• 제목/요약/키워드: 8-quinone

검색결과 119건 처리시간 0.034초

Methyl Linoleate에 대한 Phenol성 물질의 항산화성과 산화 생성물 (Antioxidative Effectiveness and Oxidized Products in Mixture of Methyl Linoleate and Phenolic Compounds)

  • 김정숙;이기동;권중호;윤형식
    • 한국식품과학회지
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    • 제25권4호
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    • pp.379-385
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    • 1993
  • Phenol성 물질로서 hydroxyl기가 두개인 caffeic acid와 세개인 phloroglucinol을 methyl linoleate에 첨가하여 산화시키면서 활성화 효과와 산화생성물을 분석하였다. Methyl linoleate에 대한 $37^{\circ}C,\;3{\sim}9$일간의 산화반응에서 caffeic acid 및 phloroglucinol 첨가군은 ${\alpha}-tocopherol$ 첨가군에 비해 높은 항산화성을 나타내었다. 이 때 산화생성물로서는 methyl linoleate(ML)군은 methyl-8-(2-furyl)-octanoate, 9,13-trans, cis hydroperoxide isomer 9,13-trans, trans hydroperoxide isomer 및 9-TMSO-12, 13-epoxy-10-octadecenoate로 나타났으며, 기간이 경과함에 따라 9,13-trans, trans isomer에 대한 9,13-trans, cis isomer의 비율이 낮아졌다. Caffeic acid 첨가군(CML)에서는 methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer 및 9-trans, trans hydroperoxide isomer였으며, 13-hydroxy isomer는 검출되지 않았다. Caffeic acid의 농도를 높일수록 9-trans, trans isomer에 대한 9-trans, cis isomer의 비율이 높아지는 것으로 나타났으며, 이 때 가장 주된 산화물인 caffeic quinone이 생성되는 것으로 보아 caffeic acid와 같은 o-dihydroxy cinnamate들은 lipid media에서 산화가 쉽게 일어나는 것으로 나타났다. 또한 phloroglucinol 첨가군(PML)의 산화 생성물들은 methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer, 9-trans, trans hydroperoxide isomer 및 9-hydroxy-12,13-epoxy-10-octadecenoate로서 CML군과 유사한 경향을 보였으나 phloroglucinol은 반응 9일째에도 산화되지 않았다.

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Bistability of $Co^{III}$(N-N)(3,6-DBSQ)(3,6-DBCat):Subtle Diimine Ligand Effect (N-N=4,7-Dimethyl-1,10-phenanthroline, 5-Chloro-1,10-phenanthroline;DBSQ=Di-tert-butylsemiquinonato;DBCat=Di-tert-butylcatecholato)

  • Ok-Sang Jung;Young-A Lee;Younkyoo Kim;Youn Soo Sohn
    • Bulletin of the Korean Chemical Society
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    • 제15권8호
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    • pp.641-643
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    • 1994
  • Studies of Co(N-N)(3,6-DBSQ)(3,6-DBCat)(N-N=4,7-dimethyl-1 ,10-phenanthroline, 5-chloro-1,10-phenanthroline; DBSQ=di-tert-butylsemiquinonato; DBCat=di-tert-butylcatecholato) have been carried out on the bistability by intramolecular cobalt-quinone electron transfer in solid state. The title complexes dominantly exist as $Co^{III}$(N-N)(3,6-DBSQ)(3,6-DBCat) at room temperature and display a significant bistability on temperature variation. Subtle change in optical spectra and magnetic properties is observed when diimine ligands are changed.

Reaction of Dipyrrolidinoaluminum Hydride in Tetrahydrofuran with Selected Organic Compounds Containing Representative Functional Groups

  • Jin Soon Cha;Oh Oun Kwon;Jong Mi Kim;Jae Cheol Lee
    • Bulletin of the Korean Chemical Society
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    • 제15권8호
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    • pp.644-649
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    • 1994
  • The approximate rates and stoichiometry of reaction of excess dipyrrolinoaluminum hydride (DPAH) with selected organic compounds containing representative functional groups under standardized conditions (tetrahydrofuran, 0, reagent : compound=4 : 1) were examined in order to define the characteristics of the reagent for selective reductions. The reducing ability of DPAH was also compared with that of bis(diethylamino)aluminum hydride (BEAH). The reagent appears to be stronger than BEAH, but weaker than the parent reagent in reducing strength. DPAH shows a unique reducing characteristics. Thus, the reagent reduces aldehydes, ketones, esters, acid chlorides, epoxides, and nitriles readily. In addition to that, ${\alpha},\;{\beta}$-unsaturated aldehyde is reduced to the saturated alcohol. Quinone are reduced cleanly to the corresponding 1,4-reduction products. The examination for possibility of achieving a partial reduction to aldehydes was also performed. Both primary and tertiary aromatic carboxamides are converted to aldehydes with a limiting amount of DPAH. Finally, disulfides and sulfoxides are readily reduced to thiols and sulfides, respectively.

