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Kyozo Hayahsi
1960 Volume 8 Issue 3 Pages
177-182
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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Toxic substance, which is contained in wheat flour treated with nitrogen trichloride and causing dogs to suffer a fit like epilepsy, was separated by Bently, et al. Although it had been confirmed that this substance is a specific compound having O atom and NH group attached to S atom, its analogs have not yet been synthesized. Therefore, several of its analogs were prepared by the reaction of (2-alkylthioethyl) malonic acid with hydrazoic acid.
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Yoshio Ban, Osamu Yonemitsu, Masanao Terashima
1960 Volume 8 Issue 3 Pages
183-193
Published: March 25, 1960
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Mercuric acetate dehydrogenation of (-)-2'-acylemetines, which have the same configuration as (-)-emetine, was found to afford 5, 11b-dehydro-2'-acylemetines. In preliminary experiments, it was shown that 1-alkyl-1, 2, 3, 4-tetrahydroisoquinoline derivatives are dehydrogenated with the same reagent to afford 3, 4-dihydro compounds, but the corresponding 2-acyl compounds resisted similar dehydrogenation. These results seem to strongly support Openshaw's view about the structure of tetradehydroemetine.
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Yoshio Ban, Osamu Yonemitsu, Masanao Terashima
1960 Volume 8 Issue 3 Pages
194-204
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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The Ultraviolet and infrared absorption spectra of 3, 4-dihydroisoquinoline and its homologs are described which have been very useful in the interpretation of the absorptions of 2'-acyl-5, 11b-dehydroemetines.
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Kiyomi Taguchi
1960 Volume 8 Issue 3 Pages
205-211
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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The existence of cationic complex of chlorotetracycline (CT)-metal chelate having 1 : 1 ratio of CT to metal suggested the possibility of formation of a mixed complex combined with other ligands. Preparation and properties of the mixed complexes with penicillin G (PenG) and PenG-metal complexes were studied using Th
4+, Fe
3+, Co
2+, and Cu
2+ ions in acid medium. Th (IV), Co (II), and Fe (III) complexes with PenG which have 1 : 1, 2 : 1, and 2 : 1 ratios of PenG to metal, respectively, were isolated by addition of water to a solution of PenG-K and metal salt in methanol. Copper (II) complex was not obtained. Methyl-PenG was used for the determination of the functional group of PenG. Methyl-Pent-Co (II) complex was also formed. Mixed complexes of CT-metal chelates with PenG were prepared from methanolic solution. Both CT-Th(IV)-PenG and CT-Fe(III)-PenG mixed complexes have a 1 : 1 : 1 ratio. Mixed complexes with Co (II) and Cu(II) did not show a definite composition. Desdimethylamino-chlorotetracycline-Th(Iv) chelate formed a mixed complex with PenG. This indicates the formation of mixed complexes through the metal. The mixed comp1exes were soluble in methanol and insoluble in water and ether. Color of the mixed complexes was similar to that of corresponding CT-metal chelates.
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Kiyomi Taguchi
1960 Volume 8 Issue 3 Pages
212-217
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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Isoniazid (INAH) was studied on the formation of mixed complexes with chloro tetracycline (CT)-metal chelates with Th
4+, Fe
3+, Cu
2+, and Co
2+ in acid medium. INAH-metal compounds were also studied. INAH-Cu (II) chelate, and INAH-Co (II) complex and its chelate were isolated as crystalline powder showing 1 : 1, 2 : 1, and 1 : 1 ratio of INAH to metal, respectively, from hydrous methanol. Molar ratio of the compounds in aqueous solution was measured by the continuous variation method. Iron(III) ion decomposed INAH to isonicotinic acid, but the mixed complex of CT-Fe (III) chelate with INAH was formed without decomposition. The mixed complex of CT-CO (II) with INAH gave different compositions in accordance with the acidity of the preparation. CT-Co (II) chelate formed a mixed complex, but not CT-Th(IV) chelate. The molar ratio of the mixed complexes was mostly 1 : 1 : 1 (CT : metal : INAH). These mixed complexes were isolated in crystalline powder form and were soluble in methanol and hot water. Remarkable changes in color due to the formation of a mixed complex were not observed. Reaction between INAH-metal and CT-HCl was also studied.
