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MITSURU FURUKAWA, MAKOTO SUGITA, YOKO KOJIMA, SEIGORO HAYASHI
1973 Volume 21 Issue 10 Pages
2099-2104
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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Reaction of 2, 3-epoxypropyl phenyl ether with equivalents of aromatic aldoximes and hydrazones in which the difunctional group, the carbon-nitrogen double bond adjacent to the active hydrogen group, is involved in the molecule was attempted in the presence of Lewis acid catalyst. In the result, the 1 : 1 adduct formed by the addition of the epoxide to the active hydrogen group was obtained as the only product, no trace of any cycloaddition product of the epoxide to the carbon-nitrogen double bond being isolated. The structure of the adduct was also discussed.
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SHINZO TAMURA, EMIKO YABE
1973 Volume 21 Issue 10 Pages
2105-2111
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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The limitations of Combes reaction were reinvestigated. 4-(p-Chloroanilino)-3-penten-2-one (III), hitherto believed to be insusceptible to cyclodehydration in sulfuric acid, reacted at a higher temperature to give 2, 4-dimethyl-6-chloroquinoline (IV). 4-Anilino-3-buten-2-one (V), however, was sulfonated in concentrated sulfuric acid and no quinolines were detected in the reaction mixture. 4-(p-Chloroanilino)-3-buten-2-one (VI) was cyclodehydrated to give 6-chloroquinaldine (VIII) in dioxane containing sulfuric acid in low yield. β-Anilinoacrolein (X), a pussible reactant of Combes reaction, and its derivatives were synthesised for further studies, and their structure was confirmed by chemical evidences and by their infrared and nuclear magnetic resonance (NMR) spectra. The conformational analysis of β-arylaminoacroleins in three solvents was carried out using their NMR spectra.
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GENJI OTANI, SHUNICHI YAMADA
1973 Volume 21 Issue 10 Pages
2112-2118
Published: October 25, 1973
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Alkylation of enamines prepared from 2-phenylpropanal and L-proline derivatives, with methyl vinyl ketone, was successful and gave, after hydrolysis and cyclization, optically active (+)-4-methyl-4-phenyl-2-cyclohexanone ((+)-IV). The effects of L-proline derivatives, solvents, and reaction temperature on the alkylation were discussed. Under selected conditions the optical yield reached about 50%. Asymmetric induction was clearly thermodynamically controlled.
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GENJI OTANI, SHUNICHI YAMADA
1973 Volume 21 Issue 10 Pages
2119-2124
Published: October 25, 1973
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(+)-4-Methyl-4-phenyl-2-cyclohexenone ((+)-I), obtained by asymmetric synthesis, was chemically correlated to (S)-(+)-2-methyl-2-phenylbutanoic acid, whose absolute configuration is known. It was shown that (+)-4-methyl-4-phenyl-2-cyclohexenone ((+)-I) has (R) configuration. In determining the configuration, the optical ratation of optically pure (+)-4-methyl-4-phenyl-2-cyclohexenone ((+)-I) was estimated to be +130°in ethanol at D ray.
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GENJI OTANI, SHUNICHI YAMADA
1973 Volume 21 Issue 10 Pages
2125-2129
Published: October 25, 1973
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Enamines III, prepared from some disubstituted acetaldehydes I and L-proline pyrrolidide (II), were alkylated with methyl vinyl ketone to generally afford optically active 4, 4-disubstituted 2-cyclohexenones V. This asymmetric synthesis is found to be widely applicable, their absolute configurations could be deduced by a comparison of the two substituents.
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GENJI OTANI, SHUNICHI YAMADA
1973 Volume 21 Issue 10 Pages
2130-2135
Published: October 25, 1973
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Asymmetric synthesis of 4, 4-disubstituted 2-cyclohexenone with enamine alkylation was successfully applied to the total synthesis of (+)-mesembrine. The assignment of the absolute configuration for synthetic (+)-mesembrine was consistent with the configuration of natural (-)-mesembrine determined by X-ray crystallography.
