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YUKIO MORI, KAZUMI TOYOSHI, SHIGEO BABA
1973 Volume 21 Issue 12 Pages
2577-2584
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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This paper is intended to report the retention of tritium during enzymatic hydroxylation at the 4'position of 3'-methyl-4-dimethylaminoazobenzene [4'-
3H, or 5'-
3H] (3'-Me-DAB) or during nonenzymatic substitutions at the 4 position of 3-methylacetanilide (4-
3H, or 5-
3H), and the effect of the repeated administration of carcinogenic 3'-Me-DAB upon the aryl hydroxylation activity against 3'-Me-DAB (5'-
3H) and retention of tritium in the hydroxylated product. The enzymically formed 3'-methyl-4'-hydroxy-4-dimethylaminoazobenzene from 3'-Me-DAB (4'-
3H) retained tritium 94% on an average. Accordingly, it may be proved that the NIH shift also occurs in the enzymatic hydroxylation of 3'-Me-DAB (4'-
3H). The chemically produced 4-hydroxy-, 4, 6-dibromo-, and 4-nitro-3-methylacetanilide from 3-methylacetanilide (4-
3H) retained tritium approximately 65% in each case. Since no significant effect of feeding 0.06% 3'-Me-DAB for 1-4 weeks on the aryl hydroxylation activity against 3'-Me-DAB (5'-
3H) and retention of tritium in the hydroxylated product from 3'-Me-DAB (4'-
3H) was observed, it may be suggested that the aryl hydroxylase activity of rat liver against 3'-Me-DAB dose not be qualitatively changed during the early stage of the carcinogenesis by 3'-Me-DAB.
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HIROSHI TOMISAWA, REIKO FUJITA
1973 Volume 21 Issue 12 Pages
2585-2589
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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The Friedel-Crafts reaction of 2-methyl-1 (2H)-isoqumolone (I) gave products identified as 4- and 7-acetylated compounds (III and IV), 4-, 5-, and 7-propionylated compounds (VII, VIII, and IX), and 5- and 7-butyrylated compounds (V and VI).
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HIROSHI TOMISAWA, KAZUHIRO KOSAKA, HIROSHI HONGO, REIKO FUJITA, HIDEKI ...
1973 Volume 21 Issue 12 Pages
2590-2593
Published: December 25, 1973
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Reaction of 1-methyl-2 (1H)-thiopyridone with formaldehyde and hydrochloric acid was carried out. The main product in this reaction was 3-hydroxymethyl-1-methyl-2 (1H)-thiopyridone (IV) in 22% yield. The structure of products in this reaction were confirmed by their nuclear magnetic resonance spectral comparison.
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MITSURU FURUKAWA, TAKATOSHI YOSHIDA, MOTOO GOTO, SEIGORO HAYASHI
1973 Volume 21 Issue 12 Pages
2594-2601
Published: December 25, 1973
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The reaction of arylbiguanides and N-amidino-O-alkylisoureas with diketene was found to proceed through the acylated intermediates to give pyrimidines and s-triazines. The reaction of arylbiguanides with ethyl acetoacetate was also attempted and the proportion of pyrimidines and s-triazines obtained was found to be almost equall to that in the case of the reaction with diketene. Therefore, this reaction was also elucidated to proceed via the acylated intermediates.
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HIROSHI TOMISAWA, TOSHIYUKI SUZUKI, HAJIME SAWADA, HIROSHI HONGO, REIK ...
1973 Volume 21 Issue 12 Pages
2602-2606
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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Reaction of 1-methyl-2 (1H)-quinolone with phosphoryl chloride and dimethylaniline was successfully carried out. The two products, 2-[4'-(dimethylamino) phenyl] quinolinium chloride (V) and 2-[4'-(dimethylamino) phenyl] quinoline (VI), were obtained in good yield, 76.2% for V and 2.6% for VI, which can be change the ratio between those two products of the reaction condition changed. The structure of products were confirmed by the corresponding Grignard reactions. The same reaction of 1-methyl-2 (1H)-thioquinolone was attempted with low yield and only one product (VI).
