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Journal ArticleDOI

Estrogenic terpenes and terpenoids: Pathways, functions and applications.

15 Nov 2017-European Journal of Pharmacology (Eur J Pharmacol)-Vol. 815, pp 405-415
TL;DR: Applications of estrogenic terpenes and terpenoids are categorized into cancer treatment and prevention, cardioprotection, endocrine toxicity/reproductive dysfunction, food/supplement/traditional medicine, immunology/inflammation, menopausal syndromes and neuroprotection, where their benefits are discussed based on their availability, stability and variations.
About: This article is published in European Journal of Pharmacology.The article was published on 2017-11-15. It has received 55 citations till now. The article focuses on the topics: Terpene & Terpenoid.
Citations
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Journal ArticleDOI
TL;DR: In this article, the efficacy of seven predominant wine terpenoids (i.e. α-pinene, limonene, myrcene, geraniol, linalool, nerol, and terpineol) against foodborne pathogenic bac...
Abstract: This study aimed to determine the efficacy of seven predominant wine terpenoids (i.e. α-pinene, limonene, myrcene, geraniol, linalool, nerol, and terpineol) against foodborne pathogenic bac...

110 citations


Cites background from "Estrogenic terpenes and terpenoids:..."

  • ...The terpenoids have also application to cancer treatment, prevention, cardioprotection, endocrine toxicity/ reproductive dysfunction, food supplement, traditional medicine, immunology, inflammation, menopausal syndromes, and neuroprotection.([7])...

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Journal ArticleDOI
TL;DR: The molecular mechanisms of estrogen actions induced by ginger constituents and related applications, such as the chemoprevention of cancers, and the improvement of menopausal syndromes, osteoporosis, endometriosis, prostatic hyperplasia, polycystic ovary syndrome and Alzheimer's disease, were summarized by a comprehensive search of references.
Abstract: Ginger (Zingiber officinale Roscoe) has been used as a food, spice, supplement and flavoring agent and in traditional medicines due to its beneficial characteristics such as pungency, aroma, nutrients and pharmacological activity. Ginger and ginger extracts were reported to have numerous effects, such as those on diabetes and metabolic syndrome, cholesterol levels and lipid metabolism, and inflammation, revealed by epidemiological studies. To understand the beneficial characteristics of ginger, especially its physiological and pharmacological activities at the molecular level, the biological effects of ginger constituents, such as monoterpenes (cineole, citral, limonene and α/β-pinenes), sesquiterpenes (β-elemene, farnesene and zerumbone), phenolics (gingerols, [6]-shogaol, [6]-paradol and zingerone) and diarylheptanoids (curcumin), and the associated signaling pathways are summarized. Ginger constituents are involved in biological activities, such as apoptosis, cell cycle/DNA damage, chromatin/epigenetic regulation, cytoskeletal regulation and adhesion, immunology and inflammation, and neuroscience, and exert their effects through specific signaling pathways associated with cell functions/mechanisms such as autophagy, cellular metabolism, mitogen-activated protein kinase and other signaling, and development/differentiation. Estrogens, such as phytoestrogens, are one of the most important bioactive materials in nature, and the molecular mechanisms of estrogen actions and the assays to detect them have been discussed. The molecular mechanisms of estrogen actions induced by ginger constituents and related applications, such as the chemoprevention of cancers, and the improvement of menopausal syndromes, osteoporosis, endometriosis, prostatic hyperplasia, polycystic ovary syndrome and Alzheimer's disease, were summarized by a comprehensive search of references to understand more about their health benefits and associated health risks.

99 citations

Journal ArticleDOI
TL;DR: The application of ILs to rich the extraction of critical bioactive constituents that were reported possessing multiple therapeutic effects or pharmacological activities, from medicinal plants are described to further reduce the environmental damage caused by large quantity of organic chemical reagents.
Abstract: In the past few years, the application of ionic liquids (ILs) had attracted more attention of the researchers. Many studies focused on extracting active components from traditional herbals using ILs as alternative solvents so as to address the issue caused by the traditional methods for extraction of natural products (NPs) with organic chemical reagents. Through the summary of reported research work, an overview was presented for the application of ILs or IL-based materials in the extraction of NPs, including flavonoids, alkaloids, terpenoids, phenylpropanoids and so on. Here, we mainly describe the application of ILs to rich the extraction of critical bioactive constituents that were reported possessing multiple therapeutic effects or pharmacological activities, from medicinal plants. This review could shed some light on the wide use of ILs in the field of natural products chemistry to further reduce the environmental damage caused by large quantity of organic chemical reagents.

