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Volume 7, Issue 4
Displaying 1-32 of 32 articles from this issue
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Kinzo Nagasawa1959 Volume 7 Issue 4 Pages 397-401
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSCatechol cyclic phosphate (CCP) (IV) was found to be alcoholyzed with several primary and secondary monofunctional alcohols to give the corresponding alkyl or aralkyl ohydroxyphenyl phosphate (V) in a yield of 47∼65%. These reactions proceeded by the catalytic function of the acid reagent, CCP, used. The products (V) were further hydrolyzed by acid or alkali to give the corresponding alcohols and o-hydroxyphenyl phosphate. The catechol moiety of (V) was found inert against catalytic hydrogenolysis, while it was hydrolyzed by snake venom phosphodiesterase to alkyl or aralkyl phosphates.View full abstractDownload PDF (626K) -
Tyunosin Ukita, Kinzo Nagasawa1959 Volume 7 Issue 4 Pages 401-407
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe alcoholysis of catechol cyclic phosphate (I) with several polyols was investigated. Ethylene glycol and 1, 2-propanediol gave the corresponding hydroxyalkyl 1, 2-cyclic phosphates (III) via intermediate hydroxyalkyl o-hydroxyphenyl phosphates (II). (III) were hydrolyzed by acid to the corresponding hydroxyalkyl phosphates (IV). In the case of the polyols containing more than three vicinal hydroxyl groups such as, glycerol, erythritol, and mannitol, the intermediates (II) were too labile to be detected on paper chromatogram of the reaction products, but converted into the corresponding cyclic phosphates (III) which were further hydrolyzed to (IV). Thus glycerol 1, 2-cyclic phosphate, DL-erythritol 1-phosphate, and D-mannitol 1-phosphate were isolated and identified.View full abstractDownload PDF (917K) -
Hideyo Shindo1959 Volume 7 Issue 4 Pages 407-416
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe infrared spectra of a number of substituted α-pyridones and α-quinolones were investigated in the region of 2000 to 4000cm-1, and the characteristic behavior of NH absorption in α-pyridone structure was pointed out and discussed in terms of the mode of molecular association. Extremely complex and broad nature extending from 3300 down to 2400cm-1 of the bonded NH absorption was interpreted as being due to the extreme strength of intermolecular hydrogen bond associated through a cyclic dimer. Abnormal stability of the dimer, being approximately equal to that of carboxylic acid dimer, was pointed out and discussed in terms of resonance stabilization. Ratio of vNH/vND for strongest maxima was found to be 1.27 to 1.30 and 1.34 to 1.36, respectively, for dimeric and non-dimeric α-pyridone structure. Characteristic behavior in 8-substituted carbostyrils was also pointed out.View full abstractDownload PDF (1019K) -
Shigehiko Sugasawa, Seiichi Takano1959 Volume 7 Issue 4 Pages 417-426
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe synthesis of β-carboline derivative reported in the preceding paper was now successfully extended to include the syntheses of two new salts of pentacyclic β-carbolinium derivatives (III and IV), which formed the anhydronium bases (XXVIII and XXIX) by the agency of alkali. The reduction of (III) to the corresponding tetrahydro base (XXXVII) was only possible with sodium borohydride, directly followed by catalytic reduction over Raney nickel catalyst, while the tetrahydro base (XXXVIII) of (IV) could be obtained with an excess of sodium borohydride in boiling hydrous ethanol in one step. The stability of (XXXVII) and (XXXVIII) in the air was compared with that of tetrahydrodibenzo-quinolizines.View full abstractDownload PDF (1139K) -
Koiti Kimura, Kazuko Yamauchi, Shigeaki Kuwano1959 Volume 7 Issue 4 Pages 426-434
