ArticleEnvironmental health perspectives2009
Diarylheptanoid phytoestrogens isolated from the medicinal plant Curcuma comosa: biologic actions in vitro and in vivo indicate estrogen receptor-dependent mechanisms.
Article in Environmental health perspectives, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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31 citing papers in PubMed, 76 citations in OpenAlex.
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- Unveiling the anticancer potential of Curcuma amada rhizome extract against prostate cancer through computational and experimental approaches.Scientific reports · 2025Article
- Postnatal Ovarian Transdifferentiation in the Absence of Estrogen Receptor Signaling Is Dependent on Genetic Background.Endocrinology · 2024Article
- Article
- Improving hematopoietic differentiation from human induced pluripotent stem cells by the modulation of Hippo signaling with a diarylheptanoid derivative.Stem cell research & therapy · 2024Article
- Differential Strain-dependent Ovarian and Metabolic Responses in a Mouse Model of PCOS.Endocrinology · 2023Article
- Formulation and In Vitro Evaluation of Mucoadhesive Sustained Release Gels of Phytoestrogen Diarylheptanoids fromPharmaceutics · 2023Article
- Enhancing Erythropoiesis by a Phytoestrogen Diarylheptanoid fromBiomedicines · 2022Article
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- ASPP 092, a phenolic diarylheptanoid fromSaudi journal of biological sciences · 2021Article
- Unique Sensitivity of Uterine Tissue and the Immune System for Endometriotic Lesion Formation.Frontiers in physiology · 2021Article
- Diarylheptanoids as nutraceutical: A review.Biocatalysis and agricultural biotechnology · 2019Review
- Early Endometriosis in Females Is Directed by Immune-Mediated Estrogen Receptor α and IL-6 Cross-Talk.Endocrinology · 2018Article
- Evaluation of Estrogenic Activity of Extract from the Herbal MixtureToxicological research · 2017Article
- Expression of Human NSAID Activated Gene 1 in Mice Leads to Altered Mammary Gland Differentiation and Impaired Lactation.PloS one · 2016Article
- Development of phenotypic and transcriptional biomarkers to evaluate relative activity of potentially estrogenic chemicals in ovariectomized mice.Environmental health perspectives · 2015Article
- Estrogen receptors alpha (ERα) and beta (ERβ): subtype-selective ligands and clinical potential.Steroids · 2014Review
- Research resource: comparison of gene profiles from wild-type ERα and ERα hinge region mutants.Molecular endocrinology (Baltimore, Md.) · 2014Article
- Novel DNA motif binding activity observed in vivo with an estrogen receptor α mutant mouse.Molecular endocrinology (Baltimore, Md.) · 2014Article
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Authors and funding
7 authors at 3 institutions in 2 countries.
Funding
Abstract
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) beta or different ERalpha functional receptor mutants and the Vit-ERE-TATA-Luc reporter gene, all diarylheptanoids induced transcription through a ligand-dependent human ERalpha-ERE-driven pathway, which was abolished with ICI 182,780 (ER antagonist), whereas only D2 was active with ERbeta. An ERalpha mutant lacking the functional AF2 (activation function 2) region was not responsive to 17beta-estradiol (E(2)) or to any of the diarylheptanoids, whereas ERalpha 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 E(2), 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 ERalpha selective, specifically requiring AF2 function, and involves direct binding via ER as well as ERE-independent gene regulation.
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