styrylpyrones and flavonoids constitutively accumulate in distinct organs, and styrylpyrones and caffeic acid derivatives may act as effective resistance factors, which appear to have similar ecological and physiological roles as fungal styrylpyrones. 17 Equisetumpyrone (59), a styrylpyrone glucoside in gametophytes from Equisetum arvense, differs in the oxygenation pattern of its pyrone ring from the fungal styrylpyrones, which are never oxygenated at (60), an inhibitor of both low-density lipoprotein oxidation and ROS production, is glycosylated at C-4 ( Figure 11). 68 In Phellinus and Inonotus spp., however, no glycosides of styrylpyrones have been found.…”

Section: Biosynthesis Of Styrylpyronesmentioning

confidence: 99%

“…16 They also exist in primitive angiosperm families, including Piperaceae, Lauraceae, Annonaceae, Ranuculaceae and Zingiberaceae, where they have an important role in defense against mechanical wounding or microbial attack, and show potent biological activities, including anti-cancer and sedative effects. 17,18 Biogenesis of fungal styrylpyrones and their intrinsic role in fungi, like the phenylpropanoid derivatives of plants, which have important ecological and physiological roles, have attracted much attention. Styrylpyrones are regarded as phenylalanine (Phe)-derived fungal metabolites with a variety of functions, including defense, pigmentation and signaling molecules.…”

Section: Introductionmentioning

confidence: 99%

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Styrylpyrone-class compounds from medicinal fungi Phellinus and Inonotus spp., and their medicinal importance

2011

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Members of the genera Phellinus and Inonotus, including P. linteus, P. igniarius, P. ribis, I. obliquus and I. xeranticus are well-known medicinal fungi (mushrooms) and have been used in treatment of cancer, diabetes, bacterial and viral infections and ulcer. Adverse effects of these medicinal mushrooms have not yet been reported, indicating the safe nature of these mushrooms. Polysaccharides, particularly b-glucan, are considered the compounds responsible for the biological activity of medicinal mushrooms. However, there is only a limited amount of evidence to indicate that polysaccharides are in fact responsible for the biological effects of these medicinal mushrooms. Recently, many research groups have begun identification of active low-MW compounds in medicinal mushrooms, with a focus on the yellow polyphenol pigments, which are composed of a styrylpyrone class of compounds. Interestingly, a representative group of medicinal fungi, including P. linteus, P. igniarius, P. ribis, I. obliquus and I. xeranticus were shown to produce a large and diverse range of styrylpyrone-type polyphenol pigments that exhibited various biological activities, including anti-oxidative, anti-inflammatory, cytotoxic, anti-platelet aggregation, anti-diabetic, anti-dementia and anti-viral effects. Styrylpyrone pigments in mushrooms are thought to have a role similar to that of flavonoids in plants. The unique and unprecedented carbon skeleton of fused styrylpyrone might be an attractive molecular scaffold for pharmacological applications. In this review, the structural diversity, biological effects and biogenesis of styrylpyrone-class polyphenols from medicinal fungi are described.

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Section: Biosynthesis Of Styrylpyronesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Styrylpyrone-class compounds from medicinal fungi Phellinus and Inonotus spp., and their medicinal importance

2011

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“…76 Lyga in his studies developed a convenient convergent synthesis to both natural products, allowing variation of both phenyl and 2-pyrone rings. 77 Davidson and co-workers isolated four 2-pyrones from a Streptomycete, named BD-26T (20), cultured from shallow water marine sediment; Wailupemycins A-C, 48-50, and 3-epi-5-deoxyenterocin and derivatives, 51. 78 Compounds were tested for anti-microbial activity against Bacillus subtilis, Staphylococcus aureus and Escherichia coli in vitro.…”

Section: Othersmentioning

confidence: 99%

2-Pyrone natural products and mimetics: isolation, characterisation and biological activity

2005

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“…Stilbenes also function in dormancy and growth inhibition of plants. In addition to the products of flavonoid pathway, cinnamoyl-CoA and malonyl-CoA pathways can in certain plant species also undergo condensation reactions to yield the corresponding stilbenes, styrylpyrones, and arylpyrones [72,73]. From a pharmacological perspective, the stilbene combretastatin has important antineoplastic activities, while others such as piceatannol, and resveratrol helps suppress tumor formation via PTK inhibition.…”

Section: Iv31 Stilbenes In Plantsmentioning

confidence: 99%

Plant-Derived Protein Tyrosine Kinase Inhibitors as Anticancer Agents

Hollósy

Kéri

2004

CMCACA

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Protein tyrosine kinases play a fundamental role in signal transduction pathways regulating a number of cellular functions such as cell growth, differentiation and cell death. Tyrosine kinases are, therefore attractive targets for the design of new therapeutic agents, not only against cancer, but also against many other diseases. Numerous tyrosine kinase inhibitors have been discovered by screening of plant extracts based on ethnopharmacological and chemotaxonomical knowledge. Specific screening approaches have led to the isolation of structurally distinct classes of inhibitors, including phenylpropanes, chalcones, flavonoids, coumarins, styrenes, quinones and terpenes. These natural inhibitors have served as valuable leads for further design and synthesis of more active analogues. Many of these inhibitors have also been used in probing the molecular and cellular mechanisms involved in the protein tyrosine kinase mediated signal transduction. In this review, plant-derived protein tyrosine kinase inhibitors and their synthetic analogues were systematically evaluated based on their plant origin, structure-activity relationship and anticancer efficacy.

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Styrylpyrone biosynthesis in Equisetum arvense

Cited by 60 publications

References 30 publications

Styrylpyrone-class compounds from medicinal fungi Phellinus and Inonotus spp., and their medicinal importance

Styrylpyrone-class compounds from medicinal fungi Phellinus and Inonotus spp., and their medicinal importance

2-Pyrone natural products and mimetics: isolation, characterisation and biological activity

Plant-Derived Protein Tyrosine Kinase Inhibitors as Anticancer Agents

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