• Natural Product Sciences
• /
• 제6권4호
• /
• pp.199-200
• /
• 2000

A flavonol diglucoside was isolated from the leaves of Brassica juncea L. The structure of the compound was elucidated as isorhamnetin $3,7-di-O-{\beta}-D-glucopyranoside$ (1) on the basis of chemical and spectral evidence.

• Natural Product Sciences
• /
• 제11권1호
• /
• pp.10-12
• /
• 2005

Flavonol galactosides were isolated from the EtOAc fraction of Artemisia apiacea by repeated column chromatography. Their structures were elucidated as $isorhamnetin-3-O-{\beta}-D-galactoside$ (1) and $quercetin-3-O-{\beta}-D-galactoside$ (2) by chemical and spectroscopic analysis. This is the first report on the isolation of compound 2 from this plant.

• Animal cells and systems
• /
• 제7권4호
• /
• pp.327-330
• /
• 2003

We analyzed and compared profiles of flavonols extracted from leaves and exocarps of the grape Kyoho by TLC, HPLC and UV spectrophotometry. In the exocarps, quercetin 3-O-glucoside was the main compound while isorhamnetin 3-O-glycoside (I) was present in minor amounts. In leaves, on the other hand, quercetin 3-O-glucoside and quercetin 3-O-glucoside-7-O-glucronide were the major compounds while isorhamnetin 3-O-glycoside (II) and kaempferol 3, 7-O-diglycoside were present in minor amounts.

• Archives of Pharmacal Research
• /
• 제27권10호
• /
• pp.1034-1036
• /
• 2004

Four compounds were isolated from Salicornia herbacea by repeated column chromatography. Their structures were identified as ${\beta}$-sitosterol (1), stigmasterol (2), uracil (3), and isorhamnetin-3-O-${\beta}$-D-glucopyranoside (4) by spectral analysis and comparison with the published data.

• Natural Product Sciences
• /
• 제16권4호
• /
• pp.233-238
• /
• 2010

In order to facilitate the quality control of Artemisia capillaris, a simple, accurate and reliable HPLC method was developed for the simultaneous determination of the six bioactive compounds: scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-Orobinobioside (5), and scoparone (6), which were selected as the chemical markers of A. capillaris. Separation was achieved on an Agilent Eclipse XDB-C18 column with a gradient solvent system of 0.1% trifluoroacetic acid aqueous-acetonitrile at a flow-rate of 1.0 mL/min and detected at 254 nm. All six calibration curves showed good linearity ($R^2$ > 0.998). A simple reversed phase HPLC method was developed for extracting pharmacologically active compounds scopolin, chlorogenic acid, 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside, hyperoside, isorhamnetin 3-O-robinobioside, and scoparone from A. capillaris using a binary gradient of acetonitrile : 0.1% trifluoroacetic acid with UV detection at 254 nm. The scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-O-robinobioside (5), and scoparone (6) contents of the herb of A. capillaris collected from fifteen district markets in Korea were 0.00~0.90 mg/g, 0.06~7.29 mg/g, 0.06~0.91 mg/g, 0.07~5.05 mg/g, 0.42~13.11 mg/g, and 1.11~29.82 mg/g, respectively. The results demonstrated that this method is simple and reliable for the quality control of A. capillaris.

• Journal of Nutrition and Health
• /
• 제54권4호
• /
• pp.335-341
• /
• 2021

Purpose: Muscle mitochondria play a key role in regulating fatty acid and glucose metabolism. Dysfunction of muscle mitochondria is associated with metabolic diseases such as obesity and type 2 diabetes. Isorhamnetin (ISOR), also known as 3-O-methylquercetin, a quercetin metabolite, is a naturally occurring flavonoid in many plants. This study evaluated the effects of ISOR on the regulation of the mitochondrial function of C2C12 muscle cells. Methods: C2C12 muscle cells were differentiated for 5 days, and then treated in various concentrations of ISOR. Cytotoxicity was determined by assessing cell viability using the water-soluble tetrazolium salt-8 assay principle at different concentrations of ISOR and time points. Levels of the mitochondrial DNA (mtDNA) content and gene expression were measured by quantitative real-time polymerase chain reaction. The citrate synthase (CS) activity was quantified by the enzymatic method. Results: ISOR at a concentration of 10 µM did not show any cytotoxic effects. ISOR increased the mtDNA copy number in a time- or dose-dependent manner. The messenger RNA levels of genes involved in mitochondrial function, such as peroxisome proliferator-activated receptor-γ coactivator-1α, and uncoupling protein 3 were significantly stimulated by the ISOR treatment. The CS activity was also significantly increased in a time- or dose-dependent manner. Conclusion: These results suggest that ISOR enhances the regulation of mitochondrial function, which was at least partially mediated via the stimulation of the mtDNA replication, mitochondrial gene expression, and CS activity in C2C12 muscle cells. Therefore, ISOR may be useful as a potential food ingredient to prevent metabolic diseases-associated muscle mitochondrial dysfunction.