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe enzymatic production of hydrogen sulfide by E. coli was inhibited by most of the tannins and related compounds tested. Inhibition by polyhydroxyl compounds lacking free carboxyl group is greater than that by polyhydroxycarboxylic acids. The inhibition is not competitive with substrate, nor is it reversed by the addition of a coenzyme. In order to attain a maximal inhibition it is necessary to incubate the cells with an inhibitor for a certain length of time prior to addition of the substrate. Cysteine is able to partially protect the enzyme from the action of inhibitors. This protecting effect is more pronounced when the substrate and inhibitor are incubated and then added to the reaction mixture. Inhibition by gallic acid is considerably enhanced by aerating the inhibitor solution. This suggests that the oxidized form of gallic acid is more inhibitory than gallic acid itself. There are many differences between the mechanisms of inhibition by gallic acid and d-catechin.View full abstractDownload PDF (948K) -
Hisao Tsukamoto, Akira Yamamoto1959 Volume 7 Issue 4 Pages 434-443
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe ether-type PAS-glucuronide was isolated as the acetyl-methyl derivative from the urine of rabbit receiving PAS and the structure was established as methyl (5-acet-amido-2-methoxycarbonylphenyl 2, 3, 4-tri-O-acetyl-β-D-glucopyranosid) uronate, which was chemically synthesized. The structure of m-aminophenyl glucuronide was identified with authentic specimen by means of infrared absorption spectra. It was confirmed by enzymatic hydrolysis that the glucuronides of PAS had the structure of β-D-glucopyranuronoside. The relation of m-aminophenol, m-aminophenyl sulfate, m-aminophenyl glucuronide, ether-type PAS-glucuronide, and PAS was discussed.View full abstractDownload PDF (1100K) -
Zenichi Horii, Ichiya Ninomiya, Yasumitsu Tamura1959 Volume 7 Issue 4 Pages 444-449
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structure of terranaphthol, a degradation product of oxytetracycline, was identified as 4, 5-dihydroxy-2-hydroxymethyl-1-methylnaphthalene (Ib) by its synthesis through the Hauser rearrangement of 4, 5-dimethoxy-1-dimethylaminomethylnaphthalene methiodide (VIIb).View full abstractDownload PDF (749K) -
Shoji Shibata, Mikio Yamazaki, Izumi Imaseki1959 Volume 7 Issue 4 Pages 449-452
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIt was proved that 14C of ω-aminoacetophenone (carbonyl-14C) is incorporated into the α-position of the side-chain of l-ephedrine molecule produced by Ephedra distachya L. during one week of hydroponic cultivation. The biosynthetic scheme of l-ephedrine starting from phenylalanine is discussed.View full abstractDownload PDF (522K) -
Haruo Saikachi, Keizo Suzuki1959 Volume 7 Issue 4 Pages 453-456
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThirty-one new 2-cyano-3-(5-nitro-2-furyl) acrylamides and esters were synthesized by condensation of 2-cyano-3-(5-nitro-2-furyl) acryloyl chloride and various amines and alcohols. Unexpectedly, these derivatives did not show the desired antibacterial activity in vitro. It seemed that this might be due to a small solubility of these derivatives in water.View full abstractDownload PDF (510K) -
Jun Okuda, Kunio Yagi1959 Volume 7 Issue 4 Pages 456-460
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe enzyme for dephosphorylation of FMN was purified from the mucosa of dog's small intestine. From the results obtained on optimum pH, optimum temperature, and substrate specificity of the enzyme, and on the rate of purification of the enzyme for dephosphorylation of both FMN and β-glycerophosphate, it is considered that the enzyme is identical with intestinal alkaline phosphomonoesterase.View full abstractDownload PDF (597K) -
Kunio Yagi, Jun Okuda1959 Volume 7 Issue 4 Pages 461-464
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1) The phosphorylation of riboflavin to FMN was demonstrated by intestinal phosphomonoesterase using β-glycerophosphate as a phosphate donor. 2) Phenyl phosphate and adenosine monophosphate could be used as a phosphate donor, but not adenosine di-and triphosphate, and orthophosphate. 3) Optimal pH and temperature for the phosphorylation of riboflavin agreed with those of phosphatase action. From these results, the phosphorylation of riboflavin to FMN may be attributed to the transferase action of the alkaline phosphomonoesterase. 4) Physiological significance of this reaction was discussed.View full abstractDownload PDF (544K) -
Tyunosin Ukita, Kinzo Nagasawa1959 Volume 7 Issue 4 Pages 465-468