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ISAMU HORIKOSHI, NORIAKI TAKEGUCHI, MAGOTOSHI MORII, AKIMI SANO
1973 Volume 21 Issue 10 Pages
2136-2140
Published: October 25, 1973
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The concentration and the distribution of stress by compression with several different pressures in convex type tablets were studied, measuring specific enzyme activities of proteinase as a parameter. As for the parts where stress center, a new zone which gives worse damages to the enzyme activity was found that appeared about two third from the center of tablets in the longitudinal direction. And the new zone was related to structural breakings in the experiment of compression of large two dimensional model. It was estimated that Lamination is closely related to the recovery of elastic deformation at the new zone and that Capping is related to that at upper corners. The new zone was proposed by authors to be called the L zone for its close relation to the phenomenon of Lamination.
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TOKISHI HAYASHI, CHIEKO YAGI, SHINJI OHGAKI, SATOSHI KAWAI, TAKEO OHNO
1973 Volume 21 Issue 10 Pages
2141-2145
Published: October 25, 1973
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An attempt was made to develop a sensitive and selective method for the determination of phosphate utilizing the quenching of fluorescence of 3-hydroxy-3', 4'-dimethoxyflavone-magnesium chelate by phosphate ion, after selective extraction of phosphate as phosphomolybdic acid from other interfering ions. A new fluorometric method was thereby established for the determination of phosphate which is useful for urinary phosphate assay.
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SEIGO SUZUE, MASAAKI HIROBE, TOSHIHIKO OKAMOTO
1973 Volume 21 Issue 10 Pages
2146-2160
Published: October 25, 1973
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2-Alkyl-3-acyloxypyrazolo [1, 5-a] pyridines (III) were prepared by refluxing 1-amino-2-hydroxymethylpyrioinium chloride (Ia) in excess acyl anhydride in the presence of a base. III were converted into 2-alkyl-3-hydroxy derivatives (IVa-f) by acid hydrolysis. Ia was refluxed with ethyl orthoformate in acetic acid containing sodium acetate to give 3-hydroxy derivative (IVg). Reaction of Ia with benzoyl chloride in H
2O-K
2CO
3 gave mainly O, N-dibenzoyl ylide (VIIa) and 2-phenyl-3-benzoyloxypyrazolo [1, 5-a] pyridine (IXa). Pyrolysis of VIIa gave 2-phenyl-3-hydroxy derivative (VIIIa), which was also obtained from 1-ben-zimido-2-hydroxymethylpyridine (VIa) by treatment with H
2SO
4, followed by alkali treatment. Further the compound (VIIIa) was prepared by the reaction of 1-benzimido-2-picoline (XVIIa) with I
2 in pyridine. Analogously various 2-substituted-3-hydroxy derivatives (VIIIb-1 and IVa) were obtained. 1-Anilinothiocarbonylimino-2-hydroxymethylpyridine (XIXa) was converted into cyclic pyridinium salt (XXa) by treating with H
2SO
4, and XXa was treated with K
2CO
3 to give 2, 2'-dianilinopyrazolo [1, 5-a] pyridine-3, 3'-disulfide (XXIIa). XXIIa was converted into 2-anilino derivative (XXIIIa) by Raney Ni reduction. Analogously 2-benzamido derivative (XXIIIb) was obtained from 1-benzamidothiocarbonylimino-2-hydroxymethylpyridine (XIXa) by the same procedure. 2-Acetamido derivative (XXIX) was obtained by heating pyridine-2-acetamidoxime (XXVII) with acetic anhydride. The compounds (XXIIIa and XXIX) were also converted into the corresponding 3-thiocyano and 3-nitro derivatives (XXIV, XXV, XXXIb and XXXIc). The tuberculostatic activities of the pyrazolo [1, 5-a] pyridine derivatives were also indicated.
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ISAMU UTSUMI, KEIICHI KOHNO, YOSHIKAZU TAKEUCHI
1973 Volume 21 Issue 10 Pages
2161-2167
Published: October 25, 1973
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The mechanism of the action of sodium glycocholate (SGC), which resulted in disappearance of the inhibitory effect of sodium laurylsulfate (SLS) on the absorption of benzoylthiamine disulfide (BTDS) from rat intestine, was investigated. It was observed that membrane altering action of SGC did not contribute to the antagonistic effect of SGC against SLS, as determined by circulation experiments with BTDS after precirculation with or without SGC in the presence or absence of SLS through rat small intestine. However, studies as to the physico-chemical behaviour of BTDS such as micellar partitioning in the solution of SLS, SGC and their mixture revealed that the effect of SGC on the BTDS absorption in the presence of SLS was due to the formation of the mixed micelles, which resulted in an increase in the amount of BTDS out of the micelles. In contrast of SLS, polysorbate 80 did not show any apparent changes in the characteristic of the micelles in the presence of SGC. This finding was quite agreeable with the in situ absorption experiment of BTDS.
