• 제목/요약/키워드: Gallic Acid

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Hydrolysable Tannins and Related Compound having Cytotoxic Activity from the Fruits of Terminalia chebula

  • Lee, Seung-Ho;Ryu, Shi-Yong;Choi, Sang-Un;Lee, Chong-Ock;No, Zaesung;Kim, Seong-Kie;Ahn, Jong-Woong
    • Archives of Pharmacal Research
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    • 제18권2호
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    • pp.118-120
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    • 1995
  • The cytotoxicity-directed fractionation of MeOH extract of Terminalia chebula fruits led to the isolation of three hydrolyzed tannins and a related compound, gallic acid(1), $1,2,3,4,6-penta-O-galloy-{\beta}-_D/-glucopyranose(II)$,. chebulagic acid (III) and chebulinic acid(IV), as active principles. They were shoen to exhibit moderate cytotoxicity against cultured human tumor cell lines including A-549, SK-OV-3, Sk-MEL-2, XF-498 and HCT-15 in vitro.

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Gold Nanoparticles Enhance the Anticancer Activity of Gallic Acid against Cholangiocarcinoma Cell Lines

  • Rattanata, Narintorn;Daduang, Sakda;Wongwattanakul, Molin;Leelayuwat, Chanvit;Limpaiboon, Temduang;Lekphrom, Ratsami;Sandee, Alisa;Boonsiri, Patcharee;Chio-Srichan, Sirinart;Daduang, Jureerut
    • Asian Pacific Journal of Cancer Prevention
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    • 제16권16호
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    • pp.7143-7147
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    • 2015
  • Gold nanoparticles (GNPs) were conjugated with gallic acid (GA) at various concentrations between 30 and $150{\mu}M$ and characterized using transmission electron microscopy (TEM) and UV-Vis spectroscopy (UV-VIS). The anticancer activities of the gallic acid-stabilized gold nanoparticles against well-differentiated (M213) and moderately differentiated (M214) adenocarcinomas were then determined using a neutral red assay. The GA mechanism of action was evaluated using Fourier transform infrared (FTIR) microspectroscopy. Distinctive features of the FTIR spectra between the control and GA-treated cells were confirmed by principal component analysis (PCA). The surface plasmon resonance spectra of the GNPs had a maximum absorption at 520 nm, whereas GNPs-GA shifted the maximum absorption values. In an in vitro study, the complexed GNPs-GA had an increased ability to inhibit the proliferation of cancer cells that was statistically significant (P<0.0001) in both M213 and M214 cells compared to GA alone, indicating that the anticancer activity of GA can be improved by conjugation with GNPs. Moreover, PCA revealed that exposure of the tested cells to GA resulted in significant changes in their cell membrane lipids and fatty acids, which may enhance the efficacy of this anticancer activity regarding apoptosis pathways.

Inhibitory Effects of Gallic Acid Isolated from Caesalpinia mimosoides Lamk on Cholangiocarcinoma Cell Lines and Foodborne Pathogenic Bacteria

  • Rattanata, Narintorn;Klaynongsruang, Sompong;Daduang, Sakda;Tavichakorntrakool, Ratree;Limpaiboon, Temduang;Lekphrom, Ratsami;Boonsiri, Patcharee;Daduang, Jureerut
    • Asian Pacific Journal of Cancer Prevention
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    • 제17권3호
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    • pp.1341-1345
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    • 2016
  • Gallic acid was isolated from Caesalpinia mimosoides Lamk and the structure s identified based on spectroscopic analysis and comparison with authentic compound. In this study we compared the ability of natural gallic acid (nGA) and commercial gallic acid (cGA) to inhibit the proliferation of cholangiocarcinoma cell lines (M213, M214) and foodborne pathogenic bacteria (Salmonella spp. and Plesiomonas shigelloides). Both nGA and cGA had the same inhibitory effects on cell proliferation by inducing apoptosis of cholangiocarcinoma cell lines. In addition, nGA inhibited growth of foodborne pathogenic bacteria in the same manner as cGA. Our results suggest that nGA from Caesalpinia mimosoides Lamk is a potential anticancer and antibacterial compound. However, in vivo studies are needed to elucidate the specific mechanisms involved.

