• Title/Summary/Keyword: p-methoxybenzoic acid

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Total Synthesis of 7,9-Dideoxydaunomycinone, Aglycone of Antitumor Antibiotic Daunorubicin (Ⅰ) (항암항생제 Daunorubicin의 Aglycone, 7,9-Dideoxydaunomycinone의 합성 (제1보))

  • In Ho Cho;Richard P. Rhee;Young Soy Rho;F. M. Hauser
    • Journal of the Korean Chemical Society
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    • v.30 no.1
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    • pp.109-117
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    • 1986
  • 7,9-Dideoxydaunomycinone (32), a late-stage precursor of the aglycone of antitumor antibiotic daunorubicin(2a) was prepared from 3-methoxybenzoic acid(5). Thus, 3-methoxybenzoic acid was converted to 4-methoxy-3-(phenylsulfonyl)-1(3H)-isobenzofuranone(11), which furnished trimethoxynaphthoate 16 upon ring annelation developed by Hauser and Rhee. The trimethoxynaphthoate 16 upon ring annelation developed by Hauser and Rbee. The trimethoxynaphtboate 16 was then transformed into phenylsulfonylnaphthofuranone 22, which was used to make anthracenoate 24 via Michael type reaction with 7-(ethylenedioxy)-2-octenoate(23). Conversion of anthracenoate 24 to tetracyclic product 28, followed by subsequent deprotection of the methyl groups in ring-B and C furnished 7, 9-Dideoxydaunomycinone(32).

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Extractives from Pollen (화분의 추출성분)

  • 이상극;김진규;함연호;박재군;배영수
    • Journal of Korea Foresty Energy
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    • v.22 no.1
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    • pp.30-36
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    • 2003
  • 2kg of pollen extracted with EtOH(98%), concentrated, and fractionated with a series of hexane, CH$_2$Cl$_2$ EtOAc and $H_2O$ on a separately funnel. Each fraction was freeze dried to give dark-brown powder and EtOAc soluble portion of the powder was chromatographed on a Sephadex LH-20 column using a series of aqueous methanol as eluents. Spectrometric analysis such as NMR and FAB-MS including TLC were performed to characterize the structures of isolated compounds. Pollen contained a small amount of flavonol derivatives such as quercetin-3-O-$\beta$-D-glucopyranoside and kaempferol-3-O-$\beta$-D-rutinoside in addition to a small amount of flavanonol compound such as aromadendrin-5-methyl ether and acid compound such as.

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Studies on the Dissociation Constants of Benzoic Acids in Ethanol-Water Mixtures by Conductometric Method (에탄올-물 혼합용매에서 전도도법에 의한 벤조산의 해리상수에 관한 연구)

  • Min Soo Cho;Soon Ki Lee;Lee, Gye Su
    • Journal of the Korean Chemical Society
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    • v.25 no.2
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    • pp.67-74
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    • 1981
  • The dissociation constants of benzoic acid, p-methoxybenzoic acid and p-nitrobenzoic acid have been determined at $25^{\circ}C$ in ethanol-water mixtures containing 0, 10, 20, 30, 40, 50, 65 and 80 weight % ethanol by the direct conductance measurements and the method involving titration of the acid sample with perchloric acid reagent. The results by the two methods have been discussed and compared with those by other methods.

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Influence of Amino Acidic Additives on Properties of EPDM-g-MAH/ZnO Composites

  • Choi, Sung-Seen;Kim, Yeowool;Chung, Yu Yeon;Bae, Jong Woo;Kim, Jung-Soo
    • Elastomers and Composites
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    • v.51 no.3
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    • pp.175-180
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    • 2016
  • Influence of amino acidic chemical on properties of maleic anhydride-grafted ethylene-propylene-diene terpolymer/zinc oxide (EPDM-g-MAH/ZnO) composites was investigated. 4-Aminosalicylic acid (ASA), 4-amino-2-methoxybenzoic acid (AMBA), 12-aminolauric acid (ALA), and glutamine (Gln) were employed as the amino acidic chemicals. Though small quantity (0.5 phr) of the amino acidic chemical was added to the EPDM-g-MAH/ZnO composite, the properties were notably changed. By adding the amino acidic chemical, the percent crystallinity and apparent crosslink density were reduced. Order of the percent crystallinity was related to that of the $pK_a$ values of amino acidic chemicals. By adding the amino acidic chemical, the basic tensile properties were on the whole improved. The experimental results were explained by the $pK_a$ values of amino acidic chemicals, change of zinc ionomer formation, and interactions between the additive and EPDM-g-MAH chain.

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.

Oxidative Degradation of the Herbicide Dicamba Induced by Zerovalent Iron (Zerovalent Iron에 의해 유도되는 제초제 Dicamba의 산화적 분해)

  • Lee, Kyung-Hwan;Kim, Tae-Hwa;Kim, Jang-Eok
    • Korean Journal of Environmental Agriculture
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    • v.27 no.1
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    • pp.86-91
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    • 2008
  • Dicamba(3,6-dichloro-2-methoxybenzoic acid) is used to control for pre and post-emergence of annual and perennial broad-leaf weeds. It is very soluble in water and highly mobile, acidic herbicide. So it is easily moved and detected in groundwater. Zerovalent iron(ZVI) has been used for the reductive degradation of certain compounds through amination of nitro-substituted compounds and dechlorination of chloro-substituted compounds. In this study, we investigated the potential of ZVI for the oxidative degradation of dicamba in water. The degradation rate of dicamba by ZVI was more rapidly increased in pH 3.0 than pH 5.0 solution. The degradation percentage of dicamba was increased with increasing amount of ZVI from 0.05% to 1.0%(w/v) and reached above 90% within 3 hours of reaction. As a result of identification by GC-MS after derivatization with diazomethane, we obtained three degradation products of dicamba by ZVI. They were identified 4-hydroxy dicamba or 5-hydroxy dicamba, 4,5-dihydroxy dicamba and 3,6-dichloro-2-methoxyphenol. 4-Hydroxy dicamba or 5-hydroxy dicamba and 4,5-dihydroxy dicamba are hydroxylation products of dicamba. 3,6-dichloro-2-methoxyphenol is hydroxyl group substituted compound instead of carboxyl group in dicamba. We also confirmed the same degradation products of dicamba in the Fenton reaction which is one of oxidation processes using ferric sulfate and hydrogen peroxide. But we could not find out the dechlorinated degradation products of dicamba by ZVI.