YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
85 巻 , 8 号
選択された号の論文の17件中1~17を表示しています
  • 亀谷 哲治, 渋谷 皓, 野口 功
    1965 年 85 巻 8 号 p. 667-673
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    The reduction product of 2-ketocularimine (III) with lithium aluminum hydride was submitted to alumina chromatography and cularimine (I), 2-hydroxycularimine (IX), and III were obtained. IX was acetylated with acetic anhydride and pyridine to a diacetyl compound (X), while Eschweiler-Clarke reaction of IX gave the N-methyl compound (XI) and dehydration of IX with phosphorus pentoxide afforded XV, whose reduction produced I. 2, 3, 6-Trimethoxydibenz [b, f] oxepin-10 (11H)-one was synthesized and its Pomeranz-Fritsch reaction with polyphosphoric acid gave 6, 9, 10-trimethoxy-12H benz [6, 7] oxepin-[2, 3, 4-i, j] isoquinoline (XX), whose oxidation with pyridine-chromic acid complex produced a ketone compound (XVII) identical with the product obtained by oxidation of cularimine with pyridine-chromic acid complex. Catalytic reduction of XX gave a product agreeing with authentic sample of cularimine.
  • 掛見 喜一郎, 瀬崎 仁, 井上 祥
    1965 年 85 巻 8 号 p. 674-679
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Separatory determination of isoniazid (INAH) and its degradation products, isonicotinic acid (INA), isonicotinamide (INAA), and 1, 2-diisonicotinoylhydrazine (Bis) was established. (1) INAH is determined colorimetrically using sodium 1, 2-naphthoquinone 4-sulfonate. (2) Separation of INA is effected by passing the sample solution through a column of a weak cation-exchange resin (Amberlite CG-50 (H+ form)), by which INA alone is not absorbed, and INA in the effluent is determined colorimetrically using cyanogen bromide. (3) After sample solution is oxidized by ferricyanide in alkaline medium, the reaction mixture is passed through a column of a strong anion-exchange resin (Dowex 1×8 (Cl- form)), by which INAA is unchanged and not absorbed by the resin. The effluent is brought to pH 1 and INAA is determined by measurement of UV absorbance at 263mμ. (4) Bis is determined by measurement of absorbance at 329mμ of sample solution brought to pH 8.9 by adding 0.05M borate buffer solution and substracting the absorbance of INAH, which is calculated from concentration of INAH separately obtained by colorimetry with sodium 1, 2-naphthoquinone 4-sulfonate.
  • 森 逸男
    1965 年 85 巻 8 号 p. 679-685
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Several new non-symmetric trihydroxyfluoran derivatives substituted with bromine and iodine in 2′-, 4′-, and 2′, 4′-position were synthesized by the method previously reported through condensation of 3-halo- (III), 5-halo- (I), or 3, 5-dihalo-2, 4-dihydroxybenzoylbenzoic acid (II) with phenols (pyrogallol, phloroglucinol, and o-hydroxyhydroquinone triacetate). Coloration pH range of these 18 kinds of bromo-and iodo-trihydroxyfluorans was measured (Table I). The bromo derivatives (Nos. 1-9) generally showed more bathochromic coloration than the iodo derivatives (Nos. 10-18) and intensity of the coloration increased in the order of 4′-halo, 2′-halo, and 2′, 4′-dihalo derivatives.
    Examinations were made on the relationship between pH range and coloration in the reaction of bromo- and iodo-trihydroxyfluoran derivatives with metal ions (Table II). It was thereby found that, as in the case of chloro derivatives, the metal ions could be divided into three large groups according to the reaction of the solutions in which they undergo coloration; Bi, Th, Hg in acidity, Pb, Co, Cd, Ni, Zn, La, Cu in neutral to slight acidity, and Mg, Ca, Ba, Al, Sr in alkalinity. The number of metal ions reacting with the iodo derivatives were less than those reacting with the bromo derivatives, and their coloration was generally hypsochromic.