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Kiyomi Taguchi
1960 Volume 8 Issue 3 Pages
217-221
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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The mixed complex of CT-Cu (II) chelate with thio-Michler's ketone (TMK) and its copper complex were studied concerning the properties and molar ratios in acid medium. Molar ratios of the complexes were measured by the continuous variation method. TMK formed a complex with copper (II) nitrate in a 2 : 1 ratio of TMK to copper, and the mixed complex had a 1 : 1 ratio of CT-Cu(II) to TMK, that is 1 : 1 : 1 (CT : Cu : TMK) ratio. TMK is oxidized to an indigo blue substance by halogen. TMK was not changed to the indigo blue substance by chloride ion, but it was changed to the indigo blue substance by copper (II) ion in the presence of chloride ion. This phenomenon was caused by the reaction of TMK with chlorine which is produced from the reduction of copper(II) chloride by the formation of a complex. The indigo blue complex was isolated by reaction of TMK with copper (II) chloride. The complex of TMK with copper(II) nitrate was a reddish brown powder. The mixed complex was prepared by the addition of ether to the solution of CT-Cu (II) chelate and TMK in acetone-methanol. The mixed complex prepared in the presence of chloride ion was an indigo blue substance. Color of the mixed complex was similar to that of TMK-Cu complex. The formation of the mixed complex was identified by paper chromatography using benzene-butanol as a developer.
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Goro Chihara, Sachiko Doi(Yamamoto), Ayako Mizushima, Akio Kaneto, Emi ...
1960 Volume 8 Issue 3 Pages
222-228
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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1) About 700 infrared spectra were examined of total lipids in the sera of diabetes patients, and a new and simple classification of these spectra was devised from the ratio of relative intensities of their absorptions. 2) It was found that there is a close relationship between the quantity of total lipids and their spectral types, and between the spectral types and serum lipoprotein index values. 3) It was found that diabetes is classified into several types from the type of these spectra and that infrared spectra would be valuable means in diagnosis and in judging therapeutic effect of pharmaceutics.
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Eiji Ohki
1960 Volume 8 Issue 3 Pages
229-235
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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The behavior of the double bond in the various derivatives of 4, 4-dimethyl-10-isocholesta-5, 7-dien-3β-ol (II) to reduction with sodium and ethanol or over Raney nickel catalyst was comparatively examined with that of 10-normal steroid. It was thereby found that the double bond at 7-position in the iso series is easily reduced by catalytic reduction over Raney nickel.
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Hisao Tsukamoto, Hiroyuki Ide, Eigo Takabatake
1960 Volume 8 Issue 3 Pages
236-239
Published: March 25, 1960
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Thiamylal was orally administered to rabbits and its metabolites excreted in urine were examined, mainly by paper chromatography. One of the metabolites was isolated and characterized as a carboxylic acid with thiobarbituric acid ring and allyl side-chain. Comparing the paper chromatogram of urine of rabbits receiving thiamylal or secobarbital, it was apparent that thiamylal was metabolized to the compounds not only with thiobarbituric acid ring and its oxygen homologs but also without the ring structure.
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Keitaro Kato, Kazuo Yoshida, Hisao Tsukamoto, Masashi Nobunaga, Tomiic ...
1960 Volume 8 Issue 3 Pages
239-242
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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1. ρ-Nitrophenyl β-D-glucosiduronic acid is proposed as a substrate for the assay of the hydrolytic activity of β-glucuronidase. The liberated p-nitrophenol is measured photocolorimetrically in alkaline solution. 2. The chemical synthesis of p-nitropenyl β-D-glucopyranosiduronic acid was accomplished by alkaline hydrolysis of methyl (p-nitrophenyl 2, 3, 4-tri-O-acetyl-β-D-glucopyranosid) uronate which was prepared by the condensation of methyl 1-bromo-2, 3, 4-tri-O-acetyl-α-D-glucopyranuronate and p-nitrophenol using acetonitrile and freshly prepared silver oxide. 3. The kinetics of the hydrolysis of p-nitrophenyl β-D-glucopyranosiduronic acid by β-glucuronidase were investigated. The optimum pH is 3.8 in 0.2M acetate buffer at 38°. The reaction velocity is constant with time and varies linearly with enzyme concentrations in the presence of excess substrate. The Michaelis-Menten constant is 2×10
-4M.
