• Title/Summary/Keyword: flavone 유도체

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The Roles of Hydroxyl Substituents in Tyrosinase Inhibitory Activation of Flavone Analogues (Flavone 유도체들의 Tyrosinase 저해활성화 반응에서 Hydroxyl 치환기들의 역할)

  • Park, Joon-Ho;Sung, Nack-Do
    • Journal of Applied Biological Chemistry
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    • v.54 no.1
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    • pp.56-62
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    • 2011
  • Molecular docking of polyhydroxy substituted flavone analogues (1-25) as substrate molecules to the active site of tyrosinase (PDB ID: Deoxy-form (2ZMX) & Oxy-form (1WX2)) and Free-Wilson analysis were studied to understand the roles of hydroxyl substituents ($R_1-R_9$) in substrate molecules for the tyrosinase inhibitory activation. It is founded from Free-Wilson analysis that the $R_1$=hydroxyl among $R_1-R_9$ substituents had the strongest influence on the tyrosinase inhibitory activity. H-bonds between the hydroxyl substituents of substrate molecules and amino acid residues in the active site of tyrosinase were contributed to make a stable substrate-receptor complex compound. Particularly, it is proposed from the findings that the noncompetitive inhibitory activation would take place via H-bonding between peroxide oxygen (Per404) atom in the active site of tyrosinase and the hydroxyl substituents in substrate molecule.

Synthesis of 2-Substituted Flavone Derivatives (2-치환 플라본 유도체의 합성)

  • Dan, On-Wha;Kim, Su-Jin;Im, Chae-Uk
    • YAKHAK HOEJI
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    • v.50 no.6
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    • pp.398-402
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    • 2006
  • Flavone was found to inhibit tyrosinase and reduce synthesis of melanin to show skin-lightening effect. With the hope of identifying skin-lightening flavones, we synthesized flavone analogs. Substituted benzoic acids (1) were treated with oxalyl chloride in DMF to yield benzoyl chlorides (2), which were reacted with 2-hydroxyacetophenones (3) to afford 2-benzoyloxyacetophenones (4). These acetophenones (4) were converted into 1,3-diketones (5) with base and then treated with acid to give flavone derivatives (6).

Anti-Platelet Aggregating Effect of Solvent Extracts from Korean Soybean Varieties and Isoflavone Derivatives (품종별 국산콩 추출물 및 Isoflavone 유도체의 혈소판 응집억제작용)

  • Jang, Mi-Jeong;Kang, Myung-Hwa;Park, Young-Hyun
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.34 no.9
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    • pp.1320-1324
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    • 2005
  • Soybean (Glycine max L.) is an increasingly important food source and functional food. Platelet aggregation plays an important role in thrombogenesis and atherosclerosis. Here, we studied the anti-platelet aggregating effects of solvent extracts from Korean soybean varieties and isoflauone derivatives. Nine Korean soybean varieties were extracted by solvents (methanol and buthanol and their extracts was investigated for the inhibition against tile aggregation of washed rabbit platelets induced by collagen or thrombin. Maximal inhibition of buthanol extracts against platelet aggregation induced by collagen was $95\%$ in Black-kong and Jinpum - kong. The potency of their inhibition was in the following order : Black > Jinpum > Bokwang > Hwangkum > Pureun > Malli > Danbaek > Danyeob > Jangsu - kong. The Black - kong only seemed to produce the maximal inhibition against platelet aggregation induced by thrombin. Total isoflavone content measured was Jinpum-kong ($1347.8{\mu}g/g$) and Black-kong ($918.7{\mu}g/g$). Maximal inhibition of isoflavone derivatives against platelet aggregation induced by collagen was $97\%$ in genistein. The potency of their inhibition was in the following order: genistein>daidzein>genistin. The isoflavone derivatives did not affect the platelet aggregation induced by thrombin. However, Black-kong cortex seemed to Produce the optimal inhibition against platelet aggregation induced by collagen. These results suggest that Black-kong and Jinpum-kong may be a good source for antiplatelet agents, and their antiplatelet effect be related to tile content and the chemical structure with the number of -OH group and the attached glycoside in the isoflavone derivative.

Effect of Naturally Occurring Antioxidants on the Oxidative Stability of Fish Oil (천연 산화방지제가 어유의 산화안정성에 미치는 영향)

  • Han, Dae-Seok;Yi, Ock-Sook;Shin, Hyun-Kyung
    • Korean Journal of Food Science and Technology
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    • v.23 no.4
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    • pp.433-436
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    • 1991
  • Natural compounds which could improve the oxidative stability of fish oil was screened from spices, herbs and naturally occurring antioxidants. Induction period of fish oil determined from oxidation curve by Rancimat ($80^{\circ}C$) was hardly affected with the addition of water-soluble and lipid-soluble fractions of garlic, leek, sesame leave and orange peel, and of organic acids such as citric acid, EDTA and selenium. Caffeic acid, catechin, quercetin and gallic acid laurylester, however, could extend the induction periods by $2.2{\sim}3.8$ times with the addition level of 0.1%(w/w). Rosemary extract and sesamol have a marked effect in retarding oxidation of fish oil. For example, induction periods of the oil samples stabilized with 0.1 rosemary extract and 0.1 sesamol were 16.4 hr and 11.6 hr, respectively, as compared to 4.0 hr of a control. When rosemary extract was used in combination with ascorbic acid (0.02%) or 8-tocopherol (0.2%), induction period could be extended to ca. 28 hr due to the synergism.

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Metabolizing analysis according to the sawdust media of the known anticancer trees by Pleurotus ostreatuss (느타리버섯의 항암수목자원 배지속 함유성분의 분해능 평가)

  • Shin, Yu-Su;Yang, Bo-Hyun;Kang, Bo-Yeon;Kim, Hyun-Soo;Lee, Ji-Hyun;Hong, Yoon-Pyo;Lee, Sang-Won;Lee, Chan-Jung;Kim, Seung-Yoo
    • Journal of Mushroom
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    • v.9 no.4
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    • pp.186-189
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    • 2011
  • The transitivity of Chemical constituents by Pleurotus ostreatus cultivated in different raw sawdusts, which are Juglans mandchurica, Cudrania tricuspidata and Lindera glauca, was investigated. The HPLC chromatography patterns on the chemical constituents of P. ostreatus showed the similar chromatography patterns in all different raw sawdusts and control sawdust. The unknown chemical constituents of P. ostreatus cultivated in the 10%, 20% mixed medium added 10 %, 20% different raw sawdusts, respectively, were increased. But the significance results in the mixed medium added 50% different raw sawdusts were not showed. The chromatography patterns of mycelia grown in media added the 80% MeOH extracts of three tree species showed the similar patterns in comparison with control mycelia. In the results, the secondary metabolites of functional media were not degrade and changed to other derivatives compounds by P. ostreatus.