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Tetsuji Kametani, Haruhiko Yagi, Setsu Asagi, Kazuko Kanno, Kikuo Waki ...
1967 Volume 87 Issue 7 Pages
749-752
Published: July 25, 1967
Released on J-STAGE: May 30, 2008
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As the starting material for the synthesis of cepharanthine, 1-(3-bromo-4-methoxybenzyl)-1, 2, 3, 4-tetrahydro-6-methoxy-2-methyl-7-isoquinolinol (IIa) was successfully prepared a different route. Anisaldehyde (VI) was derived to the ester (IX) through azlactone VII and VIII, and IX was condensed with 4-benzyloxy-3-methoxyphenethylamine (V)to form the amide (XI), which was cyclized by the usual Bischler-Napieralski reaction to form the 3, 4-dihydroisoquinoline compound (XII). Reduction of the methiodide (XIII) of XII with sodium borohydride afforded II which was found to be also obtainable by the reduction of the hydrochloride of XII with sodium borohydride, and its product submitted to the Eschweiler- Clarke reaction with formic acid and formaldehyde. Treatment of II with 2O% ethanolic hydrochloric acid afforded the debenzylated compound (IIa) as a hexane adduct. The attempted Ullmann reaction of IIa and III to obtain IV did not materialize.
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Tetsuji Kametani, Masafu Shinbo, Takashi Fujikura, Shinzo Kano, Hideo ...
1967 Volume 87 Issue 7 Pages
753-756
Published: July 25, 1967
Released on J-STAGE: May 30, 2008
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The acid chloride (VI) was derived to diazoketone by treatment with diazomethane, further derived to the homo-ester (VIIIa) according to the method of Newman and others, using silver benzoate, and fusion-condensation of VIIIa and 4-benzyloxy-3-methoxyphenethylamine gave N-(4-benzyloxy-3-methoxyphenethyl)-2-(3-benzyloxy-4-bromophenyl) acetamide (IX). This amide (IX) was submitted to the Bischler-Napieralski reaction to form the 3, 4-dihydro-isoquinoline derivative (X), reduced with sodium borohydride to 1, 2, 3, 4-tetrahydroisoquinoline derivative (XII), and submitted to the Eschweiler-Clarke reaction to obtain the objective compound (IIc). This latter compound was also obtained by rendering X ammonia alkaline, deriving the free base thereby obtained to its methiodide (XI) by treatment with methyl iodide, and its reduction with sodium borohydride. Debenzylation of IIc with 20% methanolic hydrochloric acid afforded the debenzylated compound (IIb), m.p.106∼108°.
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Tetsuji Kametani, Seiichi Takano, Kazuko Satoh
1967 Volume 87 Issue 7 Pages
757-760
Published: July 25, 1967
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Fusion-condensation of 4-benzyloxy-3-methoxyphenethylamine (III) and 4-hydroxyphenyl-acetic acid (IV) gives the amide (V) and its mesylation with methanesulfonyl chloride in pyridine afforded N-(4-benzyloxy-3-methoxyphenethyl)-2-(p-methylsulfonyloxyphenyl) acetamide (VI), which agreed in its properties with the amide compound reported in the preceding paper. The Bischler-Napieralski reaction of VI gave 3, 4-dihydroisoquinoline compound (VII), reduction of its methiodide with sodium borohydride, and demesylation of its product finally gave the objective 7-benzyloxy-1, 2, 3, 4-tetrahydro-1-(p-hydroxybenzyl)-6-methoxy-2-methylisoquinoline (I) as colorless needles, m.p. 139.5∼141°. On the other hand, the amide compound (XII) was prepared by the Schotten-Baumann reaction of the amine (III) and the acid chloride (XI) and derived through the route shown in Chart 2 to 7-benzyloxy-1, 2, 3, 4-tetrahydro-1-(p-hydroxyphenyl)-6-methoxy-2-methylisoquinoline (II) as colorless plates, m.p. 166-167°. The melting points of the compounds (VII, VIII, IX, and XI) given in the preceding paper were erroneously given the melting points of XII, XIII, XV, and II in Chart 2, and the values are corrected herein.
