• Title/Summary/Keyword: Glucopyranoside

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Phenolic Compounds Isolated from Opuntia ficus-indica Fruits

  • Kim, Jung Wha;Kim, Tae Bum;Yang, Heejung;Sung, Sang Hyun
    • Natural Product Sciences
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    • v.22 no.2
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    • pp.117-121
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    • 2016
  • On the phytochemical investigation of a 70% ethanol extract of the fruits of Opuntia ficus-indica, (Cacataceae), we could result in the isolation of thirteen phenolic compounds including seven flavonoids (1 - 9) and four simple phenolic glycosides (10 - 13) by column chromatographic methods. Among the isolated compounds, picein (11), androsin (12), and $1-O-feruloyl-{\beta}-{\small{D}}-glucopyranoside$ (13) were isolated for the first time from O. ficus-indica; additionally, this is the first report $benzyl-O-{\beta}-{\small{D}}-glucopyranoside$ (10) from the genus Opuntia. The structures of the compounds were determined by spectral data analysis which included 1D, 2D NMR spectrum and ESIMS.

Three Antioxidant Compounds of the Red Alga Liagora farinosa

  • Hannoda, Hala M.;Badr, Jihan M.;Yousef, Diaa T.A.
    • Natural Product Sciences
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    • v.13 no.2
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    • pp.140-143
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    • 2007
  • Investigation of the chloroform soluble fraction of the red alga Liagora farinosa, collected from Hurghada at the Red Sea resulted in the isolation of three compounds; a nucleoside (thymidine) and two glycosides (methyl-${\beta}$-D-xylopyranoside and glycerol-2-${\alpha}$-D-glucopyranoside). The structures of the isolated compounds were established on the basis of different spectroscopic techniques as well as comparison with the previously published data. This is the first report for the isolation of the three compounds fron red algae; moreover, the compounds were examined for their antioxidant activity and showed variable activity.

Microbial Transformation of Isoxanthohumol, a Hop Prenylflavonoid

  • Kim, Hyun-Jung;Kang, Min-Ah;Lee, Ik-Soo
    • Natural Product Sciences
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    • v.14 no.4
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    • pp.269-273
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    • 2008
  • Microbial transformation of isoxanthohumol (1), a prenylated flavanone from hops, has resulted in the production of a pair of glucosylated derivatives. The structures of these compounds were elucidated to be (2S)-5-methoxy-8-prenylnaringenin 7-O-${\beta}$-D-glucopyranoside (2) and (2R)-5-methoxy-8-prenylnaringenin 7-O-${\beta}$-Dglucopyranoside (3) based on the spectroscopic analyses.

Anti-oxidative Activities of Phenolic Compounds from barks of Pinus densiflora Siebold et Zuccarini

  • Kwon, Joo-Hee;Kwon, Yong-Min;Choi, Sun-Eun;Park, Kwan-Hee;Lee, Min-Won
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.10-14
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    • 2010
  • Phytochemical examination of the barks of Pinus densiflora Siebold et Zuccarini has led to the isolation of one phenylpropanoid, one lignan, one flavonoid, one flavan 3-ol and two procyanidins : 4-O-$\beta$-D-glucopyranosyl-p-coumaric acid (1), 2,3-dihydro-2-(4-methoxy)-7-hydroxy-3-hydroxymethyl-5-(3-hydroxy propyl)-benzofuran 3-O-$\alpha$-D-glucopyranoside (2), taxifolin 3'-O-$\beta$-D-glucopyranoside (3), (+)-catechin (4), procyanidin B1 (5) and epicatechin-($4{\beta}$-8)-catechin-($4{\alpha}$-8)-catechin (6). Among them, Compound 4, 5 and 6 showed potent anti-oxidative activities and these anti-oxidative activities were significantly different compared with ascorbic acid as positive control.

Synthesis of Octopus Type Trimethylene Glycol β-D-glucopyranosides

  • Kim, Yong Sik;Kadla, John F.
    • Journal of the Korean Wood Science and Technology
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    • v.41 no.2
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    • pp.149-157
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    • 2013
  • The octopus type oligo-hydroxypropylene glycol ${\beta}$-D-glucopyranosides were successfully synthesized in this studies: the sterospecific compound of allyl 2, 3, 4, 6-tetra-O-acetyl-${\beta}$-D-glucopyranosides (1) was deacetylated with NaOMe in MeOH lead to allyl-${\beta}$-D-glucopyranoside (2) which was perallylated and followed by hydroboration and subsequent oxidation afforded (3-hydroxy-propyl) 2, 3, 4, 6-tetraO(3-hydroxy-propyl)-${\beta}$-D-glucopyranoside (4). As a result, not only allylpropylene glycol ${\beta}$-D-glucopyranosides (5, 7, and 9) but also hydroxypropylene glycol ${\beta}$-D-glucopyranosides (6, 8, and 10) were synthesized by repeated sequential perallylation followed by hydroboration/oxidation.

