Anti-Cancer Effect of 3-Hydroxy-β-Ionone Identified from Moringa oleifera Lam. Leaf on Human Squamous Cell Carcinoma 15 Cell Line

Luetragoon, Thitiya; Sranujit, Rungnapa Pankla; Noysang, Chanai; Thongsri, Yordhathai; Potup, Pachuen; Suphrom, Nungruthai; Nuengchamnong, Nitra; Usuwanthim, Kanchana

doi:10.3390/molecules25163563

Cited by 27 publications

(20 citation statements)

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“…In addition, it caused apoptosis and cell cycle arrest at G2/M phase in these cells. Apoptosis was indicated by an increase in cleaved caspases and Bax with a decrease in Bcl-2 (as seen with β-ionone, Figure 3 ) [ 121 ]. It appears that 3-hydroxy-β-ionone is produced endogenously from BCO2 asymmetric cleavage of zeaxanthin, a carotenoid with a 3-hydroxy-β-ionone ring [ 40 ].…”

Section: Ionone Effectsmentioning

confidence: 99%

Ionone Is More than a Violet’s Fragrance: A Review

et al. 2020

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The term ionone is derived from “iona” (Greek for violet) which refers to the violet scent and “ketone” due to its structure. Ionones can either be chemically synthesized or endogenously produced via asymmetric cleavage of β-carotene by β-carotene oxygenase 2 (BCO2). We recently proposed a possible metabolic pathway for the conversion of α-and β-pinene into α-and β-ionone. The differences between BCO1 and BCO2 suggest a unique physiological role of BCO2; implying that β-ionone (one of BCO2 products) is involved in a prospective biological function. This review focuses on the effects of ionones and the postulated mechanisms or signaling cascades involved mediating these effects. β-Ionone, whether of an endogenous or exogenous origin possesses a range of pharmacological effects including anticancer, chemopreventive, cancer promoting, melanogenesis, anti-inflammatory and antimicrobial actions. β-Ionone mediates these effects via activation of olfactory receptor (OR51E2) and regulation of the activity or expression of cell cycle regulatory proteins, pro-apoptotic and anti-apoptotic proteins, HMG-CoA reductase and pro-inflammatory mediators. α-Ionone and β-ionone derivatives exhibit anti-inflammatory, antimicrobial and anticancer effects, however the corresponding structure activity relationships are still inconclusive. Overall, data demonstrates that ionone is a promising scaffold for cancer, inflammation and infectious disease research and thus is more than simply a violet’s fragrance.

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Section: Ionone Effectsmentioning

confidence: 99%

Ionone Is More than a Violet’s Fragrance: A Review

et al. 2020

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“…49 In addition, 1 was recently isolated from the leaves of Moringa oleifera and found to inhibit proliferation of a squamous cell carcinoma cell line. 50 Besides the apocarotenoids, the 1 H NMR spectrum of fraction D (data not shown) indicated the presence of a carotenoid, 51 which was initially inferred to be zeaxanthin (4) based on previous reports that spirulina is an abundant source of zeaxanthin. 52 To confirm this assumption, high-resolution LC-MS/MS was performed on the crude spirulina extract and a USP Reference Standard, Aztec Marigold Zeaxanthin Extract.…”

Section: ■ Materials and Methodsmentioning

confidence: 93%

Identification of Apocarotenoids as Chemical Markers of In Vitro Anti-Inflammatory Activity for Spirulina Supplements

Tan

Pham

Lee

et al. 2021

J. Agric. Food Chem.

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Identification of chemical markers in food additives and dietary supplements is crucial for quantitative assessment and standardization of their quality and efficacy. Arthrospira platensis, formerly Spirulina platensis and known colloquially as spirulina, has been widely investigated for its various biological effects, including anti-inflammation, antihypertension, antioxidant, and antiatherosclerosis. In this study, we utilized an approach involving a combination of bioassay-guided fractionation, synthesis, mass spectral molecular networking, principal component analysis (PCA), and correlation analysis to identify measurable chemical markers in spirulina products that can be used to evaluate the efficacy of commercial products in downregulating the expression level of the proinflammatory cytokines, interleukin-1β (IL-1β), interleukin-6 (IL-6), and tumor necrosis factor α (TNFα). Consequently, we found that the apocarotenoids 3-hydroxy-β-ionone (1) and apo-13-zeaxanthinones (2a/2b) significantly repressed expression of IL-1β (9.5 ± 1.5 and 28.7 ± 0.6%, respectively) and IL-6 (10.1 ± 0.7 and 6.1 ± 0.4%, respectively) at 10 μg/mL (p < 0.05) using RAW 264.7 mouse macrophages. Notably, this is the first report of the isolation of these apocarotenoids from spirulina and their in vitro anti-inflammatory properties. Finally, we propose the use of our approach as a convenient way to establish markers in other dietary supplements.