  • 森 逸男
    1965 年 85 巻 8 号 p. 686-692
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    From the color reaction of hydroxyfluorans and its halogen derivatives with metal ions, 3′, 4′, 5′, 6′-and 2′, 3′, 6′, 7′-tetrahydroxyfluoran, and 2′-, 4′-halo-and 2′, 4′-dihalo-3′, 6′, 7′-and 3′, 5′, 6′-trihydroxyfluorans were found to undergo sensitive coloration. Examinations were made on the color reaction of 3′, 5′, 6′-trihydroxyfluoran, 3′, 4′, 5′, 6′-tetrahydroxyfluoran, amino acetic acid and iminodiacetic acid complexones of hydroxyfluorans, and their derivatives substituted in 2′-, 4′-, or 2′, 4′-positions with chlorine, bromine, and/or iodine with metal ions (Hg2+, Th3+, Bi3+, Zr4+, In3+, Ce3+, La3+, Cd2+, Zn2+, Cu2+, Co2+, Ni2+, Ba2+, Sr2+, Ca2+, Mg2+). 3′, 4′, 5′, 6′-Tetrahydroxyfluoran, hydroxyfluoran complexones, and bromo and chloro derivatives of 3′, 5′, 6′-trihydroxyfluoran were found to form colored complex in high sensitivity, and the tone of color was deep, especially in the case of 2′, 4′-disubstituted 3′, 5′, 6′-trihydroxyfluoran, and change of color in the chelate titration was also very sensitive. Coloration of iodine-substituted 3′, 5′, 6′-trihydroxyfluoran with a metal ion was hypsochromic and color change was also indistinct. Good indicator quality was found in Bi3+, Hg2+, Th3+, Cd2+, Co2+, Zn2+, Cu2+, Ni2+, La3+, Pb2+, and rare earth metal ions.
  • 中垣 正幸, 池田 潔
    1965 年 85 巻 8 号 p. 693-699
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    The quantity T to be measured by a turbidimeter equipped with an integrating sphere is the ratio of diffuse transmitted light to that of total transmitted light, corrected by a term due to turbidity of the medium and condition of the apparatus. In a turbid colored system, the T value decreases slightly as absorption increases, because the path length of diffuse transmitted light is a little longer than that of parallel transmitted light.
    The correction factor F is the ratio of T for colored system to that for colorless system containing the same scattering particles. As a result of experiment using 0.3% sodium lauryl sulfate solution of a latex and Methyl Orange, the factor F could be expressed as a function of optical density D and T value for the colored system: F=A1-A2D+A3T+A4DT. This expression was supported by a theoretical calculation where Rayleigh equation is applicable.
    It was concluded that when a certain turbid colored solution is given, T value for a colorless system can be obtained from optical density D and T for the colored turbid system if the coefficients in the factor F were determined beforehand about this turbid system.
  • 尾関 昭二
    1965 年 85 巻 8 号 p. 699-702
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Hydrogenation of nerinine by Adams' catalyst in glacial acetic acid gave α-deoxydihydronerinine, C19H27O4N, m.p. 73-74°, [α]D24-8.71° (ethanol) and β-deoxydihydronerinine, C19H27O4N, m.p. 56-57°, [α]D24+10.45° (ethanol), as a result of hydrogenolysis of the benzylic hydroxyl group and saturation of the double bond in the molecule.
    Demethoxylation of α- and β-deoxydihydronerinine took place on treatment with powdered sodium and isoamyl alcohol in xylene, giving α- and β-deoxydihydrolycorenine, respectively.
    Based on these results, the absolute configuration of nerinine was elucidated completely.
  • 青沼 繁, 三村 務, 奥井 正雄, 森 襄, 笹原 邦宏
    1965 年 85 巻 8 号 p. 703-709
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Examinations were made on the antagonism between oxytocin and 64 kinds of amino acids, amines, peptides, and phenolic compounds. It was found that l-thyroxine, triiodo-l-thyronine, l-diiodotyrosylglycine, l-tyrosyltyrosine derivatives, and a few phenolic compounds were antagonistic to the uterus-contracting action of oxytocin, vasopressin, serotonin, and urinary oxytocic substance when examined by the excised rat uterus, and that pretreatment with these compounds and thyroidectomy increased the wave height of contraction and the amount required for antagonism. When using excised uterus of a guinea pig, thyroxine was antagonistic but not diiodotyrosylglycine or tyrosine ethyl ester, and the contraction was effected by 2, 4-dinitrophenol, all indicating difference according to animal species. Thyroxine was found to antagonize the anaphylaxie contraction of guinea pig uterus. Examination was also made on the antagonistic action with serotonin, using the ileum of a rat and a guinea pig, and it was found that phenolic compounds and l-tyrosyltyrosine derivatives were antagonistic with both animals, while thyroxine was antagonistic when using a rat ileum and not with guinea pig ileum. From these facts, it was considered that thyroidal hormone and compounds related to it must be taking some part, in some form, in the contraction mechanism of smooth muscles.
