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Koiti Kimura, Mitsuo Takahashi, Akira Tanaka
1960 Volume 8 Issue 12 Pages
1059-1062
Published: December 25, 1960
Released on J-STAGE: March 31, 2008
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ω-Hydroxy acids, HO (CH
2)
nCOOH (n=12, 14, 15), and ω, ω'-diols, HO (CH
2)
mOH (m=20, 22), were prepared in a single step by a mixed Kolbe reaction of ω-acetoxy acid and halfester of dibasic acid. Several derivatives of these synthesized diols were also obtained.
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Akira Tanaka
1960 Volume 8 Issue 12 Pages
1063-1066
Published: December 25, 1960
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Anodic synthesis of saturated alicyclic compounds was carried out. Dihydroalepric acid and homodihydroalepric acid, analogs of chaulmoogric and hydnocarpic acids, were prepared by the mixed Kolbe reaction of cyclopentylacetic acid and half-ester of dibasic acid. ω-Cyclohexylhexanoic acid was obtained by the cross-coupling of cyclohexylacetic acid with methyl hydrogenadipate. 1, 2-Dicyclopentylethane and 1, 2-dicyclohexylethane were identified as the symmetrical coupling product of cyclopentylacetic acid and cyclohexylacetic acid, respectively.
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Hisao Tsukamoto, Seisuke Terada
1960 Volume 8 Issue 12 Pages
1066-1070
Published: December 25, 1960
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The ether-type glucuronide of p-hydroxybenzoic acid was isolated as methylacetyl derivative from the urine of rabbits receiving methyl p-hydroxybenzoate and its structure was established as methyl (p-methoxycarbonylphenyl 2, 3, 4-tri-O-acetyl-β-D-glucopyranosid)-uronate with the synthetic sample. Ester-type glucuronide was detected in the urine by paper chromatography.
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Akira Miyake
1960 Volume 8 Issue 12 Pages
1071-1073
Published: December 25, 1960
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Streptomyces akiyoshiensis novo sp., which was isolated from a soil sample collected at Akiyoshido, Yamaguchi Prefecture, produced a new antibiotic, C
5H
9O
4N, active solely against pathogenic tubercle bacilli including strains resistant against streptomycin, INAH, and other hitherto known antituberculosis antibiotics and chemotherapeutics. This antibiotic was assumed to be a new neutral amino acid having a non-conjugated carbonyl group in the molecule and the structure of δ-hydroxy-γ-oxo-L-norvaline was proposed. From the chemical structure, the name HON was given to this new antibiotic.
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Akira Miyake
1960 Volume 8 Issue 12 Pages
1074-1078
Published: December 25, 1960
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The structure of δ-hydroxy-γ-oxo-L-norvaline was proposed for the new antibiotic, HON. This compound was synthesized through two different routes. Optical resolution of the racemate was achieved by fractional crystallization of brucine salts of N-acetyl-δ-hydroxy-γ-oxo-DL-norvaline. Physicochemical and microbiological properties of the synthesized δ-hydroxy-γ-oxo-L-norvaline revealed that this compound was identical with naturally occurring L-HON.
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Akira Miyake
1960 Volume 8 Issue 12 Pages
1079-1083
Published: December 25, 1960
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Sixteen homologs of L-HON were synthesized and their in vitro activity against M. tuberculosis was tested. From such results, L-HON was classified as a member of the group which is relatively low in molecular weight and active only against M. tuberculosis.
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Tadashi Okabayashi, Eitaro Masuo
1960 Volume 8 Issue 12 Pages
1084-1088
Published: December 25, 1960
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Seventy strains of type culture and more than 300 bacterial strains isolated from drainage were tested for their properties to excrete purine compounds in their culture fluid using nonexacting purine auxotrophs of E. coli. Several strains thus selected excreted a considerable amount of ultraviolet-absorbing substances in their culture fluid. Examination by paper chromatography revealed that ultraviolet-absorbing substances consisted mainly of nucleotides having adenine, guanine, uracil, or cytosine as the base.
