• Natural Product Sciences
• /
• 제22권2호
• /
• pp.140-145
• /
• 2016

Seven phenolic compounds including p-coumaric acid (1), 4-hydroxybenzoic acid (2), 4-hydroxybenzaldehyde (3), vanillic acid (4), luteolin (5), acacetin (6), and tricin (7), were isolated from the methylene chloride and ethyl acetate fractions of Echinochloa utilis grains. Compounds (1 - 4, 6) were isolated for the first time from this plant. These compounds were tested for inhibitory activities against LPS-induced NO production in RAW 264.7 cells. Compounds 5 and 6 displayed significant inhibitory effects, with $IC_{50}$ values of $27.9{\pm}2.6$ and $14.0{\pm}1.1{\mu}M$, respectively. The results suggested that E. utilis ethanolic extract may be used as a potential source of anti-inflammatory agents and functional foods for the treatment of allergic diseases.

• 한국응용과학기술학회지
• /
• 제24권3호
• /
• pp.211-218
• /
• 2007

Based on the Benzoflex (Vesicol Chemical Co.) as PVC plasticizer substituents for Di-n-octyl phthalate (DOP), a series of new aromatic carboxylic acid ester compounds were designed as plasticizers, synthesized, and screened for the endocrine disrupting activity. 2-Hydroxybenzoic acid (1) and 2-methoxybenzoic acid (2) as the commercially available starting materials were reacted with diethylene glycol (3) in the presence of p-toluenesulfonic acid using Dean-Stark column to give diethylene glycol di-(2-hydroxy)benzoate (4, KH01) and diethylene glycol di-(2-methoxy)benzoate (5, KH02), respectively. And diethylene glycol di-(3-pyridinyl) ester (7, KH03) and dipropylene glycol di-(3-pyridinyl) ester (9, KH04) were obtained in high yields by treatment of nicotinoyl chloride (6) with diethylene glycol (3) and dipropylene glycol (8) in the presence of triethylamine as a base. To determine the estrogenic disrupting effect of new synthetic phthalate analogues, E-screen assay method was used. Of these compounds, 4 (KH01) was found to be compound without endocrine disrupting effect.

• 생약학회지
• /
• 제35권1호통권136호
• /
• pp.80-87
• /
• 2004

From the $CHCl_3$ and BuOH soluble fractions of the heartwood of Hemiptelea davidii, eleven compounds have been isolated. On the basis of spectral data, they were identified as ${\beta}-sitosterol$ (1), scopoletin (2), kaempferol (3), 4-hydroxybenzoic acid (4), 2-(4-hydroxyphenyl) ethanol (5), aromadendrin (6), scopolin (7), kaempferol 6-C-glucoside (8), aromadendrin 6-C-glucoside (9), taxifolin 6-C-glucoside (10) and quercetin 6-C-glucoside (11), respectively. Among these compounds, compounds 3, 8, 10, and 11 showed potent DPPH radical scavenging activity with $IC_{50}$ values of 11.9, 14.7, 10.3 and $6.2\;{\mu}g/ml$, respectively.

