cis-Ampelopsin E, a Stilbene Isolated from the Seeds of Paeonia suffruticosa, Inhibits Lipopolysaccharide-Stimulated Nitric Oxide Production in RAW 264.7 Macrophages via Blockade of Nuclear Factor-Kappa B Signaling Pathway

Cai, Tiange; Cai, Yu-Dong

doi:10.1248/bpb.34.1501

Cited by 11 publications

(6 citation statements)

References 25 publications

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“…Stilbenes have aroused great interest due to their antitumor, anti-steroidal, anti-mutagenic, anti-oxidative, anti-malarial, and anti-inflammatory bioactivities (10)(11)(12)(13)(14)(15)(16). One well-known example of the stilbenes is resveratrol, and its antitumor activity has been intensively studied.…”

Section: Introductionmentioning

confidence: 99%

In vitro antitumor effects of two novel oligostilbenes, cis- and trans-suffruticosol D, isolated from Paeonia suffruticosa seeds

Almosnid

Gao

et al. 2015

International Journal of Oncology

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Abstract. Naturally derived stilbenes have been shown to elicit cytotoxic, anti-steroidal, anti-mutagenic, anti-oxidative, anti-inflammatory, and antitumor bioactivities. Previous phytochemical studies revealed that the seeds of Paeonia suffruticosa are rich in natural stilbenes. In this study the antitumor effects and mechanism of action of the oligostilbene isomers, cis-and trans-suffruticosol D, isolated from the seeds of P. suffruticosa were examined. cis-and transsuffruticosol D exhibited remarkable cytotoxicity against the human cancer cell lines A549 (lung), BT20 (breast), MCF-7 (breast), and U2OS (osteosarcoma), but showed significantly less toxicity to the normal human cell lines HMEC (breast) and HPL1A (lung). We also demonstrated that cis-and transsuffruticosol D exerted their antitumor effects by provoking oxidative stress, stimulating apoptosis, decreasing the mitochondrial membrane potential, inhibiting cell motility, and blocking the NF-κB pathway in human lung cancer cells. In addition, we evaluated their respective bioefficacy and found that trans-suffruticosol D is more potent than cissuffruticosol D. Collectively, our results suggest that cis-and trans-suffruticosol D could be promising chemotherapeutic agents against cancer. IntroductionCurrent cancer medications are costly and often cause serious side effects. The US National Cancer Institute began investigating antitumor plant extracts in the 1960s, and the premise that natural compounds obtained from therapeutic plants could produce anticancer medications has henceforth been of great research interest. Traditional Chinese medicines (TCMs) using dried plants or plant extracts have provided low cost diet and pharmaceutical therapies for thousands of years and experimental and clinical studies have proven that >400 plant species used in TCMs as anticancer herbal medications are significantly effective in the prevention or treatment of various cancers (1-4). However, much work remains to be done to determine the effectiveness of the individual compounds present in the TCMs.Paeonia suffruticosa, or Paeoniaceae, is a widely utilized Chinese medicinal plant within the Paeonia genus. This genus comprises ~35 species that are classified into three groups: Oneapia, Paeonia, and Moutan (5). The Cortex Moutan (root cortex) of Paeonia has been recorded by China's Pharmacopoeia as a significant source of herbal medicine (6). Extracts of Paeonia have been shown to possess cytotoxic, antitumor, anti-inflammatory and anti-oxidative activities (5). Previous photochemical research on Paeonia identified >260 bioactive compounds, including phenols, monoterpenoidglucosides, paeonols, flavonoids, tannins, steroids, triterpenoids and stilbenes (7). A more recent study showed that the seeds of Paeonia contain considerable quantities of stilbenes compared to the other compounds (7,8).Stilbenes are a class of polyphenols widely found in plants that contain a 1.2-diphenylethylene nucleus in their structure (9). Stilbenes have aroused great interest due to their antit...