67 citations

Journal ArticleDOI
TL;DR: In this paper, the main components of the essential oil obtained from hydrodistillation were beta pinene, alpha pinene and myristicin, 4-terpineol, and gamma terpinene.

46 citations

Journal ArticleDOI
TL;DR: The effects of monoterpenes on autophagy and its relationship with therapeutic impacts of monoterspenes are discussed in the present MiniReview.
Abstract: From the beginning of the 21st century, much attention has been made towards the medicinal herbs due to their low side effects and valuable biological activities. Among them, terpenes comprise a large group of naturally occurring chemical compounds that are considered as main components of flavours, antifeedants and pheromones. Monoterpenes have demonstrated a favourable profile as compounds that have antioxidant, anti-inflammatory, anti-diabetic, hepatoprotective and anti-tumour activities. On the other hand, autophagy is a 'self-digestion' mechanism which plays a remarkable role in a number of pathological conditions such as cancer, ageing, metabolic disorders and infection. Also, autophagy is considered as a stress adaptor that may lead to apoptotic cell death under severe and sustained stress. Autophagy modulation is a promising strategy in cancer treatment, and a variety of drugs have been designed in line with this strategy. In the present MiniReview, we discuss the effects of monoterpenes on autophagy and its relationship with therapeutic impacts of monoterpenes.

44 citations

References
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Book
12 May 2011
TL;DR: Williams textbook of endocrinology / , Williams textbooks of endocrineology /, کتابخانه دیجیتال جندی اهواز
Abstract: Williams textbook of endocrinology , Williams textbook of endocrinology , کتابخانه الکترونیک و دیجیتال - آذرسا

3,599 citations


"Estrogenic terpenes and terpenoids:..." refers background in this paper

  • ...Estrogen acts as an important hormone that moderates and regulates cell functions, such as growth, proliferation and apoptosis, and contributes to the maintenance and control of physiology, and behavior of humans and animals (Melmed et al., 2016)....

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  • ...Estrogen acts as an important hormone that moderates and reg- ulates cell functions, such as growth, proliferation and apoptosis, and contributes to the maintenance and control of physiology, and behavior of humans and animals (Melmed et al., 2016)....

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Journal ArticleDOI
TL;DR: Many bioactive compounds are extranutritional constituents that typically occur in small quantities in foods and are grouped accordingly as phenolic compounds, including their subcategory, flavonoids as discussed by the authors.

2,091 citations

Journal ArticleDOI
TL;DR: The findings indicate that UV screens should be tested for endocrine activity, in view of possible long-term effects in humans and wildlife.
Abstract: Ultraviolet (UV) screens are increasingly used as a result of growing concern about UV radiation and skin cancer; they are also added to cosmetics and other products for light stability Recent data on bioaccumulation in wildlife and humans point to a need for in-depth analyses of systemic toxicology, in particular with respect to reproduction and ontogeny We examined six frequently used UVA and UVB screens for estrogenicity in vitro and in vivo In MCF-7 breast cancer cells, five out of six chemicals, that is, benzophenone-3 (Bp-3), homosalate (HMS), 4-methyl-benzylidene camphor (4-MBC), octyl-methoxycinnamate (OMC), and octyl-dimethyl-PABA (OD-PABA), increased cell proliferation with median effective concentrations (EC(50)) values between 156 and 373 microM, whereas butyl-methoxydibenzoylmethane (B-MDM) was inactive Further evidence for estrogenic activity was the induction of pS2 protein in MCF-7 cells and the blockade of the proliferative effect of 4-MBC by the estrogen antagonist ICI 182,780 In the uterotrophic assay using immature Long-Evans rats that received the chemicals for 4 days in powdered feed, uterine weight was dose-dependently increased by 4-MBC (ED(50 )309mg/kg/day), OMC (ED(50) 935 mg/kg/day), and weakly by Bp-3 (active at 1,525 mg/kg/day) Three compounds were inactive by the oral route in the doses tested Dermal application of 4-MBC to immature hairless (hr/hr) rats also increased uterine weight at concentrations of 5 and 75% in olive oil Our findings indicate that UV screens should be tested for endocrine activity, in view of possible long-term effects in humans and wildlife

759 citations


"Estrogenic terpenes and terpenoids:..." refers background in this paper

  • ...3-Benzylidene camphor (E) ERβ/Skin cancer Schlumpf et al. (2001) (A, C, P)...

