• Title/Summary/Keyword: 2-methoxy-1

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The investigation of photochemical reaction of phototoxic antimalarial compounds

  • Yoon, Ung-Chan;Epling, Gary-A.
    • Archives of Pharmacal Research
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    • v.3 no.2
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    • pp.87-88
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    • 1980
  • The goal of this research is to provide information that will lead to the development of new non-phototoxic antimalarial compounds. The goal was approached by first learning the chemical mechanism of phototoxicity of six representative compounds 1a-f: a[(diethyl-, -dihexyl-, and -dioctyl- aminomethyl)]-2-(3', 4' -dichlorophenyl)-6-methoxy-4-quinolinemethanol (1a, 1b, and 1c) and .alpha. [(diethyl-, -dibutyl-, and -dihexyl-aminomethyl)]-2-(-4'-methoxyphenyl-6-methoxy-7-chloro-4-quinolinemethan ol (1d, 1e, and 1f). The photochemical reaction of these compounds was investigated in 2-propanol. Similar photochemical fragmentation reactions accurred in all compounds.

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Synthesis of Methoxy Polyoxyethlene Dodecanoates (Methoxy Polyoxyethylene Dodecanoate의 합성)

  • Kang, Yun-Seog;Noh, Sueng-Ho;Choi, Seung-Ok;Nam, Ki-Dae
    • Applied Chemistry for Engineering
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    • v.9 no.5
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    • pp.749-753
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    • 1998
  • Methoxy polyoxyethylene dodecanoates, kinds of nonionic surfactants, could be obtained from addition of ethylene oxide (5, 7, 9, and 12mol) with fatty acid methyl ester utilizing solid catalyst, metal oxide. Because ethylene oxide (EO) couldn't react directly in acid or alkali catalyst with dodecanoic acid methyl ester (DME) that had no active hydrogen, the reaction to add EO was carried out using active solid catalyst. By using IR, HPLC and $^1H$ NMR analysis, structural confirmation of methyl polyoxy ethylene dodecanate showed high yield ranging from 93 to 97%. EO unit mol number of reacted products was 5.2, 7.1, 9.2 and 12.1 mol respectively. Also, EO adduct distrobution of ethoxylated methyl laurate (MPD) had normal distribution curve like polyoxyethylene alkyl ether (AE).

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A New Coumarin from the Stem of Angelica dahurica

  • Kim, Chang-Min;Kwon, Yong-Soo;Shin, Soo-Jung;Kim, Myong-Jo
    • Archives of Pharmacal Research
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    • v.25 no.1
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    • pp.53-56
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    • 2002
  • One new and three known coumarins were isolated from the $CHCl_3$ soluble fraction of Angelica dahurica stem. On the basis of spectral data, the structures of the isolated compounds were determined to be scopoletin, angelol I, angelol H and 6-[(1S), 2(R)-2, 3-dihydroxy-1-methoxy-3-methylbutyl]-7-methoxycoumarin; the latter being isolated for the first time from a plant source.

UV-Cut Effects of Cotton Fabrics Treated with UV Absorbents (자외선 흡수제 처리에 의한 면직물의 자외선 차단 효과)

  • 지영숙;김상희
    • Journal of the Korean Society of Clothing and Textiles
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    • v.18 no.5
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    • pp.622-627
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    • 1994
  • The purpose of this study is to investigate the adsorption rate, adsorption quantities and the UV-Cut effects of cotton fabrics treated with several UV absorbents. The result of this study were as follows: cotton fabric treated with 2,2'-dihydroxy-4- methoxy-benzophenone shows more efficient than ones treated with 4-aminobenzoic acid and 2·hydroxy-1, 4-naphthoquinone in UV absorption. This may be due to the absorption of UV light by formation of intra moleculaar hydrogen bond. The formation of hydrogen bonds between hydrogen atoms of two hydroxy groups and one oxygen atom of carboxyl group in 2, 2'-dihydroxy-4-methoxy-benzophenone would be easier than that of the other absorbents. The adsorption isotherms of 4-aminobenzoic acid and 2-hydroxy-1, 4-naphthoquinone were similar to Freundlich type, while that of 2, 2'-Dihydroxy-4-methoxy-benzophenone was Henry type. Cotton fabrics treated with Antifade MC-100 and W Cut I-2 were just alike in UV absorption, but Antifade 8001 was inferior to the others.

