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Yoshihiro Nitta, Toshio Miyamoto, Toshiyuki Nebashi, Fumio Yoneda
1965 Volume 13 Issue 8 Pages
901-906
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The preparation of a number of 4-benzamido-, 4-nicotinamido-, and 4-isonicotinamido-2, 6-dialkoxypyrimidines was described. Some of these new compounds showed strong antibacterial activities in vitro, and the structure-activity relationship was discussed.
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Yoshio Arata
1965 Volume 13 Issue 8 Pages
907-911
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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A new base, dehydro-deoxynupharidine (I), C
15H
21ON, was isolated from the roots of Nuphar japonicum DC. The infrared spectra of perchlorate of I showed at 1640 cm
-1 which correspond to the iminium conjugated to aromatic ring. It was converted to (-)-deoxynupharidine (III) by sodium borohydride reduction. Therefore, the structure and the absolute configuration of I were represented by formula I, which was confirmed by the syntheses.
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Masatomo Hamana, Hiroshi Noda
1965 Volume 13 Issue 8 Pages
912-920
Published: August 25, 1965
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Quinoline 1-oxide racted smoothly with cyclohexanone enamines in the presence of acylating agent, producing 2-(2-quinolyl) cyclohexanone as a major product in a good yield after treatment of the raction mixture with hydrochloric acid. The effectiveness of acylating agents was as follows : benzoyl chloride>tosyl chloride>acetic anhydride∼acetyl chloride. The sequence of the reactivity of enamines was morpholine>piperidine->pyrrolidine-enamine. The reaction of pyridine 1-oxide and isoquinoline 2-oxide similarly proceeded in good yields, 2-(2-pyridyl)- and 2-(1-isoquinoly)-cyclohexanone being obtained, respectively. The structural elucidation of the products was effected by chemical methods and the examinations of their infrared and ultraviolet spectra.
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Masao Tomita, Teturo Shingu, Kazuyoshi Fujitani, Hiroshi Furukawa
1965 Volume 13 Issue 8 Pages
921-926
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The proton magnetic resonance spectra of N-methylcoclaurine type bases were examined and assignment of the alkoxyl groups and aromatic protons was presented. Correlations of the Chemical shifts with stereochemistry of the molecule were discussed.
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Keiichi Tanikawa, Kiichi Arakawa
1965 Volume 13 Issue 8 Pages
926-931
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The satisfactory results were obtained to separate the mixture of several ferrocene derivatives by gas chromatography using column H (2.5% Apiezon-L on chromosorb-W, column length 1.4 m.×4 mm., column temperature 200° and flow rate of He 50 ml./min.).
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Yoshio Ban, Reiji Sakaguchi, Masako Nagai
1965 Volume 13 Issue 8 Pages
931-934
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The possible intermediates in the condensation of 3-(2-bromoethyl) indole and 2-halogenopyridines constituting the new method for the synthesis of β-carboline derivatives developed in this laboratory, have been isolated and characterized, which confirms our previous proposal on the mechanism of this reaction.
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Yuzuru Yamamoto, Keiichi Nitta, Kimiko Tango, Taeko Saito, Mikiko Tsuc ...
1965 Volume 13 Issue 8 Pages
935-941
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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Several fungal pigments were isolated by cultivation of a strain of Aspergillus fumigatus which was isolated from the dust of asthmatic patients' rooms. Spinulosin, fumigatin and its quinol (m.p. 107.5∼109°) were determined, though the melting point of the quinol was rather much different from the literature (99∼101°). The chemical structure of a new metabolite, m.p. 74°(II) was determined as 2-methyl-5-methoxy-6-hydroxy-p-benzoquinone 2, 3-epoxide. Another compound, m.p.182°(IV) was found to have a closely related structure to II. Compound, m.p.204° had p-quinone moiety in the structure, but not the C
8 compound different from all other metabolites.
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Ken'ichi Takeda, Hitoshi Minato, Tadao Terasawa, Chizuko Yanaihara
1965 Volume 13 Issue 8 Pages
942-947
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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levorotatory and dextrorotatory 6, 10-Dimethylbicyclo [5.3.0] decan-3-ones (IIIa and IIIb) were derived from guaiol (I), and the former was converted into dexitrorotatory 6, 10-dimethylbicyclo [5.3.0] decan-4-one (XI).
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Morio Ikehara, Hitoshi Uno
1965 Volume 13 Issue 8 Pages
947-950
Published: August 25, 1965
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Using a complex derived from thionyl chloride and dimethylformamide, a method of the formation of internucleotidic linkage was investigated. From 5'-O-tritylthymidine and 3'-O-acetylthymidine 5'-monophosphate, thymidinyl (3'-5') thymidine was obtained in the yield around 40∼50%.
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Kemmotsu Mitsuhashi, Keiichi Nomura
1965 Volume 13 Issue 8 Pages
951-958
Published: August 25, 1965
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2-Methyl-(Ia), 2-phenyl-(Ib), 3-methyl-2-cyclohexenone (Xa) and 2-cyclohexenone (Xc) were reacted with equivalent mole of sodium azide in polyphosphoric acid. In all cases, 2-amino-2-cyclohexenone derivatives were yielded as abnormal reaction products. In the cases of Ia and Ib, migration of the methyl and the phenyl group to the position 3 was observed accompanied by the simultaneous introduction of an amino group at the position 2, respectively.
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Tetsuzo Kato, Yutaka Yamamoto
1965 Volume 13 Issue 8 Pages
959-962
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The adduct obtained from the reaction of diketene with the Schiff base, N-benzylidene-tert-butylamine, is not a heterocyclic compound, 1-tert-butyl-2-phenyl-4, 6-piperidinedione (II), as proposed by Oda, et al., but N-tert-butyl-2-benzylideneacetoacetamide (IIIb). Similarly, the reaction of diketene with N-benzylideneaniline afforded 2-benzyli-deneacetoacetanilide (IIIa). The evidence for this structure assignment is described.