부추 추출 성분의 항발암 효과 연구 (Anticarcinogenic Effects of Allium tuberosum on Human Cancer Cells)

  • 박윤자;김미향;배송자
    • 한국식품과학회지
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    • 제34권4호
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    • pp.688-693
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    • 2002
  • 천연물을 이용하여 생리활성이 있는 성분을 추출 분리하여 그 유효 성분을 탐색함으로써 질병 예방 및 치료제로 이용하고자 하는 연구가 최근 활발히 진행되고 있다. 본 연구에서는 예부터 혈액 순환을 돕고, 지혈 작용에 효과가 있는 것으로 알려져 있는 식탁에 상용되는 야채인 부추를 이용하여 4종의 인체 암세포주인 HepG2, HeLa, MCF7 및 SK-N-MC를 이용하여 암세포 증식억제 및 암예방 QR 유도활성 효과를 측정하였다. MTT assay를 이용한 암세포 증식억제 실험 결과, 4종의 암세포주 모두 ethylether층인 ATMEE에서 아주 높은 농도 의존적이 암세포 증식억제 효과를 보였다. 즉 본 실험에 사용된 인체 암세포주 4종에서 시료의 농도가 $150\;{\mu}g/mL$일 때 각 세포주 모두 약 90% 이상의 높은 암세포 증식억제 효과가 나타났으며, 특히 신경아종세포주인 SK-N-MC 에서는 ethylether층의 시료 농도를 다른 층을 첨가시의 농도보다 적은 $100\;{\mu}g/mL$ 첨가에서도 이미 99.8%의 아주 높은 암세포 증식억제 효과를 나타내었다. 또 신경아종세포인 SK-N-MC에서는 ethylacetate층인 ATMEA의 경우에서도 최종 첨가 시료농도를 $200\;{\mu}g/mL$ 첨가했을 때 이미 91%의 높은 암세포 증식억제 효과가 나타났다. 암예방 quinone reductase(QR) 유도활성을 측정한 결과, 시료의 butanol 분획물 ATMB를 $50\;{\mu}g/mL$ 첨가했을 때 시료무처리구인 대조군을 1.0으로 한 경우 암예방 QR유도 효과가 아주 높은 3.92배의 활성이 나타났다. 본 연구 결과, 인체암세포 4종류에 대한 암세포 증식억제(cytotoxicity) 효과는 부추의 ethylether 분배층(ATMEE)에서 제일 뚜렷하였고, 암예방 QR 유도활성 효과는 butanol 분배층(ATMB)에서 가장 유도효과가 좋았다. 나아가 단계적인 생리활성 물질의 분리 동정이 계속 이루어져야 할 것으로 사료된다.

Protection by Chrysanthemum zawadskii extract from liver damage of mice caused by carbon tetrachloride is maybe mediated by modulation of QR activity

  • Seo, Ji-Yeon;Lim, Soon-Sung;Park, Ji-A;Lim, Ji-Sun;Kim, Hyo-Jung;Kang, Hui-Jung;YoonPark, Jung-Han;Kim, Jong-Sang
    • Nutrition Research and Practice
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    • 제4권2호
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    • pp.93-98
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    • 2010
  • Our previous study demonstrated that methanolic extract of Chrysanthemum zawadskii Herbich var. latilobum Kitamura (Compositae) has the potential to induce detoxifying enzymes such as NAD(P)H:(quinone acceptor) oxidoreductase 1 (EC 1.6.99.2) (NQO1, QR) and glutathione S-transferase (GST). In this study we further fractionated methanolic extract of Chrysanthemum zawadskii and investigated the detoxifying enzyme-inducing potential of each fraction. The fraction (CZ-6) shown the highest QR-inducing activity was found to contain (+)-(3S,4S,5R,8S)-(E)-8-acetoxy-4-hydroxy-3-isovaleroyloxy-2-(hexa-2,4-diynyliden)-1,6-dioxaspiro [4,5] decane and increased QR enzyme activity in a dose-dependent manner. Furthermore, CZ-6 fraction caused a dose-dependent enhancement of luciferase activity in HepG2-C8 cells generated by stably transfecting antioxidant response element-luciferase gene construct, suggesting that it induces antioxidant/detoxifying enzymes through antioxidant response element (ARE)-mediated transcriptional activation of the relevant genes. Although CZ-6 fraction failed to induce hepatic QR in mice over the control, it restored QR activity suppressed by $CCl_4$ treatment to the control level. Hepatic injury induced by $CCl_4$ was also slightly protected by pretreatment with CZ-6. In conclusion, although CZ-6 fractionated from methanolic extract of Chrysanthemum zawadskii did not cause a significant QR induction in mice organs such as liver, kidney, and stomach, it showed protective effect from liver damage caused by $CCl_4$.

