• Title/Summary/Keyword: apigenin

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Characterization of flavone synthase I from rice

  • Lee, Yoon-Jung;Kim, Jeong-Ho;Kim, Bong-Gyu;Lim, Yoong-Ho;Ahn, Joong-Hoon
    • BMB Reports
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    • v.41 no.1
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    • pp.68-71
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    • 2008
  • Flavones are synthesized from flavanones through the action of flavone synthases (FNSs). There are two FNSs, FNS I and II. FNS I is a soluble dioxygenase present in members of the Apiaceae family and FNS II is a membrane bound cytochrome P450 enzyme that has been identified in numerous plant species. In this study, we cloned OsFNS I-1 from rice by RTPCR, expressed it in E. coli, and purified the recombinant protein. By NMR analysis, we found that OsFNS I-1 converted the flavanone (2S)-naringenin into the flavone, apigenin. Moreover, we found that the cofactors oxoglutarate, $FeSO_4$, ascorbate and catalase are required for this reaction. OsFNS I-1 encodes a flavone synthase I. This is the first type I FNS I found outside of the Apiaceae family.

Phytochemical Study of Hot-Water Extract of Perillae Folium (자소엽(Perillae Folium) 열수추출물의 식물화학성분 연구)

  • Kil, Hyun Woo;Rho, Taewoong;Yoon, Kee Dong
    • Korean Journal of Pharmacognosy
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    • v.51 no.1
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    • pp.55-64
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    • 2020
  • In this study, 15 compounds were elucidated from the hot-water extract of Perillae Folium. Fifteen isolates were determined to be protocatechuic acid (1), caffeic acid (2), (R)-rosmarinic acid (3), (S)-shisoflavanone A (4), luteolin-7-O-β-D-glucuronopyranoside (5), scutellarein-7-O-β-D-glucuronopyranoside (6), apigenin-7-O-β-D-glucuronopyranosyl(1→2)-O-β-D-glucuronopyranoside (7), luteolin-7-O-β-D-glucuronopyranosyl(1→2)-O-β-D-glucuronopyranoside (8), kelampayoside A (9), trans-N-feruloyloctopamine (10), 3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)-2-methoxyethyl]acrylamide (11), perilloside C (12), perilloside A (13), (6S,9R)-9-hydroxy-megastigma-4,7-dien-3-one-9-O-β-D-glucopyranoside (14) and (6S,9R)-roseoside (15) through spectroscopic evidences. The HPLC analysis revealed that hot-water extract of Perillae Folium contained caffeic acid, rosmarinic acid and glycosides of apigenin, luteolin and scutellarein as main constituents.

Studies on the flavonoids of the Hibiscus syriacus L. Complex (무궁화 품종내의 flavonoid 성분분포에 관한연구)

  • 유기역
    • Korean Journal of Plant Resources
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    • v.9 no.3
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    • pp.224-229
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    • 1996
  • Floral flavonoids of Hibiscus syriacus L. six complex with 68 formac all in all were examined. Thirteen flavonoids appeared on the two dimensional chromatogtams. Spot 5, however, occupied more than 50% in total flavonoid contents, and other spots were invariably minor pigments in all samples examined. Ten spots among 13 spots showed the characteristics of flavones, having color of purple to dark purple under UV light and yellow under ammonia gas, while spots reagents suggests that 10 purple spots are 4', 5-OH aglycone type. Four spots out of 10 purple spots were possible to be identified: spot 5, saponarin, spot 7, vitexin, spot 9, xylovitexin, and spot 11, rhamnosylvitexin, respectively. It was suggested that spot 13 might be apigenin-7-O-diglycoside.

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Antioxidative Flavonoids from Leaves of Carthamus tinctorius

  • Lee, Jun-Young;Chang, Eun-Ju;Kim, Hyo-Jin;Park, Jun-Hong;Choi, Sang-Won
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.313-319
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    • 2002
  • A total of eight flavonoids (1-8), including a novel $quercetin-7-o-(6"-o-acetyl)-{\beta}-D-glucopyranoside$ (6) and seven known flavonoids, luteolin (1), quercetin (2), luteolin $7-o-{\beta}-D-glucopyranoside$ (3), $luteolin-7-o-(6"-Ο-acetyl)-{\beta}-D-glucopyranoside$ (4) quercetin $7-o-{\beta}-D-glucopyranoside$ (5), acacetin 7-o-{\beta}-D-glucuronide (7) and apigenin-6-C-{\beta}-D-glucopyrano $syl-8-C-{\beta}-D-glucopyranoside$ (8), have been isolated from the leaves of the safflower (Carthamus tinctorius L.) and identified on the basis of spectroscopic and chemical studies. The antioxidative activity of these flavonoids was evaluated against 2-deoxyribose degradation and rat liver microsomal lipid peroxidation induced by hydroxyl radicals generated via a Fenton-type reaction. Among these flavonoids, luteolin-acetyl-glucoside (4) and quercetin-acetyl-glucoside (6) showed potent antioxidative activities against 2-deoxyribose degradation and lipid peroxidation in rat liver microsomes. Luteolin (1), quercetin (2), and their corresponding glycosides (3 & 5) also exhibited strong antioxidative activity, while acacetin glucuronide (7) and apigenin-6,8-di-C-glucoside (8) were relatively less active.

