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Teisuke Okano, Kanji Aita, Ken Ikeda
1967 Volume 15 Issue 11 Pages
1621-1625
Published: November 25, 1967
Released on J-STAGE: March 31, 2008
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With the object of obtaining information about the behavior of aminophylline in aqueous medium, the mode of interaction between theophylline (TP) and ethylenediamine (ED) in water was studied. The molar ratio of the solubilizate-solubilizer complex was confirmed to be 1 : 1 by means of refractometry as well as phase diagram study, and stability constant of the complex was determined by solubility method. The comparative study of TP and structurally related compounds suggested that the soluble complex is united in such a way that ionic bonding between ionized imino and amino groups of TP and ED, respectively, is stabilized by hydrogen bonding between 6-keto group of TP and amino group of ED.
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Akiko Ikekawa, Haruko Aoki, Kikuya Masukawa, Nobuyoshi Kaneniwa
1967 Volume 15 Issue 11 Pages
1626-1632
Published: November 25, 1967
Released on J-STAGE: March 31, 2008
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Packing problems of sodium borate and boric acid powders are investigated. The apparent volume per gram of the samples in loosest packing is nearly constant in the region larger than the critical size, but in the region smaller than that, it increases gradually with decrease of particle diameters. The critical diameters obtained at the loosest packing in air are equal to that obtained by measurement of angles of repose and sliding angles. The relations between porosity (ε
o, ε
c) or the apparent density (ρ
c, ρ
o) and particle diameter (D) are represented by ε
o-ε
c=A exp (-BD) ρ
c-ρ
o=ρA exp (-BD) and the following relations have also been obtained between porosity or apparent density and C/Mg for sodium borate powders. ε
o-ε
c=0.43 C/Mg ρ
c-ρ
o=0.72 C/Mg (ε
o-ε
c) or (ρ
c-ρ
o) might be adopted as the degree of cohesion.
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Zenichi Horii, Masazumi Ikeda, Miyoji Hanaoka, Masashige Yamauchi, Yas ...
1967 Volume 15 Issue 11 Pages
1633-1640
Published: November 25, 1967
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A new alkaloid, securitinine, was isolated from the root barks of Securinega suffruticosa REHD. in Formosa, and the structure of this alkaloid was established as I.
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Studies on Ergot Alkaloids and Related Compounds. XIV. Syntheses of N-Alkyl-4-methyl-2, 3, 4, 4a, 5, 6-hexahydrobenzo [f] quinoline-2-carboxamides and Stereochemistry of Diethyl 4-Methyl-1-oxo-1, 2, 3, 4, 4a, 5, 6, 10b-octahydrobenzo [f] quinoline-2, 2-dicarboxylate.
Zenichi Horii, Takushi Kurihara, Shigeo Yamamoto, Ichiya Ninomiya
1967 Volume 15 Issue 11 Pages
1641-1650
Published: November 25, 1967
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Preparations of diethyl-, n-butyl-and 2-hydroxyisopropylamide derivatives of 4-methyl-2, 3, 4, 4a, 5, 6-hexahydrobenzo [f] quinoline-2-carboxylic acid (VI) were described. And the stereochemistries of diethyl 4-methyl-1-oxo-1, 2, 3, 4, 4a, 5, 6, 10b-octahydrobenzo [f] quinoline-2, 2-dicarboxylate (II) and related compounds were also discussed.
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Shuji Takahashi, Mamoru Arai, Eiji Ohki
1967 Volume 15 Issue 11 Pages
1651-1656
Published: November 25, 1967
Released on J-STAGE: March 31, 2008
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A macrolide antibiotic produced by Streptomyces hygroscopicus var. azalomyceticus, azalomycin-B (I), which is activity against gram-positive bacteria and Trichomonas vaginalis, was investigated as a preliminary study for the structural elucidation. A molecular formula of I was tentatively established as C
56H
92O
19. It was also found that an α, β, γ, δ-unsaturated ester function (X) existed as the chromophor part of the molecule.
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Shuji Takahashi, Masaaki Kurabayashi, Eiji Ohki
1967 Volume 15 Issue 11 Pages
1657-1661
Published: November 25, 1967
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The sugar component of Azalomycin-B, a macrolide antibiotic produced by Streptomyces hygroscopicus var. azalomyceticus, was designated as 2-deoxy-L-fucose.
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Hiroshi Moriya, Chiaki Moriwaki, Setsuko Akimoto, Keiko Yamaguchi, Mas ...
