• 한방재활의학과학회지
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• 제18권1호
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• pp.95-110
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• 2008

목 적 : 급성 및 만성 염증 질환은 iNOS에 의해서 생성된 과량의 NO와 관련이 있다. 따라서 이러한 질병 치료를 목적으로 NO 생성 억제물질 또는 iNOS 발현 차단물질을 개발할 가치가 있다. 본 연구는 대사 안정성을 개선시킨 dimethoxycurcumin (DiMC)이 활성화된 대식세포에서 NO 생성 및 iNOS 발현을 제어할 수 있는지 조사하였다. 방 법 : RAW264.7 세포를 DiMC (양쪽 방향성 고리에 각각 2개의 methoxy group을 가짐), curcumin (양쪽 방향성 고리에 각각 1개의 methoxy group을 가짐), bis-demethoxycurcumin (양쪽 방향성 고리에 methoxy group이 없음; BDMC) 및 tetrahydrocurcumin (양쪽 방향성 고리에 각각 1개의 methoxy group을 가지고 있지만 중앙 7개 탄소 사슬에 이중결합이 없음; THC)로 각각 전처리한 후에 LPS로 자극하였다. 이들 전처리 물질의 효과를 비교하기 위하여, NO 생성, iNOS 발현, NF-kB p65 인산화 및 p65 DNA-binding 활성을 조사하였다. 결 과 : DiMC, curcumin 및 BDMC는 NO 생성, iNOS 발현 및 NF-kB 활성을 억제하였으며, 그 세기에 있어서 DiMC가 가장 크게 관찰되었고 그 다음 curcumin 그리고 BDMC 순으로 관찰되었다. THC는 어떠한 활성도 보이지 못했다. 결 론 :DiMC는 NO 생성 억제, iNOS 발현 차단 및 NF-kB 비활성을 유도할 수 있음을 알 수 있었다. 이러한 효과는 연속된 이중결합 및 methoxy group의 증가와 관련이 있는 것으로 판단된다.

• The Plant Pathology Journal
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• 제22권1호
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• pp.94-96
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• 2006

In a search for plant extracts with potent in vivo antifungal activity against various plant pathogenic fungi, the methanol extract of the Curcuma longa rhizomes effectively controlled the development of rice blast catised by Magnaporthe grisea and tomato late blight caused by Phytophthora infestans. Three curcuminoids such as curcumin, demethoxycurcumin, and bisdemethoxycurcumin were purified from the methanol extract of C. longa rhizomes as antifungal principles. Among the three curcuminoids, demethoxycurcumin was the most active to both rice blast and tomato late blight, followed in order by curcumin and bisdemethoxycurcumin. However, they all exhibited no or little in vivo antifungal activity against other fungal pathogens causing rice sheath blight (Corticium sasaki), tomato gray mold (Botrytis cinerea), wheat leaf rust (Puccinia recondita), or barley powdery mildew (Blumeria graminis f. sp. hordel).

• Asian Pacific Journal of Cancer Prevention
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• 제15권4호
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• pp.1807-1810
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• 2014

Background: It is known that inducible nitric oxide synthase (iNOS)/nitric oxide (NO) plays an integral role during intestinal inflammation, an important factor for colon cancer development. Natural compounds from Curcuma longa L. (Zingiberaceae) have long been a potential source of bioactive materials with various beneficial biological functions. Among them, a major active curcuminoid, demethoxycurcumin (DMC) has been shown to possess anti-inflammatory properties in lipopolysaccharide (LPS)-activated macrophages or microglia cells. However, the role of DMC on iNOS expression and NO production in an in vitro inflamed human intestinal mucosa model has not yet been elucidated. This study concerned inhibitory effects on iNOS expression and NO production of DMC in inflamed human intestinal Caco-2 cells. An in vitro model was generated and inhibitory effects on NO production of DMC at 65 ${\mu}M$ for 24-96 h were assessed by monitoring nitrite levels. Expression of iNOS mRNA and protein was also investigated. DMC significantly decreased NO secretion by 35-41% in our inflamed cell model. Decrease in NO production by DMC was concomitant with down-regulation of iNOS at mRNA and protein levels compared to proinflammatory cytokine cocktail and LPS-treated controls. Mechanism of action of DMC may be partly due to its potent inhibition of the iNOS pathway. Our findings suggest that DMC may have potential as a therapeutic agent against inflammation-related diseases, especially in the gut.

