• Title/Summary/Keyword: 3-methoxy-4-hydroxybenzoic acid

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Identification of 3-methoxy-4-hydroxybenzoic acid and 4-hydroxybenzoic acid with Antioxidative and Antimicrobial Activity from arachis hypogaea Shell (땅콩껍질에서 항균 및 항산화활성이 있는 3-methoxy-4-hydroxybenzoic acid와 4-hydroxybenzoic acid의 동정)

  • 위지향;박근형
    • KSBB Journal
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    • v.15 no.5
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    • pp.464-468
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    • 2000
  • The methanol extract of Arachis hypogaea shell showed antioxidative and antimicrobial activity. The methanol extract was successively purified by solvent fractionation, silica gel adsorption column chromatography, Sephadex LH-20 column chromatography and octadecylsilane column chromatography. The purified active substances were isolated by high performance liquid chromatography, and were identified as 3-methoxy-4-hydroxybenzoic acid and 4-hydroxybenzoic acid by LC-MS and GC-MS. The amount of 3-methoxy-4-hydroxybenzoic acid and 4-hydroxybenzoic acid were 3.8mg and 9.8 mg per kg of shell, respectively.

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Isolation and Identification of 3-Methoxy-4-hydroxybenzoic acid and 3-Methoxy-4-hydroxycinnamic acid from Hot Water Extracts of Hovenia dulcis Thunb and Confirmation of Their Antioxidative and Antimicrobial Activity (헛개나무 열수추출물로부터 항산화 및 항미생물 활성을 갖는 3-methoxy-4-hydroxybenzoic acid 와 3-methyoxy-4-hydroxycinnamic acid의 분리 및 동정)

  • Cho, Jeong-Yong;Moon, Jae-Hak;Park, Keun-Hyung
    • Korean Journal of Food Science and Technology
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    • v.32 no.6
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    • pp.1403-1408
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    • 2000
  • The methanol soluble fraction of the hot water extracts from Hovenia dulcis Thunb showed antioxidative and antimicrobial activity. The methanol fraction was successively purified with solvent fractionation, silica gel adsorption column chromatography, Sephadex LH-20 column chromatography, and octadecylsilane column chromatography. The purified active substances were isolated by high performance liquid chromatography. The isolated substances were identified as 3-methoxy-4-hydroxybenzoic acid (vanillic acid) and 3-methoxy- 4-hydroxycinnamic acid (ferulic acid) by LC-MS and GC-MS. Vanillic acid and ferulic acid showed antimicrobial activity against Gram-positive bacteria, Gram-negative bacteria and yeast. The DPPH-radical scavenging activity of ferulic acid appeared more active than that of vanillic acid. DPPH-radical scavenging concentration of ferulic acid and vanillic acid were $14\;{\mu}g/mL\;(SC_{50})$, $100\;{\mu}g/mL\;(SC_{10})$, respectively.

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Synthesis of Xanthone Derivatives (키산톤 유도체의 합성)

  • Ko, Ok-Hyun
    • YAKHAK HOEJI
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    • v.41 no.3
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    • pp.294-297
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    • 1997
  • The efficient synthesis of xanthone derivatives, which are important intermediates in the synthesis of psorospermin as a anticancer agent, from 3-(benzyloxy)-2-hydroxybenzoic ac id and 6-allyl-3,5-dihydroxyl-1-tosyloxybenzene as a starting material will be reported herein.

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Identification of Antioxidative Substances in Allium fistulosum L. by GC-MS (GC-MS에 의한 대파의 항산화 물질 동정)

  • Seo, Gee-Woo;Cho, Jeong-Yong;Kuk, Ju-Hee;Wee, Ji-Hyang;Moon, Jae-Hak;Kim, Sung-Ho;Park, Keun-Hyung
    • Korean Journal of Food Science and Technology
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    • v.35 no.5
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    • pp.988-993
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    • 2003
  • The ethyl acetate-soluble acidic fraction of juice, hot water, and MeOH extract of Allium fistulosum L. showed DPPH radical-scavenging activity. Each fraction was purified through silica gel adsorption column chromatography, and the active substances in the juice and hot water extract were identified as succinic acid, fumaric acid, 4-hydroxybenzoic acid, 4-hydroxy-3-methoxybenzoic acid, 4-hydroxycinnamic acid, and 4-hydroxy-3-methoxycinnamic acid. For the MeOH extract, 4-hydroxybenzoic acid, 4-hydroxy-3-methoxybenzoic acid, 4-hydroxycinnamic acid, and 4-hydroxy-3-methoxycinnmic acid were identified as the active substances by GC-MS. The contents of these compounds were determined by GC analysis, and their anti-oxidative activities were measured using the DPPH radical-scavenging assay. The results obtained showed that 4-hydroxy-3-methoxycinnamic acid was the dominant antioxidant in Allium fistulosum L.