• 한국환경농학회지
• /
• 제39권4호
• /
• pp.375-383
• /
• 2020

BACKGROUND: Bisphenol A (BPA) is a chemical widely used in polycarbonate plastics, epoxy resins. BPA is an endocrine disruptor. Residue of BPA in agricultural environments is a major concern. The objective of this study was to understand the characteristics of the uptake and distribution of BPA and its metabolites introduced into the agricultural environment to crops, and to use it as basic data for further research on reduction of BPA in agricultural products. METHODS AND RESULTS: This study established the analysis method of BPA and its metabolites in soil and crops, and estimated the intake of BPA and its metabolites from lettuce (Lactuca sativa) grown in sandy loam and loam soil, which are representative soils in Korea. The two major metabolites of BPA were 4-hydroxyacetophenone (4-HAP) and 4-hydroxybenzoic acid (4-HBA). BPA, 4-HAP and 4-HBA have been analyzed by using liquid chromatography tandem mass spectrometry (LC-MS/MS). These substances were detected in sandy loam and loam soil, indicating that certain portions of BPA were converted to 4-HAP and 4-HBA in the soil; however, it was observed that only 4-HBA migrated to lettuce through the roots into crops. CONCLUSION: The uptake residues showed the BPA and 4-HAP were not detected in lettuces grown on sandy loam (SL) and loam (L) soil treatments that were applied with of 10 ng/g, 50 ng/kg and 500 ng/g of BPA. However, the 4-HBA was detected at the level of 7 ng/g and 11 ng/g in the lettuce grown in sandy loam and loam soil that were treated with the 500 ng/g of BPA, respectively, while the 8 ng/g of 4-HBA was measured in the lettuce cultivated in the loam that was treated with 100 ng/g of BPA. This result presents that the BPA persisting in the soil of the pot was absorbed through the lettuce roots and then distributed in the lettuce leaves at the converted form of 4-HBA, what is the oxidative metabolite of BPA.

• Journal of the Korean Wood Science and Technology
• /
• 제26권3호
• /
• pp.33-40
• /
• 1998

The phenolic acids in needles of five pine species such as Pinus densiflora, P. thunbergii. P. virginiana. P. rigida. and P. koraiensis were analyzed seasionally (March, June, September and December) in order to investigate the resistant factors against pine gall-midge(Thecodiplosis japonensis Uchida et Inouye). The interrelation of resistance to pine gall-midge and the content of phenolic acids in pine needles was investigated in the artificial hybride pine species. The contents of salicylic acid in susceptible species (P. densiflora and P. thunbergii) to pine gall-midge which watered with salicylic acid solution in a pot was determined. The results can be concluded as follows, 1. There was a little change in total phenolic constituents of resistant and susceptible pines seasonally. The each content of benzoic acid, salicylic acid and p-hydroxybenzoic acid in June was the highest through four seasons. 2. In June, resistant species showed higher content of salicylic acid than susceptible species, while the content of gallic acid was the highest in December. 3. Among the 21 artificial hybrids(P. densiflora ${\times}$ P. virginiana. P. thunbergii ${\times}$ P. virginiana), the hybrides of the higher salicylic acid content showed the lower rate of pine gall formation. 4. Pine gall formation of the susceptible species which were watered with salicylic acid solution remarkably decreased.

• 한국약용작물학회지
• /
• 제20권4호
• /
• pp.222-230
• /
• 2012

We evaluated the inhibitory effects of extracts and components of Geranium thunbergii on aldose reductase (AR) and galactitol formation in rat lenses with high levels of galactose as a part of our ongoing search of natural sources for therapeutic and preventive agents for diabetic complications. The inhibitory effects of water, methanol and ethanol extracts of G. thunbergii on rat lens AR (RLAR) were determined. Comparing inhibitory effects of various solvent extracts, ethanol extract showed RLAR inhibitory activity ($IC_{50}$ values, 5.24 and $6.39{\mu}g/m{\ell}$, respectively). The ethanol extract was fractionated to chloroform, ethyl acetate and water. Of these, the ethyl acetate fraction from ethanol extract of G. thunbergii exhibited RLAR inhibitory activity ($IC_{50}$ value, $2.64{\mu}g/m{\ell}$). In order to identify the bioactive components of ethyl acetate soluble fraction of ethanol extract from G. thunbergii, eight compounds, namely gallic acid (1), protocatechuic acid (2), p-hydroxybenzoic acid (3), brevifolin carboxylic acid (4), geraniin (5), ellagic acid (6), kaempferol-3-O-arabinofuranosyl-7-O-rhamnopyranoside (7), kaempferitrin (8) were isolated. The isolates were subjected to in vitro bioassays to evaluate their inhibitory activity on RLAR and galactitol formation in rat lenses. The ellagic tannins (5, 6) and flavonoid (7) exhibited strong inhibitory effects on RLAR. Also, these three compounds (5, 6 and 7) suppressed galactitol accumulation in rat lens under high galactose conditions, demonstrating the potential to prevent galactitol accumulation exo vivo. These results suggest that the extracts and components of G. thunbergii are a promising agent in the prevention or treatment of diabetic complications.