1967 Volume 15 Issue 11 Pages
1662-1668
Published: November 25, 1967
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^<131>I-labelled α-chymotrypsin was administered into the ligated intestine of adult rats, and
131I distribution was studied. Differences were found in the distribution in the kidney from the control experiment of
131I-KI administration in the same way. Furthermore,
131I-bound protein was surely observed in the serum after the intraintestinal administration of
131I-labelled α-chymotrypsin was comparatively stable in natural human intestinal and gastric juices under the addition of 0.033M Ca ion, but without Ca ion, it was rapidly degraded and lost its esterase activity with both juices. In in vitro experiment with the sac of everted intestine of rats, it was found that chymotrypsin was transferred from the mucosal to the serosal side with its esterase activity. From these experimental results, the possibility of the transfer of α-chymotrypsin across the intestine was discussed.
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Motohiro Nishio
1967 Volume 15 Issue 11 Pages
1669-1676
Published: November 25, 1967
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Nuclear magnetic resonance spectra were obtained for a number of sulfoxides, whose methylene protons are magnetically nonequivalent. The coupling constants between these protons depend on the electronic properties of the substituent adjacent to the coupling protons. The substituent effect on magnetic nonequivalence was also studied and it is demonstrated that the electronic properties of the substituent constitute an important factor responsible for the magnitude of magnetic nonequivalence.
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Toshio Imanari, Zenzo Tamura
1967 Volume 15 Issue 11 Pages
1677-1681
Published: November 25, 1967
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The applicability of gas chromatography to the analysis of various types of glucuronides including ether-, ester-, N-and S-glucuronides was studied by converting them to acetyl, methyl and trimethylsilyl derivatives.
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Eiichi Fujita, Tetsuro Fujita, Toyoko Suzuki
1967 Volume 15 Issue 11 Pages
1682-1686
Published: November 25, 1967
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β-Sitosterol, noreugenin (I), palmitic acid, and naucleoside (VII), a new triterpene glycoside, have been isolated from Nauclea orientalis L. The direct isolation of 2-methyl-5, 7-dihydroxychromone (noreugenin)(I) from natural source has never been published, although it has been synthesized and also derived from eugenin (II) by demethylation. Upon acidic hydrolysis, naucleoside gave quinovaic acid (III) as the aglycon, together with D-xylose and L-rhamnose as the sugar moiety. The order of linkage is shown to be represented by D-xylose-L-rhamnose-(C-3)-quinovaic acid (VII).
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Takuo Okuda, Takashi Yoshida
1967 Volume 15 Issue 11 Pages
1687-1696
Published: November 25, 1967
Released on J-STAGE: March 31, 2008
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The structure (III) is assigned to coriamyrtin on the basis of the formation of apocoriamyrtin (IV), dihydrocoriamyrtinpentaol (X), isohydrocoriamyrtin (XII), and other derivatives, and also of the spectral evidences.
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Takuo Okuda, Takashi Yoshida
1967 Volume 15 Issue 11 Pages
1697-1704
Published: November 25, 1967
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Dihydrocoriamyrtin and α-bromocoriamyrtin were reduced with lithium aluminum hydride to afford acetals, (IV) and (V), respectively. The formation of these derivatives coupled with other evidences indicates the relative configurations of coriamyrtin to be represented by (Ia). The product of the lead tetraacetate oxidation of coriamyrtin was found to be an acetoxy-oxide (XVII) of which the correlation with the product (XVIII) of the performic acid oxidation of coriamyrtin, and also with α-bromocoriamyrtin were established. Among the two structures for dihydrocoriamyrtinpentaol, (XIb) was shown to be preferable. The problems concerning the stereo-structure of isohydrocoriamyrtin (VI), the aromatization of coriamyrtin to (XI), and some other derivatives were also investigated.
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Kiichiro Kakemi, Takaichi Arita, Ryohei Hori, Ryoji Konishi
1967 Volume 15 Issue 11 Pages
1705-1712
Published: November 25, 1967
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The partition coefficients, which are known to be an influencing factor in physiological dispositions of drugs, were investigated systematically with three series of barbituric acid derivatives. From the results obtained, the concentration dependence of partitioning, and specific association of molecules in both aqueous and solvent phase were not observed. The latter was supported also by the computed degree of association obtained from the diffusion data. A logarithmic relationship between partition coefficients to two different organic solvents was found to exist, and this relationship provides a useful method or information to elucidate the characterizations of partitioning mechanism and their relation to the absorption phenomena. In respect to the effect of chemical structure on partition equilibrium, it was confirmed with all derivatives and solvent systems that the partition coefficients were prediced from the two parameters of the substituent at 5-position of barbituric acid ring, namely, the mass of the substituent in number of carbon atoms, and Taft's polar constant using the equation related to Hammett's rule.
