• Title/Summary/Keyword: alkyl chain

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Synthesis of 7-Hydroxy-4-Oxo-4H-Chromene- and 7-Hydroxychroman-2-Carboxylic Acid N-Alkyl Amides and Their Antioxidant Activities

  • Kwak, Jae-Hwan;Kang, Hae-Eun;Jung, Jae-Kyung;Kim, Hwa-Jung;Cho, Jung-Sook;Lee, Hee-Soon
    • Archives of Pharmacal Research
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    • v.29 no.9
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    • pp.728-734
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    • 2006
  • A series of 7-hydroxy-4-oxo-4H-chromene- (3a - h) and 7-hydroxychroman-2-carboxylic acid N-alkyl amides (4a - g) were synthesized and their antioxidant activities were evaluated. While compounds 3a - h were less active, compounds 4a - g exhibited more potent inhibition of lipid peroxidation initiated by $Fe^{2+}$ and ascorbic acid in rat brain homogenates. Among them, 7-hydroxychroman-2-carboxylic acid N-alkylamides (4e - g) bearing nonyl, decyl, and undecyl side chain exhibited 3 times more potent inhibition than trolox (1).

Template Synthesis and Characterization of Binuclear Nickel(Ⅱ) and Copper(Ⅱ) Complexes of Double-ring Macrocyclic Ligands

  • Shin-Geol Kang;Soo-Kyung Jung;Jae Keun Kweon
    • Bulletin of the Korean Chemical Society
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    • v.12 no.2
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    • pp.219-224
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    • 1991
  • New binuclear Ni(Ⅱ) and Cu(Ⅱ) complexes with various alkyl derivatives of 1,2-bis(1,3,6,8,10,13-hexaaza-1-cyclotetradecyl) ethane, in which two fully saturated 14-membered hexaaza macrocyclic subunits are linked together by an ethylene chain, have been synthesized by the one step template condensations of formaldehyde with ethylenediamine and appropriate primary alkyl amines in the presence of the metal ions. Each macrocyclic subunit of the double-ring macrocyclic complexes contains one alkyl pendant arm and has a square planar geometry with a 5-6-5-6 chelate ring sequence. The visible spectra and oxidation properties indicate that the metal-metal interaction of the binuclear complexes are not significant. Synthesis, characterization, and the properties of the complexes are presented.

Antimicrobial Activities of Alkyl Gallates Alone and in Combination with Antibiotics Against the Fish Pathogenic Bacteria Edwardsiella tarda and Vibrio anguillarum (알킬갈레이트 유도체의 어병세균 Edwardsiella tarda와 Vibrio anguillarum에 대한 항균활성 및 항생제와의 병용효과)

  • Kang, So-Young;Kang, Ji-Young;Kim, Su-Yeon;Kim, Do-Hyung;Oh, Myung-Joo
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.41 no.3
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    • pp.188-192
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    • 2008
  • Methyl gallate isolated from bark of the tree Rhus verniciflua Stokes has significant antimicrobial activity against the fish pathogenic bacteria Edwardsiella tarda and Vibrio anguillarum. To evaluate the antimicrobial activity of gallate derivatives, eight alkyl gallates were tested. Ethyl gallate and propyl gallate had the highest activities, with MICs of $15.6-31.3{\mu}g/mL$ against E. tarda. For V. anguillarum, propyl gallate and butyl gallate were highly effective, with MICs of $7.81-31.3{\mu}g/mL$. When used in combination with antibiotics, methyl gallate exhibited synergistic effects with oxytetracycline against E. tarda and with norfloxacin against V. anguillarum. These results suggest that short-chain alkyl gallates can be used as alternatives to antibiotics against the fish pathogenic bacteria.

Glutathione Conjugates of 2- or 6-Substituted 5,8-Dimethoxy-1,4-Naphthoquinone Derivatives : Formation and Structure

  • Zheng, Xiang-Guo;Kang, Jong-Seong;Kim, Yong;You, Young-Jae;Jin, Guang-Zhu;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.22 no.4
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    • pp.384-390
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    • 1999
  • Thirty-four glutathione conjugates of 5,8-dimethoxy-1,4-naphthoquinones (DMNQ) were synthesized and their structure was determined. The yield of GSH conjugate was dependent on size of alkyl group; the longer the size of alkyl group was, the lower was the yield. It was also found that the length of alkyl side chain influenced the chemical shift of quinonoid protons; the quinonoid protons of 2-glutathionyl DMNQ derivatives with R=H to propyl, 6.51-6.59 ppm vs. other ones with R=butyl to heptyl, 6.64-6.68 ppm. this was explained to be due to a folding effect of longer alkyl group. Glutathione (GSH) reacted with DMNQ derivative first to form a 1,4-adduct (2- or 3-glutathionyl-1,4-dihydroxy-5,8-dimethoxynaphthalenes) and then the adduct was autooxidized to 2- or 3-glutathionyl-DMNQ derivatives. Moreover, GSH reduced DMNQ derivatives to their hydrogenated products. It was suggested that such an organic reaction might play an important role for a study of metabolism or toxicity of DMNQ derivative sin the living cells.