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Masaru Aoki, Toichiro Matsuzaki
1967 Volume 87 Issue 7 Pages
761-764
Published: July 25, 1967
Released on J-STAGE: May 30, 2008
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In order to make detailed analysis of the phase inversion of the emulsified system by a nonionic surfactants, temperature of phase inversion was calculated from the electric resistance-temperature curve by measuring changes in the electric resistance with variation in temperature, and Winsor's theory in the solubilized system from changes in the condition of a system was proved to be applicable to the emulsified system using a non-ionic surfactant. In the present series of work, some factors contributing to the phase inversion temperature during the preparation of an emulsified system were examined. Changes in the temperature of phase inversion in the standard emulsified system were measured while changing the ratio of oil and water phases, concentration of the surfactant, and component of the oil phase, using an apparatus devised in this laboratory. It was found that, by the application of Winsor's classification on the solubilized system, it became possible to make a quantitative examination of factors contributing to the phase inversion of an emulsified system.
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Masaru Aoki, Toichiro Matsuzaki
1967 Volume 87 Issue 7 Pages
765-768
Published: July 25, 1967
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Following the measurement of changes in electric resistance accompanying concentration changes in the emulsified system to make detailed analysis of inversion in that system by nonionic surfactants, effect of addition components on the temperature of phase inversion at the time of preparation of the emulsified system was examined. In the standard emulsified system consisting of nonionic surfactant, liquid paraffin, and water, changes in the temperature of phase inversion was measured on the addition of wax, higher fatty acid(s), and alcohol, ester as the oil phase component, and of polyhydric alcohols and salts as the water phase component. Changes in the nature of the system by changes in the compopents of the emulsified system, and nature of the additive substances can be expressed numerically, and these data were found to be useful in the preperation of an emulsified system.
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Akira Ejima, Jun Tokusawa, Mumio Ishibashi
1967 Volume 87 Issue 7 Pages
769-777
Published: July 25, 1967
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Coulometric titration of several sulfonamides was studied utilizing a bromination with electrolytically generated bromine. The titration was carried out in an aqueous hydrochloric acid-potassium bromide medium. The end point was detected potentiometrically. Sulfanilamide, sulfaguanidine, xyloylsulfanilamide and sulfisomidine reacted with four atoms of bromine, while sulfathiazole, sulfisoxazole, sulfamerazine, sulfadimetoxine, and sulfamonometoxine reacted with six atoms of bromine. Commonly used sulfonamides tested gave satisfactory results in comparison with those obtained by the diazotization volumetric assay and by the alkalimetry for sulfisoxazole. This method of coulometric titration is simple, rapid, and precise, and is suitable for determining a small amount of sulfonamides.
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Masaya Namekata, Noriko Sakamoto, Yoshiko Yokoyama, Mithiro Takagi
1967 Volume 87 Issue 7 Pages
778-780
Published: July 25, 1967
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Pepsin-inhibition and peptic ulcer inhibition in pylorusligated rats were examined in vitro using stachyose and raffinose sulfates as oligosaccharide esters, glucose, sorbitol, and glucosaminol sulfates as sulfates of monosaccharide and its reduced compound. Even monosaccharides and their reduced compounds, which have the lowest molecular weight among saccharides, showed a slight anti-pepsin and anti-ulcer actions when highly sulfated. There was no difference in the anti-ulcer action between O-sulfates and N-sulfates. Anti-pepsin and anti-ulcer actions became stronger as the degree of polymerization increased to tri-and tetrasaccharides, even when sulfar content was low. These experiments showed that the sulfate group played a chief role as the main active group in the appearance of anti-ulcer action in the sulfate esters of saccharides, and that the degree of molecular polymerization worked as a supplementary factor in increasing this action.
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Keijiro Takagi, Yutaka Kasuya, Shiro Tachikawa
1967 Volume 87 Issue 7 Pages
781-787
Published: July 25, 1967
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Effect of four psychotropic drugs on arousal responses evoked by the reticular or hypothalamic stimulation in curarized unanesthetized rats was investigated and following results were obtained. 1) Pentobarbital sodium and meprobamate mainly inhibited the reticular activating system, while chlorpromazine hydrochloride and chlordiazepoxide hydrochloride inhibited the hypothalamic-activating system more intensely. 2) Pentobarbital sodium and chlorpromazine hydrochloride elevated the thresholds of neocortical arousal response as well as hippocampal one evoked by the stimulation of reticular formation or hypothalamus. Meprobamate and chlordiazepoxide hydrochloride, however, inhibited the development of hippocampal thetha waves caused by the stimulation of hypothalamus or reticular formation and elicited the neocortical arousal response simultaneously. 3) The results obtained suggest that the rat can be utilized for screening of psychotropic drugs which affect the central nervous system including the limbic system.
