• 제목/요약/키워드: Naphthalene derivatives

검색결과 34건 처리시간 0.032초

물-메탄올 혼합용액과 계면활성제 용액에서 나프탈렌 나트륨 유도체들의 소수성 상호작용 (Hydrophobic Interaction of Sodium Naphthalene Derivatives in $H_2O$-MeOH Mixture Solutions and in Surfactant Solutions)

  • 최성호;박근수;장주환;김학진
    • 분석과학
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    • 제11권6호
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    • pp.413-420
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    • 1998
  • 물-메탄올 혼합 용액과 계면활성제 용액에서 1-나프탈렌아세트산 나트륨염, 1-나프탈렌말론산 나트륨염, 2-나프탈렌아세트산 나트륨염과 2-나프탈렌프로피온산 나트륨염과 같은 나프탈렌 나트륨 유도체들의 소수성 상호작용에 대해서 연구하였다. 물-메탄올 혼합 용액에서 소수성 상호작용을 측정하였고, 방출선은 red shift가 일어났다. 양이온 계면활성제인 세틸트리메틸암모늄 브롬화 용액에서도 흡수, 방출선은 red shift됨을 보여주었다.

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The antimicrobial Activities of Some 1,4-Naphthalenediones (III)

  • Ryu, Chung-Kyu;Kim, Dong-Hyun
    • Archives of Pharmacal Research
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    • 제16권2호
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    • pp.161-163
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    • 1993
  • In order to evaluate the antimicrobial effect of 2,3-disubstituted-1,4-naphthalenedione derivatives, we synthesized several 2-chloro, 2-bromo and 2-hydroxy-3(substituted)-1, 4-naphthalene-diones (1-25). These derivatives were tested for antifugal and antibacterial activities, in vitro, against Candida albicans 10231 and local, Aspergillus niger KCTC 1231, Tricophyton mentagrophytes KCTC 6085, Baciilus subtilis ACTT 6633, Pseudomonas aeruginsa NCTC 10490, Staphylococcus aureus ATCC 6538P, Escherichia coli NIHJ. The MIC values were determined by the two-fold agar dilution/strea method. Among these derivatives, 4, 5 and 6 showed the potent antifungal activities. Also 5 and 6 had the antibacterial activities. 5 with (1,2,4-triazolyl)-amino moirty was the most effective in preventing the growth of fungi, such as Candida albicans, Aspergillus niger and Tricophyton mentagrophytes.

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6-(1-하이드록시 또는 아실옥시알킬)-5,8-디알콕시-1,4-나프토퀴논 유도체의 합성, DNA Topoisomerase-I에 대한 억제, 세포독성 및 항암활성 (6-(1-Hydroxy or Acyloxyalkyl)-5,8-Dialkoxy-1,4-Naphthoquinones: Synthesis, Evaluation of Cytotoxic Activity; Antitumor Activity and Inhibitory effect on DNA Topoisomerase-I)

  • 김용;최수라;명평근;안병준
    • 약학회지
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    • 제44권2호
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    • pp.141-148
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    • 2000
  • A new synthetic method of 6-(1-oxyalkyl)-5,8-dimethoxy-1,4-naphthoquinones was developed, 2-formyl-1,4,5,8-tetramethoxynaphthalene was oxidized to form 6-formyl-5,8-dimethoxy-1,4-naphthoquinone(DMNQ). This was selectively reduced and benzylated to produce 6-formyl-5,8-dimethoxy-1,4-dibenzyloxynaphthalene, to which various alkylmagnesium halide were added, followed by debenzylation and oxidation in sequence, yielding 6-(1-hydroxyalkyl)-DMNQ derivatives. 6-(1-hydroxyalkyl)-5,8-diethoxy-1,4-naphthalene (DENQ) derivatives were synthesized by similar procedure. 1'-OH of the naphthoquinone derivatives was acylated with various alkanoic acids to give 6-(1-acyloxyalkyl)-DMNQ or DENQ derivatives. TOPO-I inhibitory activity and cytotoxicity of DENQs were less potent than that of DMNQs. Among the DMNQ and DENQ analogues, the ones with alkyl group being heptyl were most potent in TOPO-I inhibition $IC_{50}$/; 30.1, 36.4 $\mu$M). DUNQ derivatives with a longer side chain exhibited a weaker cytotoxicity. A correlation between size of the alkyl side chain and cytotoxicity was not observed for DENQ derivatives. Acylation of 1'-hydroxyl group, in general, decreased both TOPO-I inhibitory activity and cytotoxicity T/C (%) values of the DENQ derivatives on S-180 intraperitoneal tumor were larger than those of DMNQ derivatives. Among the compounds synthesized,6-(1-hydroxyheptyl)-DENQ and 6-(1-hex-anoyloxyoctyl)-DMNQ showed the highest T/C values of 183% and 182%, respectively.