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  • ...…in vivo and in vitro assays for estrogenic activity presumably due to their ability to bind to ERs (preferentially to ERβ), although the possibility of metabolite activation or involvement of other receptors cannot not be excluded (Schlumpf et al., 2001; Tinwell et al., 2002; Klann et al., 2005)....

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  • ...estrogenic according to in vivo and in vitro assays for estrogenic activity presumably due to their ability to bind to ERs (preferentially to ERβ), although the possibility of metabolite activation or involvement of other receptors cannot not be excluded (Schlumpf et al., 2001; Tinwell et al., 2002; Klann et al., 2005)....

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Journal ArticleDOI
TL;DR: A hitherto unrecognized cross‐talk between ovarian hormones could be crucial for their growth‐promoting effects on cancer cells, as shown in progestins and T47D cell proliferation.
Abstract: The molecular mechanisms by which ovarian hormones stimulate growth of breast tumors are unclear. It has been reported previously that estrogens activate the signal‐transducing Src/p21 ras /Erk pathway in human breast cancer cells via an interaction of estrogen receptor (ER) with c‐Src. We now show that progestins stimulate human breast cancer T47D cell proliferation and induce a similar rapid and transient activation of the pathway which, surprisingly, is blocked not only by anti‐progestins but also by anti‐estrogens. In Cos‐7 cells transfected with the B isoform of progesterone receptor (PR B ), progestin activation of the MAP kinase pathway depends on co‐transfection of ER. A transcriptionally inactive PR B mutant also activates the signaling pathway, demonstrating that this activity is independent of transcriptional effects. PR B does not interact with c‐Src but associates via the N‐terminal 168 amino acids with ER. This association is required for the signaling pathway activation by progestins. We propose that ER transmits to the Src/p21 ras /Erk pathway signals received from the agonist‐activated PR B . These findings reveal a hitherto unrecognized cross‐talk between ovarian hormones which could be crucial for their growth‐promoting effects on cancer cells.

611 citations


"Estrogenic terpenes and terpenoids:..." refers background in this paper

  • ..., 2005) and affect breast cancer prognosis (Migliaccio et al., 1998; Ballaré et al., 2006)....

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  • ...Progestin (PR agonist) PR:ER/Src/Ras/ERK/Breast cancer B Migliaccio et al. (1998) (P)...

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  • ...…agonist) binds to PR and modulates estrogen signaling pathways, such as Src/Ras/ERK and ERK/PI3K/Akt pathways, by receptor crosstalk, and was reported to contribute to reproductive regulation (Vallejo et al., 2005) and affect breast cancer prognosis (Migliaccio et al., 1998; Ballaré et al., 2006)....

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Journal ArticleDOI
TL;DR: Successful cancer therapy with retinoids is likely to require combination therapy with drugs that regulate the epigenome, such as DNA methyltransferase and histone deacetylase inhibitors, as well as classical chemotherapeutic agents.
Abstract: Retinoids (i.e., vitamin A, all-trans retinoic acid, and related signaling molecules) induce the differentiation of various types of stem cells. Nuclear retinoic acid receptors mediate most but not all of the effects of retinoids. Retinoid signaling is often compromised early in carcinogenesis, which suggests that a reduction in retinoid signaling may be required for tumor development. Retinoids interact with other signaling pathways, including estrogen signaling in breast cancer. Retinoids are used to treat cancer, in part because of their ability to induce differentiation and arrest proliferation. Delivery of retinoids to patients is challenging because of the rapid metabolism of some retinoids and because epigenetic changes can render cells retinoid resistant. Successful cancer therapy with retinoids is likely to require combination therapy with drugs that regulate the epigenome, such as DNA methyltransferase and histone deacetylase inhibitors, as well as classical chemotherapeutic agents. Thus, retino...

509 citations


"Estrogenic terpenes and terpenoids:..." refers background in this paper

  • ...Retinoids (A) ER/Cancer treatment Tang and Gudas (2011) (review)...

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  • ...Thus, retinoids have been studied as modulators of cancer-related signaling for prevention and treatment of breast, cervical and other hormone-related cancers (Dragnev et al., 2000; Gariglio et al., 2009; Tang and Gudas, 2011)....

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  • ...Retinoids (vitamin A/retinol, retinal, retinoic acid and their derivatives) are cyclophytane diterpenes, and their structure consists of a cyclic end group (a β-ionone ring), a polyene side chain and a polar end group (Tang and Gudas, 2011)....

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