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Crystal Structure of 1-Cyclopropyl-7-(2,7-diazabicyclo[3.3.0]oct-4-en-7-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (HCI salt) (1-Cyclopropyl-7-(2,7-diazabicyclo[3.3.0]oct-4-en-7-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 염산염의 결정구조)

  • 김문집;신준철
    • Korean Journal of Crystallography
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    • v.6 no.2
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    • pp.103-110
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    • 1995
  • The crystal structure of 1-Cyclopropyl-7-(2,7-diazabicyclo[3.3.0]oct-4-en-7-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (HCI salt) has been determined from single crystal x-ray diffraction study ; C20H21N3O4FCl, Monoclinic, C2/c, a=28.349(2)Å, b=11.941(2)Å, c=12.806(2)Å, β=96.428(9)°, V=4307.8Å3, T=296(2)K, Z=8, CuKα(λ=1.5418Å). The molecular structure was solved by direct method and refined by full-matrix least squares to a final R=4.96% for 2258 unique observed F0>4σ(F0) reflections and 293 parameters. The conformation of the molecule is stabilized by an intramolecular O(28)-H(28)…O(25) [2.517(4)Å, 156.7(447)°] hydrogen bond. Intermoleculars distances correspond to van der Waals contacts.

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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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In Vitro Free Radical and ONOO- Scavengers from Sophora flavescens

  • Jung, Hee-Jin;Kang, Sam-Sik;Hyun, Sook-Kyung;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.28 no.5
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    • pp.534-540
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    • 2005
  • Activity-guided fractionation of the CH$_2Cl_2$-soluble fraction of the roots of Sophora flavescens furnished five 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scaveng ers: trans-hexadecyl ferulic acid (1) cis-octadecyl ferulic acid (2), trans-hexadecyl sinapic acid (3), (-)-4-hydroxy-3-methoxy-(6aR,11aR)-8, 9-methylenedioxypterocarpan (4) and desmethylanhydroicaritin (8), along with nine known inactive compounds: (-)-maackiain (5), xanthohumol (6), formononetin (7), (2S)-2'-methoxykurarinone (9), (2S)-3${\beta}$,7,4'-trihydroxy-5-methoxy-8-(${\gamma},{\gamma}$- imethylallyl )-flavanone (10), (2S)-7,4'-dihydroxy-5-methoxy-8- (${\gamma},{\gamma}$-dimethylallyl ) -flavanone (11), umbelliferone (12), kuraridin (13), and trifolirhizin (14). Compounds 1-4 and 8 exhibited DPPH free radical scavenging effects at IC$_{50}$ values of 33.01 ${\pm}$ 0.20, 57.06 ${\pm}$ 0.16, 39.84 ${\pm}$ 0.36, 35.83 ${\pm}$ 0.47, and 18.11 ${\pm}$ 0.04${\mu}$M, respectively. L-Ascorbic acid, when used as a positive control, exhibited an IC$_{50}$ value of 7.39 ${\pm}$ 0.01 ${\mu}$M. Compounds 1-4 and 8 also appeared to exert significant scavenging effects on authentic ONOO-, with IC$_{50}$ values of 5.76 ${\pm}$ 1.19, 15.06 ${\pm}$ 1.64, 8.17 ${\pm}$ 4.97, 1.95 ${\pm}$ 0.29 and 4.06 ${\pm}$ 2.41 ${\mu}$M, respectively. Penicillamine (IC$_{50}$= 2.36 ${\pm}$ 0.79${\mu}$M) was used as a positive control. In addition, compounds 2,4,6,8, and 10 were isolated from this plant for the first time.

