• Title/Summary/Keyword: benzophenone derivative

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Preparation of Benzoyloxy Benzophenone Derivatives and Their Inhibitory Effects of ICAM-1 Expression

  • Kwon, Eun-Mi;Kim, Cheol-Gi;Goh, Ah-Ra;Park, Jin-Seu;Jun, Jong-Gab
    • Bulletin of the Korean Chemical Society
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    • v.33 no.6
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    • pp.1939-1944
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    • 2012
  • Benzoyloxy benzophenone derivatives were prepared in 3 steps including DCC coupling, Fries rearrangement and esterification from benzoic acids in 24-89% total yields. Among the prepared 12 benzophenone analogues 1a-1l, the compound 1b having three chloro groups at the para position showed maximum inhibitory effects of ICAM-1 expression but, 1a which have no substituents at all showed no inhibitory activity. This study provides the evidences that benzoyloxy benzophenone derivative, 1b may exert its anti-inflammatory activity by suppressing IFN-${\gamma}$-induced ICAM-1 expression.

Liquid Chromatographic Resolution of α-Amino Acid Esters as Benzophenone Imine Derivatives (아미노산 에스테르의 벤조피논 이민 유도체의 액체 크로마토그래피의 광학분리)

  • Yun, Won-Nam;Xu, Wen Jun;Huang, Hu;Lee, Won-Jae
    • KSBB Journal
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    • v.27 no.3
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    • pp.167-171
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    • 2012
  • A convenient liquid chromatographic enantiomer separation of several ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives on covalently immobilized chiral stationary phases (CSPs) derived from polysaccharide derivatives was developed. The benzophenone imine derivatives of ${\alpha}$-amino acid esters were readily prepared by stirring benzophenone imine and the ${\alpha}$-amino acid ester hydrochloride salts in 2-propanol. The chromatographic conditions used on all CSPs were 0.5% or 5% 2-propanol/hexane (V/V) as the mobile phases at 1 mL/min of flow rate and UV 254 nm detection. The performance of Chiralpak IC among all CSPs was superior to that of the other CSPs for resolution of benzophenone imine derivatives of ${\alpha}$-amino acid esters. It is expected that the developed analytical method will be useful for enantiomer resolution of other ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives.

A Stereoselective Synthesis of 1 $\beta$-Aminocarbapenems.

  • Seo, Gyeong Jae;Lee, Tae Ho;Lee, Yeon Yeong
    • Bulletin of the Korean Chemical Society
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    • v.22 no.6
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    • pp.553-558
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    • 2001
  • A stereoselective synthesis of $1\beta-aminocarbapenems$ (11a-c) starting from-4-acetoxy-2-axetidinone derivative 4 is described. 4-Acetoxy-2-azetidinone derivative (4) was reacted with lithium enolate of benzophenone limine of glycine phenyl ester (5f) to give alkylated product (R)-6f in good yield with high diastereoselectivity. The alkylated procudt (R)-6f was transformed to thioesters (7a-c) by transesterification with thiols, Thioesters (7a-c) were converted to their oxalimides (8a-c), followed by the phosphite-mediated reductive cyclization to give carbapenems (9a-c). Removal of all protecting groups of carbapenems (9a-c) afforded $1\beta-aminocarbapenems$ (11a-c).

Effect of Organic Photosensitizers on the Antimicrobial Property of Polyurethane coated Leather

  • Oh, Kyung Wha;Lim, Ki Sub
    • Fashion & Textile Research Journal
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    • v.15 no.4
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    • pp.630-634
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    • 2013
  • Cow leather coated with polyurethane film that contains various organic photosensitizers was investigated to demonstrate the antimicrobial properties in the application of the material to protective clothing and home appliances. To prepare the antimicrobial coating on leather surfaces with high potency against microbes, photoactive agents, such as benzophenone (BP), 4,4'-bis(dimethylamino) benzophenone (MK), 4,4'-dihydroxybenzophenone (DHBP) and methylene blue (MB), were incorporated into polyurethane-based coating solutions. The photoactive antimicrobial agent treated leather samples were characterized by SEM, color appearance, color fastness against abrasion, and antimicrobial tests. The optical properties of organic photosensitizers indicated that active UV absorbance ranges were different: BP (around 250 nm), MK (around 360 nm), DHBP (around 305 nm) and MB (around 295 nm &570 nm-685 nm). The intensity of the UV absorbance curve at the UVA light wavelength for the antimicrobial test showed the highest value with MK; subsequently, this was followed by MB, DHBP and BP in decreasing order. The treated-leather samples demonstrated excellent antibacterial activity under UVA light. The antimicrobial effects for the Staphylococcus aureus were superior to Escherichia coli. Moreover, the polyurethane finishing showed an effective durability to abrasion. The overall results indicated that DHBP is the most suitable PU coating additive to provide antimicrobial properties to leather as well as color and surface appearance than MK, MB, and BP.

Studies on 1,2-Naphthoquinone-(2)diazide-5-sulfonic Acid Ester Derivatives for Pre-sensitized Offset Plates (PS 판용 1,2-Naphthoquinone-(2)diazide-5-sulfonic Acid Ester Derivatives의 합성 및 응용)

  • Ku, Yang Seo;Myung, Young Chan;Ahn, Chong Il;Kim, Sun Ho
    • Applied Chemistry for Engineering
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    • v.10 no.8
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    • pp.1169-1174
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    • 1999
  • 2-Diazo-1-naphthoquinone-5-sulfonyl chloride(NQD-Cl) was synthesized from sodium 2-diazo-naphthoquinone-5-sulfonate by chlorination. NQD-Cl was esterified with hydroxybenzophenones to give several 1,2-naphthoquinone-(2)-diazide-5-sulfonic acid ester derivatives(NQD-esters). We have compared benzophenone derivatives with methoxy group to benzophenone derivatives with hydroxy group. Solubility of each NQD-ester was studied. Each of NQD-esters was formulated with novolac base resin and PS plates were manufactured. Photosensitivity, bleachability, compatible exposed time and relative sensitivity were determined by UV spectrophotometry, imaged by UV lithographic techniques, and the gray scale method. According to the number of substituted NQD group, it showed that relative sensitivity was different from gray scale method. NQD-esters with methoxy group showed a good solubility and higher sensitivity than commercial PS ones.

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Safening Activity of Optically Active ${\alpha}$-Methylbenzylphenylurea toward Bensulfuron-methyl and Pyribenzoxim Injury to Rice (광학활성 ${\alpha}$-Methylbenzylphenylurea 유도체의 bensulfuron-methyl과 pyribenzoxim의 벼에 대한 약해경감효과)

  • Ryoo, Jae-Hwan
    • The Korean Journal of Pesticide Science
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    • v.9 no.2
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    • pp.153-158
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    • 2005
  • Safening activities of optically active ${\alpha}$-methylbenzylphenylureas on crop injury of rice (Oryza sativa L., cv. Tsukinohikari, japonica) caused by bensulfuron-methyl (methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate) and pyribenzoxim (benzophenone o-[2,6-bis[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime) were investigated. Some derivatives of the optically active compounds exhibited strong safening activity against growth inhibition of rice by bensulfuron-methyl. Out of the derivatives tested, (S)-2,3-diCl and (S)-2-F-4-Me derivatives showed greater relieving activity than that of dymuron. In addition, the stress relieving activity was also obtained when they were applied at 4 days after bensulfuron-methyl treatment. On the other hand, crop injury caused by pyribenzoxim was relieved by about 95% with (S)-2-F-4-Me derivative in shoots and roots of rice seedlings.