Algicidal Activity of Stilbene Analogues

Mizuno, Cássia S.; Schrader, Kevin K.; Rimando, Agnes M.

doi:10.1021/jf801988p

Cited by 34 publications

(20 citation statements)

References 31 publications

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“…Stilbene analogues were 1st reported to be found in Paeonia seed as suffruticosol A, suffruticosol B, and ε‐viniferin, but their content haven not been reported ever since. Silbene analogues were reported to have antimicrobial activity (Mizuno and others ). Table reported stilbene analogues in all species.…”

Section: Resultsmentioning

confidence: 99%

Chemical Composition Analysis, Sensory, and Feasibility Study of Tree Peony Seed

Mao

Han

Tian

et al. 2017

Journal of Food Science

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Eight wild species in Sect. Moutan DC (tree peony) of the genus Paeonia grown in natural habitats and 1 cultivated specie were investigated to analyze their fatty acid and bioactive phenolic compound profiles. For fatty acid composition, P. ludlowii contained the lowest α-linolenic acid (27.68%) and P. jishanensis contained the highest (51.96 %) content of the 9 species. For phenolic compounds, P. qiui contained the highest resveratrol (2.12 mg/g), P. delavayi contained the highest β-gentiobiosylpaeoniflorin (26.23 mg/g), and P. ostii contained the highest paeoniflorin (23.66 mg/g). P. ostii was selected to perform a feasibility study because of its relatively high level of α-linolenic acid 46.53%, low in ω-6 to ω-3 ratio of 1:2, and high level of the preferred bioactive phenolic compounds l including paeoniflorin and resveratrol. Physical pressing and refining process were conducted to obtain P. ostii seed oil. It exhibited bland sensory attributes described as slight grassy, very slight nutty, no painty or fishy aroma and slight grassy, slight nutty flavor with a very slight throat catch. Tocol results reported high level in tree peony seed oil 223.5 ± 13.65 mg/100 g with γ-tocopherol 70.1 ± 2.14 mg/100 g, and γ-tocotrienol 149.6 ± 15.83 mg/g. Because of the high total tocol, γ-tocopherol and γ-tocotrienol levels, and tree peony seed oil exhibited better oxidation stability than flaxseed oil even with similar α-linolenic acid levels. In addition, high levels of γ-tocopherol and γ-tocotrienol can introduce therapeutic effects such as antiinflammation and antioxidation. Therefore, this study showed that tree peony seed oil has a great potential to be used in edible oil, nutraceutical supplement, and other health care products.

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Section: Resultsmentioning

confidence: 99%

Chemical Composition Analysis, Sensory, and Feasibility Study of Tree Peony Seed

Mao

Han

Tian

et al. 2017

Journal of Food Science

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“…Stilbenes 1 – 15 and 18 – 27 (Fig. 1) were synthesized via Wittig reaction of different phosphonium salts and aromatic aldehydes, as previously reported [42, 43]. Pterostilbene ( 16 ) was synthesized following published procedures [44].…”

Section: Methodsmentioning

confidence: 99%

In vitro and in vivo studies on stilbene analogs as potential treatment agents for colon cancer

Paul

Mizuno

Lee

et al. 2010

European Journal of Medicinal Chemistry

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Based on the potential of resveratrol as a colon cancer chemopreventive agent, a set of 26 stilbenes were synthesized and tested against the colon cancer cell lines HT-29 and Caco-2. (Z)-4-(3,5-dimethoxystyryl)aniline (4), (Z)-methyl 4-(3,5-dimethoxystyryl)benzoate (6), and (Z)-1,3-dimethoxy-5-(4-methoxystyryl)benzene (10) showed strong inhibitory activity in vitro. In vivo studies using HT-29 xenografts in immunodeficient mice were conducted with 4, 6 and 10, together with their corresponding trans isomers (3, 5, and 9, respectively), at the dose of 10 mg/kg body weight. Tumor volume was significantly lowered in 3-, 4-, and 9-treated groups. The cis-and trans-amino analogs (4 and 3, respectively) had similar effect on tumor growth, a 40% decrease compared to the control. Analysis of the serum revealed that 4 isomerized to 3, which may explain their similar effects in SCID mice. Stilbenes 5, 6, 9, and 10 retained their configurations in the serum. Stilbenes 6 and 10 lacked tumor suppressive effect in SCID mice; the serum levels of these analogs were low (18.8 and 15.5 ng/mL, respectively). Stilbene 9, while weakly active in vitro demonstrated good activity in vivo; 9 was found at higher levels in the serum (69.9 ng/mL) compared to 10. The anti-tumorigenic activity of these stilbene analogs may be partly linked to their effects on proteins involved in cell proliferation, as observed by lowered expression of proliferating cell nuclear antigen and upregulation of the cyclin dependent kinase inhibitor, p27, in the tumor tissues. Overall, identification of the anti-tumorigenic potential of these compounds provides opportunities for their use against colorectal cancer.

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“…An analogue of resveratrol, pterostilbene, is a more potent antioxidant and powerful chemopreventive agent than resveratrol [43]. Resveratrol and analogues present important biological properties including anti-inflammatory, antiallergenic, antiaging, algicidal, antimutagenic, anticancerigen, and other activities [44][45][46][47][48].…”

Section: Phenolic Components In Berriesmentioning

confidence: 99%

Berries: Improving Human Health and Healthy Aging, and Promoting Quality Life—A Review

Paredes‐López

Cervantes-Ceja

Vigna-Pérez

et al. 2010

Plant Foods Hum Nutr

412

260

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The importance of the diet in relation to human health has increased the interest of consumers on nutraceuticals rich foods, and especially on fruits and vegetables. Berries are rich sources of a wide variety of antioxidant phenolics; these phytochemicals include flavonoids, stilbenes, tannins, and phenolic acids. Reactive oxidant species and free radicals are produced in an extensive range of physiological processes. In addition to the antioxidant defenses produced in the body, there are exogenous sources supplied by the diet; this is the case of berry fruits, among others. The insufficiency of antioxidant defense mechanisms is associated to the pathology of chronic disorders such as cardiovascular diseases, inflammation, and diabetes. Therefore, the enforcement of the latter mechanisms is of the utmost importance. The isolation and characterization of compounds that may delay the onset of aging is receiving intense research attention; some berry phenolics are being associated with this functional performance. Berry phenolics may also act as antimicrobials which may be of help in the control of the wild spectra of pathogens, in view of recent problems associated with antibiotic resistance. Most of the research works on the antioxidant activity of bioactive constituents of berries has been carried out using in vitro assays. In view of this, the human studies investigating the bioavailability and potential toxicity of phenolics are receiving more attention. Finally, we would like to emphasize the necessity of associating new plant breeding and genetic studies of berries with the expression and overexpression of compounds for human health and healthy aging.

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Algicidal Activity of Stilbene Analogues

Cited by 34 publications

References 31 publications

Chemical Composition Analysis, Sensory, and Feasibility Study of Tree Peony Seed

Chemical Composition Analysis, Sensory, and Feasibility Study of Tree Peony Seed

In vitro and in vivo studies on stilbene analogs as potential treatment agents for colon cancer

Berries: Improving Human Health and Healthy Aging, and Promoting Quality Life—A Review

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