YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
94 巻, 4 号
選択された号の論文の20件中1~20を表示しています
  • 吉川 利善, 下郷 勝久
    1974 年 94 巻 4 号 p. 417-423
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Reaction of the derivatives of 4-chloroquinazoline with aminoalcohol afforded 4-(3-hydroxypropylamino) quinazoline (IIIa) and 4-(2-hydroxyethylamino) quinazo1ine (IIIe). The hydroxyl group in IIIa and IIIe was substituted with chlorine by phosphoryl chloride. Further, the chlorinated carbon was bonded to the non-conjugated electron pairs of the nitrogen atom in the quinazoline ring, and six- and five-membered ring was formed. As a result, the quaternary salt (V) of 1, 2, 3, 4-tetrahydropyrimido- and 2, 3-dihydro-1H-imidazo[1, 2-c]quinazo1inium chloride derivatives were obtained. The free base (VI) corresponding to V was produced by treatment with 10% sodium hydroxide solution. On the other hand, sulfuric acid so1ution of IIIa or IIIe was treated with nitrosyl sulfate and subsequently with sodium hydroxide solution to afford VI from both.
  • 有吉 敏彦, 新垣 光雄, 岩崎 一秀
    1974 年 94 巻 4 号 p. 424-429
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Effect of pretreatment of female rats with dibutylhydroxytoluene (BHT) (200 mg/kg, daily for 5 days on lipids and drug metabolizing enzyme activities in fatty liver induced by ethanol (6 g/kg) were investigated. Ethanol-induced accumulation of hepatic triglyceride was not inhibited by a 5-day pretreatment with BHT. Content of phospholipid in microsomes and mitochondria were increased by BHT treatment alone, but no change by ethanol alone. Ethanol treatment markedly enhanced cholesterol content, and the increase with BHT treatment alone was significant, but was less than that with ethanol alone. Contents of cytochrome P-450 and b5, magnitude of binding spectrum of aniline to cytochrome P-450, and activity of aminopyrine N-demethylase were significantly increased by BHT treatment alone, whereas ethanol markedly enhanced only the activity of aniline hydroxylase. Effect on lipid content and activities of drug metabolizing enzymes by successively given BHT and ethanol was approximately equal to the sum of respective effect by each agent.
  • 林 信一, 松田 芳久, 武田 洋子
    1974 年 94 巻 4 号 p. 430-437
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Six kinds of granules from four powdered materials, such as lactose, calcium carbonate, barium sulfate, and zinc oxide, were prepared using extrusion and crushing procedures in order to investigate the effect of micromeritic parameters of the granule on flow properties. Flow rate and its fluctuation through an oriffice, and three kinds of repose angle measured by fixed bed cone, revolving cylinder, and raising tube method were evaluated in relation to particle size and its distribution, volume shape factor, and density. It was estimated that the repose angle was influenced not by the density but by the particle shape and surface characteristics. Flow rate was affected by the particle shape in case of granules of the same density, while it was affected by density for granules with different densities. Fluctuation of flow rate under the short time series decreased with increasing flow rate. Effect of particle size distribution on the fluctuation was evaluated theoretically and it was considered that the controlling factor on the fluctuation would be not the particle size distribution but surface characteristics of granules. Correlation between the flow rate and three repose angles was statistically analysed and no significant relation was found.
  • 大塚 勝弘, 釈 邦夫, 森 陽
    1974 年 94 巻 4 号 p. 438-443
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    The concentration and composition of acidic glycosaminoglycans in rat aorta were examined using ion-exchange chromatography and chondroitinase method. The glycosaminoglycans from aorta of normal rats were identified chemically and these, in increasing order of concentration, were heparan sulfate, chondroitin sulfate B, chondroitin sulfate A, chondroitin sulfate C, and hyaluronic acid. Analysis of the glycosaminoglycan composition of aorta from young lathyritic rats revealed a marked increase in chondroitin sulfate, chondroitin sulfate B in particular, but essentially no change in other glycosaminoglycan components of the arterial wall except a decrease of heparan sulfate in the 4 week-treatment group. The relationship between the concentration and composition of acidic glycosaminoglycans and aortic cholesterol deposition was also examined. The concentration of aortic cholesterol in the three groups β-aminopropionitrile (βAPN, βAPN-high cholesterol, and high cholesterol groups) increased significantly compared to that of normal rats after 2 weeks of feeding, but the concentration of aortic cholesterol continued to show a significant increase only in lathyritic rats fed a high-cholesterol diet for 4 weeks. However, the accumulation of cholesterol in the aorta was not very striking. On the other hand, the concentration of glycosaminoglycans in lathyritic rats fed a high-cho1esterol diet showed a marked increase in heparan sulfate and chondroitin sulfate, having preventive effect for atherosclerosis. This finding would suggest that aortic glycosaminoglycans are preventive factors in the successive progress of atherosclerosis rather than factors responsible for initiation of atherosclerosis through their interaction with cholesterol.
