• Journal of the Korean Chemical Society
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• v.21 no.2
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• pp.139-148
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• 1977

The rate of oxime formation of 2-furfural and 5-substituted-2-furfurals such as 5-methyl-2-furfural, 5-isopropyl-2-furfural, 5-tert-butyl-2-furfural, 5-isoamyl-2-furfural and 5-nitro-2-furfural have been measured at 15∼$45^{\circ}C$ in aqueous solution buffered at pH 7. Oxime formation for all the compounds investigated is second-order reaction and their activation energies observed are 5.50, 7.22, 7.03, 7.49, 7.78 and 4.97 kcal/mole, respectively. Hammett equation is obtained for 5-alkyl-2-furfurals and the reaction constants (${\rho}$) calculated at 15, 25, 35 and $45^{\circ}C$ are 2.010, 1.756, 1.541, and 1.311 respectively.

• The Korean Journal of Community Living Science
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• v.16 no.2
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• pp.3-9
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• 2005

The study was carried out to evaluate the antimutagenic and anticancer effects of small water dropwort. The methanol extracts from small water dropwort significantly reduced the mutagenicity induced by aflatoxin $B_1\;(AFB_1)$ and N-methyl-N'-nitro-N-nitrosoguanidine(MNNG) in Salmonella typhimutium TA 100. Also, the methanol extracts inhibited the growth of AZ-521 human gastric cancer cells and HT-29 colon cancer cells. The chloroform fraction from methanol extracts of small water dropwort inhibited $40\;to\;80\%$ of the mutagenicity by $AFB_1$ in Sal. typhimurium TA 100 by the addition of 2.5 to $10\%$. To separate active compounds, the chloroform fraction was subjected to column chromatography on a silica gel and separated into five fractions. Among the five fractions, fraction 4 showed the highest antimutagenic effect against $AFB_1$ and an anticancer effect in the HT-29 colon cancer cell. As the result of the analysis in GC-MS, 1-napthalene carbonitrile, 5,6,7,8-tetrahydrol and benzene, 1,1'-(1,4-pentadiene-1,5-diyl) bis-,(E,E) were identified potentially from fraction 4.

• Archives of Pharmacal Research
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• v.19 no.2
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• pp.163-167
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• 1996

Aloe plants have been used as herbal medicine for centuries and the name aloe means the dried exudate from the cut leaves of Aloe ferox Mill. (Cape aloe, Liliaceae), Aloe ferryi Baker. (Socotrine aloe), A. bainesii Th. Dyer. (Natal aloe) and Aloe vera L. (Curacao aloe) (Namba, 1986). Among them, Aloe vera has not only been one of the most used natural drug well known for its cathartic properties, but also has been widely used as raw materials of cosmetics and health foods (Leung, 1978, Hoffenberg, 1979). Although previous investigations showed that the leaves of A. vera contain a number of anthracene and chromone derivatives such as aloin A, aloin B, 1, 3, 6, 8-tetra-nitro-4,5-dihydroxy-2-hydroxymethyl anthraquinone and 7-hydroxy-aloin, its chemical composition is far from being completely investigated (Hoffenberg, 1979, Rauwald and Voetig, 1982). As a part of our chemical investigations on the constituents of aloe, we report chemical investigation of the freeze dried ground leaves of A. vera which is led to the isolation of five compounds from the ethyl acetate soluble fraction of the methanolic extract.

• Biomolecules & Therapeutics
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• v.2 no.2
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• pp.155-160
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• 1994

Human immunodeficiency virus type 1 (HIV-1) protease is essential for the replication of the virus and it is therefore an attractive target for antiviral drugs of HIV-1. Several dipeptide isosteres containing 2-isoxazoline or $\alpha$-hydroxy ketomethylene have been synthesized and their inhibitory effects on the HIV-1 protease examined. The enzymatically active HIV-1 protease was purified to homogeniety from E. coli transformed with a recombinant plasmid (pMAL-pro) containing the entire gene encoding the protease. The purified protease had the substrate specificity with Km value of 9.8$\mu$M when an undecapeptide His-Lys-Ala-Arg-Val-Leu-(p-nitro)Phe-Glu-Ala-Nle-Ser-amide was used as a substrate, and the products from the substrate after specific cleavage by HIV-1 protease were analyzed by HPLC. The synthetic compounds containing dipeptide isosteres showed specific inhibitory effects while a dipeptide isostere containing an isoxazoline ring inhibited the HIV-1 protease competitively with Ki value of 500 $\mu$M. Even if the inhibition effects of HIV-1 protease were not very high, these novel dipeptide isosteres can be used as key structural moieties for developing specific inhibitors of HIV-1 protease.