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Michiya Kimura, Masahiko Tohma, Itsuo Yoshizawa
1967 Volume 15 Issue 11 Pages
1713-1719
Published: November 25, 1967
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Convallagenin-B (III) from the flowers of Convallaria keisukei MIQ., Japanese lily of the valey, has been elucidated as 25
L, 5β-spirostan-1β, 3β, 4β, 5β-tetrol, that represents the first instance of the 25
L-tetrahydroxy steroidsapogenin.
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Kazuo Watanabe, Sachiko Ohshima, Hideomi Fukuda
1967 Volume 15 Issue 11 Pages
1720-1725
Published: November 25, 1967
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1. Relationship between urease activity in gastric mucosa and ammonia content of gastric juice was examined in 3 species of laboratory animals. The close relation was confirmed between them. 2. Urease inhibitory effects of some agents were compared in vivo and their influence on gastric ammonia production was examined in mice. Benzohydroxamic acid, a specific inhibitor of urease, distinctively reduced gastric ammonia production. 3. By intravenous injection of urea, ammonia content of gastric juice was markedly increased. 4. Repeated administrations of urea activated gastric urease activity and gastric ammonia production. 5. Repeated administrations of urea reduced the incidence of gastric errosion which was induced by reserpine in mice. 6. All these results may suggest the important role of gastric urease in defensive mechanism of gastric mucosa.
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Shuji Takahashi, Eiji Ohki
1967 Volume 15 Issue 11 Pages
1726-1732
Published: November 25, 1967
Released on J-STAGE: March 31, 2008
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Alkaline degradation of azalomycin-B, a macrolide antibiotic produced by Streptomyces hygroscopicus var. azalomyceticus, afforded oct-4-en-3-one (II), an unsaturated keto-alcohol (X), and 2, 4-dimethylphenylacetic acid (VIII), accompanied with lower-graded degradation products. Based on elucidated structures of these products, a partial structure of (XIV) was proposed for this antibtotic.
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Genzo Okusa, Mizue Osada, Shozo Kamiya
1967 Volume 15 Issue 11 Pages
1733-1737
Published: November 25, 1967
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The Mannich reaction of 6-chloro-and 6-methyl-3-pyridazinol 1-oxide using morpholine or piperidine gave 6-chloro-and 6-methyl-4-alkylaminomethyl-3-pyridazinol 1-oxide. Treatment of 3-pyridazinol 1-oxide with excess amounts of the reagents gave 4, 6-di (morpholinomethyl)-3-pyridazinol 1-oxide in 71% yield. These Mannich bases were catalytically hydrogenated to give the corresponding 4-alkylaminomethyl-3(2H)-pyridazinones almost quantitatively.
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Yuichi Kanaoka, Minoru Machida, Yoshio Ban, Takamitsu Sekine
1967 Volume 15 Issue 11 Pages
1738-1743
Published: November 25, 1967
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A novel approach to studies of structure and function of proteins utilizing fluorescencelabeled specific reagent is proposed. N-[p-(2-Benzoxazolyl) phenyl] maleimide (IIIa) and N-[p-(2-benzthiazolyl) phenyl] maleimide (IIIb) were synthesized as sulfhydryl reagents of this type and the addition reaction with cysteine ester was investigated. Cyclization of maleamic acids with PPA is demonstrated to be a good method for synthesis of N-substituted maleimides.
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Keijiro Takagi, Issei Takayanagi, ChuKun Shih
1967 Volume 15 Issue 11 Pages
1744-1748
Published: November 25, 1967
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The mode of action of pilocarpine, arecoline and 1-ascorbic acid was studied on the isolated ileum of the guinea pig. It was given as a conclusion that pilocarpine and arecoline accelerated the acetylcholine liberation to contract the ileum and that 1-ascorbic acid depressed the acetylcholine liberation from the guinea pig ileum.
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Hatsuhiko Mizuno, Shiro Terashima, Kazuo Achiwa, Shunichi Yamada
1967 Volume 15 Issue 11 Pages
1749-1756
Published: November 25, 1967
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The absolute configuration of (+)-α-methylphenylglycine was proved to be S series by the chemical correlation with R (-)-isovaline. Chemical scheme employed was shown in Chart 1. Moreover, in the course of the chemical correlation, the absolute configuration of (+)-1-methyl-1-phenylpropylamine was also proved to be R series. Preliminary experiments using racemic compounds were also described.
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Shoji Shibata, Eisaku Morishita, Yasuo Arima
1967 Volume 15 Issue 11 Pages
1757-1764
Published: November 25, 1967
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Rubrofusarin, a metabolic product of Fusarium culmorum Sacc. and its methyl ethers were synthesized by the Claisen condensation of 2-acetylnaphthalene derivatives (XIII, XV and XVIII), which were prepared starting from α-resorcylic acid. The structures of rubrofusarin monomethyl ether A and nor-rubrofusarin diacetate were established spectrometrically and synthetically.
