• 제목/요약/키워드: Cinnamic acid

검색결과 194건 처리시간 0.025초

흰쥐 다형핵백혈구의 fMLP로 유도한 유주현상에 대한 신나믹산 유사체의 억제효과 (Inhibitory Effects of Cinnamic Acid Analogs on fMLP-Induced Chemotaxis of Rat Polymorphonuclear Leukocytes)

  • 민경락;김진준;박선규;이정래;강세훈;김영수
    • 약학회지
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    • 제42권2호
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    • pp.165-169
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    • 1998
  • Inhibitory effects of 16 cinnamic acid analogs on formyl-Met-Leu-Phe(fMLP)-induced chemotaxis of rat polymorphonuclear leukocytes were determined by using a microchemotaxis appa ratus. 3,4-Dlhydrocinnamic acid called as caffeic acid exhibited the highest inhibitory effect on the chemotaxis among cinnamic acid analogs tested in this study. Hydroxycinnamic acids exhibited stronger inhibitory effects on the chemotaxis than cinnnamic acid. Hydroxycinnamic acids with one hydroxy group at ortho, meta or para position exhibited similar inhibitory effects on the chemotaxis with corresponding methoxy cinnamic acids, but 3,4-dihydroxycinnamic acid did stronger inhibitory effects than 3,4-dimethoxycinnamic acid. 3,4-Dimethoxycinnamic acid exhibited weaker inhibitory effects on the chemotaxis than 1,2-dimethoxy-4-propenylbenzene and 3,4-dimethoxy cinnamonitrile with -CH=CHCN or -CH=$CHCH_3$, group instead of -CH=CHCOOH group. 4-Hydroxy cinnamic acid and 3,4-dihydroxycinnamic acid exhibited stronger exhibitory effects on the chemotaxis than 3-(4-hydroxyphenyl) propionic acid and 3,4-dihydroxyhydrocinnamic acid with -$CH_2CH_2$COOH group instead of -CH=CHCOOH group.

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생약복방 드링크제 중 계피성분의 확인 및 계피산의 분리정량 (Identification of Cinnamon Components and Quantitative Determination of Cinnamlc Acid from Crude Drug Drink Preparations)

  • 고성룡;김나미
    • Journal of Ginseng Research
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    • 제15권1호
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    • pp.1-5
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    • 1991
  • For the quality control of crude drug drink preparations, methods for identification of cinnamon components and quantitative determination of cinnamic acid were established. Cinnamon components were identified by TLC with benzene/ethyl acetate (1:1, v/v) on silica gel plate by spraying p-anisaldehyde-sulfuric acid. Cinnamic acid contents were determined at UV 280 nm by HPLC on $\mu$-Bondapak Cls column with acetonitrile/water/acetic acid (40:60:2, v/v). Recoveries of cinnamic acid in three crude drug drink preparations were between 84.1-90.2% compared to the content of the cinnamon extract.

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Cinnamic acid derivatives as potential matrix metalloproteinase-9 inhibitors: molecular docking and dynamics simulations

  • Mohammad Hossein Malekipour;Farzaneh Shirani;Shadi Moradi;Amir Taherkhani
    • Genomics & Informatics
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    • 제21권1호
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    • pp.9.1-9.13
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    • 2023
  • Matrix metalloproteinase-9 (MMP-9) is a zinc and calcium-dependent proteolytic enzyme involved in extracellular matrix degradation. Overexpression of MMP-9 has been confirmed in several disorders, including cancers, Alzheimer's disease, autoimmune diseases, cardiovascular diseases, and dental caries. Therefore, MMP-9 inhibition is recommended as a therapeutic strategy for combating various diseases. Cinnamic acid derivatives have shown therapeutic effects in different cancers, Alzheimer's disease, cardiovascular diseases, and dental caries. A computational drug discovery approach was performed to evaluate the binding affinity of selected cinnamic acid derivatives to the MMP-9 active site. The stability of docked poses for top-ranked compounds was also examined. Twelve herbal cinnamic acid derivatives were tested for possible MMP-9 inhibition using the AutoDock 4.0 tool. The stability of the docked poses for the most potent MMP-9 inhibitors was assessed by molecular dynamics (MD) in 10 nanosecond simulations. Interactions between the best MMP-9 inhibitors in this study and residues incorporated in the MMP-9 active site were studied before and after MD simulations. Cynarin, chlorogenic acid, and rosmarinic acid revealed a considerable binding affinity to the MMP-9 catalytic domain (ΔGbinding < -10 kcal/ mol). The inhibition constant value for cynarin and chlorogenic acid were calculated at the picomolar scale and assigned as the most potent MMP-9 inhibitor from the cinnamic acid derivatives. The root-mean-square deviations for cynarin and chlorogenic acid were below 2 Å in the 10 ns simulation. Cynarin, chlorogenic acid, and rosmarinic acid might be considered drug candidates for MMP-9 inhibition.

