• Title/Summary/Keyword: (+)-decursin

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Evaluation of the Genotoxicity of Decursin and Decursinol Angelate Produced by Angelica gigas Nakai

  • Kim, Kang-Min;Kim, Tae-Ho;Park, Yun-Jung;Kim, Ik-Hwan;Kang, Jae-Seon
    • Molecular & Cellular Toxicology
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    • v.5 no.1
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    • pp.83-87
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    • 2009
  • In this study, we assessed the stability and toxicological safety of Angelica gigas Nakai (A. gigas Nakai) extract, which is comprised of decursin and decursinol angelate (D/DA). D/DA was tested for mutagenicity using Ames Salmonella tester strains (TA102, TA1535, and TA1537) with or without metabolic activation (S9 mix). No increase in the number of revertants was observed in response to any of the doses tested (1.25, 12.5, 125, and $1,250{\mu}/mLg$). In addition, a chromosome aberration test was conducted in the Chinese hamster lung (CHL) cell line. To accomplish this, cells were treated with D/DA (3.28, 13.12, 52.46, and $209.84{\mu}g/mL$) or with Mitomycin C ($0.1{\mu}/mLg$) as a positive control in the case of no metabolic activation or benzo(a)pyrene ($20{\mu}g/mL$) in the case of metabolic activation. No significant increase in chromosome aberrations was observed in response to treatment with any of these concentrations, regardless of activation of the metabolic system. According to these results, we concluded that D/DA did not induce bacterial reverse mutation or clastogenicity in vitro in the range of concentrations evaluated in these experiments.

Cosmetic Effect of Angelica gigas Nakai Root Extracts (참당귀(Angelica gigas Nakai) 뿌리 추출물의 화장품소재 특성)

  • Park, Suk Kyoung;Hong, Seul-Ki;Kim, Hee Jin;Kim, Bo Young;Kim, Tagon;Kang, Jae Seon;Kim, Donguk
    • Korean Chemical Engineering Research
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    • v.47 no.5
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    • pp.553-557
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    • 2009
  • Root extracts of Angelica gigas Nakai were tested to see the possibility for functional cosmetic agents. From ethanol extraction method, 97% of decursin and decursinol angelate was obtained, and concentration ratio of decursin to decursinol angelate was about 3:2. To test possibility as a functional cosmetic agent, DPPH free radical scavenging assay, UVA/B absorption, tyrosinase inhibition assay, melanogenesis inhibition assay, elastase inhibition assay and MTT assay were done. Root extracts of Angelica gigas Nakai showed $45.2{\pm}3.9%$ tyrosinase inhibition of tyrosine, and $24.2{\pm}12.0%$ melanin inhibition at $15{\mu}g/ml$ extract concentration, so that it indicated good whitening effect. DPPH free radical scavenging activity was $40.9{\pm}9.1%$ at $240{\mu}g/ml$ concentration, which is relatively good. Anti-wrinkle effect was poor such that it was $12.7{\pm}6.8%$ at $100{\mu}g/ml$. UVA/B absorption was also negligible. From the research, root extracts of Angelica gigas Nakai showed good potential as a whitening agent.

Regulatory mechanism of Angelica Gigas extract powder on matrix metalloproteinases in vitro and in vivo model (참당귀 추출분말이 in vitro and in vivo model에서 MMPs 조절 기전)