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TOYOSHIGE KABEYA, KAZUYA KOHASHI, YOSUKE OHKURA, TSUTOMU MOMOSE
1973 Volume 21 Issue 10 Pages
2168-2174
Published: October 25, 1973
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Color reaction of picric acid with acetone in an aqueous alkaline solution under the Janovsky conditions was investigated. Two main coloring matters responsible for the observed colors were prepared separately and their chemical structures were determined as a Meisenheimer compound (I-2Na) and a bicyclic compound (II-Na), respectively, as shown in Chart 2 and 3. The correlation between the coloring matters and their roles in the reaction were discussed by comparing the spectral behavior of them with the spectral changes of the reaction mixture.
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MASAHIRO MURATA, KOUICHI KITAMURA, YOSHIHIKO BABA, HIROSHI WATANABE
1973 Volume 21 Issue 10 Pages
2175-2182
Published: October 25, 1973
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Cytochromes c from two strains of yeast, Saccharomyces oviformis M
2 (M
2-cyt. c) and Candida krusei, in their cross-reactivities against their antibodies, were investigated by various methods. The results indicated that cytochromes c from these two yeasts cross-reacted each other with their antibodies, but that horse heart cytochrome c did not cross-react. It was also suggested that the passive cutaneous anaphylaxis inhibition test is preferable to the usual in vitro methods in detecting slight difference in the cross-reactivities between closely related antigens. Another experiments using peptide fragments obtained by enzymatic or chemical cleavage of M
2-cyt. c showed that P-4 and P-7 were found to fix complements, and P-3, P-4, P-5 and P-6 eliminated the inhibitory effect of the antibody against the enzymatic reaction of cytochrome c-cytochrome oxidase.
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KAZUTAKE SHIMADA, YOUICHI FUJII, TOSHIO NAMBARA
1973 Volume 21 Issue 10 Pages
2183-2186
Published: October 25, 1973
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In order to examine the physiological activity the arginine-linked cardiotonic steroids have been synthesized as bufotoxin analogs. Resibufogenin 3-suberoyl-p-nitrophenyl ester, derivable from the 3-suberate, was condensed with L-arginine hydrochloride to yield resibufogenin 3-suberoyl-L-arginine. In an analogous manner digitoxigenin 3-suberate was converted into 3-suberoyl-L-arginine, -L-arginyl-L-arginine and -L-arginyl-L-proline via the activated p-nitrophenyl ester. The structure of the product was verified by leading to the pyrimidine derivative, respectively.
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KAZUYA KOHASHI, TOYOSHIGE KABEYA, YOSUKE OHKURA, TSUTOMU MOMOSE
1973 Volume 21 Issue 10 Pages
2187-2194
Published: October 25, 1973
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Two main coloring matters were isolated in crystalline forms from an aqueous reaction mixture of acetophenone and 1, 3, 5-trinitrobenzene under the Janovsky conditions. One of them was the Meisenheimer type compound, sodium salt of II. The other was a new compound and the structure was determined as sodium salt of diphenacyltrinitrocyclohexenide anion III (Chart 3). The spectral behavior of these coloring matters was compared with that of the reaction mixture and the color reaction of acetophenone and TNB under the aqueous Janovsky conditions was discussed.
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KOUICHI YOSHIOKA, TSUNEHIKO ASAKO, GIICHI GOTO, KENTARO HIRAGA, TAKUIC ...