Structure Elucidation of Minor Organic Constituents from Polyozellus multiflex (까치버섯 (Polyozellus multiflex)이 생산하는 미량 유기화합물의 화학구조)

  • Hwang, Ji-Sook;Ryu, Jong-Ha;Gu, Gyo-Cheol;Kwak, Ju-Yeon;Kim, Sang-In;Yoo, Ick-Dong;Song, Kyung-Sik
    • The Korean Journal of Mycology
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    • v.26 no.4 s.87
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    • pp.519-524
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    • 1998
  • Four minor compounds were isolated from fruiting bodies of Polyozellus multiflex by consecutive chromatographic separation. Their structures were identified as ergost-4,6,8,22-tetraen-3-one, 4-methoxy-6-methyl-2H-pyran-2-one, p-anisic acid, and p-hydroxybenzoic acid by spectral analysis. They could not inhibit prolyl endopeptidase nor acetylcholine esterase at the concentration up to 100 ppm.

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Tyrosinase Inhibitory Phenolic Constituents of Smilax china Leaves (청미래덩굴 잎의 페놀성 성분 및 Tyrosinase 저해 활성)

  • Kim, Sang Hyun;Ahn, Jong Hoon;Jeong, Ji Yeon;Kim, Seon Beom;Jo, Yang Hee;Hwang, Bang Yeon;Lee, Mi Kyeong
    • Korean Journal of Pharmacognosy
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    • v.44 no.3
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    • pp.220-223
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    • 2013
  • In the course of screening tyrosinase inhibitory activity, total methanolic extract and EtOAc-soluble fraction of Smilax china leaves showed significant inhibitory activity. Further fractionation and isolation of the EtOAc-soluble fraction resulted in 12 phenolic compounds, which were identified as 4-hydroxybenzoic acid (1), 3,4-dihydroxybenzaldehyde (2), 3,4-dihydroxybenzoic acid (3), 3,4-dihydroxyacetophenone (4), 3-hydroxy-4-methoxy benzoic acid (5), trans-p-hydroxycinnamic acid (6), cis-p-hydroxycinnamic acid (7), trans-resveratrol (8), cis-resveratrol (9), dihydroresveratrol (10), moracin M (11) and kaempferol (12). Compounds 1-11 were first reported from this plant. Among the isolated compounds, compounds 2, 8, 9 and 12 showed strong inhibition on tyrosinase activity.

Synthesis of New Aromatic Ester Plasticizers and Their Endocrine Disrupting Screening (새로운 방향족 에스테르계 가소제 합성 및 내분비계 장애성 시험)

  • Yoo, Kyung-Ho;Ryu, Jae-Chun
    • Journal of the Korean Applied Science and Technology
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    • v.24 no.3
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    • pp.211-218
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    • 2007
  • Based on the Benzoflex (Vesicol Chemical Co.) as PVC plasticizer substituents for Di-n-octyl phthalate (DOP), a series of new aromatic carboxylic acid ester compounds were designed as plasticizers, synthesized, and screened for the endocrine disrupting activity. 2-Hydroxybenzoic acid (1) and 2-methoxybenzoic acid (2) as the commercially available starting materials were reacted with diethylene glycol (3) in the presence of p-toluenesulfonic acid using Dean-Stark column to give diethylene glycol di-(2-hydroxy)benzoate (4, KH01) and diethylene glycol di-(2-methoxy)benzoate (5, KH02), respectively. And diethylene glycol di-(3-pyridinyl) ester (7, KH03) and dipropylene glycol di-(3-pyridinyl) ester (9, KH04) were obtained in high yields by treatment of nicotinoyl chloride (6) with diethylene glycol (3) and dipropylene glycol (8) in the presence of triethylamine as a base. To determine the estrogenic disrupting effect of new synthetic phthalate analogues, E-screen assay method was used. Of these compounds, 4 (KH01) was found to be compound without endocrine disrupting effect.