Identification for Flavones in Different Parts of Cirsium japonicum

  • Kim, Su-Jeong;Kim, Gun-Hee
    • Preventive Nutrition and Food Science
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    • v.8 no.4
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    • pp.330-335
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    • 2003
  • Cirsium japonicum is a herbaceous perennial plant grown worldwide, which has been used as a folklore medicine due to its anti-inflammatory properties. A few studies have reported its functional properties, but analytical methods that more confidently and reproductively analyze the flavonoids are required. To establish analytical methods for the detection of flavones in Cirsium japonicum, the potential of HPLC and LC/MS were investigated. For this, the plants were separated into 4 parts; the root, stem, leaves, and flowers. The flavones in each part of the dried materials were analyzed by HPLC. Identification of flavones was performed by LC/MS. The leaves and flowers of Cirsium japonicum gave the optimum peaks, which were not detected by HPLC in the other parts of plants. Using LC/MS, three kinds of flavones were tentatively identified from the leaves, which were thought to be luteolin (5,7,3',4'-tetrahydroxy-flavone), apigenin (4',5,7-trihy-droxyflavone), and hispidulin (4',5,7-trihydroxy-6-methoxyflavone). Two flavones were detected from the flowers, which were been assumed to be apigenin and luteolin.

Effects of Lonicerae Flos' Ethyl Acetate Fraction on Mutagenicity (금은화(Lonicerae Flos)의 Ethyl Acetate 분획이 돌연변이원성에 미치는 영향)

  • Chung, Kyu-Charn;Kwon, Dong-Yeul;Baek, Suk-Hwan;Kim, Sung-Hwan;Chang, Hyeun-Wook
    • YAKHAK HOEJI
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    • v.32 no.5
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    • pp.328-333
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    • 1988
  • Based on the following tests with fractions extracted from organic solvents such as benzene, chloroform, ethyl acetate and methanol, this study is to analyse the antimutagenicity of Lonicerae Flos. When carrying out Ames test with Salmonella typhimurium strain, it seemed that there was stronger antimutagenicity in TA 100 treated by MNNG than did one in TA 98 by NPD, and that there was stronger antimutagenicity through base pair exchange than one through frame shift. In the umu test, each fraction tended to inhibit the activity of ${\beta}-galactosidase$ induced by AF-2. As shown in these above tests, the ethyl acetate fraction was the strongest among four fractions. On the other hand, its component consisted of luteolin, apigenin, chlorogenic acid and five unknown ingredients. Of these unknown ingredients, E, F strongly tended to inhibit the activity of ${\beta}-galacosidase$. In addition,there was also the decrease in its activity of apigenin, luteolin and chlorogenic acid.

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Phytochemical constituents of Lactuca serriola leaves and their content analysis by HPLC-UV

  • Kim, Juree;Lee, Hak-Dong;Choi, Jungwon;Lee, Sanghyun
    • Journal of Applied Biological Chemistry
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    • v.65 no.3
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    • pp.153-158
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    • 2022
  • This study aimed to identify the phytochemical constituents of Lactuca serriola leaves and perform quantitative analysis of the methanol (MeOH) extract of L. serriola, L. indica, L. raddeana, L. sativa, and L. triangulata. Six compounds were isolated from the MeOH extracts of L. serriola using open column chromatography and identified as protocatechuic acid (1), caffeic acid (2), cynaroside (3), apigenin 7-glucuronide (4), luteolin (5), and apigenin (6) using 1H-, 13C-nuclear magnetic resonance, and mass spectrometry. Quantitative analysis of the six compounds was performed on the MeOH extract of Lactuca species using high-performance liquid chromatography (HPLC) and an ultraviolet (UV). A reverse-phased column was used, and the UV absorbance was set to 280 nm. The contents of compounds 2 and 3 were the highest (1.58 and 2.64 mg/g ext., respectively) in L. serriola extracts. However, compounds 4 and 6 were higher (1.46 and 0.40 mg/g ext., respectively) in L. triangulata. These results provide quantitative data for the application of Lactuca species in the pharmaceutical and functional food industries.