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Tadashi Okabayashi, Eitaro Masuo
1960 Volume 8 Issue 12 Pages
1089-1094
Published: December 25, 1960
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Nucleotides in the culture fluid of Brevibacterium liquefaciens novo sp. were adsorbed on charcoal, eluted with 50% ethanol containing 2% of conc. ammonia, and were submitted to column chromatography on Dowex-1 (chloride). Each nucleotide was isolated as calcium or ammonium salt and identified. Following nucleotides were identified : Cytidine 5'-phosphate, adenosine 5'-phosphate, cytidine 5'-pyrophosphate, uridine 5'-phosphate, adenosine 5'-pyrophosphate, and a uridine 5'-pyrophosphate-acetylhexosamine-peptide compound. The last compound gave alanine, glutamic acid, lysine, and an Elson-Morgan reaction-positive substance on paper chromatogram after it was hydrolyzed by acid.
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Tadashi Okabayashi, Yasuo Makisumi
1960 Volume 8 Issue 12 Pages
1095-1099
Published: December 25, 1960
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Action of aminated azaindolizines on Lactobacillus casei and Streptococcus faecalis was compared with that of several diaminopyrimidine compounds. All compounds exhibited more pronounced effect on St. faecalis than on L. casei. Growth inhition caused by these compounds was reversed in the decreasing order by thymine, leucovorin, and folic acid. These results suggested that C=N bond between 1- and 8a-positions in 1-azaindolizine molecule might have an effect similar to amino group on the lactic acid bacteria.
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Kaname Hamamoto
1960 Volume 8 Issue 12 Pages
1099-1105
Published: December 25, 1960
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The properties of the third hyhroxyl group in metagenin (I) and epimetagenin (IIIa) were examined. From the results of acylation reaction and acid treatment, it was confirmed that the third hydroxyl group in metagenin had an equatorial and the epimeric one in epimetagenin had an axial conformation. Metagenin formed a δ-lactone ring by the opening of A-ring and was approximately confirmed as 5β, 25D-spirostane-2β, 3β, 11α-triol.
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Torizo Takahashi, Kazuo Kariyone
1960 Volume 8 Issue 12 Pages
1106-1109
Published: December 25, 1960
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Hydrogenation of 2 (1H)-pyridones was carried out in methanol over Raney nickel at 120 atm. and 200∼240°and gave 2-piperidone derivatives. When the reduction temperature was raised to 280°, hydrogenation of carbonyl group took place, followed by N-methylation of the resulting piperidine derivative was observed. On the other hand, when the reaction temperature was kept below 180°, the starting material was recovered unchanged. By the action of acetic anhydride on 4-ethylpyridine 1-oxide, 4-(1-hydroxyethyl) pyridine and 4-ethyl-3-hydroxypyridine were obtained, while 4-methoxycarbonylpyridine 1-oxide gave 4-methoxycarbonyl-2 (1H)-pyridone.
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Kazuo Kariyone
1960 Volume 8 Issue 12 Pages
1110-1113
Published: December 25, 1960
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In addition to 3-methyl-2(1H)-pyridone, 5-methyl-2(1H)-pyridone was also obtained as one of the products from treatment of 3-picoline 1-oxide with acetic anhydride. Two products derived from the above 2(1H)-pyridone derivatives were identified as 3, 3-dichloro-5-methyl-2-piperidone and 3-methyl-3-chloro-2-piperidone. 2-and 4-Methylproline were obtained from the above 2-piperidone derivatives.
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Masuo Akagi, Setsuzo Tejima, Masanobu Haga
1960 Volume 8 Issue 12 Pages
1114-1116
Published: December 25, 1960
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1-Thio-β-D-glucopyranurono-6, 1-thiolactone was prepared by hydrolysis of methyl 2, 3, 4-tri-O-acetyl-1-thio-β-D-glucopyranuronate 1-ethylthionocarbonate which was prepared from methyl 2, 3, 4-tri-O-acetyl-1-bromo-1-deoxy-α-D-glucopyranuronate and potassium ethylxanthate. Methylation of this compound with diazomethane and subsequent acetylation afforded methyl (methyl 2, 3, 4-tri-O-acetyl-1-thio-β-D-glucopyranosid) uronate.