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Eisaku Morishita, Shoji Shibata
1967 Volume 15 Issue 11 Pages
1765-1771
Published: November 25, 1967
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Octamethyl ether of product A which was derived from ustilaginoidin A by alkaline degradation was synthesized by the Ullmann condensation of dimethyl ether of 5-bromo-6, 8-dimethyl-1, 3-naphthalenediol (XXI). Starting from 3, 5-dimethoxyphenylacetic acid (IX), the 2-bromo derivative (VII) was prepared which was C-acetylated to afford XX, and then cyclized to form a bromonaphthalene derivative (XXI), whose methyl ether is XXII. The position of C-C linkage connecting two monomeric moieties of ustilaginoidins has unequivocally been established. Rearrangement of bromine atom during the process of methylation of bromohydroxynaphthalenes and cyclization forming the naphthalene nucleus were also discussed.
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Eisaku Morishita, Shoji Shibata
1967 Volume 15 Issue 11 Pages
1772-1775
Published: November 25, 1967
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Racemic ustilaginoidin A was synthesized by the oxidative coupling of nor-rubrofusarin dimethyl ether C (II) and rubrofusarin monomethyl ether A (III) using ferric chloride in dioxane as the reagent.
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Norio Takamura, Shiro Terashima, Kazuo Achiwa, Shunichi Yamada
1967 Volume 15 Issue 11 Pages
1776-1784
Published: November 25, 1967
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The absolute configuration of (+)-α-methylserine ((+)-IX) obtained from natural source, has been elucidated to be S-configuration by the chemical correlation with (+)-isovaline ((+)-VII), at the same time the absolute configuration of (+)-2-amino-2-methyl-3-butenoic acid ((+)-XI) has also been proved to be S-series. Chemical schemes employed were shown in Charts 1 and 2. Optically active hydantoins (V and VIII) used in the correlation were prepared by the direct resolution of racemic hydantoins with brucine. Preliminary examinations using racemic compounds were also reported.
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Akira Tahara, Kenichi Hirao, Yasuhiko Hamazaki
1967 Volume 15 Issue 11 Pages
1785-1790
Published: November 25, 1967
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From l-abietic acid, a basic skeleton compound (XX) having same absolute configuration and characterized nitrogen bridge of diterpene alkaloid, was accomplished to synthesize.
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Shunichi Hata, Koji Mizuno, Suiichi Tomioka
1967 Volume 15 Issue 11 Pages
1791-1795
Published: November 25, 1967
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Among nine pharmaceutical preparations, the values of parameters λ
h.o. and λ
l.e. representing the energy levels of the highest occupied molecular orbital and the lowest empty molecular orbital were obtained by a molecular orbital method, simple LCAO MO method of π-electrons. On the basis of these calculations, it was found that eight electron donors used formed the molecular complex with menadione in aqueous media. The free energy changes in the complex formation tend to be increased by the addition of better eletron donors. As a result, it was suggested that the driving force of the complex formation would be due to charge transfer force.
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Shunichi Hata, Koji Mizuno, Suiichi Tomioka
1967 Volume 15 Issue 11 Pages
1796-1799
Published: November 25, 1967
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The photodecomposition of menadione in aqueous electron donor solutions were studied. As a result of these measurements, it was found that menadione was stabilized in the presence of various electron donors. Therefore, the relationships between the rate of stabilization and the various constants related to the complex formation which is due to the mutual reaction of electrons between menadione and various electron donors seemed to play an important role in stabilization of menadione.
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Tohru Hino, Masako Nakagawa, Sanya Akaboshi
1967 Volume 15 Issue 11 Pages
1800-1803
Published: November 25, 1967
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Tadahiro Iwashige, Hiromichi Saeki
1967 Volume 15 Issue 11 Pages
1803-1806
Published: November 25, 1967
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Junichi Matsumoto, Shinsaku Minami
1967 Volume 15 Issue 11 Pages
1806-1808
Published: November 25, 1967
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Toshiro Ibuka, Masahiko Kitano
1967 Volume 15 Issue 11 Pages
1809-1810
Published: November 25, 1967
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Teisuke Okano, Kaneto Uekama
1967 Volume 15 Issue 11 Pages
1812-1815
Published: November 25, 1967
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Takao Murakami, Yoshiko Mikami, Hideji Itokawa
1967 Volume 15 Issue 11 Pages
1817-1818
Published: November 25, 1967
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