• Journal of the Korean Society of Propulsion Engineers
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• v.23 no.5
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• pp.53-59
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• 2019

Solid fuel reacts with an oxidizer during combustion of a propellant to increase performance. Representative solid fuels are aluminum, cyclotrimethylenetrinitramine (RDX) and octahydro-1, 3,5,7-tetra nitro-1,3,5,7-tetrazocin (HMX). During combustion, these compounds generate white smoke by reacting with moisture and produce materials that are harmful to the environment, such as carbon monoxide, carbon dioxide, and methane gas. This study prepared a high-nitrogen-containing energetic material, hydrazinium 5-aminotetrazolate (HAT), which could be applied as a solid fuel. The compound was characterized by nuclear magnetic resonance (NMR) spectroscopy, and a thermal analysis was measured by differential scanning calorimetry (DSC). Also, the specific impulses and volumes of detonation gases were calculated using the EXPLO5 program.

• Analytical Science and Technology
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• v.36 no.4
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• pp.143-151
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• 2023

Considering the greater role of α-amino acids in our daily lives, the enantiomer resolution of seven α-amino acids derivatized with fluorogenic reagent (4-fluoro-7-nitro-2,1,3-benzoxadiazole, NBD-F) by chiral HPLC on amylose or cellulose trisphenylcarbamate derived chiral stationary phases (CSPs) under simultaneous ultraviolet (UV) and fluorescence (FL) detection was performed. The degree of enantioseparation and resolution was affected by nature and selector backbones of the CSPs as well as the kind of amino acids. Baseline enantiomer separation and resolutions were observed for the enantiomers of all analytes as NBD derivatives especially on coated type amylose tris(3,5-dimethylphenylcarbamate) derived CSPs (Chiralpak AD-H and Lux Amylose-1). The other CSPs also showed good enantioselectivity except for the CSPs (Chiralpak IB, Chiralcel OD-H and Lux Cellulose-1) having cellulose tris(3,5-dimethylphenylcarbamate) as chiral selectors. The developed analytical chiral method was applied to determine the enantiomeric purity of seven commercially available L-α-amino acids and the impurities as D-forms were found to be in the range 0.08-0.87 %, respectively. The intra- and interday accuracy and precision assays showed high accuracy and precision of the developed analytical method. This chiral HPLC method for the enantiomer resolution of amino acids using fluorescent derivatization could be useful for the determination of enantiomeric purity of pharmaceuticals and biological study for amino acid type compounds among chiral drugs.

• Nuclear Engineering and Technology
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• v.5 no.1
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• pp.44-54
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• 1973

In order to clarify an effective procedure of labelling organic chloro compounds by $^{38}$ Cl, phenyl chloro derivatives(7 kinds), chloro nitrobenzenes(6 kinds), chloro anisoles(2 kinds), chloro anilines(3 kinds), chloro toluenes(3 kinds), benzyl cholorides(4 kinds), and other comparing samples(3 kinds) were irradiated in the TRIGA Mark-II research reactor and the inorganic $^{38}$ Cl yields were compared with the irradiation times after extracting the inorganic portion with an aqueous solution of alkali. It was found that the relative change between the inorganic $^{38}$ Cl yield and the irradiadiation time depends a great deal on the state of the sample, and a solid sample gave a lower and steady inorganic yield. The inorganic $^{38}$ Cl yield was decreased in the order of phenyl chloro derivatives < chloro tol uene$^{38}$ Cl yield of homo functional compounds and the number of chlorine atoms on the benzene ring. Generally, poly chloro substituted derivatives could give a higher yield than those of less chloro substituted. The results were discussed and the feasibility of these results for labelling purpose was criticized.

• Applied Biological Chemistry
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• v.39 no.2
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• pp.140-146
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• 1996

Imidacloprid and a series of the related compounds were synthesized, and influence of 3-N substituents(R) on the insecticidal activities against Brown plant hopper(Nilaparvata lugens) and Green peach aphid(Myzus persicae) were examined quantitatively from the structure-activities relationships(Shh) techniques. The results indicated that the molecular hydrophobicity$({\pi})$ and inductive substituent constant$({\sigma}^{\ast})$ of substituents(R) at 3-nitrogen position on the imidazolidine ring were important factors. Variations in the potency were parabolically related to the both constants. In case of Brown plant hopper, optimum value of ${\pi}$ constant was 0.52, whereas the value of ${\sigma}^{\ast}$ constant against Green peach aphid was 1.17, respectively. Among them, the strong electron withdrawing groups$({\sigma}^{\ast}>0)$ such as methyl and benzenesulfonyl group(7 & 8) showed lower insecticidal activity and non-substituted, 1(imidacloprid) showed the best insecticidal activity. It seems that the intramolecular associated(H-bond) form between 2-N-nitro group and 3-imid group may contribute to the higher insecticidal activity to the both sucking insects. And in aqueous solution, 1 showed higher residual activity below pH 6.0, and the half-life$(T_{1/2})$ was about 6 month at pH 7.0 $(ca.\;k_{obs.}:5{\times}10^{-8}sec.^{-1})$ and $45^{\circ}C$.