  • Kwon, Jin-Hwan;Han, Min-Seok;Lee, Yong-Moon
    • Analytical Science and Technology
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    • v.28 no.6
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    • pp.361-369
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    • 2015
  • The precise mechanism underlying the therapeutic efficacy of an extraction powder of Angelica gigas (AGE) for the treatment of degenerative osteoarthritis was investigated in primary cultured rabbit chondrocytes and in a monosodium-iodoacetate (MIA)-induced osteoarthritis rat model. The treatment with AGE (50 μg/mL) effectively inhibited NF-B activation. The anti-inflammatory mechanism was clarified by gelatin zymography and western blotting measurements of matrix metalloproteinase-2 (MMP-2) and matrix metalloproteinase-9 (MMP-9) activities. The AGE (50 μg/mL) treatment significantly reduced MMP-9 activity. The constituents of AGE— decursinol, decursin, and decursinol angelate—were determined by LC-MS/MS after a 24 hr treatment of rabbit chondrocytes. The contents of the major products, decursin and decursinol angelate, were 3.62±0.47 and 2.14 ±0.36 μg/mg protein, respectively in AGE-treated (50 μg/mL) rabbit chondrocytes. An in vivo animal study on rats fed a diet containing 25, 50, and 100 mg/kg AGE for 3 weeks revealed a significant inhibition of the MMPs in the MIA-induced rat articular cartilage. The genetic expression of arthritic factors in the articular cartilage was examined by RT-PCR of collagen Type I, collagen Type II, aggrecan, and MMP (MMP3, MMP-9, MMP13). Specifically, AGE up-regulated the expression of collagen Type I, collagen Type II, and aggrecan and inhibited MMP levels at all tested concentrations. Collectively, AGE showed a strong specific site of action on MMP regulation and protected against the degeneration of articular cartilage via cellular regulation of MMP expression both in vitro and in vivo.

Physicochemical Characteristics and Biological Activities of Monascus-fermented Angelica gigas Nakai by Origin (산지별 홍국발효 참당귀의 이화학적 특성 및 생리활성)

  • Park, Kyu-Rim;Kim, Young-Wan;Kim, Tae-Hoon;Ahn, Hee-Young;Sim, So-Yeon;Kim, Jung-Wook;Cho, Young-Su
    • Journal of Life Science
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    • v.27 no.8
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    • pp.919-929
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    • 2017
  • This study investigated the biological activities and chemical characteristics of Monascus-fermented Angelica gigas Nakai (A. gigas) with a view to the development of health foods. We also investigated the effect of the cultivation region of three A. gigas cultivars, namely Sancheong, Pyeongchang, and Jecheon. After fermentation, the content of decursin and decursinol angelate was increased compared to non-fermentation; the highest content of decursin and decursinol angelate was found in non-fermentation Pyeongchang A. gigas (PA) at 615.504, 326.742 ppm and fermented Pyeongchang A. gigas (FPA) at 792.610, 429.500 ppm, respectively. The highest content of phenolic compounds, flavonoids, and minerals was found in the FPA group, in which DPPH (${\alpha},{\alpha}^{\prime}-diphenyl-{\beta}-picrylhydrazyl$) radical scavenging activity and Fe/Cu reducing power were stronger in fermented than in non-fermented A. gigas. The FPA group in particular showed the highest activity. We measured nitric oxide (NO) production from lipopolysaccharide-induced RAW 264.7 cells and the inhibition of cancer cell proliferation. The inhibition of activity of NO production and cancer cell (MCF-7 and Hep3B) viability was significantly decreased in the FPA group. The results suggest that FPA may be highly useful as a health food. Overall, the study provides basic data for understanding the biological activities and chemical characteristics of A. gigas fermented by Monascus purpureus for the development of health foods.

Inhibitory effect of Angelica gigas extract powder on induced inflammatory cytokines in rats osteoarthritis (참당귀 추출분말의 골관절염 흰쥐의 염증성 사이토카인류의 억제활성)

  • Kwon, Jin-Hwan;Han, Min-Seok;Lee, Bu-Min;Lee, Yong-Moon
    • Analytical Science and Technology
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    • v.28 no.4
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    • pp.260-269
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    • 2015
  • The protective effects of extract powder of Angelica gigas on the degeneration of the articular cartilage in rats was investigated with monosodium iodoacetate (MIA)-induced osteoarthritis, The treatment of high concentration (50 μg/mL) of Angelica gigas effectively inhibited nitric oxide (NO) production induced by interleukin-1α (IL-1α) without any cytotoxicity. Specifically, mRNA and protein expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) were dose dependently reduced by extract powder of Angelica gigas. Importantly, mRNA expression in articular cartilage of inflammatory cytokines, tumor necrosis factor-α (TNF-α), interleukin-1β (IL-1β) and interleukin-6 (IL-6) were clearly reduced. The inflammatory cytokines in blood were also reduced as well. These results suggested that the protective effects on the degeneration of the articular cartilage was derived from the inhibitory effects of mRNA and protein expression of tested inflammatory cytokines which is linked to prevent the degradation of proteoglycan (PG), the main matrix content in articular cartilage. Meanwhile, the 2 hrs incubation of decursin, a major compound of extract powder in rat whole blood rapidely converted decursin into decursinol which shows string anti-inflammatory activity. The coverted decursinol was detected after 8 hrs in whole blood by LC-MS/MS. Conclusively, the inhibitory effects of inflammatory cytokines production in osteoarthritis may be derived from the production of decursinol, which performs against inflammatroy cytokines like TNF-α, IL-1β, and IL-6.

