A New Class of Phytoestrogens

Fokialakis, Nikolas; Lambrinidis, George; Mitsiou, Dimitra J.; Aligiannis, Nektarios; Mitakou, Sofia; Skaltsounis, Alexios‐Léandros; Pratsinis, Harris; Mikros, Emmanuel; Alexis, Μichael N.

doi:10.1016/j.chembiol.2004.02.014

Cited by 71 publications

(40 citation statements)

References 37 publications

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“…24 h after plating, the cells were exposed to test compounds in the absence or presence of 0.1 or 1 nM estradiol and/or 1 mM ICI182,780 for 72 h and compound effects on AlkP activity were assessed as already described [23]. Cells exposed only to vehicle, estradiol and/or ICI182,780 served as controls.…”

Section: Assessment Of Alkaline Phosphatase Expression In Ishikawa Cellsmentioning

confidence: 99%

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Tchoumtchoua

Makropoulou

Ateba

et al. 2016

The Journal of Steroid Biochemistry and Molecular Biology

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Section: Assessment Of Alkaline Phosphatase Expression In Ishikawa Cellsmentioning

confidence: 99%

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Tchoumtchoua

Makropoulou

Ateba

et al. 2016

The Journal of Steroid Biochemistry and Molecular Biology

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“…Deoxybenzoins, intermediates in the synthesis of isoflavones, are also found in several plants and marine plants, [14,15] and their structural similarities with isoflavone led us to be interested in studying their biological activity, similar to that of isoflavone. The hypothesis is supported by the fact that deoxybenzoin derivatives exhibit similar biological effects including antimicrobial, [16] estrogenic, [17] and FabH inhibitory activity. [18] Among the deoxybenzoins in previous reports, many compounds with the oxime group displayed potent biological activities and low toxicity, [19] some of them have been used as clinical medical agents and some kinds of oximes were reported to show immunosuppressive properties.…”

Section: Introductionmentioning

confidence: 81%

Design, Synthesis, and Immunosuppressive Activity of New Deoxybenzoin Derivatives

Luo

Song

et al. 2010

ChemMedChem

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In the search for potential immunosuppressive agents with high efficacy and low toxicity, a series of new deoxybenzoins were synthesized and evaluated for their cytotoxicity and immunosuppressive activity. Among the synthesized compounds, four deoxybenzoin oximes (compounds 31, 32, 37, and 38) exhibited lower cytotoxicity and higher inhibitory activity toward anti-CD3/anti-CD28 co-stimulated T-cell proliferation than other compounds. More significantly, compound 31 is >100-fold less cytotoxic than cyclosporine A (CsA) and is also more potent (31: SI>684.64, CsA: SI=235.44). The preliminary inhibition mechanism of compound 31 was also identified by flow cytometry, and this compound exerts immunosuppressive activity by inducing apoptosis in activated lymph node cells in a dose-dependent manner. In addition, the mechanism of apoptosis was detected by western blot analysis.

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“…In previous studies, estradiol itself has been reported to have a lower affinity to ERb than to ERa. [37][38][39] Thus, it could be viewed that xanthorrhizol might have a higher affinity for ERa because it stimulated luciferase expression in a dose-dependent manner and reached the same level of luciferase signal produced by 5 mM estradiol at a concentration of 10 mM (Fig. 3A).…”

Section: Discussionmentioning

confidence: 99%

Estrogenic Activity of Xanthorrhizol Isolated from Curcuma xanthorrhiza ROXB.

Anggakusuma

Yanti

Lee

et al. 2009

Biological & Pharmaceutical Bulletin

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Plant-derived estrogenic compounds, known as phytoestrogens, have drawn attention due to their potential therapeutic use. From epidemiologic data, Asian people, who frequently consume phytoestrogen-rich diets such as soybean, have been found to have a lower rate of osteoporotic fractures, cardiovascular diseases, postmenopausal symptoms (PMS), and certain cancers than Western populations.1) These health advantages are notably decreased when Asians adopt a Western lifestyle and eating habits. In other studies, phytoestrogens have been thought to show beneficial effects in cardiovascular and Alzheimer treatments. [2][3][4][5] Research involving phytoestrogens found largely in legumes, seeds, fruits, and vegetables has been extensively conducted. [6][7][8][9] Red clover, the first plant known for its estrogenic activities, contains high amounts of formononetin and biochanin A. 10) Both compounds were found to interact with estrogen receptors (ERs) due to their structural similarity to 17b-estradiol.11) Currently, there are four groups of phenolic compounds classified as phytoestrogens: isoflavones, stilbenes, coumestans, and lignans.11) Based on current findings revealing several new phytoestrogen candidates, it is believed that other, yet unknown compounds might possess estrogen-like activities with beneficial therapeutic potential. [12][13][14] Sesquiterpenoid xanthorrhizol, a major bioactive compound isolated from Curcuma xanthorrhiza ROXB. commonly known as Javanese turmeric, has often been cited for its great potential in food and medical applications. Xanthorrhizol has been shown to exert antioxidant, 15,16) anti-inflammatory, 16,17) antibacterial, 18) neuroprotective, 19) nephroprotective, 20) and hepatoprotective activity. 21,22) Furthermore, xanthorrhizol has been shown to have efficacy as a tumor chemopreventive agent. Xanthorrhizol was shown to suppress 12-O-tetradecanoylphorbol-13-acetate (TPA)-stimulated tumor promotion in mouse skin cells 22) and attenuate lung metastasis in an in vivo model. 23) In HeLa cervical cancer cells, p53 and bax-dependent apoptosis were stimulated with xanthorrhizol treatment 24) while in MCF-7 breast cancer cells apoptosis was modulated through bcl-2, p53, and poly(ADP-ribose)polymerase-1 (PARP-1). 25) In another study using HepG2 hepatoma cells, xanthorrhizol induced the cells to undergo apoptosis via the mitochondrial pathway.26) In addition, it has been reported that the combination of xanthorrhizol and curcumin promoted apoptosis in MDA-MB-231 breast cancer cells. 27)In the present study, using the Gal4/ERs ligand-binding transactivation assay, we examined whether xanthorrhizol might possess an estrogenic activity. It was hoped that this assay would provide further information regarding xanthorrhizol and its benefit as a phytoestrogen. The assay was conducted in transiently-transfected ER-negative COS-7 cells using both subtypes of ERs, ERa and ERb, and ligand binding domains (LBD). To determine if xanthorrhizol could induce endogenous ER-estrogen response element (ERE)...

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A New Class of Phytoestrogens

Cited by 71 publications

References 37 publications

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Design, Synthesis, and Immunosuppressive Activity of New Deoxybenzoin Derivatives

Estrogenic Activity of Xanthorrhizol Isolated from Curcuma xanthorrhiza ROXB.

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