추출조건이 계피추출액의 유효성분함량에 미치는 영향 (Effect of some factors on extraction of effectual components in cinnamon extracts)

  • 김나미;고성룡;최강주;김우정
    • Applied Biological Chemistry
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    • 제36권1호
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    • pp.17-22
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    • 1993
  • 계피추출액의 유효성분과 가용성물질의 용출량에 미치는 추출온도, 시간, 용매첨가량, 추출횟수 등의 영향을 조사하였다. 일반성분과 cinnamic acid, cinnamic aldehyde, eugenol 함량은 추출온도가 $20^{\circ}C$에서 $80^{\circ}C$로 높아짐에 따라 증가하였고 $100^{\circ}C$에서는 큰 변화가 없었다. $80^{\circ}C$에서 10시간 추출하는 동안 6시간 이상에서는 일반성분과 cinnamic acid, cinnamic aldehyde, eugenol 함량의 증가율이 낮았고 용매첨가량에 있어서는 계피중량의 $5{\sim}40$배 첨가구까지는 일반성분과 유효성분의 용출량이 증가하다가 그 이상의 용매첨가에 의해서는 완만한 증가를 보였으며 추출횟수는 $1{\sim}2$회로 하는 것이 이들 성분의 용출에 효율적이었다.

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백삼과 홍삼의 페놀성 성분 함량 및 멜라닌 생성억제효과 (Comparison of Phenolic Compounds Contents between White and Red ginseng and Their Inhibitory Effect on Melanin Biosynthesis)

  • 황은영;공연희;이영철;김영찬;유경미;조연옥;최상윤
    • Journal of Ginseng Research
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    • 제30권2호
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    • pp.82-87
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    • 2006
  • 백삼과 홍삼의 quercetin, cinnamic acid, p-coumaric acid, maltol, esculetin 함량을 측정한 결과 백삼에는 cinnamic acid가 가장 높은 함량을 보였고, 홍삼에는 증숙과정 중에 생성되는특이 성분인 maltol이 가장 높은 함량을 나타냈다. 인삼시료 중 백삼의 ethyl acetate 분획물은 melan-a 세포주에서의 세포생존율 대비 멜라닌 생성억제활성측정, UV-흡수도 측정, tyrosinase 억제활성 측정에서 모두 우수한 활성을 나타내었으며, 이의 활성 성분으로는 cinnamic acid가 주요한 역할을 하는 것으로 판단되어진다. 한편, maltol을 다량 함유한 홍삼 ethyl acetate 분획물은 UV-흡수 활성을 보였으나 다른 유의적인 활성을 나타내지 않았다. 따라서 인삼소재 중 백삼 ethyl acetate 분획물은 피부미백소재로써의 기능을 가지는 것으로 판단된다.

승마(升麻), Cimicifuga heracleifolia Komarov 관(關)한 연구(硏究) -제 1 보(第 1 報) : 3-hydroxy 4-methoxy cinnamic acid 의 동정(同定)- (A study on Cimicifuga heracleifolia Komarov -1. Report; Identification of 3-hydroxy 4-methoxy cinnamic acid-)

  • 조항영
    • 대한약리학회지
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    • 제3권1호
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    • pp.1-4
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    • 1967
  • A colorless needle crystal mass is isolated from rhizom of Cimicifuga heracleifolia Komarov which is used as antipyretic ana antiinflammatory drug. This substance is ientified as 3-hydroxy 4-methoxy cinnamic acid.

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계피함유 제제의 Cinnamaldehyde 및 Cinnamic acid의 안정성 (Stability of Cinnamadehyde and Cinnamic acid of Cinnamomi Cortex Preparations)

  • 이유진;박희준;박종희
    • 생약학회지
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    • 제37권1호통권144호
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    • pp.53-55
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    • 2006
  • Using HPLC, we examined quantitative change of cinnamaldehyde and cinnamic acid, caused by time-progress and temperature-change for the Cinnamoni Cortex preparations, Gye Ji Ryung Whan(桂枝茯?丸), Pal Mi Ji Whang Whan(八味地黃丸) and Do Haig Sung Ki Tang(桃核承氣湯). The content of cinnamaldehyde significantly decreased by the increase of temperature. It is suggested that cinnamaldehyde and cinnamic acid are considerably stable when kept frozen.