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Akinobu Otsuka, Shintaro Asawaka, Kimio Kawakita
1967 Volume 87 Issue 7 Pages
788-792
Published: July 25, 1967
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The dispersing action of condensed phosphates on barium sulfate suspension was examined. The deflocculating action of sodium pyrophosphate on barium sulfate particles decreases below pH 6.5 but long-chain polyphosphates show good deflocculating action between pH 3 and 8. In order to prove the hypothesis that the dispersing action of condensed phosphates is produced by the adsorption of the onion of condensed phosphate on the dispersed particles, amount adsorbed was measured in solutions of various pH. It was thereby found that the amount of adsorption decreased markedly in pyrophosphates, tripolyphosphates, and comparatively low-molecular polyphosphates with decrease in pH value, while changes in the adsorption with variation in pH were not so marked in long-chain polyphosphates.
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Masao Tomita, Hiroshi Furukawa, Kiyoshi Fukagawa
1967 Volume 87 Issue 7 Pages
793-796
Published: July 25, 1967
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Basic components of Bornean Limacia cuspidata (MIERS) HOOK et THOM. (Menispermaceae) were examined and three new phenolic, bisbenzylisoquinoline-type alkaloids, limacine, limacusine, and cuspidaline, were isolated and their structure identified. Limacine (I), m.p. 154∼156°, [α]
D -212° (CHCl
3). The various properties of this alkaloid agreed with those of fangchinoline except for the direction of its rotation. Limacusine (III), m.p. 235∼237°, [α]
D +110°. Its O-methyl compound was identified with N-methyldihydroepistephanine-B (II). From its NMR and MS, limacusine was assumed to be represented by the formula III. Cuspidaline (IV), oil. [α]
D -48° (CHCl
3). Its O-methyl compound was identified with O-methyldauricine (V). Its structure was presumed from the result of cleavage reaction of its O-ethyl compound with sodium in liquid ammonia. Biogenetical relationship among these three kinds of bases was considered and it was assumed that limacine (I) and limacusine (III) were formed by the intramolecular dehydrogenative condensation of cuspidaline (IV).
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Yoshiki Hamada, Yoshio Ito
1967 Volume 87 Issue 7 Pages
797-800
Published: July 25, 1967
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p-Aminophenyl thiocyanate and 2-chloro-4-aminophenyl thiocyanate were diazotized and reacted with 2, 5-dichlorophenol or with ο-or m-bromophenol in neutral or weak alkalinity to obtain azophenol derivatives (IV to VIII). 4-Amino-2, 6-dichlorophenyl thiocyanate was diazotized and similarly reacted with 2-chlorophenol to obtain IX. Antibacterial activity of these compounds and other compounds synthesized to date (I to XXXVI) was tested on Staphylococcus aureus and Bacillus subtilis. The minimum concentration inhibiting the growth of these bacteria was 6.25μg./ml, in p-(2-chloro-4-hydroxyphenylazo) phenyl thiocyanate, and 6.25 μg./ml. against Staph. aureus in 2-bromo-4-amino-5-(p-chlorophenoxy)-phenyl thiocyanate.
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Masayasu Kimura, Eizaburo Osada, Yoshimasa Hashiba, Masao Yoshizaki, D ...
1967 Volume 87 Issue 7 Pages
801-806
Published: July 25, 1967
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In order to clarify the antispasmodic action of the Chinese drug Yutan (dried bear's gall) antispasmodic effect was compared in eight kinds of Yutan from different districts, and the galls of wild bear and hog. Of these, two with significant difference in the effect, the Thibet product with the strongest action and a weak one from the Tohoku district of Japan were selected and their components were separated by paper chromatography. A total of six spots were obtained from the former and nine from the latter. Ratio of contents of the corresponding components was examined and, from the correlation between this ratio and the efficacy ratio, it was concluded that the principle of the antispasmodic effect of Yutan as a whole was tauroursodeoxycholic acid. Action mechanism of the antispasmodic effect of ursodeoxycholate was examined through the dose-response curves and was found to be a papaverine-like action.
