Mistletonone, a Novel Antioxidative Diarylheptanoid from the Branches and Leaves of Viscum coloratum

Ye, Hui; Zhou, Guang‐Xiong; Wu, Qiong; Lei, Guang-Qing; Chen, Daofeng; Chen, Jiakuan; Zhou, Ting

doi:10.3390/12030312

Cited by 15 publications

(8 citation statements)

References 5 publications

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“…Previous phytochemical investigations have revealed that flavonoids, triterpenoids, and organic acids are the major secondary metabolites of this genus . Antioxidative and apoptosis-inducing activities of plants in the genus Viscum have also been reported in recent years. , Free radicals are involved in many disorders such as neurodegenerative diseases, cancer, and AIDS. Antioxidants through their scavenging power are useful for the management of those diseases.…”

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confidence: 96%

Flavanone and Diphenylpropane Glycosides and Glycosidic Acyl Esters from Viscum articulatum

Zhang

et al. 2010

J. Nat. Prod.

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Seven new compounds including three flavanone glycosides, visartisides A-C (1-3), three glycoside acyl esters, visartisides D-F (4-6), and one diphenylpropane glycoside, (4'-hydroxy-2',3',6',3''-tetramethoxy-1,3-diphenylpropane)-4''-O-beta-d-glucopyranoside (7), along with four known flavanone glycosides (8-11) were isolated from the leaves and stems of Viscum articulatum. The structure elucidation of 1-7 was based on spectroscopic data analysis. Biological evaluation showed that 1, 2, and 10 exhibited antioxidant activity using a DPPH method and that compounds 1, 3, and 11 were active in a lipopolysaccharide-induced nitric oxide assay.

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confidence: 96%

Flavanone and Diphenylpropane Glycosides and Glycosidic Acyl Esters from Viscum articulatum

Zhang

et al. 2010

J. Nat. Prod.

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“…The first naturally occurring diarylheptanoid, curcumin, a yellow dye of the Curcuma species, was reported in the early 1800s ( Keserü and Nógrádi 1995 ). Diarylheptanoids have been reported to have a variety of therapeutic actions in vitro such as inhibition of platelet aggregation ( Doug et al 1998 ), antioxidation ( Yao et al 2007 ), antiinflammation ( Sodsai et al 2007 ), and antitumor-promoting effects ( Chun et al 1999 ; Lee et al 1998 ). Because Curcuma comosa Roxb., an indigenous medicine, has estrogen-like activity ( Piyachaturawat et al 1995a , 1995b ) and has been extensively used among menopausal women, it is essential to characterize its biological action to avoid any risk that may occur from chronic consumption or environmental exposures.…”

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confidence: 99%

Diarylheptanoid Phytoestrogens Isolated from the Medicinal Plant Curcuma comosa : Biologic Actions in Vitro and in Vivo Indicate Estrogen Receptor–Dependent Mechanisms

Winuthayanon

Piyachaturawat

Suksamrarn

et al. 2009

Environ Health Perspect

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BackgroundDiarylheptanoids isolated from Curcuma comosa Roxb. have been recently identified as phyto estrogens. However, the mechanism underlying their actions has not yet been identified.ObjectivesWe characterized the estrogenic activity of three active naturally occurring diarylheptanoids both in vitro and in vivo.MethodsWe characterized mechanisms of estrogenic action of the diarylheptanoids (3S)-1,7-diphenyl-(6E)-6-hepten-3-ol (D1), 1,7-diphenyl-(6E)-6-hepten-3-one (D2), and (3R)-1,7-diphenyl-(4E,6E)-4,6-heptadien-3-ol (D3) by using a real-time polymerase chain reaction assay, a mammalian transfection model, and a uterotrophic assay in mice.ResultsAll diarylheptanoids up-regulated estrogen-responsive genes in estrogen-responsive breast cancer cells (MCF-7). In HepG2 cells transfected with estrogen receptor (ER) β or different ERα functional receptor mutants and the Vit-ERE-TATA-Luc reporter gene, all diarylheptanoids induced transcription through a ligand-dependent human ERα-ERE–driven pathway, which was abolished with ICI 182,780 (ER antagonist), whereas only D2 was active with ERβ. An ERα mutant lacking the functional AF2 (activation function 2) region was not responsive to 17β-estradiol (E2) or to any of the diarylheptanoids, whereas ERα lacking the AF1 domain exhibited wild-type–like activity. D3 markedly increased uterine weight and proliferation of the uterine epithelium in ovariectomized mice, whereas D1 and D2 were inactive. D3, like E2, up-regulated lactoferrin (Ltf) gene expression. The responses to D3 in the uterus were inhibited by ICI 182,780. In addition, D3 stimulated both classical (Aqp5) and nonclassical (Cdkn1a) ER-mediated gene regulation.ConclusionsThe results suggest that the D3 diarylheptanoid is an agonist for ER both in vitro and in vivo, and its biological action is ERα selective, specifically requiring AF2 function, and involves direct binding via ER as well as ERE-independent gene regulation.

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“…Studies have reported the free oxygen radicals scavenging activity of curcumin (Unnikrishnan and Rao, 1995;Jayaprakasha et al, 2006;Ak and Gülçin, 2008). Mistletonone exhibited scavenging capability both on hydroxyl radicals and superoxide anion radicals as compared with standard (−)-epigallocatechin gallate (Yao et al, 2007). Cassumunin A, B, C and cassumunarin A, B, C isolated from Zingiber cassumunar are also potent antioxidants showing stronger or equal antioxidant activity as that of curcumin (Nagano et al, 1997;Masuda et al, 1995).…”

Section: Anti-oxidant Activitymentioning

confidence: 99%

Diarylheptanoids as nutraceutical: A review

Ganapathy

Preethi

Moses

et al. 2019

Biocatalysis and Agricultural Biotechnology

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Phenolic compounds are naturally occurring compounds present ubiquitously in plants. They have potential health benefits and substantiate evidence for their nutraceutical applications. Diarylheptanoids are part of the broad class of plant phenolics with structurally divergent compounds. They have been used in traditional medicines and homemade remedies to treat various ailments, as organoleptic additives in foods, and also for aesthetic purposes. With their potential therapeutic and organoleptic characteristics, diarylhepatanoids can be rightly termed as nutraceuticals. This review summarizes the wide range of pharmacological activities of diarylhepatanoids and nutraceutical formulations, with relevance to human health.

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Mistletonone, a Novel Antioxidative Diarylheptanoid from the Branches and Leaves of Viscum coloratum

Cited by 15 publications

References 5 publications

Flavanone and Diphenylpropane Glycosides and Glycosidic Acyl Esters from Viscum articulatum

Flavanone and Diphenylpropane Glycosides and Glycosidic Acyl Esters from Viscum articulatum

Diarylheptanoid Phytoestrogens Isolated from the Medicinal Plant Curcuma comosa : Biologic Actions in Vitro and in Vivo Indicate Estrogen Receptor–Dependent Mechanisms

Diarylheptanoids as nutraceutical: A review

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