Effects of Temperature and UV Irradiation on Stability of Anthocyanin-Polyphenol Copigment Complex in Mulberry Fruits (오디에서 열처리와 자외선 조사가 Anthocyanin-Polyphenol Copigment Complex의 안전성에 미치는 효과)

  • Bang, In-Soo;Yu, Chang-Yeon;Lim, Jung-Dae
    • Korean Journal of Medicinal Crop Science
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    • v.18 no.3
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    • pp.191-200
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    • 2010
  • Anthocyanin and polyphenolic compounds present in fruits of mulberry (Morus alba L.) were determined and the influence of temperature and UV irradiation on stability of the anthocyanin-copigment complex were investigated. The copigmentation substance selected in non-anthocyanin fraction from mulberry for the study included: phenolic acid (hydroxybenzoic acid) and flavonoid (quercetin-3-O-$\beta$-D-glucopyranoside). The copigmentation effect increased with the copigment content. UV irradiation had a stronger degradation effect on the copigmentation complex than heating at $80^{\circ}C$. The non-anthocyanin fraction of mulberry and isolated flavonoid (quercetin-3-O-$\beta$-D-glucopyranoside) from mulberry fruit predominated over other copigment substances.

Isolation of Sinapic Acid Esters from Raphani Semen (내복자(Raphani Semen)로부터 Sinapic acid esters의 분리)

  • Kang, Eun-Jung;Ko, Byoung-Seob;Kim, Ho-Kyoung
    • Korean Journal of Pharmacognosy
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    • v.31 no.4
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    • pp.434-437
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    • 2000
  • Two sinapic acid esters were isolated from the methanol extract of Raphani Semen. The structures were elucidated on the basis of spectroscopic methods $(^1H-NMR,\;^{13}C-NMR,\;HMQC,\;^1H-^1H\;COSY\;and\;HMBC)$ and were identified as methyl sinapate (1) and ${\beta}-D-(3-O- sinapoyl)fructofuranosyl-{\alpha}-D-(6-O-sinapoyl)glucopyranoside$ (2). Compound 1 was first isolated from the genus of Raphanus.

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A New Cycloartane Glycoside from Camptosorus sibiricus Rupr.

  • Ning-Li;Xian-Li;Peng-Zhang;Li, Zhan-Lin;Yang, Shi-Lin;Wang, Jin-Hui
    • Archives of Pharmacal Research
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    • v.27 no.7
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    • pp.727-729
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    • 2004
  • A new cycloartane glycoside was isolated from the dried whole herbs of Camptosorus sibiricus Rupr By means of chemical (hydrolysis) and spectroscopic methods (IR, 1D, and 2D NMR, ESI-MS), the structure was established as $3{\beta}$, $7{\beta}$, $24{\beta}$, 25, 30-pentahydroxycycloartane-3-O-${\beta}$-D-glucopyranoside-24-O-${\beta}$-D-glucopyranoside (1).

Phytochemical Study of Adenophora stricta Roots (당잔대(Adenophora stricta) 뿌리의 성분연구)

  • Rho, Taewoong;Yoon, Kee Dong
    • Korean Journal of Pharmacognosy
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    • v.50 no.2
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    • pp.73-80
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    • 2019
  • Adenophora stricta Miq. (Campanulaceae) is an annual herb, which has been used as a traditional medicine in Korea, Japan and China to treat bronchial asthma, tonsillitis, and hypertension. In this study, 12 compounds were isolated from the roots of A. stricta and isolates were identified to be methyl adenophorate (1), decursidin (2), L-tryptophan (3), D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4), vanillic acid 4-O-${\beta}$-D-glucopyranoside (5), syringic acid 4-O-${\beta}$-D-glucopyranoside (6), vanillin (7), vanillic acid (8), p-hydroxybenzaldehyde (9), p-hydroxybenzoic acid (10), p-hydroxyacetophenone (11) and linoleic acid (12). Decursidin (2) and D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4) is firstly reported from A. stricta in current study.

Chemical constituents of Synurus deltoides (Aiton)Nakai

  • Lee, Hyun-Yong;Jin, Wen-Yi;An, Ren-Bo;Na, Min-Kyun;Bae, Ki-Hwan
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.375.2-375.2
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    • 2002
  • S.deltoides (Compositae) distributed widely in Korea. China. It is edible as a food additive. but there has been no study on chemical constituents. Therefore. we isolated nine compounds from S.deltoldes. On the basis of spectroscopic evidence. the structure of these compounds were characterized as lupeol( 1), $\alpha$-amyrin(2).$\beta$-amyrin (3), ursolic acid(4), nonacosanol(5), nonacosanoic acid(6). mixture of $\beta$-sitosterol. stigmasterol and campesterol (7), $\beta$-sitosteryl-3-O-$\beta$-D-glucopyranoside(8), stigmasteryI-3-O-$\beta$-D-glucopyranoside(9). (omitted)

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