Induction of Ornithine Decarboxylase and Tumor Promotion by N-Methyl-N′-Nitro-N-Nitrosoguanidine, Sodium Chloride, and Dimethyl Itaconate

  • Aeree moon, Aeree-Moon;Kim, Dae-Joong;Han, Beom-Seok;Hwang, Moon-Ok;Kim, Chang-Ok;Choi, Kwang-Sik
    • Biomolecules & Therapeutics
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    • 제1권2호
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    • pp.137-142
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    • 1993
  • The possible tumor-promoting activities of sodium chloride (NaCl) and dimethyl itaconate (DMI), one of the quinone reductase inducers, were examined on stomach of male Wistar rats treated with N-methyl-N'-nitro-N-nitrosoguanidine (MNNG). Administrations of NaCl and DMI after the initiation by MNNG resulted in various sized masses in the rat forestomach. Histopathologic studies showed that the combination of NaCl and DMI made an enhancing effect on the MNNG-induced carcinogenesis, resulting in papilloma in 5 weeks and squamous cell carcinoma in 20 weeks in submucosal area of forestomach. We also used an in vivo shortterm method for evaluating possible tumor-promoting activity with ornithine decarboxylase (ODC) as a marker. The markable inductions of the ODC activities by MNNG, NaCl, and DMI were found in the pyloric mucosa of rat stomach in time-dependent manners. A single administration of MNNG induced ODC activity up to 288 pmol $CO_2$/hr/mg protein at 24 hr after the administration. NaCl caused induction of ODC with a maximum of 179 pmol $CO_2$/hr/mg protein at 8 hr after the administration. ODC was induced up to 539 pmol $CO_2$/hr/mg protein at 16 hr after the administration of DMI. Additional treatment of NaCl and NaCl plus DMl caused 2 fold and 7 fold increases, respectively, in the ODC activity of the MNNG-alone group at 24 hr after the administration. These results suggest that NaCl and DMI have promoting activities in the rat gastric carcinogenesis initiated by MNNG.

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감두약침액의 암예방 효과 (Chemopreventive Effect of Gamdutang Aqua-Acupuncture Solution)

  • 한상훈;조경희;최혜경;임종국;손윤희;이임태;남경수
    • 생명과학회지
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    • 제9권6호
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    • pp.684-691
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    • 1999
  • 한방에서 염증, 종양 억제 등에 사용되는 감초와 흑소두, 감초와 흑대두를 정량으로 배합하여 조제한 약침액을 이용하여 암 억제효과를 살펴 보았다. 발암물질을 무독화 시키는 QR 생성 유도를 생쥐의 간암세포인 Hepa1c1c7과 rat의 간세포 Ac2F에서 측정하였으며, 그 결과 감두약침액, 열수추출액을 처리한 Hepa1c1c7 세포에서 감두약침액과 열수 추출액에 의한 GSH 생성이 증가하였고, GST활성측정에 의하면 Hepac1c7 세포에서 감두약침액에 의한 GST 생성이 증가하였다, 농도별 감두약침액과 역수추출액에 의한 A. castellanii 증식을 살펴 본 결과, 약침수액과 열수추출액이 A. castellanii 증식을 농도 의존적으로 저해하는 효과가 있었다.