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Evaluation of the Abuse Potential of Novel Amphetamine Derivatives with Modifications on the Amine (NBNA) and Phenyl (EDA, PMEA, 2-APN) Sites

  • Custodio, Raly James Perez;Botanas, Chrislean Jun;Yoon, Seong Shoon;de la Pena, June Bryan;dela Pena, Irene Joy;Kim, Mikyung;Woo, Taeseon;Seo, Joung-Wook;Jang, Choon-Gon;Kwon, Yong Ho;Kim, Nam Yong;Lee, Yong Sup;Kim, Hee Jin;Cheong, Jae Hoon
    • Biomolecules & Therapeutics
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    • 제25권6호
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    • pp.578-585
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    • 2017
  • Recently, there has been a rise in the number of amphetamine derivatives that serve as substitutes for controlled substances (e.g. amphetamine and methamphetamine) on the global illegal drug market. These substances are capable of producing rewarding effects similar to their parent drug. In anticipation of the future rise of new and similar psychoactive substances, we designed and synthesized four novel amphetamine derivatives with N-benzyl, N-benzylamphetamine HCl (NBNA) substituent on the amine region, 1,4-dioxane ring, ethylenedioxy-amphetamine HCl (EDA), methyl, para-methylamphetamine HCl (PMEA), and naphthalene, 2-(aminopropyl) naphthalene HCl (2-APN) substituents on the phenyl site. Then, we evaluated their abuse potential in the conditioned place preference (CPP) test in mice and self-administration (SA) test in rats. We also investigated the psychostimulant properties of the novel drugs using the locomotor sensitization test in mice. Moreover, we performed qRT-PCR analyses to explore the effects of the novel drugs on the expression of D1 and D2 dopamine receptor genes in the striatum. NBNA, but not EDA, PMEA, and 2-APN, induced CPP and SA in rodents. None of the test drugs have produced locomotor sensitization. qRT-PCR analyses demonstrated that NBNA increased the expression of striatal D1 dopamine receptor genes. These data indicate that NBNA yields rewarding effects, suggesting potential for abuse. Continual observation for the rise of related substances is thus strongly encouraged.

Synthesis and Characterization of Organic Light-Emitting Copolymers Containing Naphthalene

  • Kim, Jung-Sik;Heo, Jun;Kang, Peng-Tao;Kim, Jin-Hak;Jung, Sung-Ouk;Kwon, Soon-Ki;Kim, Un-Kyung;Kim, Yun-Hi
    • Macromolecular Research
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    • 제17권2호
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    • pp.91-98
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    • 2009
  • Conjugated PPV-derived block copolymers containing 2-ethylhexyloxynaphthalene unit were synthesized and characterized in this study. The resulting polymers were soluble in common organic solvents and showed good thermal stabilities, The weight-average molecular weights ($M_w$) of the copolymers ranged from 246,000 to 475,000 with PDIs of $1.3{\sim}2.1$. The optical properties of these polymers, measured both in a chloroform solution and on a film, showed a maximum absorption at $405{\sim}476\;nm$ for Copolymers $I{\sim}VIII$. In the PL spectra, Copolymers $I{\sim}VIII$ showed maximum peaks at $510{\sim}566\;nm$. The HOMOs, LUMOs and band gaps of the PPV derivatives of Copolymers $I{\sim}VIII$ were $5.30{\sim}5.77$, $3.04{\sim}3.24$, and $2.5{\sim}2.2\;eV$, respectively, The multi-layered, light-emitting diodes of ITO/PEDOT/copolymers/LiF/Al exhibited turn-on voltages of $6{\sim}2.5\;V$ Copolymer VIII exhibited the maximum brightness of $3.657\;cd/m^2$. Particularly, Copolymer VII, with an identical composition of MEH-PPV and naphthalene-PPV, showed a maximum luminance efficiency and power efficiency of 2,63 cd/A and 1.06 lm/W, respectively.

GC-MASS 분석과 미생물 균수 차이에 의한 희아리 고춧가루 판별 (GC-MASS Analysis and Microbial Enumeration for the Identification of Spoiled Red Pepper Powder)

  • 정수진;한상배;엄태붕
    • 한국식품위생안전성학회지
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    • 제23권3호
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    • pp.191-197
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    • 2008
  • 희아리 고춧가루에 특징적인 표지자를 찾기 위하여 GC/MASS분석, 고춧가루 표면 분석, 미생물 계수법을 수행하였다. 희아리 고춧가루는 정상 고춧가루에서는 발견되지 않은 분자량 204의 1,2,3,5,6,7,8,$8\alpha$-octahydro-1,$8\alpha$-dimethyl-7-(1-methylethenyl)-naphthalene과, 분자량 204의 2-isopropenyl-$4\alpha$,8-dimethyl-1,2,3,4,$4\alpha$,5,6,$8\alpha$-octahydronaphthalene을 함유하고 있었다. 그러나 희아리 시료간의 함량 차이가 10배 이상으로 컸고, 낮은 함량을 지닌 희아리로 불량고춧가루를 제조 시 검출 기준 이하로 떨어지는 문제점이 있었다. 희아리의 전자 현미경 사진은 정상고추의 매끈한 표면과는 다르게 가루 표면이 거칠고 수많은 미생물이 자라고 있음을 보였다. 한편 희아리는 10%(w/w) 희아리가 혼합된 불량고춧가루 경우에도 정상고춧가루와 확실히 구분되는 세균 및 효모/곰팡이 균수의 증가를 나타냈다. 결과적으로 이 3가지 기술에 의한 정성 정량적인 결과를 상호 보완적으로 분석하는 경우 불량고춧가루 판정은 가능하다고 생각된다.

