• Title/Summary/Keyword: 2"-O-rhamnosylvitexin

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Chemical Investigation of the Constitutive Flavonoid Glycosides of the Leaves of Crataegus sinaica

  • El-Mousallamy, Amani M. D.
    • Natural Product Sciences
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    • v.4 no.2
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    • pp.53-57
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    • 1998
  • Leaves of Crataegus sinaica Boiss, contain the new C-glycosyl flavone $3"',4”’-di-O-acetyl-2“-O-{\alpha}-rhamnosylvitexin$, together with the hitherto unknown, dihydroflavonol 3-O-xyloside, (2R:3R)-dihydroquercetin-$3-O-{\beta}-xylopyranoside$. The known compounds (+)-catechin, (-)-epicatechin, vicenin-II, $2"-O-{\alpha}-rhamnosylvitexin$, and $4"'-O-acetyl-2"-O-{\alpha}-rhamnosylvitexin$ were also characterized. Structures were established by conventional methods of analysis and confirmed by $^1H-,\;^{13}C-NMR$, and ESI-MS.

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Phenolic Compounds from Japanese Anise (Illicium anisatum L.) Leaves

  • Shinn, Seong-whan;Min, Hee-Jeong;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.47 no.1
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    • pp.1-7
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    • 2019
  • Japanese anise (Illicium anisatum L.) leaves were collected and ground after drying, then immersed with 50 % aqueous acetone for 3 days. After filtration, the extracts were fractionated with n-hexane, chloroform ($CHCl_3$), ethylacetate (EtOAc) and $H_2O$, and then freeze dried after concentration. A portion of EtOAc (3.12 g) and $H_2O$ (6.08 g) soluble fractions were chromatographed on a Sephadex LH-20 column with various aqueous MeOH solution to isolate the compounds. Compound 1 ((+)-catechin) was isolated from EtOAc soluble fraction. Compounds 2 (quercetin), 3 (quercitrin) and 4 (2''-O-rhamnosylvitexin) were isolated from $H_2O$ soluble fraction. For the first time, quercitrin (3) and 2''-O-rhamnosylvitexin (4) of the isolated compounds were obtained from the extracts of japanese anise leaves.

Constituents of Crataegus Pinnatifida Var. psilosa Leaves (II) -Flavonoide from BuOH Fraction-

  • Oh, In-Se;Whang, Wan-Kyun;Kim, Il-Hyuk
    • Archives of Pharmacal Research
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    • v.17 no.5
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    • pp.314-317
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    • 1994
  • The studies were camied out to evaluate the constituents in the leaves of Crataegus pinnatifida var. psilosa (Rosaceae) continuously. From the BuOH fraction of the MeOH extract, four flavonoid compounds, hyperoside (1), vitexin (2), 3"-O-rhamnosylvitexin (3) and $quercetin-3-O-{\alpha}-L-rhamnopyranoslyl-(1{\rightarrow}6)-{\beta}$-D-galactopyranoside (4) were isolated and identified on the basis of their physico-chemical properties and spectroscopic evidences by comparison with authentic samples.

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C-Glycosylflavonoids from the Whole Plants of Setaria faberi Herrmann (가을강아지풀의 C-Glycosylflavone 성분)

  • Kim, Dae Keun
    • Korean Journal of Pharmacognosy
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    • v.47 no.3
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    • pp.222-225
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    • 2016
  • Four flavone compounds were isolated from the whole plants of Setaria faberi Herrmann (Gramineae) through repeated column chromatography. Their chemical structures were elucidated as tricin (1), and three C-glycosylflavone, 2"-O-rhamnosylvitexin (2), 2"-O-rhamnosylscoparin (3), and 2"-O-rhamnosylorientin (4), respectively, by spectroscopic analysis. These compounds were isolated for the first time from this plant.

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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Phenolic Compounds from Fallen Needle of Larix kaempferi Carr. (일본잎갈나무 낙엽의 페놀성 화합물)

  • Kwon, Dong-Joo;Kim, Jin-Kyu;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.34 no.6
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    • pp.72-80
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    • 2006
  • Fallen needle (8.5 kg) of Larix kaempferi were collected and extracted with 95% EtOH. The EtOH extracts were evaporated under reduced pressure, concentrated, and successively fractionated with a series of hexane, methylene chloride, ethylacetate and water on a separatory funnel to be freeze dried. A portion of ethylacetate and water soluble powder were chromatographed on a Sephadex LH-20 column eluting with aqueous MeOH and EtOH-hexane mixture. Spectrometric analyses such as NMR and FAB-MS, including TLC, were performed on the seven isolated compounds and were elucidated as (+)-catechin, (-)-epicatechin, 2"-O-rhamnosylvitexin, juglanin, afzelin, laricitrin-3-O-${\beta}$-D-glucopyranoside, isoquercitrin and cedrusin.

