• KOREAN JOURNAL OF CROP SCIENCE
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• v.54 no.3
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• pp.314-319
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• 2009

The identification of volatile constituents in foods is important in creating flavor compounds to improve the flavor of foods. This study was conducted to identify the flavor compounds in soybean sprouts cultivated with 4 different types of soybean seeds. A total of 52 flavor compounds were identified and composed mainly of alcohols (16), aldehydes (17), ketones (10), acids (2), furans (2), and miscellaneous compounds (5). Sprouts cultivated with Dawonkong and Orialtae showed 46 flavor compounds whereas Pungsannamulkong and Nokchaekong was 49 and 50. In total flavor compounds contents, Orialtae was the highest (19.3 mg/kg RC) and followed by Pungsannamulkong (15.83 mg/kg RC), Dawonkong (13.2 mg/kg RC), and Nokchaekong (11.3 mg/kg RC) in that order. Two groups including alcohols and aldehydes were detected high amounts in which their ratio were analyzed 32% and 51% in total flavor contents, respectively. It may be responsible for flavor in soybean sprouts. In case each flavor compound content, 2-hydroxybenzaldehyde was detected the major compound and hexanol, 1-octen-3-ol, and hexanal that the main compounds in lipid oxidation of soybean products were identified the main volatile flavor compounds in soybean sprouts.

• Applied Biological Chemistry
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• v.37 no.2
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• pp.100-104
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• 1994

From the 48 hour-cultured mycelial broth of Phellinus linteus, six compounds were isolated by means of ethyl acetate extraction, silica gel column chromatography and preparative thin layer chromatography, consecutively. Compound 1 was identified as a succinic acid by the comparison of its spectral data with authentic sample. Compounds 2 and 3 were identified as p-hydroxyphenyl acetic acid methyl ester and p-hydroxybenzaldehyde by spectroscopic studies, respectively. NMR and MS studies of compound 6 revealed that it was 2,5-dihydroxymethyl furan. Compound 4, which showed similar NMR absorptions and MS fragmentation pattern with those of compound 6 was identified as 2-hydroxymethyl-5-methoxymethylfuran. These structures were verified by the spectral data of the acetate derivatives of the compounds. Compound 5 was supposed to be a N-acetyltyramine from its $^1H-NMR$ and EI-MS data, and its structure was confirmed by a synthesis starting from tyramine.

• Journal of the Korean Society of Food Science and Nutrition
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• v.34 no.10
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• pp.1633-1637
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• 2005

Five different plant cell wall degrading enzymes were tested for their ability to release p -hydroxybenzoic acid from carrot alcohol insoluble residue (AIR) and cellulose fraction. Phenolics of AIR from cell wall materi민 (CWM) in carrot were found to consist primarily of p-hydroxybenzoic acid (1,977 $\mu$g/g AIR) with minor contribution from vanillin (55.9 $\mu$g/g AIR), ferulic acid (13.6 $\mu$g/g AIR) and p-hydroxybenzaldehyde (10.6 $\mu$g/g AIR). The contents of ferulic acid in Driselase, Cellulase, Macerozyme R-200, Macerozyme R-10 and Sumyzyme MC were 2,319, 2,060, 391, 95.2, 34.1 $\mu$g/g, respectively. Incubation of Driselase with AIR released only 2.8$\%$ of the total 4 M NaOH extractable p-hydroxybenzoic acid. These results indicate that commercial five plant cell wall dograding enzymes can not release P-hydroxybenzoic acid from carrot AIR and cellulose fraction.

• Archives of Pharmacal Research
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• v.21 no.3
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• pp.357-360
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• 1998

Two new 4-hydroxybenzyl alcohol derivatives (1 and 2) were isolated from the methanol extract obtained from fresh tubers of Gastrodia elata together with 4-hydroxybenzyl methyl ether, 4-hydroxybenzyl alcoho, bis(4-hydroxyphenyl)methane, 4-hydroxybenzaldehyde, $\beta$-sitosterol and plamitic acid. 1 and 2 were identified as 3-O-($4^1$-hydroxybenzyl)-$\beta$-sitosterol and 4-[$4^1$-($4^{11}$-hydroxybenzyloxy)benzyloxy]benzyl methyl ether, respectively, according to the spectroscopic data.

• 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.