  • 吉田 初代, 桑野 重昭, 田村 多喜子, 松永 善子, 高木 修造
    1965 年 85 巻 8 号 p. 709-714
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Spectrophotometric determination of aconitine at 231mμ was carried out. Successful separation of poisonous alkaloids of aconitine group and non-poisonous benzoylaconine or aconine in aconite tuber was effected by multi-buffered paper chromatography, from which poisonous alkaloid group was eluted out with 95% ethanol and submitted to determination. By this means, sum of content of aconitine and its analogues except jesaconitine was obtained as expressed by aconitine value.
  • 西納 啓吾, 一関 紀子, 宍戸 凱子, 入倉 勉
    1965 年 85 巻 8 号 p. 715-719
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    The analgesic activities of 1, 4-bis (phenoxyacetyl) piperazine and its derivatives substituted with various groups in both phenyl groups were tested in mice by the pressure method. At the same time, the effect of these compounds on climbing test (measured by Sandberg's method) and barbital anesthesia in mice was studied.
    In regard to analgesic action, the following results were obtained. When the phenyl rings were substituted with one alkyl, methyl- and propyl-substituted compounds showed a potent activity, but action of ethyl substituted one was very weak. Among methoxyl-substituted derivatives, specific depression of analgesic activity was observed when methoxyl was substituted in the ortho position in the phenyl ring. No analgesic action was observed in hydroxy-substituted compounds. When two groups were substituted in both phenyl rings, only the following three compounds showed analgesic actions: 2-methoxy-4-allyl, 2-methoxy-4-propyl, and 2-methoxy-4-ethoxycarbonyl derivatives. When a halogen was substituted in phenyl rings, only the monochloro derivatives showed analgesic activity, and this activity was not influenced by the position of chlorine in the phenyl rings.
    Potent depressing activities of climbing in mice were observed only in o-chloro and o-bromo derivatives, and activities of other compounds were very weak. The compounds which showed inhibitory action on climbing response generally possessed prolonging action on barbital anesthesia.
    The climbing inhibiting actions of AP-38 and AP-41 were more potent when these were injected intraperitoneally, and activities were depressed extremely by oral treatment.
  • 岡本 敏彦, 長谷川 陽一, 木下 忠俊, 石黒 正子, 水野 伝一
    1965 年 85 巻 8 号 p. 720-724
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    4, 6-Dinitroquinoline 1-oxide was tested for antitumor activity using Ehrlich ascites carcinoma and S-180 in ascites as well as solid type.
    The effect is remarkable in the case of ascites type, both for Ehrlich and S-180, showing 100% longevity in 30 days in a dose of 100γ/mouse/day (5mg./kg./day) for Ehrlich, 300γ/mouse/day (15mg./kg./day) for S-180. The chronic LD50 is 150mg./kg. for mice, and the chemotherapeutic index is 30. Toxicity for rats and dogs was also tested.
    A synergestic effect was found when 4, 6-dinitroquinoline 1-oxide was given together with a sub-effective dose of Mitomycin-C and INAH to the solid type of Ehrlich ascites carcinoma (Table VI and Fig. 6).
  • 吉岡 一郎, 植田 寛, 石黒 正子, 林 みつ子, 水野 伝一
    1965 年 85 巻 8 号 p. 725-730
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Based on the results previously reported, several phenazine derivatives containing an alkylating group were synthesized. Antitumor activity of these substances was screened with Ehrlich ascites carcinoma, in ascites and solid form. The results are shown in Tables I and II and in Figs. 1, 2-1, 2-2. Compounds VIII and XIII showed an activity comparable to that of 6-Mercaptopurine in ascites form in a dose of 50γ/mouse/day.