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HIROSHI TOMISAWA, CHAOHSIUNG WANG
1973 Volume 21 Issue 12 Pages
2607-2612
Published: December 25, 1973
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Reactivity of 1-methyl-2 (1H)-thiopyridone (I), 1-methyl-2 (1H)-thioquinolone (III), and 2-methyl-1 (2H)-thioisoquinolone (V) was compared with that of the corresponding oxygen compounds, 1-methyl-2 (1H)-pyridone (II), 1-methyl-2 (1H)-quinolone (IV), and 2-methyl-1 (2H)-isoquinolone (VI). In deuteration, I was less reactive than II, III entirely failed to react, and V reacted under a stronger reaction condition than VI. Bromination of I and V was carried out but they did not produce the expected products, although II and VI reacted easily. Grignard reaction as an example of the nucleophilic substitution reactions on III, which was most inactive to the electrophilic substitution reactions, revealed that III is more inactive than IV to this reaction and the yield was not good even under a more drastic condition.
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SHOSUKE KAWANISHI, NAOKO HONGO, AKIRA YOKOYAMA, HISASHI TANAKA
1973 Volume 21 Issue 12 Pages
2613-2616
Published: December 25, 1973
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Palladium monothioacetylacetonate (Pd (SAA)
2) was found to be converted into palladium dithioacetylacetonate (Pd (SSAA)
2) in the presence of sodium sulfide. It was indicated that this reaction follows first order kinetics with respect to the concentrations of Pd (SAA)
2 and sodium sulfide, respectively and on the whole, second order kinetics. A new spectrophotometric method of determination of sulfide ion, which is applicable in the range from 8 μg to 240 μg of sulfide ion, was devised by the measurement of the absorbance of Pd (SSAA)
2 formed (510mμ).
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SHOSUKE KAWANISHI, AKIRA YOKOYAMA, HISASHI TANAKA
1973 Volume 21 Issue 12 Pages
2617-2621
Published: December 25, 1973
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Mono-, di and tribrominated chelates were prepared by direct bromination of cobalt (III) monothioacetylacetonate (I). From Infrared and/or nuclear magnetic resonance spectra, it was assumed that I exists as cis (facial) isomer and in brominated chelates, each chelate ring is independent fundamentally. Linear relationship was observed between chemical shift of methine proton and dielectric function with respect to various solvents in I. In some solvents, such as benzene and pyridine, particular interactions are assumed for the explanation of the nuclear magnetic resonance spectra of I and the brominated chelates.
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SEIZI KATAYAMA, YUKIO AKAHORI, HIROSHI MORI
1973 Volume 21 Issue 12 Pages
2622-2626
Published: December 25, 1973
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Analysis of nuclear magnetic resonance spectra of 8-hydroxyquinoline precisely have been carried out in various solvents, and the values of chemical shifts and coupling constants of the ring protons are extraporated in infinite dilution. These extraporated values indicate the characteristic and functional natures of solvents interacting with the solute molecule. The concentration and the solvent dependences are discussed in detail.
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KENJI SUZUKI, TAKASHI ABIKO, NOBUYOSHI ENDO, YUSUKE SASAKI, JIRO ARISU ...
1973 Volume 21 Issue 12 Pages
2627-2633
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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Four peptides, H-Trp-Gly-Ala-Glu-Gly-Gln-Arg-OH, H-Ser-Trp-Gly-Ala-Glu-Gly-Gln-Arg-OH, H-Phe-Ser-Trp-Gly-Ala-Glu-Gly-Gln-Arg-OH and H-Arg-Phe-Ser-Trp-Gly-Ala-Glu-Gly-Gln-Arg-OH were synthesized by the classical method and tested for the induction of experimental allergic encephalomyelitis in guinea pigs. Consequently, it was found that the length limit of the peptide chain for the induction of the disease was the nonapeptide, H-Phe-Ser-Trp-Gly-Ala-Glu-Gly-Gln-Arg-OH.