• Macromolecular Research
• /
• 제17권3호
• /
• pp.149-155
• /
• 2009

The thermal decomposition behavior and degradation characteristics off our different thermotropic liquid crystalline polymers (TLCPs) were studied. The thermal decomposition behavior was determined by means of thermogravimetric analysis (TGA) at different heating rates in nitrogen and air. The order of the thermal stability was as follows: multi-aromatic polyester > hydroxybenzoic acid (HBA)/hydroxynaphthoic acid (HNA) copolyester > HNA/hydroxyl acetaniline (HAA)/terephthalic acid (TA) copolyester > HBA/Poly(ethylene terephthalate) (PET) copolyester. The activation energies of the thermal degradation were calculated by four multiple heating rate methods: Flynn-Wall, Friedman, Kissinger, and Kim-Park. The Flynn-Wall and Kim-Park methods were the most suitable methods to calculate the activation energy. Samples were exposed to an accelerated degradation test (ADT), under fixed conditions of heat ($63{\pm}3^{\circ}C$), humidity ($30{\pm}4%$) and Xenon arc radiation ($1.10\;W/m^2$), and the changes in surface morphology and color difference with time were determined. The TLCPs decomposed, discolored and cracked upon exposure to ultraviolet radiation.

• 한국식품영양학회지
• /
• 제25권4호
• /
• pp.827-832
• /
• 2012

본 연구에서는 고온고압 처리를 통한 홍삼 추출물의 항산화 활성과 페놀산 성분의 변화를 측정하였다. 고온고압 처리 홍삼의 총 페놀 함량은 14.76 mg/g으로 기존의 수삼 3.59 mg/g과 홍삼 3.93 mg/g에 비해 높은 함량을 나타냈다. 항산화 활성은 농도 $1{\sim}100mg/m{\ell}$ 농도에서 고온고압 처리 홍삼 4.8~78.4%, 수삼 1.0~47.4%, 홍삼 1.8~56.5%의 DPPH 라디칼 소거 활성을 보였으며, ABTS 라디칼 소거 활성은 고온고압 처리 홍삼 8.9~99.8%, 수삼 3.4~96%, 홍삼 1.2~96.5%를 보였다. 신규 홍삼에서는 maltol, p-hydroxybenzoic acid, caffeic acid, vanillic acid, syringic acid, cinnamic acid, p-coumaric acid, ferulic acid 등의 페놀산 성분이 크게 증가한 것을 확인하였으며, 페놀산의 DPPH 라디칼 소거 활성을 측정한 결과, $10mg/m{\ell}$의 농도에서 고온고압 처리 홍삼 81.5%로 수삼 16.6%와 홍삼 32.9% 보다 높은 항산화 활성을 나타내었다.