Composition of Secondary Metabolites in Various Parts of 'Seolhyang' Strawberry Plants

  • Kim, Dong Sub;Na, Haeyoung;Kwack, Yurina;Kim, Sung Kyeom;Heo, Jeong Wook;Chun, Changhoo
    • 원예과학기술지
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    • 제31권2호
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    • pp.224-230
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    • 2013
  • The objective of this study was to identify the content of phenolic and volatile organic compounds in edible and non-edible parts of 'Seolhyang' strawberry plants. We performed a comparative chemical analysis of the compounds found in roots, leaves, petioles, runners, and unripe and ripe fruits during vegetative propagation and reproductive growth. The contents of ellagic and gallic acids in the leaves of runner plants during vegetative propagation were $7.36{\pm}1.10$ and $5.07{\pm}3.66mg{\cdot}g^{-1}$ FW, respectively, and were higher than those in the other parts. The main volatile organic compound was identified as 3-hexen-1-ol, and it was mostly detected in leaves. The content of ellagic acid in leaves during reproductive growth was $12.96{\pm}2.30mg{\cdot}g^{-1}$ FW, while that in the other parts was below $6.00mg{\cdot}g^{-1}$ FW. The content of gallic acid in unripe fruits was $2.75{\pm}0.48mg{\cdot}g^{-1}$ FW and was higher than that in the other parts. Ripe fruits contained the lowest contents of ellagic and gallic acids but contained the most diverse volatile organic compounds, including sesquiterpenes, among the tested plant parts. The results indicate that non-edible parts (e.g., leaves and unripe fruits) of strawberry plants can be used as a raw material for antioxidant and anti-inflammatory agents, and edible parts (i.e., ripe fruits) can be available for making an essential oil.

Gallic Acid Enhancement of Gold Nanoparticle Anticancer Activity in Cervical Cancer Cells

  • Daduang, Jureerut;Palasap, Adisak;Daduang, Sakda;Boonsiri, Patcharee;Suwannalert, Prasit;Limpaiboon, Temduang
    • Asian Pacific Journal of Cancer Prevention
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    • 제16권1호
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    • pp.169-174
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    • 2015
  • Cervical cancer (CxCa) is the most common cancer in women and a prominent cause of cancer mortality worldwide. The primary cause of CxCa is human papillomavirus (HPV). Radiation therapy and chemotherapy have been used as standard treatments, but they have undesirable side effects for patients. It was reported that gallic acid has antioxidant, antimicrobial, and anticancer activities. Gold nanoparticles are currently being used in medicine as biosensors and drug delivery agents. This study aimed to develop a drug delivery agent using gold nanoparticles conjugated with gallic acid. The study was performed in uninfected (C33A) cervical cancer cells, cervical cancer cells infected with HPV type 16 (CaSki) or 18 (HeLa), and normal Vero kidney cells. The results showed that GA inhibited the proliferation of cancer cells by inducing apoptosis. To enhance the efficacy of this anticancer activity, 15-nm spherical gold nanoparticles (GNPs) were used to deliver GA to cancer cells. The GNPs-GA complex had a reduced ability compared to unmodified GA to inhibit the growth of CxCa cells. It was interesting that high-concentration ($150{\mu}M$) GNPs-GA was not toxic to normal cells, whereas GA alone was cytotoxic. In conclusion, GNPs-GA could inhibit CxCa cell proliferation less efficiently than GA, but it was not cytotoxic to normal cells. Thus, gold nanoparticles have the potential to be used as phytochemical delivery agents for alternative cancer treatment to reduce the side effects of radiotherapy and chemotherapy.

