• Title/Summary/Keyword: isoferulic acid

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Unique Phenolic Sulphate Conjugates from the Flowers of Tamarix amplexicaulis

  • Souleman, Ahmed A.M.;Barakat, Heba H.;Hussein, Sahar A.M.;El-Mousallamy, Amani M.D.;Nawwar, Mahmoud A.M.
    • Natural Product Sciences
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    • v.4 no.4
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    • pp.245-252
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    • 1998
  • The unique sulphated phenolics, gallic acid 3-methyl ether 5-potassium sulphate, isoferulic acid 3-potassium sulphate, and ellagic acid 4,4'-dimethyl ether 3-potassium sulphate have been isolated from the flowers of Tamarix amplexicaulis Ehrenb. (Tamaricaceae). The hitherto unknown natural phenolic acid, gallic acid 3-methyl ether, together with the known phenolic, gallic acid, gallic acid 4-methyl ether, isoferulic acid, ferulic acid, ellagic acid, and ellagic acid 4,4'-dimethyl ether have been also separated and characterized. The structures were established by conventional methods, including electrophoretic analysis and confirmed by ESI-MS, $^1H-\;and\;^{13}C-NMR$.

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Biologic Activities of Lysimachiae Herba II-Analgesic and antiinflammatory effects of ethyl acetate fraction and a phenyl propanoid component

  • Choi, Jong-Won;Park, Jong-Cheol;Lee, Chung-Kyu
    • Natural Product Sciences
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    • v.3 no.2
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    • pp.135-140
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    • 1997
  • The methanolic extract of Lysimachiae christinae Herba, which has been used for diuretic, calculi remover and jaundice remedy in oriental countries, was found to possess analgesic and antiinflammatory effect in Freund's complete adjuvant treated rat. From ethyl acetate fraction of the herb a phenyl propanoid isoferulic acid was isolated as an active principle.

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New Dimeric Phenolic Conjugates from the Wood of Tamarix tetragyna

  • Hussein, Sahar A.M.
    • Natural Product Sciences
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    • v.3 no.2
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    • pp.127-134
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    • 1997
  • Two new dimeric phenolic conjugates, 2,3-di-O-dehydrodigallicmonocarboxyl-$({\alpha},{\beta})$-$^4C_1$-glucopyranose and ellagic acid 3,3'-dimethylether-4-0-$SO_3K$ were isolated from the debarked heart wood of Tamarix tetragyna (Tamaricaceae) along with the known phenolic compounds, isoferulic acid, ferulic acid, gallic acid, gallic acid 4-methyl ether, syringic acid, ellagic acid 3,3'-dimethyl ether and ellagic acid. All structures were determined mostly by ESI-MS, ID and 2D-NMR spectroscopy.

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Studies on the Chemical Components of Korean Ginseng (I)-GLC/MS Analysis of Free Phenolic Fraction- (고려삼의 페놀성 분획의 성분연구( I ) -유리 페놀성 분획의 GLC/MS분석-)

  • 김만욱;위재준
    • Journal of Ginseng Research
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    • v.9 no.1
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    • pp.54-63
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    • 1985
  • The free phenolic fraction from Korean white ginseng (Panax ginseng C.A. Meyer) was studied by GLC/MS as trimethylsilyl and methyl derivative. Five phenolic compounds such as 2,6-ditert butyl p-crestal, phloroglucinol, protocatechuic acid, isoferulic acid, quinic acid were identified newly. And additionally 13 organic acids and hydrocarbons were also identified in the fraction.

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Peroxynitrite scavengers from Phellinus linteus

  • Jeong, Da-Mi;Jung, Hyun-Ah;Kang, Hye-Sook;Choi, Jae-Sue
    • Natural Product Sciences
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    • v.14 no.1
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    • pp.1-11
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    • 2008
  • Peroxynitrite ($(ONOO^-)$ is a cytotoxic species formed from nitric oxide and superoxide anion, which are highly implicated in the pathogenesis of oxidative stress-mediated diseases. The aim of this study was to investigate the scavenging effects of Phellinus linteus on authentic $ONOO^-$, and further phytochemical studies are planned that will attempt to identify the active principles. From the active EtOAc fraction, a mixture of fungisterol and 5-dihydroergosterol (1), a mixture of betulin and 1,2-benzenedicarboxylic acid bis (2-methyl heptyl) ester (2), protocatechualdehyde (3), protocatechuic acid (4), cirsiumaldehyde (5), hispidin (6), caffeic acid (7), phelligridin D (8), uracil (9), gallic acid (10), 2,5-dihydroxybenzoic acid (11), ferulic acid (12), 2,3-dihydroxybenzaldehyde (13), arbutin (14), isoferulic acid (15), guanosine (16), and ellagic acid (17) were isolated, and their structures were characterized based on spectroscopic data. All compounds except 3, 6, 7 and 16 were isolated for the first time from P. linteus. Compounds 3, 4, 6-8, 10-15, and 17 showed potent scavenging activity on $ONOO^-$, with $IC_{50}$ values of $2.06\;{\pm}\;0.10$, $3.45\;{\pm}\;0.57$, $0.71\;{\pm}\;0.05$, $2.78\;{\pm}\;0.36$, $5.42\;{\pm}\;0.26$, $1.13\;{\pm}\;0.02$, $1.82\;{\pm}\;0.17$, $0.91\;{\pm}\;0.19$, $1.59\;{\pm}\;0.09$, $1.88\;{\pm}\;0.07$, $1.22\;{\pm}\;0.37$, and $2.01\;{\pm}\;0.02\;{\mu}M$, respectively, as compared to the positive control, DL-penicillamine, with an $IC_{50}$ value of $5.04\;{\pm}\;0.06\;{\mu}M$.