Protective Effect of Flavonoids on Lymphocyte DNA Damage Using Comet Assay (Comet Assay를 이용한 Flavonoids와 항산화 비타민의 인체임파구 세포 DNA 손상 보호 효과)

  • 박유경;전은재;강명희
    • Journal of Nutrition and Health
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    • v.36 no.2
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    • pp.125-132
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    • 2003
  • The present study was attempted to investigate and compare the antioxidant potency of several well-know flavonoids, antioxidant vitamin and commercially available popular beverages. The antioxidant potency was assessed by the effect on reducing oxidative DNA damage of human lymphocytes. Cellular oxidative DNA damage was measured by SCGE (single-cell gel electrophoresis), also known as comet assay. Lymphocytes were pre-treated for 30 minutes with wide ranges of doses of apigenin, kaempferol, luteolin, myricetin, rutin, quercetin, $\alpha$-tocopherol (10,25,50,100,200,500,1000 $\mu$M) ,green tea extract or grape juice (10,50,100,250,500,1000 $\mu$g/mL) followed by a $H_2O$$_2$(100 $\mu$M) treatment for 5 min as an oxidative stimulus. The physiological function of each antioxidant substance on oxidative DNA damage was analyzed as tail moment (tail length $\times$ percentage migrated DNA in tail) and expressed as relative DNA damage score after adjusting by the level of control treatment. Cells treated with $H_2O$$_2$alone (positive control) had an extensive DNA damage compared with cells treated with phosphate buffered saline (PBS, negative control) or pre-treated with all the tested samples. Of all the six flavonoids, quercetin was the most potent antioxidant showing the lowest $ED_{50}$/ of 8.5 $\mu$g/mL (concentration to produce 50% protection of relative DNA damage). The antoxidant potency of individual flavonoids were ranked as follows in a decreasing order; luteolin (18.4 $\mu$g/mL), myricetin (19.0 $\mu$g/mL) , rutin (22.2 $\mu$g/mL) , apigenin (24,3 $\mu$g/mL) , kaempferol (25.5 $\mu$g/mL). The protective effect of $\alpha$-tocopherol was substantially lower (highest $ED_{50}$value of 55.0 $\mu$g/mL) than all the other flavonoids, while the protective effect was highest in green tea and grape juice with low ED5O value of 7.6 and 5.3, respectively. These results suggest that flavonoids, especially quercetin, and natural compounds from food product, green tea and grape juice, produced powerful anti-oxidative activities, even stronger than $\alpha$-tocopherol. Taken together, supplementation of antioxidants to lymphocytes followed by oxidative stimulus inhibited damage to cellular DNA, supporting a protective effect against oxidative damage induced by reactive oxygen species.

Comparison of Chemical Properties and Phenolic Compound for Ethanol Extract of Blueberry, Bokbunja and Mulberry and their Pomaces (블루베리·복분자와 오디 그리고 이들 부산물 주정 추출물의 이화학적 특성 및 페놀화합물 함량 비교)

  • Kang, Da-Rae;Chung, Yi-Hyung;Shim, Kwan-Seob;Shin, Dae-Keun
    • Korean Journal of Organic Agriculture
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    • v.23 no.3
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    • pp.535-547
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    • 2015
  • In this study, the chemical properties and phenolic compound of blueberry, bokbunja and mulberry and their pomace were determined to develop them as functional food materials. Water content of individual whole berry was ranged from 84.25-86.20%, and water content was significantly high in whole berries rather than their pomace (p<0.01). Additionally, each berry and its pomace's pH was 3.32-5.18. Among them, whole mulberry showed the highest pH which is 5.18 (p<0.01). Total polyphenol and flavonoid contents were the greatest in blueberry pomace and they were 24.81 mg/g and 2.13 mg/g, respectively (p<0.01). However, mulberry pomace generated the greatest anthocyanin content compared to others (p<0.01). In phenolic compound profiles, cyanin chloride was detected in mulberry and bokbunja. Epigallocatechin, gallocatechin and isorhamnetin were found only in blueberry. Catechin (hydrate) and epicatechin were greater in pomaces than whole berries except blueberry (p<0.01), otherwise, significantly great rutin (trihydrate) and quercetin contents were found in whole berries as compared to their pomace except blueberry (p<0.01). Gallic acid was significantly greatest in mulberry (p<0.01) and quercetin 3-D-galactoside was significantly greatest in blueberry (p<0.01). Apigenin and luteolin were traced in mulberry, and mulberry pomace showed greater apigenin and luteolin contents than whole mulberry (p<0.01). Naringenin was greater in pomaces than whole berries (p<0.01). As a result, it was found that all berry extracts used in this study were able to be applied as functional food materials and their pomace contained high phenolic compound enough to be a good source of phytochemical for nutraceutical use.