Gallic acid가 Lipopolysaccharide로 활성화된 마우스 대식세포의 케모카인과 성장인자 생성에 미치는 영향 (Inhibitory Effect of Gallic acid on Production of Chemokine and Growth Factor in Mouse Macrophage Stimulated by Lipopolysaccharide)

  • 박완수
    • 동의생리병리학회지
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    • 제24권4호
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    • pp.586-591
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    • 2010
  • Chemokine and Growth Factor are major mediumtors of immuno-inflammatory pathway. The purpose of this study is to investigate whether productions of Chemokine and Growth Factor in lipopolysaccharide (LPS)-induced mouse macrophage RAW 264.7 cells are modulated by Gallic acid (GA), which is easily founded in tannin-containing natural materials such as red wine, green tea, grape juice, and Corni Fructus. Productions of Chemokine and Growth Factor were analyzed by High-throughput Multiplex Bead based Assay with Bio-plex Suspension Array System based on $xMAP^{(R)}$ (multi-analyte profiling beads) technology. At first, cell culture supernatant was obtained after treatment with LPS and GA for 24 hour. Then, the antibody-conjugated beads were added and incubated for 30 minutes. After incubation, detection antibody was added and incubated for 30 minutes. And Strepavidin-conjugated Phycoerythrin (SAPE) was added. After incubation for 30 minutes, the level of SAPE fluorescence was analyzed on Bio-plex Suspension Array System. Based on fluorescence intensity, concentrations of Chemokine and Growth Factor were determined. The results of the experiment are as follows. GA significantly inhibited the production of interferon-inducible protein (IP)-10, keratinocyte-derived chemokine(KC), and vascular endothelial growth factor (VEGF) in LPS-induced RAW 264.7 cells at the concentration of 25, 50, 100, 200 uM (p<0.05). GA significantly inhibited the production of monocyte chemoattractant protein-1(MCP-1) and macrophage-colony stimulating factor(M-CSF) in LPS-induced RAW 264.7 cells at the concentration of 50, 100, 200 uM (p<0.05). GA diminished the production of granulocyte macrophage-colony stimulating factor (GM-CSF) in LPS-induced RAW 264.7 cells. But GA did not show the inhibitory effect on the production of leukemia inhibitory factor (LIP) and macrophage inflammatory protein (MIP)-2 in LPS-induced RAW 264.7 cells. These results suggest that GA has the immuno-modulating activity related with its inhibitory effects on the production of IP-10, KC, MCP-1, VEGF, and M-CSF in LPS-induced macrophages.

해당화 줄기 및 뿌리의 주성분 분리 및 항산화활성 (Isolation of main component and antioxidant activities on the stem and root of Rosa rugosa)

  • 박병재
    • 한국자원식물학회지
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    • 제21권5호
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    • pp.402-407
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    • 2008
  • 1. 해당화의 총페놀화합물 함량은 줄기추출물이 평균 7.8(g/100g, D.W.)이고 뿌리추출물이 평균 10.5(g/100g, D.W.)이며, 모든 시료에서 뿌리추출물의 함량이 높게 나타났다. 2. K-1의 줄기와 뿌리 추출물(0.5g)에서 주성분의 하나로 추정되는 S-4(84.1mg)과 R-2(70.0mg)의 화합물을 단리했고, 그 구조를 catechin으로 결정했다. 3. UPLC 분석에 의해 줄기추출물의 탄닌함량은 평균 752.5(mg/100g, D. W.)로, gallic acid 6.3, epicatechin 61.5, catechin 684.8이고, 뿌리추출물의 탄닌함량은 줄기의 약 2배 이상 높은 1676.0(mg/100g, D.W.)으로 gallic acid 6.8, epicatechin 160.3, catechin 1508.5로 나타났다. 4. 해당화의 free radical 소거활성에서 추출물의 IC50는 뿌리가 $13.7{\mu}g/ml$, 줄기가 $14.5{\mu}g/ml$으로 높은 소거활성을 나타냈고, SOD 유사활성은 $50{\mu}g/ml$의 농도에서 뿌리추출물이 평균 75.1%, 줄기추출물이 71.9%로써 높은 활성을 나타냈다.

붉나무의 부위 별 항산화 및 항염증 활성 (Antioxidant and anti-inflammatory activity of parts of Rhus javanica L.)