  • 桑山 良像, 松田 芳郎
    1965 年 85 巻 8 号 p. 731-733
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Examinations were made on the application of the method previously reported, for derivation of furoquinoline alkaloids by the reductive cyclization of the enol-methyl ether of α-(10-nitrobenzoyl)-γ-butyrolactone to the synthesis of 7-hydroxy-8-methoxydictamnine, the parent structure of evoxine and evoxoidine, and of 2, 3-dihydroskimianine, and a satisfactory result was obtained.
  • 倉成 雅夫
    1965 年 85 巻 8 号 p. 733-736
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    1-Deoxy-1-ethoxycarbonylamino-β-D-glucopyranuronamide (III), 1-deoxy-1-{3-[p-bis-(2-chloroethyl) aminobenzylideneamino] thioureido}-β-D-glucopyranuronamide (VI), and 1-deoxy-1-[(1, 3, 4-thiadiazol-2-yl) amino]-β-D-glucopyranuronamide (IX) were prepared. These compounds are to be tested against experimental tumors.
  • 倉成 雅夫
    1965 年 85 巻 8 号 p. 736-739
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Methyl 1-deoxy-1-isothiocyanato-2, 3, 4-tri-O-acetyl-β-D-glucopyranuronate (I) was converted to methyl 1-deoxy-1-(2-thioxo-4-oxo-3-thiazolidinyl)-2, 3, 4-tri-O-acetyl-β-D-glucopyranuronate (II) by reaction with thioglycolic acid. Condensation products of II and some para-substituted benzaldehydes were prepared.
  • 豊田 猛, 須山 正, 金尾 清造
    1965 年 85 巻 8 号 p. 739-743
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    In the synthesis of 10α-alkylaminoacylphenothiazine, the aminoacyl groups used were R=N-CH2-CO-, CH3CH(N=R)-CO-, R=N-CH2-CH2-CO-, CH3-CH2-CH(N=R)-CO-, (CH3)2-CH-CH2-CH(N=R)-CO-, and C6H5-CH2-CH(N=R)-CO-, and the amines used for them were dimethyl-, diethyl-, isopentyl-, and β-phenethyl-amines, tyramine, piperidine, piperatine, and morpholine. Application of morpholine to 10-(2-bromisovaleryl) phenothiazide failed to give the aminated product but gave 10-(dimethylacryl) phenothiazine, m.p. 158-159°, probably due to steric hindrance. Application of ethanolamine to 10-(chloracetyl) phenothiazine resulted in its decomposition into N, N-bis (2-hydroxyethyl) glycine, m.p. 195°, and phenothiazine.
  • 杉原 明, 伊藤 真純
    1965 年 85 巻 8 号 p. 744-751
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
    Syntheses of 5-substituted-1, 3, 4-oxadiazole derivatives in various ways are described. Although 5-nitro-2-furohydrazide (I) gave 2-(5-nitro-2-furyl)-5-methyl-1, 3, 4-oxadiazole (X) by refluxing with acetic anhydride, its vinylog (II) did not yield the corresponding 1, 3, 4-oxadiazole (XIV) under the same condition. On the other hand, II gave 2-[2-(5-nitro-2-furyl) vinyl]-1, 3, 4-oxadiazole (XI) by refluxing with ethyl orthoformate, but I did not yield the corresponding compound (III) under the same condition.
    2-(5-Nitro-2-furyl)-5-aryl (or furyl)-1, 3, 4-oxadiazoles and their vinylogs were obtained by refluxing of the corresponding diacylhydrazines with phosphoryl chloride in a good yield, but the yield decreased markedly when aryl or furyl group in the 5-position was replaced by an alkyl group. Antimicrobial activities of these nitrofuran compounds are presented in Tables III to V.
  • 村上 増雄, 高橋 孝三, 岩波 勝, 岩本 英徳, 柴田 承二, 安藤 利夫, 田中 治, 目黒 八重子, 相馬 清, 飯田 由美子
    1965 年 85 巻 8 号 p. 752-755
    発行日: 1965/08/25
    公開日: 2010/02/19
    ジャーナル フリー
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