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe alcoholysis reaction of catechol cyclic phosphate (CCP) (I) with polyols reported in the preceding paper was applied to phosphorylation of riboflavin. The latter was phosphorylated to give a mixture of riboflavin 5'-phosphate (FMP) (Vc) and riboflavin 4', 5'-cyclic phosphate in a yield of 75∼78%. After acid hydrolysis the pure riboflavin 5'-phosphate was obtained by zone electrophoresis without any loss of the product during isolation.View full abstractDownload PDF (584K) -
Minoru Sekiya, Toshio Oishi1959 Volume 7 Issue 4 Pages 468-471
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1) By the reaction between N-benzylidenemethylamine and formamide, a compound of new benzylidenediamine type, namely N-benzylidene-α-formamidobenzylamine, was obtained as the main product. Hydrolysis, catalytic reduction under a high pressure, and selective catalytic reduction of this product were examined and its ultraviolet spectrum was shown, by which its structure was confirmed. 2) N-Arylmethylene-alkylamines such as N-benzylideneethylamine, N-(p-chlorobenzylidene) methylamine, and N-anisylidenemethylamine reacted in the same way with formamide to afford N-arylmethylene-1-formamido-1-arylmethylamines as in the reaction between N-benzylidenemethylamine and formamide. Moreover, N-benzylidenemethylamine and acetamide reacted similarly, affording N-benzylidene-α-acetamidobenzylamine.View full abstractDownload PDF (651K) -
Yoshiro Kobayashi1959 Volume 7 Issue 4 Pages 472-479
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS2'-Hydroxydihydronichin (I) wurde durch die in der Tafel 1 angegebenen Reaktionsstufen in die Verbindung (V) mit dem Tetrahydro-β-carbolin-Skelett ubergefuhrt. Die sterische Beziehung der Zwischenprodukte, (II), (II'), (III), und (III') wurde diskutiert.View full abstractDownload PDF (897K) -
Kikuo Adachi1959 Volume 7 Issue 4 Pages 479-485
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSOn the evidence of the following experimental results the chemical structures (I) and (II) were assigned respectively to the intermediates, C16H15O3N5 (I) and C8H9O2N3 (II), which were prepared by the reaction of quinazoline and hydroxylamine. (1) On alkaline decomposition, (II) gave formic acid, ammonia, and o-aminobenzal-dehyde oxime. (2) By the action of hydroxylamine and sodium acetate mixture, (II) formed o-formamidobenzaldehyde oxime. (3) Quinazoline 3-oxide was obtained by terating (I) or (II) with acetone or p-nitrobenzaldehyde, by formylation of o-aminobenzaldehyde oxime with formic acid or ethyl orthoformat, and by dehydration of o-formylaminobenzaldehyde oxime with conc. sulfuric acid. (4) (I) behaved like (II) toward ferric chloride, acetone, and sodium hydroxide and was proved to be a molecular compound of quinazoline 3-oxide and (II). Also, based on the chemical structure of the intermediates, the mechanism of the specific hydroxylamine reaction shown in Chart 3 is proposed.View full abstractDownload PDF (806K) -
Jun Hasegawa1959 Volume 7 Issue 4 Pages 485-491
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe frictional electrification of 6 inorganic and 13 organic medicinal crystals was examined. The crystal was slid down on flat-bottomed chute into a Faraday cylinder and the induced voltage was determined by a vacuum tube voltmeter with a very small leakage of 10-13 to 10-14 A. The prediction of the phenomenon was very difficult since the sign and the amount of charge was determined by the experimental conditions, but the following tendencies were found. 1) The charge found at the chute made of paraffin paper was larger than the one made of metal or glass. The grounding of the metal chute was not effective on avoiding frictional electrification. 2) A relatively small charge was found with water-soluble crystals and a larger one with water-insoluble crystals. 3) Acetanilide, acetophenetidine, and benzoic acid behaved quite differently, i.e. negative charges and then positive charges were found on the crystals in the chute experiment. It was evidenced that this was caused by the adhesion of crystal. 4) In the treatment of crystals with surfactant, the development of charge was reduced to about 1/100 with the combination of Aspirin-Tween 40-paraffin paper chute, but an opposite charges was observed in some cases.View full abstractDownload PDF (733K) -