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KENJI SUZUKI, YUSUKE SASAKI
1973 Volume 21 Issue 12 Pages
2634-2638
Published: December 25, 1973
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Solid phase synthesis of H-Arg-Phe-Ser-Trp-Gly-Ala-Glu-Gly-Gln-Arg-OH was accomplished by two different approaches, stepwise chain elongation and fragment condensation. Two fragments, Boc-Ala-Glu (OBzl)-Gly-OH (II) and Boc-Phe-Ser-Trp-Gly-OH (IV), were used for fragment condensation. Overall yields of the decapeptide were 10% in stepwise chain elongation and 34% in fragment condensation respectively. A failure pentapeptide, H-Phe-Ser-Trp-Gly-Arg-OH, was isolated in the two procedures.
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NOBORU SHOJI, YOSHIKAZU KONDO, TSUNEMATSU TAKEMOTO
1973 Volume 21 Issue 12 Pages
2639-2642
Published: December 25, 1973
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Diketene reacted with barbituric acids in the presence of the basic catalyst and gave the acetoacetyl derivatives (IV-VI) in excellent yields. Condensation of the 5-acetoacetylbarbituric acids with hydrazine and phenylhydrazine gave the pyrazole (IXa, Xa) and phenylpyrazole derivatives (XIa, XIIa) in quantitative yields, respectively. Intramolecular cyclization of 1, 3-dimethyl-5-acetoacetylbarbituric acid in the acidic conditions afforded the γ-pyrone derivative (VIII).
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TAKEO HIGASHINO, EISAKU HAYASHI
1973 Volume 21 Issue 12 Pages
2643-2652
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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The reaction of pyrido [2, 3-d] pyrimidine (I) with several nucleophilic reagent was carried out. In the reaction of I with hydrazine reagent added across the 3, 4-positions in I to result in the formation of 3-hydroxy-4-hydrazino-3, 4-dihydropyrido [2, 3-d] pyrimidine (V). In the case of the reaction with acetic anhydride ring fission between the 2- and 3-positions took place and resulted in the formation of 2-aminonicotinonitrile (VI). The similar ring fission also occurred in the use merely alkali hydroxide for I at ordinary temperature to form 2-(formylamino) nicotinoaldehyde oxime (VII). In the case of the reactions with ethyl cyanoacetate, malononitrile and ethyl acetoacetate without base catalyst the transformation of I into 1, 8-naphthyridine derivatives proceeded to result in the formation of ethyl 2-amino-1, 8-naphthyridine-3-carboxylate (X), 2-amino-1, 8-naphthyridine-3-carbonitrile (XI) and ethyl 2-methyl-1, 8-naphthyridine-3-carboxylate (XII), respectively. In the case of the reaction with symmetric β-diketone without base catalyst 2-substituted-pyrido [2, 3-d] pyrimidine was formed. Thus the reactions with 2, 4-pentanedione and with 1, 3-diphenyl-1, 3-propanedione gave 1-(2-pyrido [2, 3-d] pyrimidinyl)-2-propanone (XX) and 2-(2-pyrido [2, 3-d] pyrimidinyl) acetophenone (XXI), respectively. But in the case of the reaction with asymmetric β-diketone such as 1-phenyl-1, 3-butanedione it proceeded in a defferent way from the reaction with symmetric β-diketone and resulted in the transformation of I into 2-phenyl-1, 8-naphthyridine (XXVIII). The possible reaction processes for the reactions described above were also proposed and discussed.
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SHOSUKE KAWANISHI, AKIRA YOKOYAMA, HISASHI TANAKA
1973 Volume 21 Issue 12 Pages
2653-2660
Published: December 25, 1973
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In platinum (II) dithioacetylacetonate which was obtained from monothioacetylacetone and platinum (II) ion in acidic medium by the replacement reaction of the ligand atom, considerable π-delocalization of the chelate ring is presumed by the spectroscopic data. Platinum (IV) monothioacetylacetonate which was obtained from monothioacetylacetone and platinum (II) ion in neutral medium did not produce dithio chelate with hydrogen sulfide unlike the case of palladium chelate. In the reaction of monothioacetylacetone with rhodium similar chelate formations were observed to the case of platinum chelate. In the reaction of monothioacetylacetone with mercury (II) ion, the product was a polymeric complex, which is considered to be produced from unstable complex through a intermolecular replacement of the ligand atom. From disulfide of monothiodibenzoylmethane, platinum, rhodium and mercury ions produced respective metal chelates or complexes. These features of the complex formations are attributed to bcharacter of these metals, namely particularly high affinity of these metals to sulfur.
