Simultaneous separation of six pure polymethoxyflavones from sweet orange peel extract by high performance counter current chromatography

Xu, Yin; Lv, Xiaojian; Yang, Guliang; Zhan, Jianfeng; Li, Ming; Long, Tao; Ho, Chi‐Tang; Li, Shiming

doi:10.1016/j.foodchem.2019.04.031

Cited by 26 publications

(18 citation statements)

References 30 publications

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“…Herein, we focused on citrus peels, which have been widely used in alleviating inflammation as a herbal medicine for thousands of years. Nobiletin, i.e., 5,6,7,8,3′,4′-hexamethoxyflavone (NOB), a major component of polymethoxyflavonoids (PMFs) in citrus peels, is involved in targeting inflammatory signals and preventing oxidative stress. , For instance, NOB prevents collagen-induced arthritis and trimethylamine oxide-induced vascular inflammation in rats by inhibiting cytokines such as interleukin-1β and TNF-α via the MAPK/nuclear factor-kappaB (NF-κB) signaling pathway , and provides antioxidant protection in a Saccharomyces cerevisiae model . In addition, regulation of the JNK pathway has been well documented in the explanation of the cytoprotective effects relevant to NOB. , …”

Section: Introductionmentioning

confidence: 99%

Nobiletin Protects against Acute Liver Injury via Targeting c-Jun N-Terminal Kinase (JNK)-Induced Apoptosis of Hepatocytes

Zhao

et al. 2020

J. Agric. Food Chem.

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Acute liver injury resulting from several factors such as medication, food toxins, and herbal supplementation often leads to a severe health condition and makes treatment difficult; thereby, the prevention of acute liver injury remains a critical issue and is of great importance. In this study, we investigated the preventive effects of nobiletin (NOB) on a mouse model of concanavalin A (ConA)-induced acute liver injury. We observed that NOB (10 mg/kg) pretreatment of ConA-treated mice significantly lowered the levels of liver enzymes including alanine aminotransferase (ALT) and aspartate aminotransferase (AST), decreased the intracellular generation of reactive oxygen species (ROS), and suppressed the release of inflammatory cytokines such as tumor necrosis factor-α (TNF-α) and interferon-γ (IFN-γ). Pathological data suggested that pretreatment with NOB ameliorated ConA-induced liver damage by promoting proliferation and alleviating apoptosis of hepatocytes. Furthermore, significant suppression of the c-Jun-activating kinase (JNK) signal was also observed in NOB-pretreated liver tissues compared with that of ConA treatment only. In addition, an in vitro mechanism study confirmed that the addition of NOB protected hepatocytes via inhibition of JNK activation, manifesting that alleviation of JNK-induced apoptosis of hepatocytes is correlated with NOB protection in acute liver injury.

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Section: Introductionmentioning

confidence: 99%

Nobiletin Protects against Acute Liver Injury via Targeting c-Jun N-Terminal Kinase (JNK)-Induced Apoptosis of Hepatocytes

Zhao

et al. 2020

J. Agric. Food Chem.

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“…[8] The ortho 3',4'-dihydroxy substitution in the ring-B was determined using the 13 C-NMR data of ring-B and the HMBCs of two OH protons to C-3' (145.1 ppm) and C-4' (148.0 ppm) (Figure 3). While C(6)-OCH 3 /C-7-OH rather than C(6)-OH/C-7-OCH 3 was supported by the HMBC between the 7-OH proton and C-8, [8,10,11] as well as the chemical shift of C-9 (2.8 ppm downfield caused by OCH 3 vs. OH at C( 6)). [8,12] The deduced 7-hydroxy-5,6-dimethoxy substitution pattern of ring-A was further confirmed by the key HMBCs of H-8 [δH 6.77 (br.…”

Section: Resultsmentioning

confidence: 92%

A New Lignan and C(6)‐Oxygenated Flavonoids from the Inflorescence of Ambrosia artemisiifolia