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Eisaku Hayashi, Etsuo Oishi
1967 Volume 87 Issue 7 Pages
807-816
Published: July 25, 1967
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The ring-carbon in of 1-position 1-(methylsulfonyl)-4-phenylphthalazine (I) is active to nucleophilic reagents and the methylsulfonyl group is substituted. In order to examine the action of carbanion as the nucleophilic reagent, reaction of I with various ketones, in the presenceof sodium amide (A method) or sodium hydroxide (B method), was carried out. The ketones used were acetophenone (IIa), propiopthenone (IIb), diethyl ketone (IId), acetone (IIc), methyl ethyl ketone (IIe), methyl propyl ketone (IIf), methyl isobutyl ketone (IIg), methyl isopropyl ketone (IIh), cyclopentanone (IIi), cyclohexanone (IIj), and l-p-menthan-3-one (IIk), Results of these reactions and products thereby obtained are listed in Tables I, II, and III. When the methyl group adjacent to the carbonyl group has reacted and when the methylene group reacted proved to show a marked difference in the products with respect to the color reaction with ferric chloride, and in their infrared and ultraviolet spectra (Tables II and III). This difference is assumed to arise from the fact that the compounds obtained by the reaction with the methyl group adjacent to the carbonyl exist in tautomeric form, as shown in the Chart, (p. 809) while such a tautomerism does not exist in the other compounds.
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Masayuki Nakagaki, Hiroshi Terada
1967 Volume 87 Issue 7 Pages
817-821
Published: July 25, 1967
Released on J-STAGE: May 30, 2008
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Bonding between 1-hydroxy-5-oxo-5H-pyrido [3, 2-a] phenoxazine-3-carboxylic acid (catalin), a phenoxazone compound said to have the action of preventing progress of cataract, with α- and β-crystallins, the chief component of lens proteins, was studied by the equilibrium dialysis method. It was thereby found that catalin bonded with both proteins by the Langmuir-type formula. Equilibrium dialysis at various pH's indicated that in either of the proteins, constants showing the saturated amount of bonding and strength of bonding of catalin hardly changed with pH. Further experiments on equilibrium dialysis by a different method showed that the bonding of catalin with these lens proteins was not represented chiefly by the electrostatic bonding between the carboxyl group in catalin molecule and the positively charged amino acid residue in the protein, but that there was a bonding whose bonding rate was larger than the dissociation rate.
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Tetsuji Kametani, Kuniyoshi Sakurai, Shinzo Kano, Hideo Iida
1967 Volume 87 Issue 7 Pages
822-825
Published: July 25, 1967
Released on J-STAGE: May 30, 2008
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dl-7-O-Benzylcoclaurine (V), which had never been optically resolved, was synthesized by cyclization of the amide (III), obtained by the usual method, and subsequent reduction. Optical resolution of V was effected by the use of bis(p-toluoyl)-d-and-l-tartaric acid. Dextrorotatory V, m.p. 184∼186°, was obtained from d-7-O-benzylcoclaurine bis (p-toluoyl)-d-tartrate, m.p.184∼186°, and l-7-O-benzylcoclaurine (levorotatory V), m.p. 184∼186°, from the l-tartrate, m.p. 134.5∼136.5°.
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Eisaku Hayashi, Toshikazu Miyagishima
1967 Volume 87 Issue 7 Pages
826-829
Published: July 25, 1967
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Reaction between 2-(methylsulfonyl) quinoxaline (I) and ketones in the presence of sodium hydroxide was examined. Ketones used were acetophenone (IIa), propiophenone (IIb), diethyl ketone (IIc), acetone (IId), methyl ethyl ketone (IIe), methyl propyl ketone (IIf), methyl isopropyl ketone (IIg), methyl isobutyl ketone (IIh), and cyclohexanone (IIi). Results of the reaction and products formed are summarized in Tables I, II, and III. Difference from earlier experiments on 1-(methylsulfonyl)-4-phenylphthalazine) and ketones already reported was as follows : 1) In the case of straight-chain ketones, only methyl ketones reacted and not ethyl ketones. 2) With the exception of IIa, reaction with methyl ketones resulted in the formation of a compound formed between one mole of the ketone and two moles of I, i.e.1, 1-di (2-quinoxalinyl)-2-propanone.