대칭적 Triazine 유도체들에 의한 중성 유제층의 경막시험에 관한 연구 (Studies on the Hardening Test of Neutral Emulsion Layers by Derivatives of Symmetrical Triazine)

  • 김영찬
    • 한국응용과학기술학회지
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    • 제24권2호
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    • pp.205-210
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    • 2007
  • In this paper, we describe a study on the relationship between neutral emulsion manufacture and hardening test of films. The hardeners were prepared by condensation of equimolar amounts of trichlorotriazine with benzene- or naphthalene-based amino or oxy acids at 0 to $5^{\circ}C$ and at pH 7, and used as hardening agents for gelatin. The hardening test of neutral emulsion layers was studied at pH 7.0. For example I(R=ONa) had strong hardening properties, I substituted with an aminobenzosulfonate moiety $(R=NHC_6H_4-p-SO_3Me$ where Me = K, Na) was a much weaker gelatin hardener, and when substituted with amino- or oxynaphthalene derivative (II, III) did not harden gelatin at all. Compound with 2 dichlorotriazine groups as IV exhibited hardening properties. The hardener can be used in neutral emulsion layer of film and showed good hardening effect.

대칭적 Triazine 유도체들에 의한 알칼리성 Magenta 유제층의 경막시험에 관한 연구 (Studies on the Hardening Test of Alkaline Magenta Emulsion Layers by Derivatives of Symmetrical Triazine)

  • 김영찬
    • 정보학연구
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    • 제10권2호
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    • pp.29-35
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    • 2007
  • In this paper, we describe a study on the relationship between alkaline magenta emulsion manufacture and hardening test of films. The hardeners were prepared by condensation of equimolar amounts of trichlorotriazine with benzene-or naphthalene-based amino or oxy acids at 0 to $5^{\circ}C$ and at pH 7, and used as hardening agents for gelatin. The hardening test of alkaline magenta emulsion was studied at pH 8.5. For example I(R=ONa) had strong hardening properties, I substituted with an aminobenzosulfonate moiety (R=NHC6H4-p-SO3Me where Me = K, Na) was a much weaker gelatin hardener, and when substituted with amino- or oxynaphthalene derivative (II, III) did not harden gelatin at all. Compound with 2 dichlorotriazine groups as IV exhibited hardening properties. The hardener can be used in alkaline magenta emulsion layer of film and showed good hardening effect.

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A New Naphthoquinone with Anti-inflammatory Activity from An Egyptian Collection of Echiochilon fruticosum

  • Fathy, Hoda M.;Aboushoer, Mohamed I.;Baraka, Azza;Abdel-Kader, Maged S.;Omar, Abdallah A.
    • Natural Product Sciences
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    • 제15권1호
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    • pp.22-26
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    • 2009
  • Phytochemical investigation of the roots of Echiochilon fruticosum resulted in the isolation of two naphthoquinone derivatives. Compound 1 was identified as anhydroalkanin while compound 2 was identified as a new derivative 5-hydroxy 8-methoxy 2-(4-methylpent-1,3-dienyl) naphthalene-1,4-dione named as echiochiloquinone. In addition, caffeic acid 3, caffeic acid methyl ester 4 were isolated. The structures were determined by physical, chemical and spectral methods. The anti-inflammatory activity of the root extracts and compound 2 was evaluated utilizing both cotton pellet-induced and carragenin-induced rat paw edema. The ulcerogenic effect was also studied.

Solid-Phase Synthesis of Unfunctionalized Arenes Via the Traceless Cleavage of Sulfonate Linkers

  • Kim, Chul-Bae;Cho, Chul-Hee;Jo, Min-Jy;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
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    • 제32권10호
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    • pp.3655-3659
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    • 2011
  • The hydrogenolysis of polymer-bound arenesulfonates by 2-propylmagnesium chloride was performed through reductive cleavage of the C-S bond in the presence of a nickel catalyst. The reaction underwent in the highest efficiency by adding 15 equiv of the nucleophile in two additions with $dppfNiCl_2$ in THF. Various unfunctionalized naphthalene, biphenyl, and stilbene derivatives were produced in good yields by the traceless sulfonate linker system at room temperature.