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Isoo Ito
1966 Volume 14 Issue 6 Pages
561-566
Published: June 25, 1966
Released on J-STAGE: March 31, 2008
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Thirteen kinds of monohalogenoacyl substituted aromatic derivatives were synthesized and tested their antitrichophyton effect. On anilide, Cl substitution of p-position is 30 times as strong as that of o-position, and Cl substitution is 33 times as strong as Br substitution. The double bond of acyl group of monohalogenoacyl substituted aromatic amide derivatives did not show strong fungical effect, and there was no difference of fungical effect between cis and trans.
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Tetsuji Kametani, Kazuo Kigasawa
1966 Volume 14 Issue 6 Pages
566-571
Published: June 25, 1966
Released on J-STAGE: March 31, 2008
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In order to test the analgesic action of azabenzomorphane derivatives, 3-benzyl-3, 4, 5, 6-tetrahydro-2H-1, 5-methanobenzo[d] [1, 3] diazocine (Ixa) and its 2-phenyl derivative (IXb) were synthesized by cyclization of 3-(N-benzylaminomethyl)-1, 2, 3, 4-tetrahydroquinoline (VI) with paraformaldehyde and benzaldehyde. Both compounds were found to be extremely labile against acid. Methods for synthesis of VI, which was used as a key intermediate, were also examined using 3-cyanoquinoline (II) as a starting material according to two procedures, that is, a) reduction of 3-benzylcarbamoylquinoline (IV) and b) reductive benzylation of 3-aminomethyl-1, 2, 3, 4-tetrahydroquinoline with benzaldehyde in the presence of hydrogen and platinum oxide.
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Shiro Terashima, Kazuo Achiwa, Shun-ichi Yamada
1966 Volume 14 Issue 6 Pages
572-578
Published: June 25, 1966
Released on J-STAGE: March 31, 2008
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The absolute configuration of (+)-α-methylaspartic acid has been established to be S-configuration by the chemical correlation with (+)-isovaline, which was already correlated to D-(-)-quinic acid. The Chemical scheme employed was shown in Chart 1. Preliminary examinations using racemic compounds were also reported.
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Shiro Terashima, Kazuo Achiwa, Shun-ichi Yamada
1966 Volume 14 Issue 6 Pages
579-582
Published: June 25, 1966
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The absolute configuration of biologically active (-)-α-methyl-3, 4-dihydroxyphenylalanine has been elucidated to be L-or S-configuration by the chemical correlation with (+)-α-methylaspartic acid, whose absolute configuration was confirmed in the previous report. Preriminary examinations using racemic compounds were also described.
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Kazuo Yoshida, Takako Kamada, Nobuko Harada, Keitaro Kato
1966 Volume 14 Issue 6 Pages
583-587
Published: June 25, 1966
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1. β-D-Glucofuranosides of 2-naphthol, phenol, guaiacol and m-cresol were hydrolyzed by almond emulsin, and the hydrolysis was inhibited by glucono-1, 4-lactone and glucono-1, 5-lactone. 2. The kinetics of the hydrolysis of aryl β-D-glucofuranoside by almond emulsin β-glucosidase was investigated. The pH optimum of the β-D-glucofuranoside is between 5.0 and 5.25 in phosphate-citrate buffer at 30°. The Michaelis-Menten constant is : 2-naphthyl β-D-glucofuranoside, 2.0×10
-3 M ; phenyl β-D-glucofuranoside, 6.2×10
-2 M ; guaiacol β-D-glucofuranoside, 5.5×10
-2 M ; m-cresyl β-D-glucofuranoside, 5.0×10
-2 M. The kinetics of the hydrolysis of the corresponding glucopyranoside by the enzyme was also investigated. The pH optimum is approximately the same as furanoside. The Michaelis-Menten constant is : 2-naphthyl β-D-glucopyranoside, 1.4×10
-3 M ; phenyl β-D-glucopyranoside, 4.0×10
-2 M ; guaiacol β-D-glucopyranoside, 3.2×10
-2 M ; m-cresyl β-D-glucopyranoside, 2.2×10
-2 M. 3. In view of the above facts, it was concluded that β-D-glucofuranoside could be a substrate for almond emulsin β-glucosidase.