Jun Hasegawa1959 Volume 7 Issue 4 Pages 492-500
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSStatic electrification in tablet formation and the behavior of crystals to compression were investigated on four inorganic and 10 organic crystalline medicines, from the records of upper- and lower-punch forces and static charge using a wire resistance strain gauge and specially designed vacuum tube voltmeter. Same amounts but of opposite signs of charges were found between the tablet and the insulated punches or die. The amount of static charge was not markedly different from the one obtained when punches and die were grounded and it remained on the tablet after compression. Therefore, it was evident that the static charge was formed by the friction between the crystal and die wall and not due to piezoelectricity. The following conclusions were drawn from the results obtained. 1) The increase of static charge was recognized with the increase of upper-punch force and the same tendency was found when finer crystalline particles were compressed. It may be explained from the increase of frictional surface area of different particle size or by the crushing of crystals. 2) Static electrification was reduced to 1/2 to 1/4 by the addition of lubricants. It may be caused by the reduction of friction and the presence of a third substance since frictional electrification is specially determined by the given combination of substances. 3) Increased ratio of transmittance of force from upper punch to lower punch by the addition of lubricant decreased with the increase of upper-punch force and the degree of decrease affected by the crushing of crystal, and the affinity between crystal and lubricant. 4) Static charge was reduced to 1/20 by the treatment of crystal with a nonionic surfactant. 5) The amount of static charge found on unit weight of crystals in tablet formation was nearly the same as that appearing on the crystal in the chute experiments reported previously.View full abstractDownload PDF (950K) -
Morio Ikehara, Yuzuru Shimizu1959 Volume 7 Issue 4 Pages 501-504
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS4-Isoquinolinol was nitrated with potassium nitrate in conc. sulfuric acid to 3-nitro-4-isoquinolinol. Structure of the latter compound was established by conversion to 3-aminoisoquinoline via several steps. Structure of the triacetate of intermediate 3-amino-4-isoquinolinol was also discussed.View full abstractDownload PDF (530K) -
Hiroshi Yamanaka1959 Volume 7 Issue 4 Pages 505-508
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReaction of anionoid reagents with 2-phenoxy-6-methylpyrimidine (IV) and its N-oxide (III) was carried out to examine the reactivity of the phenoxyl in 4-position. It was found that there is no great difference in the reactivity of the phenoxyl group between (III) and (IV) but the phenoxyl in these compounds were substituted more easily than that in 4-phenoxypyridine. During the course of this reaction, 4-phenylthio-(VII), 4-piperi-dino-(VIII), and 4-morpholino-6-methylpyrimidine 1-oxide (IX), which cannot be prepared by the direct N-oxide formation reaction of the corresponding tertiary bases, were obtained.View full abstractDownload PDF (617K) -
Hiroshi Yamanaka1959 Volume 7 Issue 4 Pages 508-515
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSince the reaction of sodium methoxide with 4-chloro-6-methylpyrimidine-2-carbonitrile afforded 2, 4-dimethoxy-6-methylpyrimidine, the cyano group in 2-and 4-positions of the pyrimidine ring is fairly active to nucleophilic reagents. Reaction with 2-cyanopyrimidine derivatives showed that the substitution of cyano group with alkoxide ion decreased in the order to primary, secondary, and tertiary alkyls. This reaction did not take place when the alkoxide ion was replaced with phenoxide or thiophenoxide ion, forming acid amide alone. Application of sodium ethoxide to 2-cyanoquinoline, 4-cyano-quinoline, and 4-cyanoacridine failed to produce any ethoxylated derivatives.View full abstractDownload PDF (927K) -