Conversion of trans-Cinnamic Acid to L-Phenylalanine by Phenylalanine Ammonia Lyase

  • Chang, Ji-Young;Goo, Yang-Mo;Lee, Chang-Hoon;Lee, Youn-Young;Kim, Kyoung-Ja
    • Bulletin of the Korean Chemical Society
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    • 제15권5호
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    • pp.387-390
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    • 1994
  • The conversion of trans-cinnamic acid to phenylalanine using phenylalanine ammonia lyase (PAL) was examined. The optimum concentration of trans-cinnamic acid for the reaction was observed at 100 mM in cells and at 20 mM in cell free extracts, respectively. The production of L-phenylalanine was increased in both experiments as the concentration of ammonia was increased up to 10 M. The optimal pHs for the maximal conversion of trans-cinnamic acid to L-phenylalanine were 9.5 and 9.0 in experiments carried out with cells and with cell free extracts, respectively.

건조 방법에 따른 계피 Extract의 품질 변화 (Quality Change of Cinnamon Extract Prepared with Various Drying Methods)

  • 김나미;김동희
    • 한국식품영양학회지
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    • 제13권2호
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    • pp.152-157
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    • 2000
  • In order to select the optimum drying method for the production of cinnamon extract, water extract and 70% ethanol extract of cinnamon were prepared. And then several drying method of oven drying, vacuum evaporation, spray drying and freeze drying were performed. Content of cinnamic acid, cinnamic aldehyde, eugenol, tannin and free sugar, and antioxidant activity, degree of browning, pH, color value, turbity and solubility were compared. In water extract, contents of cinnamic acid, cinnamic aldehyde, eugenol were 29.45mg/100g, 94.86mg/100g, 120.75mg/100g and decreased to 4.76%∼44.21%, 5.30%∼48.05%, 3.66%∼21.83% by oven dyring, vaccum drying, spray drying respectively, but freeze drying showed a little decrease of those components. In 70% ethanol extract, effectual components decreased to 76.05%∼88.38% and 26.86%∼78.76% by freeze drying and vacuum evaporation respectively. Antioxidant activity decreased by drying and decreasing rate in 70% ethanol extract was lower than water extract. Degree of browning increased as the drying temperature increased. Tannin and free sugars were little affected by drying temperature. Solubility decreased in oven drying and 70% ethanol extract. Overall data suggested that optimum drying methods of cinnamon extract were freeze drying in case of water extract and freeze drying and vaccum drying in case of 70% ethanol extract.

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젤라틴-신남산 접합체가 코팅된 알긴산나트륨 마이크로스피어의 제조 및 방출 특성 (The Preparation and Release Property of Alginate Microspheres Coated Gelatin-cinnamic Acid)

  • 이주협;마진열;김진철
    • 공업화학
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    • 제24권5호
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    • pp.471-475
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    • 2013
  • 이 연구는 젤라틴-신남산 접합체를 알긴산나트륨 마이크로스피어에 코팅하여 광 민감성 마이크로스피어를 제조하여 광 민감성을 관찰하였다. 광 민감성 마이크로스피어는 W/O (water-in-oil) 에멀젼법을 이용하여 알긴산나트륨 마이크로스피어를 만든 후 젤라틴-신남산 접합체를 알긴산나트륨 마이크로스피어 표면에 코팅시켜 제조하였다. 젤라틴-신남산 접합체의 합성은 젤라틴의 아미노 그룹과 신남산의 카복실 그룹 사이의 아미드화반응으로 결합하였다. 알긴산나트륨 마이크로스피어 표면의 젤라틴-신남산 접합체의 코팅은 SEM-EDS의 결과로 확인하였다. 또한 형성된 접합체에 결합된 신남산의 흡광도를 측정하여 알긴산나트륨 1 g당 젤라틴-신남산 접합체가 0.13 g이 코팅된 것을 확인했다. 코팅된 마이크로스피어를 SEM을 통해 마이크로스피어의 크기가 $10{\mu}m$인 것을 확인했다. 광 민감성의 관찰을 위해 365 nm와 254 nm 파장의 자외선을 조사하여 이량화 정도를 측정한 결과 이량화 정도가 49%와 28%였다. 마이크로스피어의 방출경향을 관찰하기 위해 모델약물로 FITC-dextran을 사용하여 알긴산나트륨 마이크로스피어에 봉입하여 방출실험을 진행하였고 그 결과 약 42%의 FITC-dextran이 방출되었다. 결과적으로 젤라틴-신남산 접합체가 코팅된 마이크로스피어는 광 반응성을 가지는 약물전달체로 사용될 수 있을 것이다.