  • 五十嵐 治義, 栗原 藤三郎, 武田 秀雄
    1974 年 94 巻 4 号 p. 444-451
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    In order to investigate the relation between chemical structure and the pharmacological activities, 67 new compounds belonging to cyclic compounds containing two hetero atoms which were derived from 1-alkylamino-3-dialkylamino-2-propanol were synthesized. These compounds were examined for local anesthetic activity, antispasmodic activity, inhibitory activity on writhing syndrome produced by acetic acid, and analgesic activity on pain produced by hot plate. Several of them showed three or four times longer duration of infiltration anesthesia than lidocaine. 5-Dipropylaminomethyl-3-methyl-2-oxazolidone hydrobromide (C3), 5-piperidinomethyl-3-propyl-2-oxazolidone hydrobromide (C24), 6-piperidinomethyl-4-phenyl-2, 3-morpholinedione hydrobromide (D20), 2-dibutylaminomethyl-4-methylperhydro-1, 4-oxazepin-5, 7-dione hydro bromide (E4) and 2-piperidinomethyl-4-phenylperhydro-1, 4-oxazepin-5, 7-dione hydrobromide (E21) were proved to have antispasmodic activity at the concentration from 7.5-1.0×10-6 g/ml. Several of the compounds showed as potent an analgesic activity as pyrabital. Cyclic compounds containing two hetero atoms had lower toxicity than aminoalcohols. In general, the pharmacological activity decreased in the order of 2-oxazolidone (C), perhydro-1, 4-oxazepin-5, 7-dione (E), and 2, 3-morpholinedione (D).
  • 今井 清, 川副 裕一, 田口 胤三
    1974 年 94 巻 4 号 p. 452-460
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Grignard reaction was performed it a variety of ketoximes using arylmagnesium bromides. 2-(1-Aryl or aralkyl) cyclohexylcyclohexanone oxime (1a-g) and 2-(1-methyl-1-phenyl) ethylcyclohexanone oxime (13) converted to cyclization products and 2-benzyl-, 2-(1-phenyl)propyl-, and 2-benzhydryl-cyclohexanone oximes (6a-c), 4-methyl-4-phenylpentan-2-one oxime (17), and 2-benzoylcyclohexanone oxime (20) to aziridine derivatives (Hoch-Campbell reaction products). These results showed that the cyclization occurred only in the reaction of alicyclic ketoximes substituted by a tertiary carbon radical containing an aromatic ring at C2 position and suggested that a stereochemical factor might be responsible for this cyclization.
  • 安江 政一, 榊原 仁作, 貝谷 トヨ
    1974 年 94 巻 4 号 p. 461-465
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Derivatives of some triterpenes having a nitrogen heterocycle condensed to ring-A were synthesized ; 2'-methy1thiazolo[3, 2-d]friedelane (III), indo1o[3, 2-b]friede1ane (IV), methyl indolo[3, 2-b]urs-12-en-28-oate (VI), methyl 2'-hydroxypyrimidino[3, 2-b]urs-12-en-28-oate (XI), methyl 2'-hydroxypyrimidino[3, 2-d]o1ean-12-en-28-oate (XII), methyl pyrimidino[3, 2-d]o1ean-12-en-28-oate (XIII), and methyl furazano[2, 3-c]urs-12-en-28-oate (XVI).