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“…The anti-carcinogenic potential of aqueous extract of M. oleifera (AEMO) in vitro and in vivo was studied and revealed that AEMO treatment did not induce significant alterations of liver and kidney function and haematological parameters. 21 The research by Luetragoon et al 22 found that the extract of M. oleifera leaf can up-regulate cysteine, downregulate the anti-apoptotic factors, and induce apoptosis of cancer cells. The treatment using the methanolic extracts of Moringa oleifera leaves (MOME) induced apoptosis with G2/M enrichment in breast cancer cells, thus enhance the immunological potential of M. oleifera.…”

Section: Discussionmentioning

confidence: 99%

Moringa oleifera Methanolic Extract Induces Apoptosis in Human Breast Cancer Cells

Kharat

Jawale²,

Kharat

et al. 2022

IJPI

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Background: Moringa oleifera Lam. (Family: Moringaceae), commonly known as 'drumstick tree' is beneficial to obtain sustenance as a food source and applied as a traditional medicine. The therapeutic potential of Moringa oleifera emphasizes on the inhibition of cancer proliferation and its versatile applications in Pharmacology which provide novel by-products and nutritive dietary supplements for human consumption. The objective of the present study is to investigate the efficacy of M. oleifera leaves methanolic extract (MOME) against the invasive breast cancer cell lines such as T-47D and MDA-MB-231. Materials and Methods: The different concentrations of MOME were cultured individually with breast cancer cells, T-47D and MDA-MB-231. The cell viability was determined after 24 hrs of treatment using MTT Assay (-(4, 5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide) to analyse the anti-proliferative effect of MOME on cell lines, T-47D and MDA-MB-231. The cell cycle assay and apoptosis were evaluated by Annexin V-FITC Apoptosis Detection Kit, followed by the analysis through Attune flow cytometer. Results: The IC 50 values of MOME in T-47 D and MDA-MB231 were found 45.33 ± 5.2 µg/mL and 24.44 ± 3 µg/mL, respectively. The G2M phase population exhibited an increase of 60.4% in MOME treated T-47D cells and 11.6% in MDA-MB231 cells. The population of early apoptosis cells increased to 37.1% in MOME treated cells. The time and dose dependent treatment with MOME inhibited the growth and induced apoptosis in T-47D and MDA-MB-231 cells. The externalization of phosphatidylserine on membrane of T-47D and MDA-MB-231 cells confirmed the apoptosis. Conclusion:These findings suggest that MOME actively contributes to cell cycle arrest and inhibits the proliferation of breast cancer cells in a dose-dependent manner; thus, evaluated as the first report of apoptosis induced in triple negative breast cancer cells by MOME. The cell cycle arrest at G2/M phase depicted G2/M enrichment to emphasize on the efficacy of MOME, thus representing as an ideal anti-cancer agent against human breast cancer cells. The dose-dependent methanolic extract of leaves of M. oleifera was found as a promising antiproliferating agent against the invasive breast cancer cells.

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Anti-Cancer Effect of 3-Hydroxy-β-Ionone Identified from Moringa oleifera Lam. Leaf on Human Squamous Cell Carcinoma 15 Cell Line

Cited by 27 publications

References 35 publications

Ionone Is More than a Violet’s Fragrance: A Review

Ionone Is More than a Violet’s Fragrance: A Review

Identification of Apocarotenoids as Chemical Markers of In Vitro Anti-Inflammatory Activity for Spirulina Supplements

Moringa oleifera Methanolic Extract Induces Apoptosis in Human Breast Cancer Cells

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