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HIDEO KATO, EIICHI KOSHINAKA, YOSHIO ARATA, MIYOJI HANAOKA
1973 Volume 21 Issue 12 Pages
2661-2666
Published: December 25, 1973
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A new synthesis of the spirodiamines (IIIa-c) from the methiodides (Ia-c) via the spiroaminolactams (VIIa-c) by Stevens rearrangement is described.
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MASASHI TOMODA, SATOMI NAKATSUKA, MIEKO TAMAI, MIDORI NAGATA
1973 Volume 21 Issue 12 Pages
2667-2671
Published: December 25, 1973
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A mucous polysaccharide, named Bletilla-glucomannan, has been isolated from the tubers of Bletilla striata REICHENBACH fil. It was homogeneous on glass-fiber paper electrophoresis and by ultracentrifugal analysis. The component sugars of it were D-mannose and D-glucose, and the molar ratio of them was 3 : 1. The molecular weight was estimated at 182000 by the measurement of osmotic pressure. Periodate oxidation and partial acid hydrolysis of it suggested that the polysaccharide is mainly composed of β-1→4 linked aldohexopyranose residues and it contains six aldohexose units per one end group on the average.
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YOSHIO ARATA, YUKIO ODA, SHINGO YASUDA, MIYOJI HANAOKA
1973 Volume 21 Issue 12 Pages
2672-2678
Published: December 25, 1973
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1-Methyl- and 1-ethyl-cis-octahydroazecine (I and X) were synthesized stereoselectively. Transannular reaction of the trans-N-oxide (VII) leading to decahydro-1-methylazecin-6-one (XI) proceeded more smoothly than that of the cis-N-oxide (VI). However, transannular cyclization between the nitrogen and the double bond of N-acetyl-and N-ethoxycarbonyl-cis-octahydroazecine (VIII and XII) producing 1-azabicyclodecane (XVI) proceeded much more easily than that of the corresponding trans derivatives (IX and XIII).
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ZENICHI HORII, YOSHIHIKO NAKASHITA, KIMIKO KUNISAWA, CHUZO IWATA
1973 Volume 21 Issue 12 Pages
2679-2683
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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Irradiation of 2-bromo-N-ethyl-4'-hydroxybenzanilide (Ia) in aqueous sodium hydroxide gave 2'-ethylspiro [cyclohexa-2, 5-diene-1, 1'-isoindoline]-3', 4-dione (II), N-ethyl-4'-hydroxybiphenyl-2-carboxamide (III), and 4'-hydroxybenzanilide (IV). When the above photolysis was run in the presence of sodium borohydride, 2'-ethyl-4-hydroxyspiro-[cyclohexa-2, 5-diene-1, 1'-isoindolin]-3'-one (V) was obtained in good yield. This dienol (V) was oxidized with manganese dioxide to give the spiro-dienone (II). On the other hand, irradiation of 2-chloro-N-ethyl-4'-hydroxybenzanilide (Ib) in aqueous sodium hydroxide gave almost the starting material. However, when the photolysis of Ib was run in the presence of sodium borohydride or sodium sulfite, the biphenyl (III) was obtained in good yield. The reaction processes of these reactions were discussed.
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TOHRU ENDO, HEIHACHIRO TAGUCHI
1973 Volume 21 Issue 12 Pages
2684-2688
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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Two new iridoid glycosides, geniposide and genipin-1-β-D-gentiobioside, were isolated from the fruits of Gardenia jasminoides ELLIS f. grandiflora (LOUR.) MAKINO and their structures were determined to be I and II, respectively.