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Akira Takamizawa, Yoshiro Sato, Sachiko Tanaka
1966 Volume 14 Issue 6 Pages
588-594
Published: June 25, 1966
Released on J-STAGE: March 31, 2008
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It has revealed that 2-benzoyl-2-hydroxy-3-(2-methyl-4-amino-5-pyrimidyl)methyl-4-methyl-5-(2-benzoyloxy or hydroxy)-ethylthiazoline (VIII) or (IX) of pseudo-thiamine type was produced from the oxidation reaction of 2-phenyl-4-(2-methyl-4-amino-5-pyrimidyl)methyl-5-methyl-6-(2-benzoyloxy or hydroxy)ethyl-4H-1, 4-thiazin-3(2H)one (III) or (IV). In addition, several reactions of these new compounds have been studied.
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Shoji Shibata, Osamu Tanaka, Toshio Ando, Masako Sado, Susumu Tsushima ...
1966 Volume 14 Issue 6 Pages
595-600
Published: June 25, 1966
Released on J-STAGE: March 31, 2008
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It was proved that the genuine sapogenin of ginsenosides-Rb
1, -Rb
2, and -Rc, saponins of Ginseng roots, was represented by protopanaxadiol (IVa), and panaxadiol (I) was an artifact formed during the process of the acid hydrolysis of these saponins.
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Hiroshi Fujiwara, Jun Toda, Mitsuo Kato
1966 Volume 14 Issue 6 Pages
601-607
Published: June 25, 1966
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1. The pore-size distribution and the pore structure of sucrose and lactose granules were determined by mercury porosimetry. The detailed informations on the pore structure could be obtained by scanning curves, and the property of pore structure could be estimated by the difference curve roughly. 2. The granules prepared by a wet granulation method have the greater pore-size when less amount of water is added, and vice versa. 3. The granules prepared with powder of greater particle-sizes have the greater pore-sizes.
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Shunsaku Shiotani, Kemmotsu Mitsuhashi
1966 Volume 14 Issue 6 Pages
608-612
Published: June 25, 1966
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The interpretation of the nuclear magnetic resonance spectra of some derivatives of 3, 4-dihydro-2H, 6H-1, 5-methanobenzo[b][1, 5]diazocine (II) and 1, 2, 3, 4, 5, 6-hexahydro-1, 5-methanobenzo[e][1, 3]diazocine (V) suggested that ring C in diazabenzobicyclo[3.3.1]nonane system takes a chair form. The structures of monomethiodides of 3, 11-dimethyl-8-methyoxy-1, 2, 3, 4, 5, 6-hexahydro-imino-3-benzazocine (IIIa), 2-ethyl-(IVa) and 2-methyl-1, 2, 3, 4-tetrahydro-1, 5-methanobenzo[f][1, 4]diazocine (IVb) were also determined by the examination of the nuclear magnetic resonance spectra of them.
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Daisuke Satoh, Mieko Horie, Junko Morita
1966 Volume 14 Issue 6 Pages
613-618
Published: June 25, 1966
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Ring-opening reaction of 3β-acetoxy-14α, 15α-epoxy-5β-card-20(22)-enolide (Ib) with thiocyanic acid proceeded smoothyl to afford 3β-acetoxy-14β-thiocyanato-15α-hydroxy-5β-card-20(22)-enolide (II) and 3β-acetoxy-14β-isothiocyanato-15α-hydroxy-5β-card-20(22)-enolide (III). On the contrary, the reaction with 3β-acetoxy-14β, 15β-epoxy-5β-card-20(22)-enolide (VIII) did not proceed so smoothly as a result of steric hindrance, giving 3β-acetoxy-14β-hydroxy-15α-thiocyanato-5β-card-20(22)-enolide (IX) together with 3β-acetoxy-15-oxo-5β, 14α-card-20(22)-enolide (X). Ring closure of the mesylate of II with a weak alkali resulted in the formation of 3β-acetoxy-14β, 15β-epithio-5β-card-20(22)-enolide (VIIb) and 3β-acetoxy-14α, 15α-epoxy-5β-card-20(22)-enolide (Ib).
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Satoshi Kawai, Toshiharu Nagatsu, Toshio Imanari, Zenzo Tamura
1966 Volume 14 Issue 6 Pages
618-621
Published: June 25, 1966
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A gas chromatographic method was described employing a 3.5% SE-30 siloxane polymer as the liquid phase which permitted the separation of the catecholamines and related compounds. The satisfactory separation of epinephrine, norepinephrine, dopamine, metanephrine and normetanephrine was achieved through the trimethyl-silylation with hexamethyldisilazane followed by the condensation with 2-pentanone.