1973 Volume 21 Issue 10 Pages
2195-2201
Published: October 25, 1973
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dl-17α-Ethynyl-17β-hydroxy-13β-allylgon-4-en-3-one (XXIV) was synthesized via 17β, 2'-epoxy pentaene (X). The double bonds at C-14 and -8 of X was hydrogenated sequentially by conventional methods. 17β, 2'-Epoxy triene (XIII) was treated with p-toluenesulfonic acid in acetic anhydride to give 13β-allylgonane (XIV) as a major product. Birch reduction of the tetrahydropyranyl ether (XIX) followed by acid treatment yielded the 4-en-3-one compound (XXI), which was oxidized with chromium trioxidepyridine complex to the 17-ketone (XXII). The enol ether (XXIII) was treated with lithium acetylide in ethylenediamine, and then with acid to yield XXIV. The progestational activity of XXIV is as potent as norgestrel.
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KOUICHI YOSHIOKA, GIICHI GOTO, KENTARO HIRAGA, TAKUICHI MIKI
1973 Volume 21 Issue 10 Pages
2202-2208
Published: October 25, 1973
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In order to protect selectively the double bond of the allyl group at C-13 in 3-methoxy-13-allyl-8, 14-secogona-1, 3, 5 (10), 9-tetraene-14, 17-dione (I), the authors established the synthesizing route via 9α, 14α-epoxy-3-methoxy-13β-allyl-8, 14-secogona-1, 3, 5 (10)-trien-17-one (IV), which was converted into the diol (VI) or the dibromide (XXVI). Reaction of VI with acetic anhydride and p-toluenesulfonic acid gave the gonapentaene triacetate (X), but treatment of VI with hydrochloric acid in methanol yielded a novel steroid (VIII).
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TOSHIO NAMBARA, JUNICHI GOTO
1973 Volume 21 Issue 10 Pages
2209-2212
Published: October 25, 1973
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In order to examine the physiological activity C-17 epimeric 5α, 13α-cardenolides have been synthesized from 3β-hydroxy-5α, 13α-pregnan-20-one acetates (I, VII). Condensation with lithium ethoxyacetylide gave rise to the ethoxyacetylenic carbinols (V, VIII), respectively. Being exposed to sulfuric acid these carbinols underwent easily rearrangement to form the α, β-unsaturated esters (IVa, IXa). Subsequent treatment with selenium dioxide effected oxidation followed by intramolecular condensation resulting in formation of the butenolide ring. Hydrolytic cleavage of the 3-acetates (VIb, Xb) with methanolic hydrochloric acid afforded the desired 3β-hydroxy-5α, 13α-card-20 (22)-enolides (VIa, Xa).
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K.A. WATANABE, J.J. FOX
1973 Volume 21 Issue 10 Pages
2213-2216
Published: October 25, 1973
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A"hybrid"which contains the nucleoside moiety of blasticidin S and the dipeptide group of Gougerotin was synthesized by step-wise linkage of sarcosine and D-serine to cytosinine using the dicyclohexylcarbodeimide (DCC) procedure.
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KOZO OKADA, TAKASHI UYEHARA, MINORU HIRAMOTO, HISAO KATO, TOMOJI SUZUK ...
1973 Volume 21 Issue 10 Pages
2217-2223
Published: October 25, 1973
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The amino acid sequences of the three bradykinin-potentiating peptides from the venom of Agkistrodon halys blomhoffii (potentiators B, C, and E), which had been previously presented by Kato and Suzuki using conventional stepwise techniques, were smoothly confirmed by means of mass spectrometry coupled with enzymatic cleavage techniques. In the course of the sequencing, it was suggested that the preparation of potentiator B previously purified is contaminated by a small amount of the peptides with analogous amino acid sequences. The results showed the usefulness of mass spectrometric method in the sequence determination of naturally occurring peptides having N-terminal pyroglutamic acid and abundant proline residues. Mass spectrometric method was also effective for the detection of a small amount of contaminating peptide in the sample.
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KENTARO HIRAI, HIROHIKO SUGIMOTO
1973 Volume 21 Issue 10 Pages
2224-2230
Published: October 25, 1973
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The influence of the contribution of the dipolar form to the resonance hybrid structure on the chemical stability of 1, 3-dithiol- and oxathiol-2-ylidene derivatives was investigated by means of infrared, ultraviolet, nuclear magnetic resonance, and dipole moment measurement. It is concluded that though the contribution of the polar form to the resonance hybrid is small, it is nevertheless important for double bond isomerization through nonbenzenoid aromatic stabilization of its positive charge. Protonation of the double bond in acid medium does not necessarily occur, since some of the title compounds are not Hammett bases.