  • 堀 幹夫, 野崎 正勝, 片岡 貞
    1974 年 94 巻 4 号 p. 466-470
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    9-Alkoxyphenyl- and 9-aryloxyphenyl-10-phenyl-10-thiaanthracenes (VII, XIa-c) were synthesized by the reaction of corresponding thioxanthylium perchlorates (VI, Xa-c) with phenyllithium. The thioxanthylium perchlorates were derived from thioxanthenols (V, IXa-c), which were prepared from thioxanthone (IV) and Grignard reagents. Unfortunately thiaanthracenes thus synthesized were not crystals but very stable powders. They possessed characteristic properties of thiabenzenes and were much different from thioxanthenes (VIII, XIIa-c, XIII) in appearance, solubility in various solvents, melting point, and nuclear magnetic resonance, infrared, and ultraviolet spectral data. However, these thiaanthracenes were very similar to each other in chemical properties. These results, indicated that the influence of alkoxy or aryloxy substituents in C9-phenyl group is hardly observed on the properties of thiaanthracenes and that thiaanthracene ring possessed a large ring current.
  • 築山 俊一, 高村 彰, 諸貫 泰子
    1974 年 94 巻 4 号 p. 471-477
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    This paper deals with the effect of the concentration of emulsifying agent and of the carbon number of the hydrocarbon used as dispersed phase on O/W-type emulsion. The apparatus consists of a cylindrical vessel (d=150 mm), made of clear acrylate resin, and Rushton-type impeller (d=49 mm). Mixtures of CCl4 and a hydrocarbon (C5H12, C6H14, C7H16, C10H22 and C16H34) were used as the dispersed phase and distilled water as the continuous phase. Tween-20 or Tween-81 was used as the emulsifying agent, the concentration of which was 1.0, 0.1, 10-2, 3×10-3, or 10-3% (w/w). The mixture was agitated continuously for 60 min, and revolution number was constant (400 rpm). The dispersed droplets of the emulsion were photographed by a microscopic method, and particle size distribution was determined. The following results were obtained in this experiment. (1) Effect of emulsification by Tween-20 was better than that by Tween-81 on O/W-type emulsion.(2) As the carbon number of hydrocarbons in the dispersed phase became smaller, specific interfacial area became larger.(8) If agitation energy is expressed by EA and surface energy by ES, energy efficiency of dispersion may be defined by the equation η=ES/EA. As the carbon number of hydrocarbons became smaller, the energy efficiency η increased.
  • 亀谷 哲治, 竹下 光弘, 佐藤 文夫, 丹生 淳郷
    1974 年 94 巻 4 号 p. 478-480
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Vilsmeier-Haack reaction of isoquinolines and 3, 4-dihydroisoquinolines gave tetrahydroprotoberberine derivatives, but the same reaction of tetrahydroisoquinolines resulted in the recovery of starting materials.
  • 青沼 繁, 三村 務, 中西 俊秀, 福田 俊一, 森本 孝子
    1974 年 94 巻 4 号 p. 481-489
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    It is found out that the α-factor, which is a serum calcium-decreasing substance produced by Bacillus subtilis K, contains a cytolytic factor which causes cytolysis of protoplasts and mammalian red blood cells. This cytolytic factor was isolated from the α-factor through the procedures, such as precipitation by CaCl2, extraction with ether, gel filtration over Sephadex LH-20, and so on. From comparison with a sample of Surfactin, the chemical principle of the isolated cytolytic factor was identified with Surfactin or its analog, which is a surface-active peptide lipid. The peptide lipid was liberated and removed from lipoprotein α-I through gel filtration of the α-factor in the presence of Mg2+ or Ca2+. Serum calcium-decreasing activity was found out to be in α-I, and Surfactin or its analog had only a weak activity. Through gel filtration of lipoprotein α-I in the presence of sodium deoxycholate apolipoprotein (Apo α-I) with serum calcium decreasing activity was obtained. From these results, the protein moiety of α-I is considered to be necessary for the appearance of its biological activity. The molecular weight of apo-α-I was measured by polyacrylamide gel disc electrophoresis in the presence of sodium dodecyl sulfate and calculated to be about 65000.