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Shigeo Baba, Shigetoshi Iwahara, Akitada Matsuda
1967 Volume 87 Issue 7 Pages
830-836
Published: July 25, 1967
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Methods for measuring tritium in a biological sample were examined. A lyophilized organ material is pulverized and about 20 mg. of it is weighed into a JP No. 2 capsule or adhesive Cellophane tape vessel containing a piece of a filter paper as incineration agent, and the whole is placed in an oxygen flask. This is incinerated in oxygen atmosphere by electric sparking and the tritium oxide thereby formed is condensed with dry ice and acetone. The gas inside the oxygen flask is exchanged with nitrogen, hydrophilic scintillator is added, and the content is transferred quantitatively into a vial. Radio activity is measured with a liquid scintillation counter and the values thereby obtained are corrected by the channel ratio method. This method is applicable to the measurement of tritium in the liver, kidney spleen, heart, adrenal, muscles, and blood. Recovery rate of tritium was 96% and its standard deviation was below 1%. Scatter of measured values was examined with the same liver of a rat given vitamin E
3H-nicotinate and the standard deviation was 2.2% in this case.
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Keijiro Takagi, Madoka Shibata, Minoru Watanabe, Akira Saito
1967 Volume 87 Issue 7 Pages
837-843
Published: July 25, 1967
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Two types of a behavior-recording apparatus were designed and prepared for small animals, such as the mouse. One is a triangular cage hung by spiral springs at three corners, The location of an animal at one corner is indicated by the corresponding electromagnetic lever on a kymograph paper as indicated in Fig. 1. The other one is also a triangular cage, in which a light beam is set at each corner and at the center of the cage. The interruption of a light beam is recorded on a rotating paper by the corresponding electromagnetic lever (Fig. 2) The effects of several central stimulants were tested with these apparatus. All the drugs were administered subcutaneously. Apparent difference in the behaviors was observed between Methamphetamine and other stimulants such as methylphenidate, pipradrol, and caffeine. methamphetamine increased the rotating movement of the animal more markedly than the other stimulants. Considerable rotating movements produced by 5mg./kg. of d-methamphetamine hydrochloride were disturbed by 1mg./kg. of LSD-25. The locomotive movement of the mouse was elevated by the administration of 5Omg./kg. of dimethylaminoethanol each day for 8 days and was further potentiated by 10mg./kg. of caffeine. The stimulating effect of 50 mg./kg. of dimethylaminoethanol was also potentiated by 1mg./kg. of LSD-25.
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Fukujiro Fujikawa, Kunio Hirai, Takeshi Toyota, Ryusuke Tamada, kijun ...
1967 Volume 87 Issue 7 Pages
844-849
Published: July 25, 1967
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The three position isomers of 8-hydroxyquinolinecarboxaldehydes with the formyl group in 2-, 4-, or 5-position, and their derivatives, making a total of 42 compounds, were synthesized. The antibacterial activity of these compounds was tested against human-type tubercle bacilli H37Rv, sensitive strain, and the strain resistant to PAS, INAH, and streptomycin. It was thereby found that the introduction of a formyl group into 2- or 4-position of 8-hydroxyquinoline resulted in a marked decrease in a antibacterial action, while that in the 5-position showed no change from the original compound. The 2-substituted 8-hydroxyquinolinecarboxaldehyde thiosemicarbazones showed increased activity than the original formyl compound, but the 4-and 5-substituted derivatives showed rather a decrease in the activity. The antibacterial activity of 8-hydroxyquinoline-5-carboxaldehyde isonicotinoylhydrazone against the triple-resistant strain was much lower than that against the sensitive strain and this was assumed to be due to the presence of cross resistance with INAH, considering its structure.
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Kunio Kawamura, Ryoichi Onishi
1967 Volume 87 Issue 7 Pages
850-856
Published: July 25, 1967
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An analytical curve fitting technique, the least square method, is described and applied to infrared spectrophotometric analysis of caffeine, ethoxybenzamide and dibenzoylthiamine in mixed pharmaceutical preparations. These components were extracted from the pharmaceutical preparations with chloroform, and the transmittance of the chloroform solution was determined at six points of 5.86, 8.70, 8.90, 9.15, 10.23, and 11.13 μ. The conversion of transmittance into absorbance and the calculation by the least square method were carried out by an electronic computer (NEAC 2206). Interferences of the component, which has absorbances at the selected wavelengths, were eliminated by regarding the ratio of these absorbances as constants. This method provides a rapid quantitative analysis of the complex mixtures, can be applied to a wide variety of samples, and is useful as a rapid industrial analysis.