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Hiroshi Mitsuhashi, Ukon Nagai, Toshio Muramatsu, Hatsue Tashiro
1960 Volume 8 Issue 3 Pages
243-245
Published: March 25, 1960
Released on J-STAGE: March 31, 2008
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Isolation of active principles in the ligusticum root (Hokkai-Toki) was attempted. Anticholinergic principles were traced by the Magnus method with rat intestine. Ligustilide, which is a new and the most active constituent was isolated. It is an isomer of butylphthalide. It was marked bluish fluorescence and decomposes rapidly on exposure to air.
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Michio Takido
1960 Volume 8 Issue 3 Pages
246-251
Published: March 25, 1960
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From the seeds of Cassia obtusifolia L. (Leguminosae), three new anthraquinone pigments, obtusin (m.p.242∼243°), chryso-obtusin (m.p.214∼215°) and aurantio-obtusin (m.p.265∼266°), were isolated. The structures of these pigments were established respectively as 1, 6, 7-trimethoxy-2, 8-dihyroxy-3-methylanthraquinone, 1, 6, 7, 8-tetramethoxy-2-hydroxy-3-methylanthraquinone, and 1, 7-dimethoxy-2, 6, 8-trihydroxy-3-methylanthra-quinone.
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Kiichiro Tanaka, Issei Iwai, Yasuo Yura, Kazuo Tomita
1960 Volume 8 Issue 3 Pages
252-254
Published: March 25, 1960
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Antimicrobial activity of two series of acetylenic mercury compounds was tested, using three kinds of fungi and two kinds of bacteria as test organisms. In both series, the compounds represented by the general formulae (R-C≡C-)
2Hg and R-C≡C-Hg-[chemical formula] had high activity against both fungi and bacteria. Their antifungal activity in vapor state was also exmined.
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Masao Uchibayashi
1960 Volume 8 Issue 3 Pages
255-257
Published: March 25, 1960
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Transformation of Reichstein's Substance S (I) by a mutant obtained by ultraviolet ray irradiation of Pseudomonas sp. 109 resulted in the formation of 17α. 20β, 21-trihydroxy-1, 4-pregnadien-3-one (II) and prednisolone (IV; 11β, 17α, 21-trihydroxy-1, 4-pregnadiene-3, 20-dione), and thus the aim of the work presented in this and preceding three papers, namely the preraration of therapeutically valuable steroid hormones by the action of Pseudomonas, was successfully attained.
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Kyosuke Tsuda, Masaaki Kawamura, Ryoichi Hayatsu
1960 Volume 8 Issue 3 Pages
257-261
Published: March 25, 1960
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Tetrodotoxin, C
12H
19O
9N
3, gab mit Essigsaureanhydrid und Pyridin das Acetat-A-Chlorhydrat, C
11H
14O
7N
2(COCH
3)
2. HCl. Durch Natriumborhydrid-Reduktion von Acetat-Chlorohydrat und darauffolgender Tosylierung entstand ein Produkt der Summenformel C
5H
7ON(C
7H
7O
2S)
2, dessen Dihydro-Derivat nach Lithiumaluminiumhydrid-Reduktion das bekannte β-Methylpyrrolidin lieferte.
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Masaaki Kawamura
1960 Volume 8 Issue 3 Pages
262-265
Published: March 25, 1960
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Durch Umsetzung von Tetrodotoxin mit Kaliumhydroxid in 60-proz. Athanol wurde eine Verbindung C
9H
11O
2N
3 erhalten, die sich mit Kaliumpermanganat in die 2-Amino-pyrimidin-4, 5-dicarbonsaure luberfuhern liess. Nach den chemischen Reaktionen sowie den spektralen Befunden wurde eine Teilformel fur die C
9-Base vorgeschlagen.
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Tozo Fujii, Minoru Tashiro, Kenji Ohara, Makio Kumai
1960 Volume 8 Issue 3 Pages
266-269
Published: March 25, 1960
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3, 4-Dimethoxy-and 3, 4-methylenedioxy-phenethyl alcohol (X and XV) were respectively prepared from the corresponding amines (VI and XI) in a good overall yield. The steps involved are formation of the esters (Ixa, b and XIVa) by applying White's method
5) to the amines, and hydrolysis of the resultant esters to form the alcohols (X and XV). Similarly, benzyl alcohol (V) and benzyl esters (Iva, b, c) were also prepared from benzylamine (I).
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Daisuke Satoh
1960 Volume 8 Issue 3 Pages
270-272
Published: March 25, 1960
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Hiroshi Shimizu, Shizuo Fujiwara
1960 Volume 8 Issue 3 Pages
272-274
Published: March 25, 1960
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