Useful Applications Decursinol Derivatives as Biochemical Fungicides (데커시놀 파생물질들의 항징균제로서의 활용)

  • Yun-Jeong Shin;Jiyoung Shin;Hyewon Jang;Hokyoung Son;Yonghoon Kwon
    • Proceedings of the Plant Resources Society of Korea Conference
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    • 2022.09a
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    • pp.30-30
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    • 2022
  • Natural products decursin and decursinol angelate were recently reported as benign fungicides for controlling rice blast. Inspired by the structural similarity of the cumarin compounds and gained hint from the skeletal motifs, we designed and prepared synthetic compounds to increase the natural product efficacy and evaluated their antifungal activities against various plant disease pathogens in vitro. Synthetically prepared compound 4 and 5 indeed suppressed the mycelial growth of B. cinerea, F. oxysporum, P. italicum, and R. quercus-mongolicae. Additionally, compound 5 effectively prevents the growth of C. coccodes and C. parasitica. Furthermore, both 4 and 5 possess better inhibitory activities on spore germination of F. oxysporum and M. oryzae than the natural product decursin. These results suggest that the effect of the lead compound for plant disease protection can be improved by tuning the structure of the original natural product and decursinol chloroacrylates 4 and 5 are candidates for the control of F. oxysporum and M. oryzae.

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Decursinol Derivatives Useful as Fungicides (데커시놀 파생물질들의 항징균제로서의 활용)

  • Yun-Jeong Shin;Jiyoung Shin;Hyewon Jang;Hokyoung Son;Yonghoon Kwon
    • Proceedings of the Plant Resources Society of Korea Conference
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    • 2022.09a
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    • pp.98-98
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    • 2022
  • Natural products decursin and decursinol angelate were recently reported as benign fungicides for controlling rice blast. Inspired by the structural similarity of the cumarin compounds and gained hint from the skeletal motifs, we designed and prepared synthetic compounds to increase the natural product efficacy and evaluated their antifungal activities against various plant disease pathogens in vitro. Synthetically prepared compound 4 and 5 indeed suppressed the mycelial growth of B. cinerea, F. oxysporum, P. italicum, and R. quercus-mongolicae. Additionally, compound 5 effectively prevents the growth of C. coccodes and C. parasitica. Furthermore, both 4 and 5 possess better inhibitory activities on spore germination of F. oxysporum and M. oryzae than the natural product decursin. These results suggest that the effect of the lead compound for plant disease protection can be improved by tuning the structure of the original natural product and decursinol chloroacrylates 4 and 5 are candidates for the control of F. oxysporum and M. oryzae.

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The Preventive Effect of Bacillus polyfermenticus KJS-2 and Angelica gigas Nakai Extract on Triton WR-1339-induced Hyperlipidemia (Bacillus polyfermenticus KJS-2와 참당귀 추출물의 triton WR-1339 유발 고지혈증에 대한 예방효과)