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Sanya Akaboshi, Shiro Ikegami
1966 Volume 14 Issue 6 Pages
622-627
Published: June 25, 1966
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The Pschorr reaction of 1-[3-(2-amino-4, 5-methylenedioxyphenyl)propyl]pyridinium chloride and its 4-methyl derivative was carried out and the corresponding cyclized product was obtained in a moderate yield respectively.
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Michihiko Ochiai, Toshiya Kamikado
1966 Volume 14 Issue 6 Pages
628-641
Published: June 25, 1966
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In view of recently reported chemical reactivities of the azolides, a number of 1-aryloxyacylpyrazoles were synthesized for their evaluation as plant growth regulator. The structure of 1-aryloxyacylpyrazoles derived from unsymmetrical pyrazoles was discussed on the basis of nuclear magnetic resonance data. Some reactions of 1-aryloxyacylpyrazoles were also described.
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Kotaro Takahashi, Toshie Nakagawa
1966 Volume 14 Issue 6 Pages
641-647
Published: June 25, 1966
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The stereochemistry of paulownin, isopaulownin, m.p. 132°, which was derived from paulownin with 20% EtOH-HCl or 5% HCOOH, d-sesamin and d-asarinin were elucidated as IIa, IIb, Ia and Ib by the analysis of their NMR spectra, respectively and consequently, epi-asarinin as Ic.
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Hiroshi Nakamura, Setsuzo Tejima, Masuo Akagi
1966 Volume 14 Issue 6 Pages
648-657
Published: June 25, 1966
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1, 2-Di-S-acetyl-1, 2, -dithio-3, 4, 6-tri-O-acetyl-β-D-mannopyranose (IX) was obtained when a mixture of potassium thiolacetate and one of the 2-bromo-2-deoxy-3, 4, 6-tri-O-acetyl-β-D-glucopyranosyl ethylxanthate (III), 2-bromo-2-deoxy-3, 4, 6-tri-O-acetyl-α-D-glucopyranosyl bromide (IV), 2-O-mesyl-3, 4, 6-tri-O-acetyl-β-D-glucopyranosyl ethylxanthate (VII) or 1-S-acetyl-1-thio-2-O-mesyl-3, 4, 6-tri-O-acetyl-β-D-glucopyranose (VIII) in acetone-ethanol was refluxed for five minutes. The title compound, hygroscopic sirup, [α]
22
D-109.3°→-34°(H
2O), was prepared by deacetylation of IX. Alkaline degradation of III or VII did not afford 1, 2-dideoxy-1, 2-epithio-β-D-mannopyranose, but gave amorphous powders (XVI), m.p. 108∼113°, [α]
28
D+77.8°(CHCl
3) after acetylation of the degradation product. Similarly, 4, 6-O-benzylidene compound of III or VII (XVIII or XX) afforded amorphous powders (XXI), [α]
28
D+111°(CHCl
3). The structures of XVI and XXI were discussed and considered as polymeric products.
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Kaname Takagi, Yoko Kurokawa, Takeo Ueda
1966 Volume 14 Issue 6 Pages
658-663
Published: June 25, 1966
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Seiji Miyano
1966 Volume 14 Issue 6 Pages
663-665
Published: June 25, 1966
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Yasuo Inubushi, Yoshisuke Tsuda, Emiko Katarao
1966 Volume 14 Issue 6 Pages
668-671
Published: June 25, 1966
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Toshihiko Okamoto, Mitsutaka Natsume, Tadamasa Onaka, Fumihiko Uchimar ...
1966 Volume 14 Issue 6 Pages
672-675
Published: June 25, 1966
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Toshihiko Okamoto, Mitsutaka Natsume, Tadamasa Onaka, Fumihiko Uchimar ...
1966 Volume 14 Issue 6 Pages
676-680
Published: June 25, 1966
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Masao Shimizu, Osamu Nagase, Yasuhiro Hosokawa, Hiroaki Tagawa, Yasush ...
1966 Volume 14 Issue 6 Pages
681-683
Published: June 25, 1966
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Masao Shimizu, Osamu Nagase, Seizaburo Okada, Yasushi Abiko, Tadao Suz ...
1966 Volume 14 Issue 6 Pages
683-686
Published: June 25, 1966
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