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Goro Kobayashi, Sunao Furukawa, Yoshiro Matsuda, Yuko Washida
1967 Volume 87 Issue 7 Pages
857-860
Published: July 25, 1967
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From the reaction between the methylthio group of 3-methylthio-3-(3-indolyl) acrylic acids (I) and various amines, the corresponding amine derivatives (II) were easily obtained (Table I). In the reactions between I with hydrazine hydrate, acetamidine, or guanidine, cyclization occurred concurrently with substitution and the corresponding indolylpyrazoles (III) and indolylpyrimidines (IV) were produced.
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Shoshichiro Kimoto, Shunsaku Ohta
1967 Volume 87 Issue 7 Pages
861-866
Published: July 25, 1967
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The synthesis of cis- and trans-alkanolamine derivatives of 10, 11-dihydro-5H-dibenzo [a, d] cycloheptene is described and their configurations are discussed.
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Kichitaro Takatori, Teruhisa Noguchi, Terushige Kato, Yoshinobu Hashim ...
1967 Volume 87 Issue 7 Pages
867-870
Published: July 25, 1967
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Thiocyanation of ο-, m-, and p-fluoroaniline by the Kaufmann method respectively afforded 3-fluoro-4-aminophenylthiocyanate, 2-fluoro-4-aminophenyl thiocyanate, and 2-amino-6-fluorobenzothiazole. Formylation, acetylation, and benzoylation of these amine compounds were carried out. The four kinds of monofluorinated derivatives, the aniline-type 3-fluoro-4-aminophenylthiocyanate and 2-fluoro-4-aminophenylthiocyanate, and the acetanilide-type 3-fluoro-4-acetaminophenylthiocyanate and 2-fluoro-4-acetaminophenylthiocyanate, all showed marked antifungal action against Trichophyton interdigitale out of four kinds of microorganisms tested. The two kinds of aniline-type 3-fluoro- and 2-fluoro-4-aminophenylthiocyanates had marked antimicrobial activity against Candida albicans.
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Hiroshi Miura
1967 Volume 87 Issue 7 Pages
871-872
Published: July 25, 1967
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A bisflavone was isolated from the leaves of Chamaecyparis obtusa ENDLICHER (Japanese name "Hinoki"), and found to be identical with isocryptomerin (IV), which was already obtained by partial demethylation of cryptomerin B (III) with hydrogen iodide.
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Naobumi Oi
1967 Volume 87 Issue 7 Pages
872-874
Published: July 25, 1967
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A simple infrared spectrophotometric method is offered for determination of L-leucine and L-isoleucine in a mixture with suspension technique by the use of aluminum stearate as a dispersion material in carbon disulfide. The spectra of the optically active (L) compound and the racemic (DL) compound are identical in aqueous solution, but different in these suspensions. Therefore, this technique is available for the determination of optically active compounds. The key bands used for L-leucine and L-isoleucine are respectively 832 and 710 cm
-3 in suspension, and two compounds are easily determined by the use of suitable base lines. This method gave good results in some standard mixed samples.
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Naobumi Oi, Hiroshi Takeda, Kei-ichiro Miyazaki
1967 Volume 87 Issue 7 Pages
875-877
Published: July 25, 1967
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A simple infrared spectrophotometric method is offered for determination of sulfathiazole and sulfamerazine in a mixture, and sulfathiazole and sulfadiazine in a mixture, by the use of dimethylformamide as a solvent. The infrared spectra of the two polymorphs of sulfathiazole are clearly different in the solid phase, but quite identical in dimethylformamide solution. Therefore, the solution method is available for quantitative analyses, and this method gave good results in both mixed samples of sulfathiazole (919 cm
-1) and sulfamerazine (958 cm
-1), and of sulfathiazole (729 cm
-1) and sulfadiazine (929 cm
-1).
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Sheng-Teh Lu, Fu-Mei Lin
1967 Volume 87 Issue 7 Pages
878-879
Published: July 25, 1967
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Following the isolation of laurotetanine (I) and isocorydine (III) from Litsea cubeba PERSOON, N-methyllaurotetanine (II), m.p. 158∼159°, [α]
31D+126° (EtOH), was isolated and identified from the tertiary phenolic bases, and D-magnocurarine (IV) from the quaternary bases, as its iodide, m.p. 193∼194°, [α]
30D-104° (EtOH), and as a picrate, m.p. 177∼179°.
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Masao Tomita, Hiroshi Furukawa, Takato Ikeda
1967 Volume 87 Issue 7 Pages
880-881
Published: July 25, 1967
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Masao Tomita, Hiroshi Furukawa
1967 Volume 87 Issue 7 Pages
881-882
Published: July 25, 1967
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