Toyokazu Kishi, Mitsuko Asai, Toru Masuda, Satoru Kuwada1959 Volume 7 Issue 4 Pages 515-519
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS4-Ribitylamino-5-aminouracil (II), which is regarded as an intermediate in the biosynthesis of riboflavin, was synthesized and the formation of 6, 7-dimethylribolumazine (III) and riboflavin (IV) was examined in three cases, in which a mixture of (II) and a crude enzyme solution prepared from Er. ashbyii, a mixture of (II) and acetoin, and a mixture of (II), acetoin, and a crude enzyme solution were each incubated at 37°. In the first two cases, the formation of (III) and (IV) was not observed, but in the lase case the formation of a green fluorescent substance and increase of (IV) were recognized. The green fluorescent substance was confirmed to be (III) from its Rf values and ultraviolet spectrum. From these results, it seems reasonable to think that riboflavin which is an isoalloxazine derivative is biosynthesized in the mycelium of Er. ashbyii from a pyrimidine compound (II) through a pteridine compound (III).View full abstractDownload PDF (629K) -
Kyosuke Tsuda, Nobuo Ikekawa, Shigeo Nozoe1959 Volume 7 Issue 4 Pages 519-522
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDie Ketalisierung von Reichsteins Substanz S mit 2-Methyl-2-athyl-1, 3-dioxolan in Gegenwart von p-Toluolsulfonsaure fuhrte in 34-proz. Ausbeute zu 3, 3 ; 21, 21-Bis-(Athylendioxy)-20-oxopregn-5-en ; letztere wurde durch Verseifung zu 17β-Glyoxylyl-androst-4-en-3-on ubergefuhrt.View full abstractDownload PDF (566K) -
Kyosuke Tsuda, Eiji Ohki, Junnosuke Suzuki1959 Volume 7 Issue 4 Pages 522-525
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSBeobachtungen bei der Reduktion von Reichsteins Substanz S (I) mittels Zink werden beschrieben. Hierbei konnen Cortexon (II), 17-Isocortexon (III) und 17-Isoprogesteron (IV) entstehen. Diese Ergebnisse werden diskutiert.View full abstractDownload PDF (565K) -
Hyozo Taniyama, Fumihiko Miyoshi, Yasuo Sano, Soichi Kubota, Eiichi Sa ...1959 Volume 7 Issue 4 Pages 525-530
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSL-Cystine dihydrazide and L-cystine bis (p-alkoxyanilide) derivatives listed in Tables I, II, and III were prepared and submitted to antibacterial tests with Mycobacterium tuberculosis. Two methods were used for the synthesis of these compounds. The one was du Vigneaud's method and the other was a new route to cysteinyl peptides. In the antibacterial test in vitro, the strongest activity among these compounds was found in L-cystine bis (isonicotinoylhydrazide) which was inhibitory in a concentration of 0.1γ/cc. L-Cystine bis (p-pentyloxyanilide) showed antibacterial action in the range of 1∼0.3γ/cc.View full abstractDownload PDF (693K) -
Koiti Kimura, Kazuko Yamauchi, Shigeaki Kuwano1959 Volume 7 Issue 4 Pages 531-533
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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Kyosuke Tsuda, Toshinobu Asai, Yoshihiro Sato, Tokuji Tanaka1959 Volume 7 Issue 4 Pages 534-537
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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Sadao Iguchi, Shigeru Goto, Kazuhito Hisatsune, Eiko Futagami, Hiroshi ...1959 Volume 7 Issue 4 Pages 538
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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Mitsutaka Natsume1959 Volume 7 Issue 4 Pages 539
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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Hiroshi Tanida1959 Volume 7 Issue 4 Pages 540-541
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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Tsutomu Momose, Akira Inaba1959 Volume 7 Issue 4 Pages 541-542
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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Eiji Ochiai, Toshihiko Okamoto, Shinichiro Sakai, Tsutomu Sugasawa, Ta ...1959 Volume 7 Issue 4 Pages 542-544
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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Hiroshi Hirano, Haruo Yonemoto, Yukio Hara1959 Volume 7 Issue 4 Pages 545
Published: June 10, 1959
Released on J-STAGE: March 31, 2008
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