  • 築山 俊一, 高村 彰, 名倉 伸子
    1974 年 94 巻 4 号 p. 490-496
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    The present work was undertaken to examine the effect of impeller diameter and impeller velocity on liquid-liquid dispersion. The apparatus consisted of a cylindrical vessel (150 mm φ) made of clear acrylate resin and Rushton-type impe1ler. Impeller diameter used in this experiment were 50.30, 65.20, 80.30, 90.10, and 99.20 mm. Water and a mixture of heptane and carbon tetrachloride were used as continuous phase and dispersed phase, respectively. The mixture was agitated continuously for 60 min, and the revolution number was in the range of 330 to 812 rpm. The particle size distribution was calculated by a microscopic method. The following results were obtained from this experiment. 1) Particle size distribution showed a normal distribution. 2) Mean surface-volume diameter, d32, became inversely proportionaly to 1.710 power of impeller diameter, D. 3) Mean surface-volume diameter, d32, became inversely proportionaly to 1.320 power of revolution number. 4) If specifrc interfacial area ΔS was expressed as the function of revolution number N and impeller diameter D, experimental equaltion was follows : log ΔS=1.4124 log N+1.8297 log.D-1.7047
  • 中垣 正幸, 中村 康彦
    1974 年 94 巻 4 号 p. 497-503
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Silanol groups on glass particles were to some extent, exchanged with trimethyl silane (TMS) or triethyl silane (TES). This surface treatment reduced the charge on glass particles and made it hydrophobic as shown by the measurement of contact angle of water on silane treated glass plate. The surface of glass particles was treated and electrokinetic potentia1 was measured by the streaming potential method. The fraction of silanol groups remained was estimated as (σ/σg)0. The amount of adsorption of cationic or anionic surfactant ions on these treated particles was investigated by the change of surface charge density. The amount of adsorption was changed by the hydrophobic and electrostatic properties of particles and surfactant ions. The adsorbed amount of sodium dodecyl sulfate (SDS) increased with the degree of silane-treatment but that of dodecylamine hydrochloride (DAHC1) showed maximum adsorption at about (σ/σg)0≒0.4.
  • 津波古 充朝, 本岡 達, 酒井 映子, 檜垣 節子, 松尾 恒雄, 小林 正樹, 小林 正光
    1974 年 94 巻 4 号 p. 504-509
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Sodium monofluorophosphate (I) was prepared by the reaction of sodium fluoride with various sodium phosphates, the reaction conditions and difference in the amount of I according to the starting material used were examined, and the results were as follows : (1) Although I is not formed by the reaction of NaF with sodium ortho-, pyro-, or tripoly- phospates, it can be produced from these phosphates when P2O5 was added, even at such a low temperature as 200°.(2) In the case of chain polyphosphates, the amount of I produced increases with the chain length, but its yield becomes almost constant when n^- is longer than 12.(3) In case of ring phosphates, I is readily produced, and sodium tetrametaphosphate can give I in a better yield than sodium trimetaphosphate. (4) The reaction of a mixture of NaF, P2O5, and Na2CO3 gives I in a good yield, and a mixture of NaF and P2O5 also gives I but contaminated with impurities. These results show that the yield of I varies according to the phosphates used as the starting material, heating temperature, and heating time. The optimum condition for preparing I seems to be to heat for a short time (6 min) at a high temperature (700-800°) when long-chain (n^-≥12) or ring phosphates are used, and to add P2O5 and heat for a long time (60 min) at a low temperature (300-500° in case of the orthophosphate, 600° in case of pyro- and tripoly-phosphates) when short-chain polyphosphates are used. Further, I can also be prepared by heating a mixture of P2O5, Na2CO3, and NaF.