• Journal of Microbiology and Biotechnology
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• 제16권2호
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• pp.280-285
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• 2006

Methanol extract of the rhizomes of turmeric, Curcuma longa L., effectively controlled the development of red pepper anthracnose caused by Colletotrichum coccodes. In addition three antifungal substances were identified from the methanol extract of C. longa rhizomes as curcumin, demethoxycurcumin, and bisdemethoxycurcumin using mass and $^{1}H-NMR$ spectral analyses. The curcuminoids in a range $0.4-100\;{\mu}g/ml$ effectively inhibited the mycelial growth of three red pepper anthracnose pathogens, C. coccodes, C. gloeosporioides, and C. acutatum. The three curcuminoids inhibited mycelial growth of C. coccodes and C. gloeosporioides to an extent similar to the synthetic fungicide dithianon did, but the synthetic agent was a little more effective against C. acutatum. The curcuminoids also effectively inhibited spore germination of C. coccodes, and bisdemethoxycurcumin was the most active. Among the three curcuminoids, only demethoxycurcumin was effective in a greenhouse test in suppressing red pepper anthracnose caused by C. coccodes.

• Journal of Applied Biological Chemistry
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• 제55권1호
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• pp.61-65
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• 2012

Three major curcuminoids in turmeric (Curcuma longa), curcumin, demethoxycurcumin, and bisdemethoxycurcumin, were efficiently extracted by optimizing extraction condition and simultaneously analyzed and identified using reverse phase high-performance liquid chromatography, thin-layer chromatography, and liquid chromatography-mass spectrometry method. The highest yield of extraction amount 0.279 g, 9.30% was obtained by dipping method with extraction time of 7 h.

• 대한약학회:학술대회논문집
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• 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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• pp.265.2-265.2
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• 2003

Diarylheptanoids [curcumin (1), demethoxycurcumin (2), bisdemethoxycurcumin (3), bisdimethoxymethylcurcumin (4), and 1,2-dihydrobis(de-O-methyl)curcumin (5)] were isolated from the methanolic extract of Curcuma longa L. and A new cyclic diarylheptanoiid (6) and a known compound 7 were isolated from fruits of Alnus japonica S. Diarylheptanoids (1-3) inhibited farnesyl protein transferase (FTPase) with an IC50 of 29-50 $\mu\textrm{m}$. (omitted)

• 한국산학기술학회논문지
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• 제13권10호
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• pp.4927-4935
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• 2012

강황은 다양한 약리활성을 가진 약초이다. 강황에 포함된 curcumin, demethoxycurcumin(DMC)과 bisdemethoxycurcumin(BDMC)을 침적과 초음파방법을 이용하여 추출하였다. 그리고 고체상추출(SPE)을 사용하여 추출효율을 확인 하였다. 추출액은 3가지 상업용 $C_{18}$ 역상 고성능 액체 크로마토그래피에 의해 이동상으로 물과 아세토나이트릴을 사용하여 일정용매법으로 동시분리 분석을 하였다. 유속은 1.0mL/min, 주입부피는 $10{\mu}L$, 컬럼오븐 온도 $40^{\circ}C$, 파장 425nm에서 수행되었다. 실험결과, RS tech column을 사용하고 물과 아세토나이트릴의 조성비가 (50 : 50vol%)일 때 최적 조건을 얻을 수 있었다. 용매조성(물과 메탄올)에 따른 추출 수율에의 영향을 살펴본 결과 100% 메탄올에서 curcuminoids(추출시간 4h)가 가장 많이 추출되었고, 수용성 메탄올 조성보다 함량이 높았다. 100% 물에 의해, 고체상추출은 curcuminoids의 추출함량(mAU${\times}$mim)이 침적과 초음파방법보다 24.5와 14.3배 높았다. 이상의 결과는 제약 및 기능성 소재로서의 응용 가능성을 나타내었다.