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HIDETOSHI YOSHIMURA, HIROAKI YAMAMOTO, SEITARO SAEKI
1973 Volume 21 Issue 10 Pages
2231-2236
Published: October 25, 1973
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In order to understand the toxic nature of Kanechlor-400 (KC-400, a commercial preparation of polychlorinated biphenyls) and establish the treatment of the patients of this KC-400 intoxication (so-called Yusho), metabolic fate of 2, 4, 3', 4'-tetrachlorobiphenyl (2, 4, 3', 4'-TCB), a major component of KC-400, was investigated using rats. It was found that at least four metabolites having phenolic nature were excreted exclusively into the feces together with a large amount of unchanged 2, 4, 3', 4'-TCB. Among these, a major metabolite (M-A
2), mp 155-156°, and a minor metabolite (M-A
1), mp 92-98°, were isolated from the feces and characterized to be monohydroxylated TCB by ultraviolet, infrared, nuclear magnetic resonance, and mass spectral analyses. After 2, 4, 3', 4'-TCB was orally administered at a single dose of 25 mg/body to the rat, a little less than one half of the dose was excreted as unchanged 2, 4, 3', 4'-TCB during 12 days, most of which were eliminated in the first day. The excretion of major metabolite reached maximum at the second day, and total M-A
2 was accounted for about 10% of dose during 12 days. Both 2, 4, 3', 4'-TCB and its major metabolite were still excreted in a small but significant amount on 12th day.
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HIROAKI YAMAMOTO, HIDETOSHI YOSHIMURA
1973 Volume 21 Issue 10 Pages
2237-2242
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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The present investigation was undertaken to establish the structures of two metabolites which were isolated from the feces of rats administered with 2, 4, 3', 4'-tetrachlorobiphenyl (2, 4, 3', 4'-TCB), a major component of commercial preparation of polychlorinated biphenyls. For this purpose six possible isomers of monohydroxy-2, 4, 3', 4'-TCB were synthesized by condensation reactions between appropriate diazotized dichloroanilines and dichlorophenols. Among these isomers, 5-hydroxy-and 3-hydroxy-2, 4, 3', 4'-TCB were shown to be identical with a major metabolite (M-A
2), mp 155-156°, and a minor metabolite (M-A
1), mp 92-98°, respectively. Further study was made to know the acute lethal dose of 2, 4, 3', 4'-TCB and its major metabolite, 5-hydroxy-2, 4, 3', 4'-TCB, by i.p. injection using male mice of CF-1 strain. The results showed that LD
50 of 2, 4, 3', 4'-TCB and 5-hydroxy-2, 4, 3', 4'-TCB were 2.15 g/kg and 0.43 g/kg, respectively, suggesting that acute toxicity of 2, 4, 3', 4'-TCB might be attributable to phenolic metabolites produced in vivo.
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TOHRU KIKUCHI, MASAHARU TAKAYAMA, TATSUO TOYODA, MASAHIRO ARIMOTO, MIN ...
1973 Volume 21 Issue 10 Pages
2243-2251
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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The structures of pachysandiol-B and pachysonol, new friedelin type triterpenes isolated from the neutral fraction of Pachysandra terminalis SIEB. et ZUCC. (Buxaceae), were investigated and assigned to the formulae Ia and IIa, respectively, on the basis of chemical and spectroscopic evidences.
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TETSURO SHINGU, TOSHIO YOKOI, MINEO NIWA, TOHRU KIKUCHI
1973 Volume 21 Issue 10 Pages
2252-2256
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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The nuclear magnetic resonance spectra of triterpene acetates related to β-amyrin were examined by use of the shift reagent Eu (DPM)
3 and assignments of their methyl resonances have been performed. Furthermore, the most favourable conformation of the co-ordinate complex was suggested based on the consideration of molecular models and the angle term in McConnel-Robertson equation.