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Morizo Ishidate, Yasuhiro Yamane
1960 Volume 8 Issue 12 Pages
1116-1119
Published: December 25, 1960
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For the detection of compounds having enolisable or phenolic β-diketone group, the method employing uranyl ion was found to be recommendable by the fact that it is more selective and sensitive than the known methods using titanium (III) or iron (III) ion which gives color reaction both with β-diketones and phenols. The reaction with uranyl ion proposed here is based on the formation of a colored chelate compound which is stable in an acetic acid medium.
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Morizo Ishidate, Minoru Sekiya, Noboru Yanaihara
1960 Volume 8 Issue 12 Pages
1120-1123
Published: December 25, 1960
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N, N'-Alkylidenebisacetamide, such as N, N'-methylenebisacetamide, N, N'-ethylidenebisacetamide, and N, N'-benzylidenebisacetamide, reacted smoothly with 2, 4-xylenol by the interaction of phosphoryl chloride, affording N-(α-alkyl-2-hydroxy-3, 5-dimethylbenzyl) acetamide by substitution of α-acetamidoalkyl group, in a good yield. Effect of the amide residues in N, N'-alkylidenebisamide on the reaction was examined with N, N'-methylenebisformamide, -acetamide, -propionamide, and -benzamide. The general reaction sequence was presumed and found to be characterized by the formation of a nitrile as a by-product corresponding to the one amide residue in N, N'-alkylidenebisamide.
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Mitiiti Fujita, Shuji Hisamichi, Toshio Ando, Nobuyoshi Murakami
1960 Volume 8 Issue 12 Pages
1124-1127
Published: December 25, 1960
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Examinations were made on the pollens of Forsythia koreana and other species by paper chromatography in an attempt to confirm the pollen flavonoid component of forsythia which has two types of flower, one being short-styled and the other, long-styled. It had been reported that rutin is present in the pollens from the former and quercitrin in the pollens of the latter, and that a satisfactory fertilization would be prevented without the action of these different glycosides of quercetin. However, as far as the present series of experiments were concerned, it was found that rutin is solely present as the flavonoid pigment, and glucose and fructose as the free sugars. Lactose was not detected from any of the pollens.
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Kyosuke Tsuda, Shigeo Nozoe
1960 Volume 8 Issue 12 Pages
1128-1135
Published: December 25, 1960
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Diels-Alder reaction of methyl acrylate and acrolein on cholesta-5, 7-dien-3β-ol acetate was carried out and the structure of the adduct thereby obtained was determined. Solvolysis of 3-methanesulfonate of these 5α, 8α-ethylene-steroids was carried out and retention of configuration was found to take place, whose mechanism was considered.
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Hisashi Nogami, Shoji Awazu, Keiichi Watanabe, Kazuhiko Sato
1960 Volume 8 Issue 12 Pages
1136-1141
Published: December 25, 1960
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1) The prevention of hydrolysis of ester, using methantheline bromide (Banthine) as an example, with surfactants was examined. Surfactants used were anionic, cationic, and nonionic. Anionic surfactant (sodium laurylsulfate) markedly prevented the hydrolysis (the half life becomes 100 times longer in 0.5% laurylsulfate solution) and nonionic surfactant prevents it slightly. 2) Hydrolysis in sodium laurylsulfate solution does not follow a pseudo-first order course and is influenced by a buffer concentration. 3) The higher the concentration of sodium laurylsulfate, the slower became the hydrolysis.
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Masanobu Terasaka, Kazuko Narahashi, Yoko Tomikawa
1960 Volume 8 Issue 12 Pages
1142-1143
Published: December 25, 1960
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Nor-orixine, previously derived from orixine, was found in free state in the methanol extract of the Orixa root. This is the seventh alkaloid isolated from it.
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Kazuo Miyatake, Atsuji Okano, Kazuhiko Hoji, Tosaku Miki, Akio Sakashi ...
1960 Volume 8 Issue 12 Pages
1144
Published: December 25, 1960
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Koiti Kimura, Yohei Hashimoto, Isao Agata
1960 Volume 8 Issue 12 Pages
1145-1146
Published: December 25, 1960
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