Flavonoid Glycosides from Needles of Larix leptolepis(Pinaceae) (일본잎갈나무 잎의 후라보노이드 배당체)

  • Kim, Jin-Kyu;Park, Wan-Geun;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.25 no.2
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    • pp.81-87
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    • 1997
  • 일본잎갈나무잎을 채취하여 아세톤 : 물 (7 : 3, v/v) 의 혼합용액으로 추출한 후 에틸아세테이트용성 화합물과 수용성 화합물로 분리하였으며 Sephadex LH-20으로 충진한 칼럼을 사용하여 화합물을 단리 하였다. 단리 화합물을 확인하기 위하여 셀룰로오스 박층 크로마토그래피(TLC)를 실시한 후 자외선 램프 하에서 관찰하였다. 바닐린 발색제를 분무히여 정색반응을 조사하고 $R_r$ 값을 구하였다. 단리된 화합물들의 구조는 $^1H$-NMR과 $^{13}C$-NMR 스펙트럼을 이용하여 그 구조를 규명하였으며 에틸아세테이트용성 화합물에서는 (+)-catechin, (-)-epicatechin, kaempferol-O-arabinofuranoside와 kaempferol-3-O-arabinopyranoside, 수용성 화합물에서는 apigenin-8-C-rhamnosyl-($1"'{\rightarrow}2"$)-glucoside(2"-O-rhamnosylvitexin)을 단리 하였다.

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Pharmaco-Constituents of Crataegus Pinnatifida var. Pubescens Leaves (털산사나무잎의 약효성분)

  • 김정수;김일혁
    • YAKHAK HOEJI
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    • v.37 no.2
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    • pp.193-197
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    • 1993
  • For the investigation of medicinal resources in Crataegus species, a study was carried out to clarify the constituents in the leaves of Crataegus Pinnatifida var. pubescens (Rosaceae), of which fruits have been used to stomachic, digestive, astringent, analgesic, and cardiotonic, etc. as a folk medicine in Korea. From the n-BuOH fraction of MeOH extract two flavone glycosides, vitexin(apigenin-8-C-$\beta$-D-glucopyranoside) and 2"-O-rhamnosyl vitexin(apigenin-8-C-$\alpha$-L-rhamnosyl-(1$\rightarrow$2)-$\beta$-D-glucopyrano side) were isolated and identified on the basis of their physico-chemical properties and spectroscopic evidences(UV, IR, NMR, FAB-Mass etc.) in comparision with authentic samples.amples.

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Isolation of Anti-oxidant from Domestic Crataegus pinnatifida Bunge Leaves (국산 산사나무 잎으로부터 항산화 활성성분의 분리)

  • Kang, In-Ho;Cha, Ja-Hyun;Han, Jeong-Hun;Lee, Seong-Wan;Kim, Hon-Jin;Kwon, Suck-Hyung;Ham, In-Hye;Hwang, Bo-Sik;Whang, Wan-Kyunn
    • Korean Journal of Pharmacognosy
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    • v.36 no.2 s.141
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    • pp.121-128
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    • 2005
  • In order to find the antioxidative compounds, fractionation of the MeOH extract of the leaves of Crataegus pinnatifida guided by DPPH scavenging test furnished seven phenolic compounds, $quercetin-3-O-{\alpha}-L-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (1), myricetin-3-O-rhamnose (2), $quercetin-3-O-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}6)-{\beta}-D-galctopyranoside$ (3), $quercetin-3-O-{\beta}-D-galactopyranoside$ (4), quercetin (5), $apigenin-8-C-{\beta}-L-rhamnopyranosyl-(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (2'-O-rhamnosylvitexin) (6) and (-)-epicatechin (7). All of isolated compounds showed the significant antioxidative effect on DPPH free radical scavenging test and TBARS assay.

Biological Activities on Phenolic Compounds of Japanese anise (Illicium anisatum L) Extracts

  • Shinn, Seong-Whan
    • International Journal of Advanced Culture Technology
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    • v.7 no.3
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    • pp.120-125
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    • 2019
  • In this paper, we have isolated six phenolic compounds, such as (+)-catechin (1), taxifolin (2), taxifolin-3-O-${\beta}$-D-(+)-xylose (3), quercetin (4), quercetin-3-O-${\alpha}$-L(+)-rhamnose (quercitrin) (5), apigenin-8-C-rhamnosyl-(1'''${\rightarrow}$2'')-glucoside (2''-O-rhamnosylvitexin) (6) from the EtOAc(Ethyl Acetate) and $H_2O$ soluble fractions of Japanese anise(Illicium anisatum L) leaves and twigs. Also, we have evaluated antioxidative and antiviral activity for each isolated compound. The antioxidative test was DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging activity. According to the experimental results, all of the isolated compounds indicated the increased radical scavenging activities as the concentration increases and most of the isolated compounds indicated generally good antioxidative values compare to the controls, ascorbic acid and ${\alpha}$-tocopherol. In the antiviral activities, all of the isolated compounds had no potentials in rhinovirus 1B (HRV 1B). But in enterovirus 71 (EV 71) and Influenza virus A/PR/8 (Influenza PR8), only quercetin (4) indicated the good antiviral activity compare to the control. Based on the above results, we found that the phenolic compounds of Japanese anise may be applied for one of the natural biomass sources that can be used as an antioxidant and an antiviral substance.