  • 林 英作, 東野 武郎, 渡辺 勇
    1974 年 94 巻 4 号 p. 510-516
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Some reactions were carried out in the expectation of a nucleophilic attack by carbanion on the ring carbon in 1-position of 4-isoquino1inecarbonitri1e (I). The carbanions used were various ketones, such as acetophenone (IIa), propiophenone (Ilb), butyrophenone (IIc), acetone (IId), methyl ethyl ketone (IIe), methyl propyl ketone (IIf), methyl isopropyl ketone (IIg), methy1 isobuty1 ketone (IIh), and cyclohexanone (IIi). The reaction was carried out in benzene, in the presence of sodium amide, at temperatures aid reaction time thought to be appropriate of each ketone. For example, reaction with IIa afforded 1-phenacyl-4-isoquinolinecarbonitrile (IIIa), and of IIb, c, d, i gave the corresponding IIIb, c, d, i. Although IIe, f, g, h are non-symmetric methyl ketones, the methyl-carbon adjacent to the carbonyl seems to have greater reactivity than the other carbon and only one kind of IIIe, f, g, h were obtained from each reaction. IIIa, d, e, f, g, h occur in keto-enol tautomers but IIIb, c, i were found not to take the enol form from their ultraviolet and infrared spectra.
  • 中西 豊
    1974 年 94 巻 4 号 p. 517-521
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    A program was prepared to use the small computer, JEC-6 (Japan Electron Optics Laboratory), for calculation of LD50 and its confidence limit by the probit method. Probit calculation by the combination of Regula-Falsi method and Hastings' approximation formula gave more precise result by the interpolation method
  • 西部 三省, 久田 末雄, 稲垣 勲
    1974 年 94 巻 4 号 p. 522-524
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    In order to determine the absolute configuration of thujaplicatin methyl ether (I) from Thuja standishii (GORD.) CARR., the circular dichroism (CD) curve of I was discussed. As a result the absolute configuration of I was assigned to be 2R, 3R-configuration. In addition to the absolute configuration of the related lignan, (-)-trans-2-(3, 4, 5-trimethoxybenzyl)-3-(3, 4-methylenedioxybenzyl) butyrolactone (II) from Bursera schlechiendalii was discussed. 2R, SR-configuration was assigned to that of II, judging from the structural relation between I and II reported by McDoniel, et al. Moreover the conversion of dihydroanhydropodorhizol (V) to II gave the chemical proof to this assignment.
  • 稲垣 勲, 佐久嶋 明世, 久田 末雄, 西部 三省, 森田 直賢
    1974 年 94 巻 4 号 p. 524-525
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    A direct comparison was made between lonicerin (luteolin 7-rhamnoglucoside) from Lonicera japonica THUNB. (Caprifoliaceae) and veronicastroside (luteolin 7-neohesperidoside) from Trachelospermum asiaticum NAKAI var. intermedium NAKAI (Apocynaceae) and it was found that they are identical in all respects. Therefore, lonicerin is luteolin 7-neohesperidoside.
  • 有吉 敏彦, マグダ ツァンゲ, ヘルベルト レンマー
    1974 年 94 巻 4 号 p. 526-530
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    The effects of diphenylhydantoin (DPH) treatment on the liver constituents and drug metabolizing enzyme activities in intact, sham-operated, and partially hepatectomized rats wereinvestigated. The amounts of water, total lipids, and triglyceride were increased by partial hepatectomy, while the contents of total lipids and triglyceride were decreased by sham-operation alone. Partial hepatectomy decreased the contents of microsomal protein and cytochrome P-450, and aminopyrine demethylase and aniline hydroxylase activities were decreased, whereas aminopyrine demethylase activity was decreased also in sham-operated group. In partially hepatectomized rats, treatment with diphenylhydantoin significantly increased the contents of cytochrome P-450 and b5, and activities of aminopyrine demethylase and aniline hydroxylase. In contrast, it decreased the contents of total lipids and triglyceride. However, treatment with diphenylhydantoin did not affect the contents of lipids, protein, and cytochrome P-450 and b5, and enzyme activities in intact and sham-operated rats.
  • 花岡 美代次, 大川 信男, 荒田 義雄
    1974 年 94 巻 4 号 p. 531-532
    発行日: 1974/04/25
    公開日: 2008/05/30
    ジャーナル フリー
    Ketalization of 1-(2-pyridyl) propan-2-one (III) with ethylene glycol, followed by catalytic hydrogenation over 5% rhodium-alumina afforded a piperidine derivative (VI), which was hydrolyzed with 10% hydrochloric acid to provide isopelletierine (I) in an excellent yield.
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