Caffeic Acid Phenethyl Ester from the Twigs of <i>Cinnamomum cassia</i> Inhibits Malignant Cell Transformation by Inducing c-Fos Degradation

Shin, Seung Ho; Lee, Seoung Rak; Lee, Eunjung; Kim, Ki Hyun; Byun, Sun‐Sig

doi:10.1021/acs.jnatprod.7b00433

Cited by 21 publications

(15 citation statements)

References 54 publications

(81 reference statements)

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“…Moreover, ACR could also induce apoptosis in cancer cells (human colorectal cancer cells and human colorectal cancer cells) through ROS‐dependent activation of NF‐κB and activating transcription factor 3 (ATF3) . In an interesting study, caffeic acid phenethyl ester (CAPE, 1 μ m ) isolated from Cinnamomi ramulus had significant antitumour effects against malignant cell transformation in JB6 P + cells induced by epidermal growth factor (EGF) and 12‐ O ‐tetradecanoyl‐phorbol 13‐acetate (TPA) via reduction of AP‐1 and c‐Fos …”

Section: Methodsmentioning

confidence: 99%

The traditional uses, phytochemistry, pharmacology and toxicology of Cinnamomi ramulus: a review

Liu

Zhang

et al. 2019

Journal of Pharmacy and Pharmacology

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Objectives Cinnamomi ramulus (called Guizhi in Chinese) is a traditional medicine used to treat gastrointestinal dysfunction, cancer, arthritis, osteoporosis, spleen deficiency, Alzheimer's disease and obesity. This review aimed to provide a systematic summary on the geographical distribution, botany, traditional application, phytochemistry, pharmacology, pharmacokinetics, toxicology and other aspects of Cinnamomi ramulus. Key finding So far, more than 121 chemical compounds have been isolated from Cinnamomi ramulus, including volatile oil, organic acids, triterpenoid saponins, coumarins, tannins, flavonoids and flavonoid glycosides, steroids and polysaccharides. This paper reviews the pharmacological effects of Cinnamomi ramulus on antibacterial, anti-inflammatory, antiviral, antitumour, antipyretic and analgesic, antidiabetic and antiplatelet aggregation effects. Furthermore, the present review also indicates that Cinnamomi ramulus has the potential to develop into drugs for treating various diseases with high efficacy and low toxicity. Summary The convictive evidence from modern pharmacology research supports the traditional application of Cinnamomi ramulus. However, further studies on the structure-activity relationship of some of the isolated compounds may improve their biological potency. More toxicological studies will also contribute to the progress of clinical trial studies.

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Section: Methodsmentioning

confidence: 99%

The traditional uses, phytochemistry, pharmacology and toxicology of Cinnamomi ramulus: a review

Liu

Zhang

et al. 2019

Journal of Pharmacy and Pharmacology

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“…The effect of samples against epidermal growth factor (EGF)- or TPA-induced cell transformation was examined as described before [20]. An agar mixture was made with basal medium eagle (Sigma-Aldrich, St. Louis, MO, USA), 10% FBS, glutamine, gentamicin, PBS, and agar.…”

Section: Methodsmentioning

confidence: 99%

Dihydrocapsaicin Inhibits Epithelial Cell Transformation through Targeting Amino Acid Signaling and c-Fos Expression