  • 최지수;한상돈;장태원;이승현;박재호
    • Journal of Applied Biological Chemistry
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    • 제62권2호
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    • pp.195-202
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    • 2019
  • 붉나무(Rhus javanica L.)는 동아시아에서 주로 분포하는 옻나무과의 식물이다. 붉나무의 잎, 줄기, 뿌리 에틸아세테이트 분획물의 항산화 활성 및 항염증 활성을 확인하였다. 붉나무 뿌리 에틸아세테이트 분획물의 DPPH 및 ABTS radical 소거활성이 가장 효과적이었으며, 총 페놀 화합물의 함량은 62.9, 70.3, 73.9 mg/g으로 나타났다. HPLC/PDA 분석을 통해 gallic acid를 동정 및 정량하였다. LPS로 자극시킨 RAW264.7 세포에서 항염증 활성을 확인하였다. iNOS의 발현 억제를 통한 NO 생성을 억제하였으며, 이러한 결과들을 통해 gallic acid를 포함하고 있는 붉나무는 염증 질환의 효과적인 경감 및 치료제로 개발될 수 있는 가능성을 보였으며, 붉나무 뿌리의 에틸아세테이트 분획물의 활성이 잎과 줄기 에틸아세테이트 분획물의 활성보다 뛰어났다.

화이트바이오텍기반 방향족화합물 개발에 관한 연구동향 (Research Trend about the Development of White Biotech-Based Aromatic Compounds)

  • 이진호
    • 한국미생물·생명공학회지
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    • 제37권4호
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    • pp.306-315
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    • 2009
  • 원유의 고갈, 반복되는 에너지 위기 및 지구온난화 문제에 기인하여 석유 대신 재생가능한 바이오매스를 사용하여 방향족 화학원료를 개발하는 연구가 광범위하게 진행되고 있다. 특히, 바이오테크놀로지를 이용한 포도당으로부터 방향족아미노산 생합성경로 중간대사체 및 그 유도체 합성기술은 벤젠유래 화합물을 포함한 많은 방향족 석유화학원료를 대체할 가능성이 있는 기술들이 개발되고 있다. 본 고는 미생물 대사공학, 생물전환, 화학공정 기술을 이용하여 hydroquinone, catechol, adipic acid, shikimic acid, gallic acid, pyrogallol, vanillin, p-hydroxycinnamic acid, p-hydroxystyrene, p-hydroxybenzoic acid, indigo, indole 3-acetic acid와 같은 방향족화합물을 어떻게 개발하고 있는지를 논하였다. 또한, 경쟁력있는 화이트바이오텍기반 방향족화합물 생산기술을 개발하기 위한 문제점 및 해결방안등을 논했다.

Studies on Biological Activity of Wood Extractives(XVI) -Antioxidant Components from the Bark of Rbus chinensis-

  • Lee, Yeon-Suk;Park, Youngki;Lee, Oh-Kyu;Park, Il-Kwon;Shin, Sang-Chul;Kang, Ha-Young;Choi, Don-Ha;Choi, Tae-Ho;Lee, Hak-Ju
    • Journal of the Korean Wood Science and Technology
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    • 제33권5호통권133호
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    • pp.86-91
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    • 2005
  • Six compounds were isolated from the EtOAc and $Et_2O$ fractions of the bark of Rhus chinensis by repeated column chromatography with $SiO_2$ and Sephadex LH-20. The structures were determined by instrumental analysis using MS and NMR spectrophotometer as: gallic acid (1), methyl gallate (2), 6, 7-dimethoxycoumarin (3), orcinol-${\beta}$-D-glucoside (4), scopoletin (5), semialactone (6). Among these compounds, 6,7-dimethoxycoumarin (3) was isolated from this plant for the first time. To measure the antioxidant activity, the DPPH radical scavenging activity test was performed. Gallic acid (1) showed the strongest activity, while orcinol-${\beta}$-D-glucoside (4), semialactone (5) and scopoletin (6) had the low activities.