• 한국식품과학회지
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• 제42권1호
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• pp.97-102
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• 2010

생리활성 물질로 알려진 curcuminoid의 다양한 가공조건에서의 화학안정성 및 항산화능의 변화를 조사하였다. Curcuminoid의 화학안정성은 pH와 온도에 의해 크게 영향 받았으며, 온도 및 pH의 증가는 curcuminoid의 황색도 및 화학안정성을 감소시켰다. 특히 일반적인 멸균조건($121^{\circ}C$, 1.2기압)에서 액상의 curcuminoid를 고압가열처리 하였을 경우 80-90%의 황색도 감소 및 구조적 파괴를 초래하였다. 하지만 분말상태 curcuminoid 시료의 고압가열처리 시는 10% 미만의 감소가 있었다. 고압가열처리 후 curcumonoids의 DPPH 및 ABTS 라디칼 소거능은 각각 10.3 및 33.4%의 활성 감소를 보였으며, nitric oxide 소거능은 약간 증가하였다. 고압가열처리 후 각 curcuminoid의 잔류량의 분석 결과, curcumin이 99% 이상 감소하여 고압가열처리에 가장 민감한 것으로 나타났고 BMC는 16.5% 잔류하였다. 본 연구는 생리활성 증강의 목적으로 식품 중에 첨가된 curcuminoid가 다양한 가공, 조리 과정을 통해 화학적 변화 및 활성의 변화를 가져올 수 있음을 보여주며, 이와 같은 생리활성 물질의 안정화를 위한 적절한 가공, 조리 방법들이 신중하게 고려되어야 함을 제시하고 있다.

• 약학회지
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• 제55권4호
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• pp.319-323
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• 2011

Curcumin, of which a critical characteristic is the capacity of crossing the blood-brain barrier, has been reported to induce the expression of neuroprotective heme oxygenase (HO)-1. The aim of this study is to compare HO-1-inducing capacity and neuroprotective activity of curcumin, its demethoxy (demethoxycurcumin, DMC; bis-demethoxycurcumin, BDMC) and hydrogenated derivatives (tetrahydrocurcumin, THC) in mouse hippocampal HT22 cells. Curcumin attenuated glutamate-induced cell death through HO-1 expression. DMC lacking a methoxy group on one of the aromatic rings possessed slightly lower activity in HO-1 expression and neuroprotection than curcumin. Similarly, BDMC, which lacks two methoxy groups on both of the aromatic rings, showed less activity than curcumin. These findings suggest that the presence of methoxy groups on the aromatic ring is required to enhance neuroprotective HO-1 expression. The reduction of the diarylheptadienone chain of curcumin by hydrogen, as in THC, was accompanied by a complete loss of ability to induce HO-1 expression and neuroprotection, suggesting that the conjugated double bonds of the central seven-carbon chain of curcumin may be essential for its ability to induce neuroprotective HO-1 expression. Our findings may provide useful information for further development of neuroprotective HO-1 inducers.

• 생약학회지
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• 제46권3호
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• pp.229-233
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• 2015

The anti-nociceptive effect of an ethanol extract and its various solvent fractions from Curcuma longa Linne ethanol extract was studied using the writhing test in mice. Different fractions by various solvent extraction from Curcuma longa Linne ethanol extract were administered orally 1 hr or time-course (0.5, 1, 2 and 5 hr) before intraperitoneal injection of acetic acid. After treatment with 30% ethanol extract and n-butanol fraction, CB-1, at a dose of 250 mg/kg, the significant writhing responses were 87.5 ± 13.4 (inhibition rate 31%, p<0.01) and 75.1 ± 11.1 (inhibition rate 41%, p<0.01) lower than the control group. At the dose of CB-1 50 mg/kg and 250 mg/kg, CB-1 showed a similar activity comparing to diclofenac of 10 mg/kg. A time-course experiment was performed, which involved oral administration of CB-1 (250 mg/kg) at 0, 0.5, 1, 2, and 5 hr before acetic acid intraperitoneal injection. The most effective time of CB-1 was 30 min before treatment and persisting until 2 hr. This study showed that Curcuma longa Linne has anti-nociceptive properties comparable with those of diclofenac, which suggests promise for the treatment of intractable visceral pain in humans. Major components of the active fraction are identified as curcumin, cyclocurcumin and demethoxycurcumin.