• 한국식품저장유통학회지
• /
• 제31권2호
• /
• pp.287-297
• /
• 2024

저이용 임산자원으로 보고된 꾸지뽕 및 돌배를 이용하여 koji, yeast, LAB을 통한 단일 및 복합 발효를 진행하였고, 복합발효를 이용하는 것이 생리활성물질 전환이 뛰어나다는 것을 확인하였다. 이에 폐 및 기관지에 효능이 있다고 밝혀진 더덕 및 도라지와 혼합하여 국균 및 유용미생물을 활용한 복합발효물의 기간별 분석을 진행하였다. pH와 총산도는 발효초기부터 24일 차까지 큰 변화는 보이지 않았고, 반면 °Brix와 고형분 함량은 6일 차에 급격히 감소하는 경향을 확인하였다. Phenolic compound를 분석한 결과로 chlorogenic acid, 4-hydroxybenzoic acid, vanillic acid, caffeic acid는 발효초기(각 5.43±0.16 ㎍/mL, 12.30±0.17 ㎍/mL, 6.79±0.19 ㎍/mL, 28.14±0.87 ㎍/mL)부터 18일 차까지(각 29.81±0.30 ㎍/mL, 34.22±0.13 ㎍/mL, 28.86±0.50 ㎍/mL, 45.65±0.26 ㎍/mL) 꾸준히 증가하는 반면, ferulic acid, taxifolin, cinnamic acid, quercetin은 12일 차까지 증가하다가(각 23.22±0.67 ㎍/mL, 11.55±0.26 ㎍/mL, 0.84±0.01 ㎍/mL, 1.63±0.02 ㎍/mL) 18일이 지나면서 오히려 감소하는 경향을 보였다(각 17.74±0.19 ㎍/mL, 6.80±0.09 ㎍/mL, 0.72±0.01 ㎍/mL, 1.81±0.02 ㎍/mL). Total phenol, total flavonoid 함량 및 항산화활성(DPPH, ABTS)은 발효 초기부터 18일 차까지 꾸준히 증가하다가 24일부터는 비슷한 수준으로 유지되거나 오히려 감소하는 경향을 보였다. 이는 항산화활성이 높은 성분인 chlorogenic acid, 4-hydroxybenzoic acid, vanillic acid 및 caffeic acid의 함량 변화와 비슷한 경향으로 phenolic compound에 의하는 것으로 판단된다. 또한, NO 생성 억제능을 확인한 결과, 발효초기보다 6일 차 때 NO의 생성이 급격히 억제되는 것을 확인하였고(55.1% to 87.7%), 그 후에는 비슷한 수준을 유지하는 것을 확인하였다. 항염증 관련 단백질 발현 양상 실험에서도 역시 6일 차 이후로 iNOS, COX-2, TNF-𝛼를 억제하는 것을 확인하였다. 따라서 본 연구결과, 꾸지뽕, 돌배, 더덕 및 도라지를 혼합하여 유용미생물(koji, yeast, LAB)을 이용해 복합발효를 했을 시, 12-18일 사이에 항산화 및 항염증 효능이 가장 높은 것을 확인하였다. 이를 통해서 저이용 임산자원의 식품소재로서의 활용 가능성을 확인하였다.

• 분석과학
• /
• 제37권1호
• /
• pp.25-38
• /
• 2024

The study aimed to investigate a novel approach by utilizing liquid chromatography (LC) and liquid chromatography-mass spectrometry (LC-MS) to separate, identify and characterize very nominal quantities of degradation products (DPs) of balsalazide along with its process related impurities without isolation from their reaction mixtures. The impurities along with balsalazide were resolved on spherisorb ODS2 (250×4.6 mm, 5.0 ㎛) column at room temperature using 0.2 M sodium acetate solution at pH 4.5 and methanol in the ratio of 55:45 (v/v) as mobile phase pumped isocratically at 1.0 mL/min as mobile phase and UV detection at 255 nm. The method shows sensitive detection limit of 0.003 ㎍/mL, 0.015 ㎍/mL and 0.009 ㎍/mL respectively for impurity 1, 2 and 3 with calibration curve liner in the range of 50-300 ㎍/mL for balsalazide and 0.05-0.30 for its impurities. The balsalazide pure compound was subjected to stress studies and a total of four degradation products (DPs) were formed during the stress study and all the DPs were characterized with the help of their fragmentation pattern and the masses obtained upon LC-MS/MS. The DPs were identified as 3-({4-[(E)-(4-hydroxyphenyl) diazenyl]benzoyl}amino)propanoic acid (DP 1), 4-[(E)-(4-hydroxyphenyl)diazenyl] benzamide (DP 2), 5-[(E)-(4-carbamoylphenyl)diazenyl]-2-hydroxybenzoic acid (DP 3) and 3-({4-[(E)-phenyldiazenyl]benzoyl}amino)propanoic acid (DP 4). Based on findings, it was concluded that, the proposed method was successfully applicable for routine analysis of balsalazide and its process related impurities in pure drug and formulations and also applicable for identification of known and unknown impurities of balsalazide.