Synthesis and Evaluation of the Lifespan-Extension Properties of Oleracones D–F, Antioxidative Flavonoids from Portulaca oleracea L.

Yoon, Ji‐Young; Lim, Changjin; Seok, Dong; Han, Young Taek

doi:10.3390/app9194014

Cited by 6 publications

(3 citation statements)

References 21 publications

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“…The primary antibodies used in this study are summarized in Table 1. Oleracones D, E, and F were synthesized in Professor Han's laboratory as previously described [33].…”

Section: Methodsmentioning

confidence: 99%

Oleracone F Alleviates Cognitive Impairment and Neuropathology in APPswe/PSEN1dE9 Mice by Reducing the Expression of Vascular Cell Adhesion Molecule and Leukocyte Adhesion to Brain Vascular Endothelial Cells

Kwon

et al. 2023

IJMS

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Alzheimer’s disease (AD) is the most common neurodegenerative disease and the blood–brain barrier dysfunction has been suggested as a key pathological feature of the disease. Our research group successfully established a synthetic protocol for oleracones, a novel series of flavonoids isolated from the plant extract of Portulaca oleracea L. (PO). PO extract was reported to have anti-inflammatory and antioxidant effects, enhancing cognitive function. Thus, we investigated the effects and mechanism of oleracones on cognition using AD model transgenic mice (Tg; APPswe/PSEN1dE9). Oleracone F treatment significantly improved memory dysfunction in Tg mice. Oleracone F decreased the number, burden, and immunoreactivity of amyloid plaques and amyloid precursor protein (APP) protein levels in the brains of Tg mice compared to wild-type mice. Oleracone F also alleviated inflammation observed in Tg mice brains. In vitro studies in human microvascular endothelial cells (HBMVECs) demonstrated that oleracones D, E, and F blocked the elevations in VCAM-1 protein induced by tumor necrosis factor-α (TNF-α), hindering leukocyte adhesion to HBMVECs. Taken together, our results suggest that oleracones ameliorated cognitive impairment by blocking TNF-α-induced increases in VCAM-1, thereby reducing leukocyte infiltration to the brain and modulating brain inflammation.

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“…The primary antibodies used in this study are summarized in Table 1. Oleracones D, E, and F were synthesized in Professor Han's laboratory as previously described [33].…”

Section: Methodsmentioning

confidence: 99%

Oleracone F Alleviates Cognitive Impairment and Neuropathology in APPswe/PSEN1dE9 Mice by Reducing the Expression of Vascular Cell Adhesion Molecule and Leukocyte Adhesion to Brain Vascular Endothelial Cells

Kwon

et al. 2023

IJMS

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“…The compound was isolated together with three other homoisoflavone derivatives known as portulacanones A, B and C (Yang et al 2019). An efficient synthesis of OL-D and OL-F from the commercially available chemicals 4,6dimethoxy-2-hydroxybenzophenone and 2-(benzyloxy) benzaldehyde, and via the intermediate dihydrochalcone OL-E, has been reported together with the antioxidant properties of these compounds (Yoon et al 2019). Interestingly, in an in vivo assay using wild-type N2 Caenorhabditis elegans, a treatment with OL-E and OL-F (at 20 M) extended the lifespan of the nematodes by 13.8 and 11.8% (Yoon et al 2019).…”

Section: Figure 3 Structures Of Oleracone Natural Productsmentioning

confidence: 99%

Review: Natural products isolated from Portulaca oleracea (purslane, Ma-Chi-Xian): Focus on oleraciamides and oleracones

Bailly

2021

Nusantara Biosci

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Abstract. Bailly C. 2021. Review: Natural products isolated from Portulaca oleracea (purslane, Ma-Chi-Xian): Focus on oleraciamides and oleracones. Nusantara Bioscience 13: 202-210. The plant Portulaca oleracea L., known as purslane in English and Ma-Chi-Xian in Chinese, is largely used in traditional medicine to treat a variety of diseases and conditions, including dysentery, urinary tract dysfunctions, and post-partum bleeding. It is also an edible plant, with a high nutritional potential. Extracts of P. oleracea display antioxidant, anti-inflammatory and antiproliferative activities, associated with the presence of numerous bioactive secondary metabolites, including alkaloids, terpenoids, lignans and polysaccharides. The present review provides a specific focus on two sub-groups of natural products isolated in recent years from P. oleracea: the alkaloids oleraciamides A-to-G, and the oleracones A-to-L which are mostly flavonoids. Their structural diversity and pharmacological properties, described in recent publications and patents, have been analyzed. These two subgroups of natural products deserve additional studies to delineate their mechanism of action. They could serve as a starting point to the design of novel anti-inflammatory agents, at least for some of them. This review provides a global view of these compounds, necessary to promote further phytochemical studies and to better apprehend the traditional use of the plant and its extracts.

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“…Portulaca oleracea is used to alleviate a wide range of illnesses [54] and the extracts of this plant are known to possess a strong in vivo antioxidant capacity [55,56]. Based on the potent antioxidant activity of natural compounds oleracones isolated from this plant, Yoon et al [57] carried out the synthesis of oleracones D-F and evaluated their lifespan extension properties using the nematode Caenorhabditis elegans as the experimental aging model. The oleracone E was the most active to extend the lifespan of nematodes.…”

Section: Contributionsmentioning

confidence: 99%

Natural Compounds: A Dynamic Field of Applications

Seca

Moujir

2020

Applied Sciences

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Nature represents an amazing source of inspiration since it produces a great diversity of natural compounds selected by evolution, which exhibit multiple biological activities and applications. A large and very active research field is dedicated to identifying biosynthesized compounds, to improve/develop new methodologies to produce/reuse natural compounds and to assess their potential for pharmaceutical, cosmetic and food industries, among others, and also to understand their mechanism of action. Here, the main results presented in each work are highlighted. The applications suggested are mostly related to pharmacological uses and involve mainly pure natural compounds and essential oils. These works are significant contributions and reinforce the dynamic field of natural products applications.

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Synthesis and Evaluation of the Lifespan-Extension Properties of Oleracones D–F, Antioxidative Flavonoids from Portulaca oleracea L.

Cited by 6 publications

References 21 publications

Oleracone F Alleviates Cognitive Impairment and Neuropathology in APPswe/PSEN1dE9 Mice by Reducing the Expression of Vascular Cell Adhesion Molecule and Leukocyte Adhesion to Brain Vascular Endothelial Cells

Oleracone F Alleviates Cognitive Impairment and Neuropathology in APPswe/PSEN1dE9 Mice by Reducing the Expression of Vascular Cell Adhesion Molecule and Leukocyte Adhesion to Brain Vascular Endothelial Cells

Review: Natural products isolated from Portulaca oleracea (purslane, Ma-Chi-Xian): Focus on oleraciamides and oleracones

Natural Compounds: A Dynamic Field of Applications

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