Zeng

Cheng

Lai

et al. 2022

Chemistry & Biodiversity

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A new lignan (4,4',5'-trihydroxy-5,3'-dimethoxy-3-O-9',2-(7'R)-lignan, 1) and eight C(6)-oxygenated flavonoids (2 -9), including a newly identified flavonoid (7,3',4'-trihydroxy-3,5,6-trimethoxyflavone, 2), were isolated from the inflorescence of Ambrosia artemisiifolia L. The structures of these isolates were determined using extensive spectroscopic analyses and comparison with data previously reported in the literature. The absolute configuration of compound 1 was established using electronic circular dichroism (ECD) spectrum. All the flavonoids (2 -9) showed inhibitory effects on LPS-induced NO production in RAW264.7 cells, with the inhibition rate ranging from 24.51 % to 69.82 % at 50 μM. The in vitro cytotoxicity study showed that compounds 3-8 have a 60 % inhibition rate against SMMC-7721 at a concentration of 40 μM, while compounds 5 and 8 also exhibited inhibitory activity against HL-60 at 40 μM with the inhibition rate of 83.36 % and 52.01 %, respectively.

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“…Natural herbs have gained attraction in the current era due to their roles in controlling cancer growth by targeting oncogenes and proteins that are altered in cancers. Isolated monomer polymethoxyflavones (PMFs) have shown a broad spectrum of anti-cancer activities by inhibiting cell proliferation and cancer prevention (5). Sinensetin (SIN) is one such polymethoxyflavone present in citrus fruits that has notable anti-inflammatory and anti-tumor activities (6).…”

Section: Introductionmentioning

confidence: 99%

Transcriptome analysis of sinensetin-treated liver cancer cells guided by biological network analysis

et al. 2021

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Hepatocellular carcinoma is recognized as one of the most frequently occurring malignant types of liver cancer globally, making the identification of biomarkers critically important. The aim of the present study was to identify the genes involved in the anticancer effects of flavonoid compounds so that they may be used as targets for cancer treatment. Sinensetin (SIN), an isolated polymethoxyflavone monomer compound, possesses broad antitumor activities in vitro . Therefore, the identification of a transcriptome profile on the condition of cells treated with SIN may aid to better understand the genes involved and its mechanism of action. Genomic profiling studies of cancer are increasing rapidly in order to provide gene expression data that can reveal prognostic biomarkers to combat liver cancer. In the present study, high-throughput RNA sequencing (RNA-seq) was performed to reveal differential gene expression patterns between SIN-treated and SIN-untreated human liver cancer HepG2 cells. A total of 43 genes were identified to be differentially expressed (39 downregulated and 4 upregulated in the SIN-treated group compared with the SIN-untreated group). An extensive network analysis for these 43 genes resulted in the identification of 10 upregulated highly interconnected hub genes that contributed to the progression of cancer. Functional enrichment analysis of these 10 hub genes revealed their involvement in the regulation of apoptotic processes, immune response and tumor necrosis factor production. Additionally, the mRNA expression levels of these 10 genes were evaluated using reverse transcription-quantitative PCR, and the results were consistent with the RNA-seq data. Overall, the results of the present study revealed differentially expressed genes involved in cancer after SIN treatment in HepG2 cells and may help to develop strategies targeting these genes for treating liver cancer.

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Simultaneous separation of six pure polymethoxyflavones from sweet orange peel extract by high performance counter current chromatography

Cited by 26 publications

References 30 publications

Nobiletin Protects against Acute Liver Injury via Targeting c-Jun N-Terminal Kinase (JNK)-Induced Apoptosis of Hepatocytes

Nobiletin Protects against Acute Liver Injury via Targeting c-Jun N-Terminal Kinase (JNK)-Induced Apoptosis of Hepatocytes

A New Lignan and C(6)‐Oxygenated Flavonoids from the Inflorescence of Ambrosia artemisiifolia

Transcriptome analysis of sinensetin-treated liver cancer cells guided by biological network analysis

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