• Archives of Pharmacal Research
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• v.22 no.4
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• pp.404-409
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• 1999

The inhibitory effects of the constituents of Gastrodia elata Bl. (GE) on glutamate-induced apoptosis in human neuronal cells were investigated using IMR32 human neuroblastoma cells. Glutamate (GLU) induced DNA fragmentation, a hallmark of apoptosis, in a dose-dependent manner. GLU also induced a slow and sustained increase in intracellular $Ca^{2+}$ concentration. Treatment with EGTA, an extracellular $Ca^{2+}$ chelator, in a nominal $Ca^{2+}$ -free buffer solution abolished the GLU-induced intracellular $Ca^{2+}$ increase, indicating that GLU stimulated Ca2+ influx pathway in the IMR32 cells. BAPTA, an intracellualr $Ca^{2+}$ chelator, significantly inhibited the GLU-induced apoptosis assessed by the flow cytometry measuring hypodiploid DNA content indicative of apoptosis, implying that intracellular $Ca^{2+}$ rise may mediate the apoptotic action of GLU. Vanillin (VAN) and p-hydroxybenzaldehyde(p-HB), known constituents of GE, significantly inhibited both intracellular $Ca^{2+}$ rise and apoptosis induced by GLU. These results suggest that the apoptosis-inhibitory actions of the constituents of GE may account, at least in part, for the basis of their antiepileptic activities. These results further suggest that intracelluarl $Ca^{2+}$ signaling pathway may be a molecular target of the constituents of GE.

• Bulletin of the Korean Chemical Society
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• v.22 no.12
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• pp.1385-1389
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• 2001

In situ generated homoallenylindium reagents derived from the reaction of indium with 4-bromo-3-[(tri-methylsilyl) methyl]-1,2-butadiene reacted with a variety of aldehydes in DMF to produce 2-(2-hydroxy-ethyl) homoallenylsilanes at room temperatu re in good to excellent yields. 2- or 3-Hydroxybenzaldehyde that contains labile hydrogen was reacted with homoallenylindium reagent to provide the homoallenylsilanes. In the case of 4-formylbenzoic acid, the desired compound was produced in 88% yield. 4-Bromo-3-[(trimethyl-silyl) methyl]-1,2-butadiene was prepared from monoacetylation and mesylation of 2-butyn-1,4-diol, addition of trimethylsilylmethyl anion, saponification and mesylation followed by Finkelstein reaction.

• Microbiology and Biotechnology Letters
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• v.48 no.4
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• pp.506-514
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• 2020

4-Hydroxybenzyl alcohol (4-HB alcohol) is one of the major active components of Gastrodia elata Blume, with beneficial effects on neurological disorders such as headache, convulsive behavior, and dizziness. Here, we developed a metabolically engineered Corynebacterium glutamicum strain able to produce 4-HB alcohol from 4-hydroxybenzoate (4-HBA). First, the strain APS963 was obtained from the APS809 strain via the insertion of aroK from Methanocaldococcus jannaschii into the NCgl2922-deleted locus. As carboxylic acid reductase from Nocardia iowensis catalyzes the reduction of 4HBA to 4-hydroxybenzaldehyde (4-HB aldehyde), we then introduced a codon-optimized car gene into the genome of APS963, generating the GAS177 strain. Then, we deleted creG coding for a putative short-chain dehydrogenase and inserted ubiCpr encoding a product-resistant chorismate-pyruvate lyase into the pcaHG-deleted locus. The resulting engineered GAS355 strain accumulated 2.3 g/l 4-HB alcohol with 0.32 g/l 4-HBA and 0.3 g/l 4-HB aldehyde as byproducts from 8% glucose after 48 h of culture.

• Natural Product Sciences
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• v.8 no.4
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• pp.137-140
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• 2002

From the MeOH extract of the aerial part of Gastrodia elata Blume (GEB) (Family: Orchidaceae), eight compounds have been isolated on repeated column chromatography, and their structures were elucidated as dotriacontanoic acid (1), beta-sitosterol (2), 4-hydroxybenzaldehyde (3), docosanoic acid oxiranylmethyl ester (4), hentriacotanoic acid (5), octadecanoic acid (6), benzoic acid (7) and gastrodin (8) on the basis of their spectral evidences including EI-Mass and 2D-NMR spectrum. All of them were obtained from the aerial part of Gastrodia elata Blume for the first time, in which compound 4 is a novelty to our best knowledge. It is also known that a phenolic glucoside, gastrodin is a major constituent just like Gastrodia rhizome.

• Archives of Pharmacal Research
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• v.26 no.7
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• pp.535-539
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• 2003

The EtOAc soluble fraction from the stem of Sorghum bicolor showed a strong free radical scavenging activity. Five major compounds were isolated from this fraction. They were identified by spectral data as methyl ferulate (1), methyl p-hydroxycinnamate (2), p-hydroxybenzaldehyde (3), tricin (4), and quercetin 3,4 -dimethyl ether (5). Among these compounds, 1 exhibited a strong, free radical scavenging activity on 1, 1-diphenyl-2-picrylhydrazyl (DPPH) with an $IC_50$ value of 0.7 $\mu$M. We further studied the effects of these isolated compounds on the lipid peroxidation in rat liver microsomes induced by non-enzymatic method. All five compounds showed anti-lipid peroxidation activity ($IC_50$ values of 0.5, 0.4, 0.3 and 0.3 $\mu$ M, respectively).