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Section: Introductionmentioning

confidence: 99%

In vitro antitumor effects of two novel oligostilbenes, cis- and trans-suffruticosol D, isolated from Paeonia suffruticosa seeds

Almosnid

Gao

et al. 2015

International Journal of Oncology

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“…During breast cancer metastasis, EMT induces MMPs production, which in turn facilitates the process of cell migration and invasion. Previous studies reported that ampelopsin was able to suppress EMT by upregulating genes encoded for cyclooxygenase II which had central role in tumorigenesis via the NF-κB signalling pathway [111,134]. In addition, MMPs are enzymes with proteolytic activity to degrade ECM proteins such as collagen and gelatin [135,136].…”

Section: Discussionmentioning

confidence: 99%

Ampelopsin E Reduces the Invasiveness of the Triple Negative Breast Cancer Cell Line, MDA-MB-231

et al. 2019

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Breast cancer is the most common and the second leading cause of cancer-related deaths in women. It has two distinctive hallmarks: rapid abnormal growth and the ability to invade and metastasize. During metastasis, cancer cells are thought to form actin-rich protrusions, called invadopodia, which degrade the extracellular matrix. Current breast cancer treatments, particularly chemotherapy, comes with adverse effects like immunosuppression, resistance development and secondary tumour formation. Hence, naturally-occurring molecules claimed to be less toxic are being studied as new drug candidates. Ampelopsin E, a natural oligostilbene extracted from Dryobalanops species, has exhibited various pharmacological properties, including anticancer and anti-inflammatory activities. However, there is yet no scientific evidence of the effects of ampelopsin E towards metastasis. Scratch assay, transwell migration and invasion assays, invadopodia and gelatin degradation assays, and ELISA were used to determine the effects of ampelopsin E towards the invasiveness of MDA-MB-231 cells. Strikingly in this study, ampelopsin E was able to halt migration, transmigration and invasion in MDA-MB-231 cells by reducing formation of invadopodia and its degradation capability through significant reduction (p < 0.05) in expression levels of PDGF, MMP2, MMP9 and MMP14. In conclusion, ampelopsin E reduced the invasiveness of MDA-MB-231 cells and was proven to be a potential alternative in treating TNBC.

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“…cis-ampelopsin E inhibited LPS-induced inhibitor kinase (IKKα/β) phosphorylation, cyclooxygenase-2 (COX-2) expression, cPLA2 activation and prostaglandin E2 (PGE2) production. Additionally, degradation of IκBα was prevented and upregulation of NF-κB transcriptional activity was inhibited via reduction of translocation of transcription factor p65 into the nucleus [57]. Cell cycle arrest has been cited as mechanism of anticancer effect of several oligostilbenes [47].…”

Section: Phar Macological Effect and Ther Apeutic Potential Of Oligosmentioning

confidence: 99%

Therapeutic Potential of Plant-Derived Oligostilbenes and Stilbene Glycosides

Majee¹,

Ash

Avlani

et al. 2020

Int J Curr Pharm Sci

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Stilbenoids constitute a major class of plant-derived secondary metabolites occurring in abundance across several families and are well-known for their nutritional and health-promoting benefits. Several investigations have established their therapeutic potential in the management of different types of cancer, neuroinflammation, arthritis, disorders in lipid metabolism, microbial infection etc. Studies on resveratrol monomer, oxyresveratrol, their synthetic analogs, piceatannol, pterostilbene can be found in the literature. But a collective and comprehensive review on chemistry, pharmacological effects, structure-activity relationship and pharmacokinetics of plant-derived oligostilbenes and stilbene glycosides is missing. These phytochemicals are generally characterised by poor oral bioavailability due to extensive first-pass metabolism and conjugation. The present chapter aims to fill up these lacunae and also focuses on further studies that can be performed in the future to translate these immensely potential secondary metabolites into human clinical setting from cell culture and animal studies at the preclinical level for effective therapeutic intervention of various pathological conditions.

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cis-Ampelopsin E, a Stilbene Isolated from the Seeds of Paeonia suffruticosa, Inhibits Lipopolysaccharide-Stimulated Nitric Oxide Production in RAW 264.7 Macrophages via Blockade of Nuclear Factor-Kappa B Signaling Pathway

Cited by 11 publications

References 25 publications

In vitro antitumor effects of two novel oligostilbenes, cis- and trans-suffruticosol D, isolated from Paeonia suffruticosa seeds

In vitro antitumor effects of two novel oligostilbenes, cis- and trans-suffruticosol D, isolated from Paeonia suffruticosa seeds

Ampelopsin E Reduces the Invasiveness of the Triple Negative Breast Cancer Cell Line, MDA-MB-231

Therapeutic Potential of Plant-Derived Oligostilbenes and Stilbene Glycosides

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