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HITOSHI KATO, SHINTARO NISHIO, YUTAKA KASUYA, KEIJIRO TAKAGI
1973 Volume 21 Issue 12 Pages
2689-2694
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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The effects of five diphenylalkanolamine derivatives, including YS 3635, YS 3636, YS 3632, YS 3623 and YS 3423, on the coronary and hindquarter vascular beds in anesthetized dogs were studied and compared with those of glyceryl trinitrate and papaverine. These five derivatives in doses of 62.5 to 1000μg i.a. reduced coronary and hindquarter vascular resistances, and the effects were in the following order : YS 3423>YS 3623> papaverine>YS 3632>YS 3635>YS 3636 in the coronary, and YS 3423> papaverine>YS 3623>YS 3635>YS 3632>YS 3636 in the hindquarter vascular beds. Three derivatives, YS 3423, YS 3623 and YS 3635 having a relatively potent vasodilating effect were further examined. These compounds, 1 mg/kg i.v., also showed an increase in coronary and hindquarter blood flows, concomitantly with a transient hypotension, sustained decrease in heart rate and increase in cardiac output. The vasodilating effect of the diphenylalkanolamine derivatives studied appears to show a direct and non-specific effects on the peripheral blood vessels as is the case of glyceryl trinitrate or papaverine.
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TOZO FUJII, SHIGEYUKI YOSHIFUJI, KAZUHIKO MICHISHITA, MORIHIRO MITSUKU ...
1973 Volume 21 Issue 12 Pages
2695-2704
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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The mercuric acetate-EDTA oxidation of 1-(3, 4-dimethoxyphenyl)-2-piperidinoethanol (IV : R
1=H ; R
2=CH
3O) to form 1-[2-(3, 4-dimethoxyphenyl)-2-hydroxyethyl]-2-piperidone (XI : R
1=H ; R
2=CH
3O) was extended to include 3-alkylpiperidine derivatives (IV : R
1=CH
3, C
2H
5), which were synthesized from 3-alkylpyridines (II : R
1=CH
3, C
2H
5) by quaternization with phenacyl bromides followed by catalytic and NaBH
4 reductions. It was found that the 3-methyl and 3-ethyl groups of IV almost equally oriented the oxidation to both the 2- and 6-positions but with a slight advantage to the latter position. In contrast, the alkaline ferricyanide oxidation of quaternary salts V (R
1=CH
3, C
2H
5) at 32°produced 2-pyridones (IX) as the main product and 6-pyridones (XIII) as the minor product. It seemed that a higher 3-alkyl substituent caused the extent of 6-pyridone formation to increase slightly (Table I). The structures of the pyridones (IX and XIII) were assigned on the basis of their ultraviolet, infrared, and nuclear magnetic resonance spectra (Tables II and III), and the chemical correlations (IX→VI←VII and XIII→X←XI) shown in Chart 2 established the structures of the hydroxypiperidones (VII and XI) obtained by the mercuric acetate-EDTA oxidation method. In alternative synthesis of Xe, 1-benzyl-5-ethyl-2-piperidone (XV) was debenzylated with sodium and liquid ammonia to give XIV. Treatment of the potassium salt of XIV with phenethyl bromide furnished Xe.
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NORIKO KONDO, JUNZO SHOJI, OSAMU TANAKA
1973 Volume 21 Issue 12 Pages
2705-2711
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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The chemical structures of saponin-A (I) (=chikusetsusaponin V), C
48H
76O
19, [a]
20D+14.5° (MeOH) and saponin-D (V) (=ginsenoside Rb
1), C
54H
92O
23, [a]
20D+15.78° (MeOH), which were isolated from Panax pseudoginseng subsp. himalaicus var. angustifolius (Araliaceae), were established on the basis of physical data and chemical investigations.
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AKIRA UENO, MASAHIRO ICHIKAWA, SEIGO FUKUSHIMA, YASUHISA SAIKI, KUNIO ...
1973 Volume 21 Issue 12 Pages
2712-2714
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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A new isoflavanone derivative named lespedeol B was isolated from the bark of Lespedeza homoloba NAKAI. The structure was established as 2', 4', 5-trihydroxy-8-methyl-8-(4-methylpent-3-enyl) pyrano (3, 2-g) isoflavanone by spectral and chemical data, in which lespedeol B was formed by the dehydrocyclization of lespedeol A.
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AKIRA UENO, MASAHIRO ICHIKAWA, SEIGO FUKUSHIMA, YASUHISA SAIKI, TADATA ...
