Isolation and Identification of DPPH Radical Scavenging Compounds in Kurosu (Japanese Unpolished Rice Vinegar)

Shimoji, Yumi; Tamura, Yoshitaka; Nakamura, Yoshimasa; Nanda, Kumiko; Nishidai, Shoko; Nishikawa, Yuki; Ishihara, Nobuhiro; Uenakai, Kazuo; Ohigashi, Hajime

doi:10.1021/jf020458f

Cited by 126 publications

(95 citation statements)

References 9 publications

(11 reference statements)

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“…Kurozu is used in Japan as a healthy drink to relieve hypertension, prevent cancer and improve the symptoms of allergies. Many of these effects have been shown in scientific studies (Shimoji et al, 2002;Fukuyama et al, 2007;Hashimoto et al, 2013;Miyoshi et al, 2014. ).…”

Section: Functional Properties Of Vinegarmentioning

confidence: 84%

“…Therefore, it is believed that microbial components of kurosu can help in preventing cancer and relieve allergies. Shimoji et al (2002) analyzed the antioxidant activity of kurosu, and found that the phenolic compounds present in the product had antitumor activity. The main compounds studied were the dihydroxyferulic acids (DFA), dihydroxysinaptic acids (DSA), ferulic, synaptic, vanillin, and p-hydroxycinnamic acids, and the first two were the main contributors in inhibiting tumors.…”

Section: Antitumor Effectmentioning

confidence: 99%

See 1 more Smart Citation

Vinegar: functional aspects

Pazuch¹,

Siepmann²,

Canan³

et al. 2015

Científica

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Section: Functional Properties Of Vinegarmentioning

confidence: 84%

Section: Antitumor Effectmentioning

confidence: 99%

Vinegar: functional aspects

Pazuch¹,

Siepmann²,

Canan³

et al. 2015

Científica

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“…Several epidemiological and preclinical studies suggested the chemopreventive effects of such fermented soybean products (33)(34)(35). Dihydroferulic acid and dihydrosinapic acid, which were isolated from unpolished rice vinegar (Kurosu), were suggested as the major constituents responsible for radical scavenging activity of Kurosu (36). These acids are produced in Kurosu through the process of the fermentation from ferulic acid and sinapic acid.…”

Section: Discussionmentioning

confidence: 99%

Chemopreventive effect of fermented brown rice and rice bran (FBRA) on the inflammation-related colorectal carcinogenesis in ApcMin/+ mice

Yamada¹

2009

Oncol Rep

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Abstract. Our previous study revealed that fermented brown rice and rice bran (FBRA) suppresses rat colorectal carcinogenesis induced by azoxymethane, the colon-specific carcinogen. In the present study, we examined the suppressive effect of FBRA on colon carcinogenesis in Apc Min/+ mouse, a mouse model for human familial adenomatous polyposis. In contrast to previous findings with the carcinogen-induced model, administration of 5 and 10% FBRA had no effect on the tumor development in the colon of Apc Min/+ mice, suggesting that the modifying effects of FBRA on colorectal carcinogenesis are different depending on rodent models for colorectal carcinogenesis. However, when FBRA is administrated in dextran sodium sulfate (DSS)-exposed Apc Min/+ mouse, a mouse model for the inflammation-related colorectal carcinogenesis, FBRA significantly suppressed the multiplicity of colon tumors in comparison with control diet group. FBRA administration suppressed the cell proliferative index, which is accompanied by the significantly decreased mRNA expressions of Cox2 and iNos in colonic mucosa exposed to DSS (p<0.04 and 0.02, respectively). These findings indicate that FBRA has chemopreventive effects specifically against inflammation-related tumorigenesis in the colon. Our findings also suggest that anti-inflammatory activity is one of the underlying mechanisms by which FBRA suppresses tumorigenesis in the colon. IntroductionInflammation has been recognized as a major factor in the pathogenesis of several common diseases, including cancer. Patients with inflammatory bowel disease (IBD), including ulcerative colitis (UC) and Crohn's disease (CD), have an increased risk of colorectal cancer (CRC) (1). The molecular alterations in colitis-associated CRC are thought to be similar to the adenoma-carcinoma sequence in sporadic colorectal carcinoma, including the loss of function of the APC, p53 and K-ras gene. However, it is suggested that the timing and frequency of these genetic alterations in colitis-associated CRC occur differently from sporadic colorectal carcinomas (2-4).Animal models of experimental colitis have been developed and are often used to evaluate new treatments for IBD (4). As the onset of inflammation is immediate and the procedure is relatively straightforward, chemically induced models of intestinal inflammation, such as the dextran sodium sulfate (DSS) model, belong to the most commonly used IBD animal models (5,6). Importantly, when Apc Min/+ mice, which harbor a germline mutation in the Apc gene, are exposed to DSS, colitis markedly accelerates the development of dysplasia and cancer in the colon of Apc Min/+ mice (7). Therefore, it is now regarded that DSS-treated Apc Min/+ mouse is one of rodent models for inflammation-related colorectal tumorigenesis.Epidemiological studies and experimental evidence have suggested a potential relationship between components of the diet and several diseases, including . A large number of experimental studies have shown that high intake of dietary fiber, vegetables, fruits ...