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HIDEO SAKAI, KEIICHI ITO, MINORU SEKIYA
1973 Volume 21 Issue 10 Pages
2257-2264
Published: October 25, 1973
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The substitution of the dialkylamine residue of N-(dialkylaminomethyl) amides with nucleophiles leading to the formation of the amidomethyl compounds, reported in several papers by Hellmann, et al. has been shown not to occur with sulfides and cyanide under the condition of heating in methanol preferably in the presence of sodium hydroxide, whereas the substitution of the amide residue is chiefly effected. By similar manners the substitution reactions of N-(α-dialkylaminobenzyl) amides with sulfides and cyanide have been also realized.
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YOSHIKAZU KONDO, TSUNEMATSU TAKEMOTO
1973 Volume 21 Issue 10 Pages
2265-2267
Published: October 25, 1973
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A new diglyceride, α, β-dimontanyl glycerol (I) has been isolated from the root-barks of Morus alba L. The structure of I has been evidenced by chemical and physical methods.
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HITOSHI MINATO, TERUAKI KATAYAMA, MAKOTO MATSUMOTO, KEN KATAGIRI, SHIN ...
1973 Volume 21 Issue 10 Pages
2268-2277
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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Cytochalasin D (zygosporin A) showed strong cytotoxic effect with a unique cytopathogenic change. Further, cytochalasin D inhibited the growth of several rat tumors in a narrow chemotherapeutic index range owing to its irritating toxicity. More than 30 derivatives of zygosporin were synthesized, and structure-biology relationship was discussed for cytotoxicity and skin irritating activity. Among the derivatives, cytochalasin C has similar cytotoxicity to cytochalasin D, accompanied by a decreased lethal toxicity. It is disappointing, however, that the chemotherapeutic index of cytochalasin C is no different from that of cytochalasin D.
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KOZO KURIHARA, IZUO ICHIKAWA
1973 Volume 21 Issue 10 Pages
2278-2285
Published: October 25, 1973
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The effects of the particle-shape (which is irregular, rod-like or spherical) and the ratio of interparticle-cohesion/particle-weight on the initial fractional voidage before tapping, the rate of tapping-compaction and the final fractional voidage attained by tapping were studied. The samples were monodispersed powders with their sizes ranging from 12 to 127 μ. A good correlation was found between the initial fractional voidage and Fo/ρ
pdp
3 except for the rod-like particles. The initial fractional voidage of the rod-like particles is much greater than that of the irregular or spherical ones, which is explained in terms of the strong mechanical resistance caused by interlocking of particles due to the high elongation of the rod-like particles. In the dense packing the structural resistance is more pronounced than in the loose packing and, moreover, in the dense packing the effect of the compacting-force must be taken into account in the calculation of the interparticle cohesion. The rate of tapping-compaction suffers from little influence of the particle-shape. The physical meanings of the correlations which have been found empirically between the angle of repose and ε
0 or ΔV could be elucidated to some extent through the relations between each of them and Fo/ρ
pdp
3.
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CHIKAKO TAKAHASHI, SETSUKO SEKITA, KUNITOSHI YOSHIHIRA, SHINSAKU NATOR ...
1973 Volume 21 Issue 10 Pages
2286-2291
Published: October 25, 1973
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Fifteen strains of Phoma species were examined for their production of toxic metabolite (s). Although three of them showed the toxicity for cultured HeLa cells and mice and the metabolites were not identical with the known metabolites, attempts to isolate toxic principle (s) were abandoned due to their instability. In the course of the work cynodontin (3), 6-methylsalicylic acid, an unidentified phenolic of mp 191-193°, and a chromanone (4) were isolated. The chromanone (4) was proved to be (2R)-5-hydroxy-6-(2'-hydroxyethyl)-7-methoxy-2-methylchromanone.
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HIROSHI HIKINO, TORU OKUYAMA, HISANORI JIN, TSUNEMATSU TAKEMOTO
1973 Volume 21 Issue 10 Pages
2292-2302
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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Japanese ferns from 20 families, representing 76 genera, 283 species, 39 varieties, and 1 form, have been subjected to screening tests by means of bioassay for the presence of phytoecdysones. A total of 170 species, 22 varieties, and 1 form have been found to show the insect moulting hormone activity. The taxonomical relationship is discussed.