1973 Volume 21 Issue 12 Pages
2715-2721
Published: December 25, 1973
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Two new coumaranochromane derivatives named lespein and lespedezin were isolated from the bark of Lespedeza homoloba NAKAI. On the base of the chemical and spectral data, their structures were established as (-) lespein : 6a, 10-diisopentenyl-3, 9-dihydroxy-(6aR, 11aR) pterocarpan and lespedezin : 10-geranyl-3, 9-dihydroxypterocarpan.
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YOSHINARI TAKAGI, NOBUHIKO ISHII, ITARU IDE, SANYA AKABOSHI
1973 Volume 21 Issue 12 Pages
2722-2724
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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Several aminoethyl and pyrrolidylmethyl thiosulfate and thiophosphate derivatives were synthesized and tested for the radioprotective effect in X-irradiated mice. Sodium hydrogen S-(L-2-pyrrolidylmethyl) phosphorothioate was most protective among ten compounds tested. It was effective to a same extent as cysteamine which is a typical radioprotector. N-Methylpyrrolidyl derivative of the compound was completely inactive. Furthermore, no radioprotection was observed in case of the corresponding thiosulfate.
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TOSHIO NAMBARA, YOSHIHIKO KAWARADA, MIKIKO ASAMA, SETSUKO AKIYAMA, MUN ...
1973 Volume 21 Issue 12 Pages
2725-2732
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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In order to characterize the biliary metabolites the catechol estrogen 16, 17-ketols and their monomethyl ethers have been synthesized as reference compounds employing the method worked out by Gallagher and his co-workers. The preparation of 2-methoxy-16α-hydroxyestrone 3-glucuronide acetate-methyl ester (Vd) has also been described.
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KAZUAKI KYOGOKU, KATSUO HATAYAMA, MANKI KOMATSU
1973 Volume 21 Issue 12 Pages
2733-2738
Published: December 25, 1973
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From the Chinese crude drug, "Kushen"(Japanese name "Kujin") (the root of Sophora flavescens AIT.) five new flavonoids, kuraridinol (I), kurarinol (II), neokurarinol (III), nor-kurarinol (IV), isokurarinone (V) (each named by us) and formononetin were isolated, whose structures have been established by spectral and chemical data.
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TOHRU HINO, TOSHIKAZU SUZUKI, SACHIE TAKEDA, NOBUKO KANO, YOICHI ISHII ...
1973 Volume 21 Issue 12 Pages
2739-2748
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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The reaction of 3-alkylindoles (1) with sulfur monochloride in ether gave the corresponding 2-diindolyl disulfides (2) as the main product, and mono and tri-sulfides (3) as minor products. The similar reaction of 3-arylindoles (6) gave the disulfides (7) in good yields. 2-Chloro derivatives (4 and 9) were obtained as the minor products in the reaction of 1e and 6d. The reactions of 1e, 6g and 6h with sulfur monochloride in ether were very slow, but proceeded rapidly in methylene chloride. The reduction of these diindolyl disulfides (11) with sodium borohydride in ethanol afforded the 2-indolinethiones (12) in good yields. These reactions are a general method for the preparation of 3-substituted 2-indolinethiones from 3-substituted indoles.
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YIJONG LIN, SHOJI AWAZU, MANABU HANANO, HISASHI NOGAMI
1973 Volume 21 Issue 12 Pages
2749-2756
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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Elimination from plasma and distribution to brain and liver of eight barbituric acid derivatives in J.P. VIII were studied pharmacokinetically after intravenously administration to rat. Plasma concentration time courses of the barbituric acid derivatives were analyzed well with two compartment model. Distribution to brain of the lipid soluble barbituric acid derivatives was so rapid that brain was assigned to compartment I which includes plasma, while the distribution of the acids which have low lipid solubility was slow and the brain was found to be assigned to compartment II, especially for barbital, allobarbital and phenobarbital. On the other hand, liver was assigned to compartment I. As for pharmacokinetic constants, elimination rate constant was found to have a significant regression against lipid solubility (measured as a partition coefficient between CCl
4 and pH 7.4 phosphate buffer) except thiopental which belongs to the different series from the other seven barbituric acid derivatives in this paper. On the other hand, distribution rate constants, k
12 and k
21 were found to have no regression against lipid solubility. From these results, a clue was given to anticipate the plasma concentration and brain level time courses of barbituric acid derivatives from their lipid solubility.