  • Kim, Kang Min;Kim, Bo Seul;Kang, Jae Seon
    • Journal of Life Science
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    • v.28 no.6
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    • pp.726-732
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    • 2018
  • The purpose of this study was to investigate the effects of Bacillus polyfermenticus KJS-2 (B. polyfermenticus KJS-2) and Angelica gigas Nakai extracts (AGNE) on hyperlipidermia. The purity of the major decursin and decursinol angelate (D/DA) in the AGNE were analyzed at 78%. Increased concentrations of AGNE (0.1-20 mg/ml) showed a higher 3-hydroxy-3-methylglutaryl (HMG)-CoA reductase inhibition activity. Endospore-forming B. polyfermenticus KJS-2 ($1{\times}10^9CFU/ml$) exhibited good bile tolerance (0.3 mm) on an agar plate. An animal study was carried out using different groups, including a normal control, positive control (atorvastatin), negative control (triton WR-1339), AGNE group, B. polyfermenticus KJS-2 group, AGNE + B. polyfermenticus KJS-2 group, and Atorvastatin + AGNE + B. polyfermenticus KJS-2 group to determine the effect of hyperlipidemia. There were no significant changes in body weight, kidney weight, or liver weight except for the liver weight of the triton WR-1339-treated group. Groups with AGNE and B. polyfermenticus KJS-2 had increased HDL-cholesterol and decreased total cholesterol and triglycerides. The liver histopathological results also showed that all AGNE and B. polyfermenticus KJS-2-treated groups contained lower fat accumulation in the liver tissues. The findings of this study verified that AGNE and Endospore-forming B. polyfermenticus KJS-2 combination materials have a hyperlipidemic effect.

Quality Characteristics of Yogurt Supplemented with Angelica gigas Nakai Leaf Extract (참당귀잎 추출물을 첨가한 요구르트의 품질 특성)

  • Kim, JiYoun;Han, JeongA;Kang, Hyeoncheol;Lee, Jaehak;Kim, Hee-Yeon;Lim, Young-Soon
    • Journal of Dairy Science and Biotechnology
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    • v.37 no.4
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    • pp.237-246
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    • 2019
  • In this study, quality characteristics of yogurt supplemented with Angelica gigas Nakai leaf extract were examined. The pH of the yogurt ranged from 4.40 to 4.45 and the titratable acidity ranged from 0.96% to 0.98%. The viscosity tended to decrease with the addition of the Angelica gigas Nakai leaf extract, but did not affect stability during storage. In the range of 0.1% to 0.3%, lactic acid bacteria were present in the range of 1.9×109 to 3.2×109 CFU/mL. The decursin content in yogurt was quantitatively analyzed, depending on the addition of 0.1% to 0.3% of Angelica gigas Nakai leaf extract and was found to be 0.26 ㎍/g, 15.23 ㎍/g, and 23.57 ㎍/g respectively. Organic acid showed the highest generation of lactic acid. The antioxidant properties of yogurt were shown to increase with the addition of the Angelica gigas Nakai leaf extract. The sensory score of yogurt supplemented with 0.1% of the Angelica gigas Nakai leaf extract was highly valued, at a level similar to that of plain yogurt. Yogurt supplemented with 0.2% of the extract was rated above the normal score of 6.31 to 6.50. As shown by the results, the optimal concentration of Angelica gigas Nakai leaf extract for addition to yogurt was within 0.2%.

Antioxidant activities of phenolic compounds from Angelica gigas Nakai extract using subcritical water (아임계수 추출 기술을 이용한 당귀 추출물의 유효성분 및 산화방지 평가)

  • Ko, Min-Jung;Lee, Jeong-Hyun;Nam, Hwa-Hyun;Chung, Myong-Soo
    • Korean Journal of Food Science and Technology
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    • v.49 no.1
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    • pp.44-49
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    • 2017
  • Subcritical water extraction can be used to selectively extraction compounds by varying the temperature-dependent dielectric constant of water. This study investigated subcritical water extraction of decursin and nodakenin yields from Angelica gigas Nakai (AN) quantitatively and qualitatively by HPLC, and HPLC-ESI/MS. Total phenolics, total flavonoid contents, and antioxidant activity were determined by DPPH and ABTS radical scavenging activity, including the effects of varying the extraction conditions of temperature ($110-200^{\circ}C$) and time (1-20 min) under high pressure (10 MPa). By subcritical water extraction under operating conditions of $120-130^{\circ}C$, the maximum yields of decursin ($6.64{\pm}0.42%$ in the dried material) and nodakenin ($3.71{\pm}0.28%$ in the dried material) were obtained. From $190-200^{\circ}C$ the maximum yields of total phenolics ($75.97{\pm}1.64mg$ gallic acid equivalent/g AN), flavonoids ($8.56{\pm}1.10mg$ quercetin equivalent/g AN), DPPH ($63.07{\pm}1.71%$), and ABTS ($72.32{\pm}2.82%$) were obtained.