• 한국식품영양과학회지
• /
• 제45권1호
• /
• pp.1-11
• /
• 2016

본 연구는 한국인이 일상생활에서 주로 상용하는 미나리에 대해 기억력 관련 효과와 항산화 효과, 미나리 추출물의 flavonoid 중 isorhamnetin을 분석하여 기능성식품 개발 및 이용에 기여하고자 실시하였다. Acetylcholinesterase의 활성 억제를 측정한 결과 화순미나리 추출물이 28.59%로 가장 높게 나타났으며, 나주미나리 추출물 25.11%와 유의적인 차이가 없었다. SH-SY5Y 세포사멸에 미치는 영향을 측정한 결과 DMSO와 비교하여 화순미나리 추출물 37.23%와 나주미나리 추출물 36.68%로 세포사멸이 유의적으로 감소하였다. 수동회피실험 결과 scopolamine 처리에 의해 기억력이 손상된 동물모델에서 미나리 추출물을 투여하였을 때 vehicle control보다 latency time이 높게 나타났다. DPPH 및 ABTS 라디칼 소거능 측정 결과 화순, 나주, 의령 미나리 추출물 모두 미나리 처리 그룹군 간에도 유의적 차이가 있었고(P<0.05), 화순미나리 추출물이 총 폴리페놀 함량 117 mg/g, 총 플라보노이드 함량 30 mg GAE/g으로 가장 높게 측정되었다. TBARS 측정 결과 미나리 추출물 $440{\mu}g/mL$의 농도에서 화순미나리 추출물이 50.7%의 억제력으로 가장 높았으며, 나주와 의령미나리 추출물보다 유의하게 높았다. 미나리 추출물의 플라보노이드 중 isorhamnetin을 분석한 결과 표준용액과 미나리 추출물의 머무름 시간이 14분대로 피크 유지시간이 일치하였으며, 동일한 spectrum을 나타내어 정확한 isorhamnetin의 분리를 확인하였다. 또한 LC/MS/MS를 통한 분석 결과 표준용액과 미나리 추출물에서 동일 시간대에 TIC를 확인하였고 precursor ion은 317 $[M-H]^+$ m/z, product ion은 302 $[M-H]^+$ m/z로 확인할 수 있었다. 이러한 연구 결과에 기초하여 미나리 추출물은 천연 항산화제와 기억력 개선제로써의 활용 가치를 시사한다고 사료된다. 또한 건강기능성 소재로서 식품산업 분야의 이용률 향상에 도움이 될 것으로 판단된다.

• 약학회지
• /
• 제42권6호
• /
• pp.607-612
• /
• 1998

In the course of our search for anti-Herpes simplex virus type I (HSV 1) substances from natural sources, we screened crude drugs for their antiviral activity using SRB assay. T he methanol extract from herb of Brassica rapa (Cruciferae) was found to inhibit HSV-1. Though bioassay-directed fractionation of the extract, anti-HSV-1 agent was isolated by chromatographic separation using Amberlite XAD-4 and Sephadex LH-20. The structure of compound I was elucidated by spectral means including $^1H-^1H$ COSY, HMQC and HMBC to be isorhamnetin 3-O-${\beta}$-D-glucopyranoside (compound I). Compound I was active against HSV-1 with the 50% effective concentration of O.42mg/ml and the 50% cytotoxicity of 5.0mg/ml.

• Journal of Applied Biological Chemistry
• /
• 제64권3호
• /
• pp.285-290
• /
• 2021

Salicornia herbacea is a type of salt marsh plant that has been used in traditional medicine to treat several diseases. Isorhamnetin-3-O-glucoside (I3G) and quercetin-3-O-glucoside (Q3G) are major flavonoids in S. herbacea that are known to exert various pharmacological activities. Therefore, our study sought to validate and optimize an HPLC/UV-based analytical method for I3G and Q3G yield quantification, as well as to determine its limit of detection, limit of quantification, linearity, precision, and accuracy. Upon testing a concentration range of 31.5-1.9 ㎍/mL the results exhibited good linearity (r² ≥0.9996 and r² ≥0.9999 for I3G and Q3G, respectively), and the procedure was deemed precise (relative standard deviation of ≤3.19 and ≤3.85%, respectively), and accurate (102.6-105.0 and 92.9-95.2%, respectively). The results showed that our proposed method could be used for rapid I3G and Q3G evaluation in S. herbacea.

• 생약학회지
• /
• 제24권1호
• /
• pp.47-53
• /
• 1993

The seasonal variations of the major six flavonol glycosides(kaempferol 2,6-dirhamnosyl glucoside, quercetin 3-O-rutinoside, kaempferol 3-O-rutinoside, isorhamnetin 3-O-rutinoside, quercetin 3-O-coumaroyl glucorhamnoside and kaempferol 3-O-coumaroyl glucorhamnoside) in Ginkgo biloba leaves were investigated. The contents were determined by HPLC on reversed phase $C_{18}$ column. This result showed that the percentage of six flavonol glycosides decreased during the season from 1.57% in May to 0.39% in November. The content of each flavonol glycoside indicated a similar tendency to decrease. However, the contents of rutinosides of kaempferol, quercetin and isorhamnetin fluctuated markedly than those of coumaroyl glucorhamnosides of kaempferol and quercetin and kaempferol 2,6-dirhamnosyl glucoside.