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SHIN MATSUURA, TOSHINOBU KUNII, AKIRA MATSUURA
1973 Volume 21 Issue 12 Pages
2757-2759
Published: December 25, 1973
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5, 3', 4'-Trihydroxy-6, 7-dimethoxyflavone and 5, 4'-dihydroxy-6, 7, 3'-trimethoxyflavone were synthesized and identified with cirsiliol and cirsilineol obtained from Cirsium lineare SCH. BIP.
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CHAOHSIUNG WANG
1973 Volume 21 Issue 12 Pages
2760-2763
Published: December 25, 1973
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MICHIO MATSUI, YUKO KINUYAMA, MISAKO HAKOZAKI, FUKUO ABE, MASAKO KAWAS ...
1973 Volume 21 Issue 12 Pages
2764-2768
Published: December 25, 1973
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CHIHo LEE, AKIRA MORITA, HIROSHI SAITO, KEIJIRO TAKAGI
1973 Volume 21 Issue 12 Pages
2768-2770
Published: December 25, 1973
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YOSHINORI TOMINAGA, REIKO NATSUKI, YOSHIRO MATSUDA, GORO KOBAYASHI
1973 Volume 21 Issue 12 Pages
2770-2775
Published: December 25, 1973
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YUKIHIRO WATASE, YOSHIYASU TERAO, MINORU SEKIYA
1973 Volume 21 Issue 12 Pages
2775-2778
Published: December 25, 1973
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SANSEI NISHIBE, SUEO HISADA, ISAO INAGAKI
1973 Volume 21 Issue 12 Pages
2778-2779
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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YUKIO MASAKI, HIDEO OTSUKA, YOSHIE NAKAYAMA, MASAHARU HIOKI
1973 Volume 21 Issue 12 Pages
2780-2783
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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MASAO SEKI, MASUO MORISAKI, NOBUO IKEKAWA, JULIETA RUBIOLIGHTBOURN
1973 Volume 21 Issue 12 Pages
2783-2785
Published: December 25, 1973
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TOHRU HINO, TOSHIKAZU SUZUKI, MASAKO NAKAGAWA
1973 Volume 21 Issue 12 Pages
2786-2789
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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YOSHIO HIROSE, MAKOTO KUROIWA, HARUYO YAMASHITA, TAKEO TANAKA, TOSHIHA ...
1973 Volume 21 Issue 12 Pages
2790-2793
Published: December 25, 1973
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TOSHIO NAMBARA, SHIGEO IKEGAWA, HIROSHI HOSODA
1973 Volume 21 Issue 12 Pages
2794-2796
Published: December 25, 1973
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EIICHI FUJIHIRA, TAKASHI OHSHIMA, ISAMU USHIODA, TADAKAZU FURUHASHI, N ...
1973 Volume 21 Issue 12 Pages
2796-2798
Published: December 25, 1973
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KENGO ARAKI, SHINRO TACHIBANA, MIKIO UCHIYAMA, TERUMI NAKAJIMA, TADASH ...
1973 Volume 21 Issue 12 Pages
2801-2804
Published: December 25, 1973
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HITOSHI NAKAYAMA, YUICHI KANAOKA
1973 Volume 21 Issue 12 Pages
2804-2805
Published: December 25, 1973
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KOJI HAYASHI, HIROYUKI NAKAMURA, HIROSHI MITSUHASHI
1973 Volume 21 Issue 12 Pages
2806-2807
Published: December 25, 1973
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TERUAKI YUZURIHA, KOUICHI KATAYAMA, TAKESHI FUJITA
1973 Volume 21 Issue 12 Pages
2807-2809
Published: December 25, 1973
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KOICHI SHUDO, TOSHIHIKO OKAMOTO
1973 Volume 21 Issue 12 Pages
2809-2811
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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TOSHIO NAMBARA, MUNETAKA NOKUBO
1973 Volume 21 Issue 12 Pages
2812-2813
Published: December 25, 1973
Released on J-STAGE: March 31, 2008
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