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Control of liquid crystal pretilt angle using polyimide mixture

  • Kang, Dae-Seung;Lee, Ji-Hoon;Rosenblatt, Charles
    • 한국정보디스플레이학회:학술대회논문집
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    • 2008.10a
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    • pp.1577-1579
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    • 2008
  • A mixture of two different types of polyimide, one having an alkyl side chain and ordinarily used for homeotropic alignment, and the other without a side chain and ordinarily used for planar alignment, is deposited and baked at high temperatures. When the resulting cell is filled with a nematic liquid crystal, it is found that the pretilt angle is a function of the baking temperature or mixing ratio, and can be controlled continuously over the range 0 to 90.

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Stabilization of Poly(dA)·[poly(dT)]₂Triple Helical DNA by Acridine Derivatives: Role of Side Chain in the Triplex Stabilization

  • 현경미;이길준;조태섭;Kim, Seog K.;이세윤
    • Bulletin of the Korean Chemical Society
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    • v.18 no.5
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    • pp.528-534
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    • 1997
  • The conformation and stabilization effects of acridine derivatives 9-aminoacridine, an acridine with an aminoalkyl side chain, bis acridine (two acridines linked by an aminoalkyl side chain), and proflavin in the triplex helical poly(dA)·[poly(dT)]2 were investigated by optical spectroscopies. Based on the negative LD and weak positive CD in the acridine absorption wavelength region, we concluded that the acridine moiety of all derivatives are intercalated. We also examined the melting temperatures. Of all the compounds examined, the acridine with an amino alkyl side chain had the strongest effect on the stabilization of the third strand of a poly (dA)·[poly(dT)]2 triplex. The role of the side chain, based on this observation, is discussed.

Holographic Quantitative Structure-Toxicity Relationships on the Skin Sensitization of Alkyl-3,4- dihydroxybenzoate and N-Alkyl -3,4- dihydroxybenzamide Derivatives (Alkyl-3,4-dihydroxybenzoate와 N-Alkyl-3,4-dihydroxybenzamide 유도체의 피부 감작성에 관한 홀로그래피적인 정량적 구조와 독성과의 관계(HQSTR))

  • Kim Sang-Jin;Sung Nack-Do;Jung Hoon-Sung
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.31 no.1 s.49
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    • pp.91-96
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    • 2005
  • Holographic quantitative structure-toxicity relationships (HQSTR) of alkyl-3,4-dihydroxybenzoate (A) and N-alkyl-3,4-dihydroxybenzamide (B) derivatives were analyzed and discussed. The HQSTR model X for the skin sensitivity showed the best predictability based on the cross-validated $r^2_{cv}.$ ($q^2 = 0.744$), non cross-validated, and conventional coefficient ($r^2_{ncv}.$=0.978). The relationships between melanogenesis inhibitory activities and skin sensitization of compounds have a tendency to a reciprocal proportion. Therefore, the more higher melanogenesis inhibitory activities of compounds were, the more lower skin sensitization of compounds became. The side chain, C1 ${\~}$ C3 part of R1-substituents in (A) and (B) did not exhibit any contribution to skin sensitization. Particularly, it is reveals that the skin sensitization of ester (A) were slightly lower (A < B) than that of amide (B) and melanogenesis Inhibitory activities of (A) were slightly higher (A > B) than that of (B). It is founded that the alkyl-3,4-dihydroxybenzoate derivatives (A) were an ideal compound as an ingredient of whitening agents.

Synthesis of 1-(2-Naphthoyl) Benzotriazoles as Photoactivated DNA Cleaving Agents

  • Yang, Jae-Wook;Wender, Paul-A.
    • Archives of Pharmacal Research
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    • v.20 no.2
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    • pp.197-199
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    • 1997
  • In conclusion, benzotriazole analogs prepared in this research showed strong possibility to be photochemically activated DNA cleaving agents. Electrophilic groups such as haloacetoxy groups on the alkyl chain of benzotriazole analogs promote the DNA cleaving ability. Synthesis of 1-(2-Naphthoyl) Benzotriazoles.

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