• Journal of the Korean Chemical Society
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• v.5 no.1
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• pp.33-37
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• 1961

We have shown that carboxy-peptidase destroys the biological activity of angiotensin octa-and deca-peptides. Since Proline occurs as the seventh amino acid from the amino end of the chain and since carboxypeptidase does not cleave proline from a peptid chain, it is evident that the heptapeptid H.asp-arg-val-tyr-ileu-his-pro.OH is formed by this hydrolysis. This peptide must then be biologically inactive. In order to determine whether the phenyl group of the C-terminal amino acid was the necessary requirement for biological activity of the octapeptide, $ala^8$ angiotensin octapeptide(amino acids of peptides numbered from amino end) was synthesized. For this synthesis the four dipeptides were prepared: carbobenzoxy-L-prolyl-L-alanine-P-nitrobenzyl-ester, m.p. $134-135^{\circ}C,$ carbobenzoxy-L-isoleucyl-imidazole benzyl-L-histidine methyl ester, m.p. $114-116^{\circ}C,$ carbobenzoxy-L-valyl-L-tyrosine hydrazide and carbobenzoxy B-benzyl-L-aspartyl-nitro-L-arginine. The first three dipeptides were obtained as crystalline compounds. Imidazole-benzyl-L-histidine was used in the hope that it would block the histidine imidazole against side reactions in steps subsequent to the formation of the C-terminal tetrapeptide. Also, it was through that the imidazole benzylated peptides would be easier to crystallize. This, however, was not the case. The tetrapeptide, carbobenzoxy-L-isoleucyl-L-im, benzyl-histidyl, L-prolyl-L-alanine-nitrobenzyl ester was not obtained in a crystalline form. Neither could the mono-or dihydrobromide of the tetrapeptide free base be induced to crystallize. Carbobenzoxy-L-valyl-L-tyrosine azide was condensed with the tetrapeptide free base to yield the protected hexapeptide; carbobenzoxy-L-valyl-L-tyrosyl-L-isoleucyl-L-im, benzyl, histidyl-L-Prolyl-L-alanine-nitrobenzyl ester. Upon removal of the carbobenzoxy group with hydrogen bromide in acetic acid an amorphous free base hexapeptide ester was obtained. This compound gave the correct C, H, N analysis and contained the six amino acids in the correct ratio. The octapeptide was obtained by condensing this hexapeptide with carbobenzoxy-B-benzyl-L-aspartyl-nitro, L-arginine using the mixed anhydride method of condensation. This amorphous product was proven to be homogenous by chromatography in two solvent systems and upon hydrolysis yielded the eight amino acids in correct ratio. The five protecting groups were removed from the octapeptide by hydrogenolysis over palladium black catalyst. Biological assay of the free peptide indicated that it possessed less than 0.1 per cent of both pressor and oxytocic activity of the phenylalanine8 angiotensin. This suggests that the phenyl group is a point of attachment between angiotensin and its biological receptor site.

• Journal of the Korean Chemical Society
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• v.48 no.1
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• pp.28-32
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• 2004

The condensation reaction of (benzylene)triphenylphosphoranes with carbonyl compounds in supercritical carbon dioxide was examined. Reactions of (benzylene)phosphoranes (ca. 1 mmol) with several benzaldehydes in a supercritical carbon dioxide (80 $^{\circ}C$, 2,000 psi) containing THF entrainer (5%) in a 24 mL reactor proceed smoothly to yield olefination products in fairly good to excellant yields but slower, compared to reactions in a conventional THF solvent. Generally, phosphoranes that are not substituted with a nitro group show more (Z)-selective reactions with aromatic aldehydes under $scCO_2$ condition than in THF. The reaction of (benzylene)triphenylphosphoranes with 4-t-butylcyclohexanone gave the corresponding olefin compounds with a low conversion under both the supercritical carbon dioxide and the organic THF solvent. Our preliminary study showed the Wittig reaction carries out smoothly in supercritical carbon dioxide medium and also a possibile tunability of this reaction pathway by adding a entrainer. The results would be useful for devising a novel process for the environmentally friendly Wittig reaction.