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“…The structures of the compounds were determined using spectroscopic techniques (1D and 2D NMR, UV, IR, and MS) and the data were compared with those reported in the literature. The compounds isolated were: (Z)-p-hydroxycinnamic acid (1) (Shimoji et al, 2002), stigmasterol (2) (Kamboj et al, 2011), b-sitosterol (3) (Kamboj et al, 2011), betulinic acid (4) (Krasutsky, 2006), bis-dracunculin (5) (Wu et al, 2001) dracunculin (6) (Hofer et al, 1986), scopoletin (7) (Murray, 1997), dihydroluteolin (8) (Owen et al, 2003), apigenin (9) (Sandhar et al, 2011), scoparol (10) (Wollenweber & Dietz, 1981), nepetin (11) (Carlo et al, 1999), bonanzin (12) (Tang et al, 2000), and 3 0 ,4 0 -dihydroxy bonanzin (13) (Colegate & Molyneux, 1993). Structures of compounds 1-13 are given in Figure 1.…”

Section: Compounds Isolatedmentioning

confidence: 99%

Phytochemical and antitrypanosomal investigation of the fractions and compounds isolated fromArtemisia elegantissima

Rashid

Ali

Alamzeb

et al. 2014

Pharmaceutical Biology

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The ethanol extract of the aerial parts of A. elegantissima was fractionated by column and preparative thin-layer chromatography into six fractions (A-F) yielding 13 compounds, these were evaluated for their antitrypanosomal activity against T.b. brucei at different concentrations.Results: Thirteen compounds were isolated from A. elegantissima: (Z)-p-hydroxy cinnamic acid, stigmasterol, b-sitosterol, betulinic acid, bis-dracunculin, dracunculin, scopoletin, apigenin, dihydroluteolin, scoparol, nepetin, bonanzin, and 3 0 ,4 0 -dihydroxy bonanzin. The fractions D-F were found to be active at the concentration of 20 mg/ml and three compounds isolated from these fractions, scopoletin (MIC 0.19 mg/ml), 3 0 ,4 0 -dihydroxy bonanzin (MIC ¼ 6.25 mg/ml) and bonanzin (MIC ¼ 20 mg/ml), were found to be highly active. Discussion and conclusion: Artemisia elegantissima was phytochemically and biologically explored for its antitrypanosomal potential against T.b. brucei. The number and orientation of phenolic hydroxyl groups play an important role in the antitrypanosomal potential of coumarins and flavonoids. The compounds 3 0 ,4 0 -dihydroxy bonanzin and scopoletin with low MIC values, hold potential for use as antitrypanosomal drug leads.

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Isolation and Identification of DPPH Radical Scavenging Compounds in Kurosu (Japanese Unpolished Rice Vinegar)

Cited by 126 publications

References 9 publications

Vinegar: functional aspects

Vinegar: functional aspects

Chemopreventive effect of fermented brown rice and rice bran (FBRA) on the inflammation-related colorectal carcinogenesis in ApcMin/+ mice

Phytochemical and antitrypanosomal investigation of the fractions and compounds isolated fromArtemisia elegantissima

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