Structure-Guided Identification of Novel Phenolic and Phenolic Amide Allosides from the Rhizomes of Cimicifuga heracleifolia

  • Yim, Soon-Ho;Kim, Hyun-Jung;Jeong, Na-Ri;Park, Ki-Deok;Lee, Young-Ju;Cho, Sung-Dong;Lee, Ik-Soo
    • Bulletin of the Korean Chemical Society
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    • v.33 no.4
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    • pp.1253-1258
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    • 2012
  • Two phenolic allopyranosides and two phenolic amide allopyranosides, along with eight known phenolic compounds, including cimicifugic acids, shomaside B, fukiic acid, isoferulic acid, and piscidic acid, were isolated from the n-butanolic extract of rhizomes of Cimicifuga heracleifolia. On-line spectroscopic data for UV, NMR, and MS from a combination of LC-NMR and LC-MS techniques directly and rapidly provided sufficient structural information to identify and confirm all the structures of major phenolic compounds in the extract, in addition to their HPLC profiles. This combined analytic information was then used as a dereplication tool for structure-guided screening in order to isolate unknown phenolic compounds in the extract. Successive fractionation and purification using semi-preparative HPLC acquired four unknown allopyranosides, and their structures were identified as cis-ferulic acid 4-O-${\beta}$-D-allopyranoside, trans-ferulic acid 4-O-${\beta}$-D-allopyranoside, trans-feruloyltyramine 4-O-${\beta}$-D-allopyranoside, and trans-feruloyl-(3-O-methyl)dopamine 4-O-${\beta}$-D-allopyranoside, based on a subsequent spectroscopic interpretation.

Polyphenolic Metabolites of the Flowers of Tamarix tetragyna

  • El-Mousallami, Amani M.D.;Hussein, Sahar A.M.;Nawwar, Mahmoud A.M.
    • Natural Product Sciences
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    • v.6 no.4
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    • pp.193-198
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    • 2000
  • Phytochemical study of the constitutive polyphenolics of the flower aqueous alcohol extract of Tamarix tetragyna was carried out. The new sulphated flavonol, quercetin 3',4'-dimethyl ether $3-O-KSO_3$ as well as the new natural galloyl glucose, $2-O-galloyl-({\alpha}/{\beta})-^4C_1-glucopyranose$ were isolated and characterized. The known sulphated flavonols, kaempferol 7,4-dimethyl ether $3,5-di-O-KSO_3$, quercetin 7-methyl ether $3,3',4'-tri-O-KSO_3$, quercetin 7,4'-dimethyl ether $3-O-KSO_3$ and quercetin $3-O-KSO_3$ and the known sulphated phenolics, isoferulic acid $3-O-KSO_3$ and ellagic acid 4,4'-dimethyl ether $3-O-KSO_3$ were also separated and identified. The structures were established by conventional methods of analysis and confirmed by $^1H-,\;^{13}C-NMR$ and negative ESI-mass spectrometry. 2D-homonuclear chemical shift correlation NMR experiment was applied for the new natural galloylglucose.

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Characterization of an O-Methyltransferase from Streptomyces avermitilis MA-4680

  • Yoon, Young-Dae;Park, Young-Hee;Yi, Yong-Sub;Lee, Young-Shim;Jo, Geun-Hyeong;Park, Jun-Cheol;Ahn, Joong-Hoon;Lim, Yoong-Ho
    • Journal of Microbiology and Biotechnology
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    • v.20 no.9
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    • pp.1359-1366
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    • 2010
  • A search of the Streptomyces avermitilis genome reveals that its closest homologs are several O-methyltransferases. Among them, one gene (viz., saomt5) was cloned into the pET-15b expression vector by polymerase chain reaction using sequence-specific oligonucleotide primers. Biochemical characterization with the recombinant protein showed that SaOMT5 was S-adenosyl-L-methionine-dependent Omethyltransferase. Several compounds were tested as substrates of SaOMT5. As a result, SaOMT5 catalyzed O-methylation of flavonoids such as 6,7-dihydroxyflavone, 2',3'-dihydroxyflavone, 3',4'-dihydroxyflavone, quercetin, and 7,8-dihydroxyflavone, and phenolic compounds such as caffeic acid and caffeoyl Co-A. These reaction products were analyzed by TLC, HPLC, LC/MS, and NMR spectroscopy. In addition, SaOMT5 could convert phenolic compounds containing ortho-dihydroxy groups into O-methylated compounds, and 6,7-dihydroxyflavone was known to be the best substrate. SaOMT5 converted 6,7-dihydroxyflavone into 6-hydroxy-7-methoxyflavone and 7-hydroxy-6-methoxyflavone, and caffeic acid into ferulic acid and isoferulic acid, respectively. Moreover, SaOMT5 turned out to be a $Mg^{2+}$-dependent OMT, and the effect of $Mg^{2+}$ ion on its activity was five times greater than those of $Ca^{2+}$, $Fe^{2+}$, and $Cu^{2+}$ ions, EDTA, and metal-free medium.