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KYOICHI KOBASHI, NOBORU TERASHIMA, JUNICHI HASE
1973 Volume 21 Issue 10 Pages
2303-2308
Published: October 25, 1973
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Borate was found to prevent or reverse remarkably the inhibition of urease activity by hydroxamic acids. Based on these facts, formation of hydroxamic acid-borate complex was studied spectrophotometrically. 1. All the metal ions tested except boric ion showed little protective effect against hydroxamate-inhibition of urease activity. 2. Characteristic absorption maximum of benzohydroxamic acid-borate complex was observed at 265 nm in the pH range from 8 to 11. The investigation of pH effect on the ultraviolet absorption of the complex suggests that keto form of hydroxamic acidborate complex is tautomerized to imidol-borate complex around neutral pH, which is dissociated to the imidol anion and borate in a more alkaline pH range than 11. Aluminate is assumed spectrophotometrically to form the similar complex with benzohydroxamic acid, though it did not prevent the inhibition of urease activity by hydroxamic acid. 3. Based upon these observations, we proposed new spectrophotometric methods of determination of benzohydroxamic acid, borate and aluminate.
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TAKASHI MORISHITA, MASARU YAMAZAKI, NOBORU YATA, AKIRA KAMADA
1973 Volume 21 Issue 10 Pages
2309-2322
Published: October 25, 1973
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The absorption of sulfonamides through the rat intestine was studies with an in situ perfusion method employing pH adjusted isotonic saline solutions. The absorption was expressed as the absorbed amounts in one hour and first-order rate constants in terms of the unionized and anionic forms of the drugs. Regression analysis following Hansch, et al. were carried out to correlate the intestinal absorption of the drugs with their physicochemical parameters. Physicochemical parameters, such as partition coefficients from chloroform, n-octyl alcohol and lecithin contained chloroform, adsorption to the rat blood, adsorption to activated charcoal, molecular weight and dissociation constant, were used. The intestinal absorption of sulfonamides was satisfactorily predicted with the use of equations of the regression analysis.
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MUNEHISA ARISAWA, NAOKATA MORITA, YOSHIKAZU KONDO, TSUNEMATSU TAKEMOTO
1973 Volume 21 Issue 10 Pages
2323-2328
Published: October 25, 1973
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Irifloside (III), C
23H
22O
12·H
2O, mp 177-178°, a new isoflavone glycoside, has been isolated from the rhizoma of Iris florentina L. (Iridaceae) together with iriflophenone (II), irisolone (IV), irisflorentin (I), iristectorigenin B (V), irigenin (VI) and iridin (VII). The structure of irifloside (III) has been determined as 5, 4'-dihydroxy-3'-methoxy-6, 7-methylenedioxyisoflavone-4'-O-β-D-glucoside by chemical degradation and spectral means, and its aglycone, C
17H
12O
7, mp 221-223°, was named iriflogenin (VIII). The structure of iriflophenone (II), C
13H
10O
5, mp 207-208°, has been determined as 2, 4, 6, 4'-tetrahydroxybenzophenone by spectral means.
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TETSUYA KAMATAKI, MITSUKAZU KITADA, HARUO KITAGAWA
1973 Volume 21 Issue 10 Pages
2329-2331
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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TAKANORI SONE, KUNIO HIROI, SHUNICHI YAMADA
1973 Volume 21 Issue 10 Pages
2331-2335
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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TSUNEMATSU TAKEMOTO, TORU OKUYAMA, HISANORI JIN, TOMIO ARAI, MORIO KAW ...
1973 Volume 21 Issue 10 Pages
2336-2338
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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TOHRU KIKUCHI, TETSUTARO MIMURA, YOSHIKUNI ITOH, YOSHIHISA MORIWAKI, K ...
1973 Volume 21 Issue 10 Pages
2339-2341
Published: October 25, 1973
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GORO KOBAYASHI, YOSHINORI TOMINAGA, SHUNICHI KISAKI, MASAKATSU SONE, S ...
1973 Volume 21 Issue 10 Pages
2344-2345
Published: October 25, 1973
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HISASHI ISHII, TSUTOMU ISHIKAWA, HUMIO SEKIGUCHI, KATSUHIRO HOSOYA
1973 Volume 21 Issue 10 Pages
2346-2348
Published: October 25, 1973
Released on J-STAGE: March 31, 2008
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