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Tetsuzo Kato, Takuitsu Niitsuma
1965 Volume 13 Issue 8 Pages
963-968
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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Reactions of chloro-2, 6-lutidines and their N-oxides with liquid ammonia in the presence of potassium amide proceed via a hetaryne mechanism to give 3-and 4-amino compounds. Amination of 3- as well as 4-chloro-2, 6-lutidine affords 3-amino-2, 6-lutidine as the main product (13∼15%) with a small amount of the 4-amino isomer. In the case of amination of their N-oxides, mole ratio of the resulting amino isomers is reverse to that in the case of chlorolutidines. 3-Chloro-2, 6-lutidine 1-oxide forms 4-amino-2, 6-lutidine 1-oxide as the main product (50%) with the 3-amino isomer as a by-product (13%), and reaction of 4-chloro-2, 6-lutidine 1-oxide gives 4-amino compound (34%) and the 3-amino isomer (6.5%).
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Kiichiro Kakemi, Takaichi Arita, Shozo Muranishi
1965 Volume 13 Issue 8 Pages
969-975
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The rates of absorption of sulfonamides were measured in the presence of a number of water-soluble bases. The absorption rates was reduced by these bases. This reduction depends mainly upon their decrease of lipid-vehicle partition. The differences existed in their absorption at incorporating the various water-soluble bases, and these differences are related to the dielectric constants of the bases : the larger their dielectric constant, the smaller the reduction of rectal absorption. The results suggest that the drug abosrption in the presence of water-soluble bases can be interpreted by the depression of the polarity in the vehicle.
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Kiichiro Kakemi, Takaichi Arita, Shozo Muranishi
1965 Volume 13 Issue 8 Pages
976-985
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The rectal absorption of sulfonamides were reduced by the addition of various nonionic surface-active agents. This reduction depends upon the entrapment of drug in micelles. The drug in micelles was also absorbed a little, and therefore the enhancement of drug absorption were obtained by solubilization of the drug remained as a solid in solution. The mechanism of drug absorption in the presence of nonionic surface-active agent can be explained by the concept that there are two ways of the passage of the free drug and of the drug in micelles.
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Yong-Yeng Lin, Hiroshi Kakisawa, Yoshio Shiobara, Koji Nakanishi
1965 Volume 13 Issue 8 Pages
986-995
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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The structure of davallic acid has been estabished as shown by I on the basis of chemical reactions and various physico-chemical data. The structure has received support from independent studies.
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Hedeo Seki, Kenji Koga, Hisayuki Matsuo, Sadao Ohki, Ichiro Matsuo, Sh ...
1965 Volume 13 Issue 8 Pages
995-1000
Published: August 25, 1965
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A facile reduction of optically active α-amino acid esters and their hydrochlorides took place with sodium borohydride in ethanol or aqueous ethanol to give the corresponding optically active α-aminoalcohols in fair yields. The reaction conditions were investigated.
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Shiro Terashima, Kazuo Achiwa, Shun-ichi Yamada
1965 Volume 13 Issue 8 Pages
1001-1004
Published: August 25, 1965
Released on J-STAGE: March 31, 2008
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When the chloride (III) of N-phthaloyl-α-methylphenylglycine submitted to the Friedel-Crafts reaction, it was found that abnormal raction occurred and α-phthal-imidostyrene (IV) was obtained in good yield. Moreover, in the course of the demonstration of this structure, the structure of geometrical isomers of α-methyldeoxybenzoin oxime was established.
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Toshio Nambara, Mutsuji Yano
1965 Volume 13 Issue 8 Pages
1004-1008
Published: August 25, 1965
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In connection with the studies on conformation of ring D of 5α, 14β-androstane, metal hydride reduction of 16-ketone and ring opening of 16β, 17β-epoxide with hydrogen bromide were examined. It was clarified that in 14β-series metal hydride would attack 16-oxo group from the less hindered β-side to yield 16α-hydroxy compound. The ring cleavage of 16β, 17β-epoxide with hydrogen bromide afforded 17α-bromo-16β-hydroxy derivative, which was readily acetylated in the presence of acetic acid and was converted again to the epoxide only by contact with alumina.
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Yuzuru Yamamoto, Keiichi Nitta, Yoshie Terashima, Jitsukazu Ishikawa, ...
1965 Volume 13 Issue 8 Pages
1009-1011
Published: August 25, 1965
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The relationships among the metabolites from a strain of Asp.fumigatus (DH 413) were discussed. Spinulosin and compound, m.p.204°were not metabolites, but secondary compounds converted from epoxy compound (II) which existed in its reduced form. In the biosynthetic pathway of toluquinone the reduced form of II seems to be an intermediate placed between orsellinic acid and quinol of fumigatin (I).
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Mikio Yamazaki, Mitsuyoshi Matsuo, Shoji Shibata
1965 Volume 13 Issue 8 Pages
1015-1017
Published: August 25, 1965
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Tozo Fujii, Taisuke Itaya, Shun-ichi Yamada
1965 Volume 13 Issue 8 Pages
1017-1019
Published: August 25, 1965
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Koichi Shudo, Mitsutaka Natsume, Toshihiko Okamoto
1965 Volume 13 Issue 8 Pages
1019-1023
Published: August 25, 1965
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Eiichi Fujita, Tetsuro Fujita, Kaoru Fuji, Nozomu Ito
1965 Volume 13 Issue 8 Pages
1023-1027
Published: August 25, 1965
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