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Antiproliferative and Anticarcinogenic Enzyme-Inducing Activities of Green Tea Seed Extract in Hepatoma Cells

  • Lim, Hyun-Ae;Jang, Chan-Ho;Kim, Jang-Hoon;Kim, Ju-Ryoung;Ha, Young-Ran;Song, Young-Sun;Kim, Young-Kyoon;Kim, Jong-Sang
    • Food Science and Biotechnology
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    • 제15권6호
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    • pp.914-919
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    • 2006
  • We investigated the catechin content in green tea leaf (GTL) and green tea seed (GTS), the antiproliferative and detoxifying phase II enzyme-inducing activities of the methanolic (80%, v/v) extracts from GTL and GTS. GTL and GTS contained $8,685{\pm}1,061$ and $108{\pm}32\;{\mu}g/g$ epigallocatechin gallate (EGCG), $11,486{\pm}506$ and $116{\pm}72\;{\mu}g/g$ epigallocatechin (EGC), $3,535{\pm}308$ and $821{\pm}95\;{\mu}g/g$ epicatechin gallate (ECG), and $1,429{\pm}177$ and $37{\pm}44\;{\mu}g/g$ epicatechin (EC), respectively. The methanolic extract of GTS showed a greater increase in quinone reductase activity and antiproliferation potential against mouse hepatoma cells than GTL extract did. GTS treatment resulted in the accumulation at sub-G1 phase of mouse hepatoma hepa1c1c7 cells as assessed by flow cytometry. Enhancement of phase II enzyme activity by GTS extract was shown to be mediated, directly or indirectly, via interaction with the antioxidant response element (ARE) sequence in the genes encoding the phase enzymes. As the catechin content in GTS was significantly lower than that in GTL, components other than catechins appear to be responsible for the anticarcinogenic activity of the seed. In summary, these results suggest that the 80% methanolic extract of GTS deserves further study to evaluate its potential as an anticarcinogenic agent and to investigate its mechanism of action.

Respiratory Chain-Linked Components of the Marine Bacterium Vibrio alginolyticus Affect Each Other

  • Kim, Young-Jae
    • Journal of Microbiology
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    • 제40권2호
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    • pp.125-128
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    • 2002
  • The aerobic respiratory chain of Vibrio alginolyticus possesses two different kinds of NADH oxidase systems, i.e., an $Na^{+}$-dependent NADH oxidase system and an $Na^{+}$-independent NADH oxidase system. When deamino-NADH, which is the only substrate for the $Na^{+}$-dependent NADH oxidase system, was used as a substrate, the maximum activities of $N^{+}$-dependent NADH: quinone oxidoreductase and $Na^{+}$-dependent NADH oxidase were obtained at about 0.06 M and 0.2 M NaCl, respectively. When NADH, which is a substrate for both $Na^{+}$-dependent and $Na^{+}$-independent NADH oxidase systems was used as a substrate, the NADH oxidase activity had a pH optimum at about 8.0. In cGntrastl when deamino-NADH was used as a substrate, the NADH oxidase activity had a pH optimum at about 9.0. On the other handle inside-out membrane vesicles prepared from the wild-type bacterium generated only a very small $\Delta$pH by the NADH oxidase system, whereas inside-out membrane vesicles prepared from Napl, which is a mutant defective in the $Na^{+}$ pump, generated $\Delta$pH to a considerable extent by the NADH oxidase system. On the basis of the results\ulcorner it was concluded that the respiratory chain-linked components of V. atginotyticus affect each other.

녹두 및 대두추출물의 항암 및 항염증 활성 (Anti-cancer and Anti-inflammatory Effects of Mung Bean and Soybean Extracts)

  • 임지영;김석중
    • 한국식품과학회지
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    • 제42권6호
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    • pp.755-761
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    • 2010
  • 본 연구에서는 녹두 및 대두의 용매추출물을 제조하고 hepatoma 1c1c7 세포 및 대식세포인 RAW264.7 배양을 이용하여 항암 및 항염증 효과를 비교분석하였다. 녹두추출물은 대두추출물 보다 ethylacetate 및 ethanol 추출물에서 모두 유의적으로 높은 QR 유도활성과 NO 및 $PGE_2$의 생성 억제 효과를 보였으며 농도 의존적 효과를 나타냈다. C18 silica flash column chromatography를 이용하여 회수된 녹두에탄올 추출물의 7개 분획 중 소수성이 가장 강한 분획은 24 ${\mu}g$/mL의 CD value와 783 ${\mu}g$/mL의 $IC_{50}$를 보였다. 현재 다수의 염증 억제물질의 작용기전이 prostaglandin 합성 억제이며 이는 COX-2의 생성 및 활성저해에 의한 것임을 근거로 할 때 녹두의 ethanol 추출물은 항염증 및 암 발생 예방 성분을 분리하기 위한 중요한 식품 자원으로 생각된다.