Kim

Jang

et al. 2019

Nutrients

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Chili peppers are one of the most widely consumed spices worldwide. However, research on the health benefits of chili peppers and some of its constituents has raised controversy as to whether chili pepper compounds possess cancer-promoting or cancer-preventive effects. While ample studies have been carried out to examine the effect of capsaicin in carcinogenesis, the chemopreventive effect of other major components in chili pepper, including dihydrocapsaicin, capsiate, and capsanthin, is relatively unclear. Herein, we investigated the inhibitory effect of chili pepper components on malignant cell transformation. Among the tested chili pepper compounds, dihydrocapsaicin displayed the strongest inhibitory activity against epidermal growth factor (EGF)-induced neoplastic transformation. Dihydrocapsaicin specifically suppressed EGF-induced phosphorylations of the p70S6K1-S6 pathway and the expression of c-Fos. A reduction in c-Fos levels by dihydrocapsaicin led to a concomitant downregulation of AP-1 activation. Further analysis of the molecular mechanism responsible for the dihydrocapsaicin-mediated decrease in phospho-p70S6K1, revealed that dihydrocapsaicin can block amino acid-dependent mechanistic targets of rapamycin complex 1 (mTORC1)-p70S6K1-S6 signal activation. Additionally, dihydrocapsaicin was able to selectively augment amino acid deprivation-induced cell death in mTORC1-hyperactive cells. Collectively, dihydrocapsaicin exerted chemopreventive effects through inhibiting amino acid signaling and c-Fos pathways and, thus, might be a promising cancer preventive natural agent.

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“…As an endeavor to explore structurally and/or biologically active new constituents from Korean medicinal plants [14,15,16,17,18], a phytochemical investigation was performed on the bark of A. tegmentosum , which led to the isolation of one new phenolic compound ( 1 ) with a 1,4-benzodioxane scaffold, as well as nine known phenolic compounds ( 2 – 10 ) from the aqueous extracts of the bark. The planar structure of the new compound ( 1 ) was elucidated through analysis of 1D and 2D { 1 H- 1 H correlation spectroscopy (COSY), heteronuclear single-quantum correlation spectroscopy (HSQC), and heteronuclear multiple-bond correlation spectroscopy (HMBC)} NMR data and LC/MS analysis.…”

Section: Introductionmentioning

confidence: 99%

Isoamericanoic Acid B from Acer tegmentosum as a Potential Phytoestrogen

et al. 2018

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Phytoestrogens derived from plants have attracted the attention of the general public and the medical community due to their potentially beneficial role in relieving menopausal symptoms. The deciduous tree Acer tegmentosum Maxim (Aceraceae) has long been utilized in Korean folk medicine to alleviate many physiological disorders, including abscesses, surgical bleeding, and liver diseases. In order to explore structurally and/or biologically new constituents from Korean medicinal plants, a comprehensive phytochemical study was carried out on the bark of A. tegmentosum. One new phenolic compound with a 1,4-benzodioxane scaffold, isoamericanoic acid B (1), as well as with nine known phenolic compounds (2–10), were successfully isolated from the aqueous extracts of the bark of A. tegmentosum. A detailed analysis using 1D and 2D NMR spectroscopy, electronic circular dichroism (ECD) spectral data, and LC/MS afforded the unambiguous structural determination of all isolated compounds, including the new compound 1. In addition, compounds 2, 4, 5, and 9 were isolated and identified from the bark of A. tegmentosum for the first time. All isolated compounds were tested for their estrogenic activities using an MCF-7 BUS cell proliferation assay, which revealed that compounds 1, 2, and 10 showed moderate estrogenic activity. To study the mechanism of this estrogenic effect, a docking simulation of compound 1, which showed the best estrogenic activity, was conducted with estrogen receptor (ER) -α and ER-β, which revealed that it interacts with the key residues of ER-α and ER-β. In addition, compound 1 had slightly higher affinity for ER-β than ER-α in the calculated Gibbs free energy for 1:ER-α and 1:ER-β. Thus, the present experimental evidence demonstrated that active compound 1 from A. tegmentosum could be a promising phytoestrogen for the development of natural estrogen supplements.

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Caffeic Acid Phenethyl Ester from the Twigs of Cinnamomum cassia Inhibits Malignant Cell Transformation by Inducing c-Fos Degradation

Cited by 21 publications

References 54 publications

The traditional uses, phytochemistry, pharmacology and toxicology of Cinnamomi ramulus: a review

The traditional uses, phytochemistry, pharmacology and toxicology of Cinnamomi ramulus: a review

Dihydrocapsaicin Inhibits Epithelial Cell Transformation through Targeting Amino Acid Signaling and c-Fos Expression

Isoamericanoic Acid B from Acer tegmentosum as a Potential Phytoestrogen

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