Syntheses of Alternating Head-to Head Vinyl Copolymers and Vinyl Terpolymers via Ring-Opening Mechanism. Ring-Opening Polymerization of Substituted-3,4-dihydro-2H-pyrans

  • Lee, Ju-Yeon;Cho, I-Whan
    • Bulletin of the Korean Chemical Society
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    • v.8 no.2
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    • pp.96-101
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    • 1987
  • 2-Ethoxy-6-methoxy-5-cyano-3,4-dihydro-2H-pyran (1_a$), 2-n-butoxy-6-methoxy-5-cyano-3,4-dihydro-2H-pyr an (1b), 2-isobutoxy-6-methoxy-5-cyano-3,4-dihydro-2H-py ran ($1_c$), and 2-ethoxy-6-methoxy-3-methyl-5-cyano-3,4-dihydro -2H-pyran ($1_d$) were prepared by (4 + 2) cycloaddition reaction of methyl $\alpha$-cyanoacrylate with the corresponding alkyl vinyl ethers. Compounds $1_{a-d}$ were ring-open polymerized by cationic catalyst to obtain alternating head-to-head (H-H) copolymers. For comparison, head-to-tail (H-T) copolymer $3_a$ was also prepared by free radical copolymerization of the corresponding monomers. The H-H copolymer exhibited minor differences in its $1_H% NMR and IR spectra, but in the $^{13}C$ NMR spectra significant differences were observed between the H-H and H-T copolymers. Glass transition temperature ($T_g$) of H-H copolymer was higher than that of the H-T copolymer, but thermal decomposition temperature of the H-H copolymer was lower than that of the H-T copolymer. Compounds $1_a$, $a_b$, and $1_c$, copolymerized well with styrene by cationic catalyst, but compound 1d failed to copolymerize with styrene. All of the H-H and H-T copolymers were soluble in common solvents and the inherent viscosities were in the range 0.2-0.4 dl/g.

Changes in Pungent Components of Dolsan Leaf Mustard Kimchi during Fermentation (돌산 갓 김치 숙성 중 매운맛 성분의 변화)

  • 전순실;최옥자;조영숙;박석규;박정로
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.24 no.1
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    • pp.54-59
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    • 1995
  • Compositional changes in pungent components of Dolsan Leaf Kimchi during fermentation were investigated. Major volatile compounds identified in the kimchi were 3-isothiocyanate-1-propene(allyl isothiocyanate, AITC) di-2-propenyl disulfide, 1-methoxy-2-butanol, 4-isothiocyanate-1-butene and dimethyl trisulfide. The contents of allyl isothiocyanate and 4-isothiocyanate-1-butene decreased, while dimethyl trisulfide increased during fermentation and storage. 1-methoxy 2-butanol increased at the initial stage of fermentation, showing highest at 2~3 days, and decreased thereafter. Di-2-propenyl disulfide decreased after 5 days and increased after 10days of storage. Total glucosinolate content increased by 3days and decreased from 4days of storage.

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Isolation and Antimicrobial Activity of a Naphthoquinone from Impatiens balsamina (봉선화의 항균활성성분(抗菌活性成分)과 항균력(抗菌力)에 관(關)한 연구(硏究))

  • Kang, Soo-Chul;Moon, Young-Hee
    • Korean Journal of Pharmacognosy
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    • v.23 no.4
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    • pp.240-247
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    • 1992
  • Impatiens balsamina Linne(Balsaminaceae) known as 'BONG SUN HWA' in Korea and has been used for the treatment of scrofulosis, carbunculus and dysenteria etc. Bioassay-guided fractionation of MeOH extract from the whole plants of Impatiens balsamina has afforded a simple naphthoquinone derivative, 2-methoxy-1,4-naphthoquinone. The structure of this compound was established by spectroscopic methods. This compound possessed strong antifungal activity against Candida albicans, AspergiIlus niger, Crytococcus neoformans and Epidermophyton floccusum. The activity of 2-methoxy-1,4-naphthoquinone on E. floccusum $(MIC{\;}:{\;}5.0{\;}{\mu}g/ml)$ was the same potency as that of nystatin. It showed also strong antibacterial activity against gram-positive bacteria Bacillus subtilis as well as gram-negative bacteria Salmonella typhimurium. Although the activity of this compound on gram-negative bacteria was lower than that of gram-positive bacteria.

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