YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
93 巻, 3 号
選択された号の論文の25件中1~25を表示しています
  • 高橋 周七, 滝戸 道夫
    1973 年 93 巻 3 号 p. 261-267
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    A new yellow pigment named toralactone (I) was isolated from the seeds of Cassia tora L. (Leguminosae). The structure of I was established as 9, 10-dihydroxy-7-methoxy-3-methyl-1H-naphtho (2, 3-c) pyran-1-one.
  • 谷 千秋, 高尾 佐知子, 遠藤 晴美, 小田 栄子
    1973 年 93 巻 3 号 p. 268-271
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Cyclization reaction was carried out on the N-formyl compound of (±)-1-(6'-Bromopiperonyl)-6-methoxy-7-benzyloxy-1, 2, 3, 4-tetrahydroisoquinoline, and reduction and debenzylation of its product afforded two compounds, A, C19H18O4NBr, and B, C19H19O4N. Debromination of compound A gave dl-cheilanthifoline. It was considered that compound B is 2-hydroxy-3-methoxy-10, 11-methylenedioxy-5, 6, 13, 13a-tetrahydro-8H-dibenzo [a, g] quinolizine, formed by cyclization at 6'-position during formation of the C-ring in the initial cyclization reaction.
  • 気賀沢 和雄, 五十里 紀子, 大久保 一三, 芳賀 清次
    1973 年 93 巻 3 号 p. 272-277
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    A kinetic study was made on norphenylephrine in aqueous solution. The decomposition rate of norphenylephrine depended on the rate constants of three dissociated ionic species, kA, kB and kC, and hydronium ion [H3O]+ or hydroxyl ion [OH]- have no catalytic activity. It was found that the most stable pH region for norphenylephrine in aqueous solution is pH 2-5, only one stable ionic species existing in this range. Arrhenius parameters were determined by plotting the decomposition rate constants of three ionic species against temperature, and activation energies were calculated.
  • 小沢 樹夫, 中村 好志
    1973 年 93 巻 3 号 p. 278-282
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    The decomposition products of 3-hydroxy-5-phenyl-2, 4(3H, 5H-frandione (FH2), dihydro-4-hydroxy-5-imino-2-phenyl-3(2H)-furanone (IFH2), 5-phenyl-2, 3, 4(5H)-furantrione (F), and 3-phenylhydrazone of F, which have an enediol group in their molecules and are partly similar to L-ascorbic acid (AAH2) and dehydroascrobic acid (DHA) in their structure, were investigated in connection with their browning activities. The reaction of these reductones with 7-tolylamine (pT) was carried out in ethanol solution as described in the previous paper3) of this series. The browning activities of FH2 and F were much stronger than those of AAH2 and DHA. The browning reaction of FH2 required air and its decomposition did not progress in N2, while that of F did in N2 as smoothly as in air. Oxalo-p-tolylamine (I), oxamoyl-p-tolylamine (IIa), mesoxamoyl-p-tolylamine hydrate (IIIa), N, N'-di-p-tolylurea (IV), p-tolylmandelamide (V), p-tolylbenzamide (VI), and p, p'-azotoluene (VII) were separated and identified as the decomposition products in the reaction of IFH2 with pT. N, N'-Di-p-tolyloxamide (IIb) and N, N'-di-p-tolylmesoxamide hydrate (IIIb) were obtained in addition to I, IV, V, VI and VII in the reaction of pT with either FH2 or F. Formation of these products suggests that the decomposition of these reductones with PT proceeds through a radical cleavage of one to three carbon fragments in the lactone ring of FH2 and F ; IIa and IIb are originated from C1-C2, IIIa and IIIb from C1-C2-C3, V from C3-C4, VI from C4, and the formation of I and IV may be attributed to the secondary decomposition of IIIa or IIIb. It is also assumed that the formation of VII is attributable to the condensation of two p-tolylaminyl groups which may be formed by the elimination of p-tolylamino group from the condensation products between pT and FH2 or F. These facts indirectly indicate that the browning reaction proceeds by autoxidation.
  • 上坂 征夫, 久保 信治, 石渡 正二, 田中 和男, 野口 行雄
    1973 年 93 巻 3 号 p. 283-286
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    The combined effects of N-butylscopolamine bromide and sulpyrin in antispasmodic action (in situ) using male guinea pigs weighing 300-350g, and analgesic action and acute toxicity (LD50) using male mice weighing 20-25g as the test animals were studied. It was found that antispasmodic and analgesic activities were potentiated but acute toxicity (LD50) was considerably reduced by combined administration of N-butylscopolamine bromide and sulpyrin.
  • 中垣 正幸, 小林 征雄
    1973 年 93 巻 3 号 p. 287-295
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    In connection with the transport phenomenon of electrolytes in an aqueous solution in the presence of multicomponental strong electrolytes, differential equation for transport of each ion was derived from electrochemical potential of each ion in aqueous solution of strong electrolytes and numerical calculations were made on a digital computer, giving a solution. This solution was able to explain the phenomeno logical diffusion constants reported for a system of coexisting two strong electrolytes. This solution also explained satisfactorily the experimental results which indicated that the potassium ion in the KCl-MgCl2-H2O system and KHAsp-Mg(HAsp)2-H2O system transits more rapidly than in KCl or KHAsp solutions and that, contrarily, magnesium ion transits more slowly than in MgCl2 or Mg(HAsp)2 solution. Various observations were made on the concentration distribution and diffusion potential of the ions in membrane.
  • 安江 政一, 榊原 仁作, 貝谷 トヨ
    1973 年 93 巻 3 号 p. 296-299
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Several nitrogen-containing derivatives of ursolic acid and oleanolic acid were synthesized ; methyl 3-cyano-3, 4-seco-urs-12-en-28-oate (II), methyl 3b-aza-3a-oxo-A-homo-urs-12-en-28-oate (III), methyl 2, 2-dichloro-3b-aza-3a-oxo-A-homo-urs-12-en-28-oate (IV), methyl pyrazo1o [3, 2-c] olean-12-en-28-oate (VI, VII), methyl 2'-phenyl-2'H-pyrazo1o [3, 2-c] olean-12-en-28-oate (VIII), methyl isoxazo1o [3, 2-c] olean-12-en-28-oate (IX), methyl 2-hydroxy-iminooleanonate (XII), methyl 2, 3-bis (hydroxyimino) olean-12-en-28-oate (XIII), and methyl furazano [2, 3-c] olean-12-en-28-oate (XIV).
  • 森井 孫俊, 佐野 明美, 竹口 紀晃, 堀越 勇
    1973 年 93 巻 3 号 p. 300-303
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Inactivation of alkaline-proteases of Streptomyces and Aspergillus, and bacillus from barley under pressure up to 8900kg/cm2 was examined and it was found that the rate of inactivation of unhydrous enzymes is nearly equal, but decreases with moisture absorption. In the case of repeated compression in random direction, a percentage retention of enzymic activity (An) is given by An =[A0-k·log(P+1)]n where A0 is the initial activity of an enzyme, P is the pressure applied, n is the number of repeated compression, and k can be defined as the kind of activity coefficient for an enzyme in a solid state.
  • 小沢 樹夫, 中村 好志
    1973 年 93 巻 3 号 p. 304-310
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    According to the preparation of dehydroascorbic acid, dehydroerythorbic acid (D-erythro-2, 3-hexodiulosono-1, 4-lactone) (II) of mp 185-187° recrystallized from acetone was prepared oxidatively from erythorbic acid (D-erythro-hex-2-enoic acid 1, 4-lactone) (I) by treatment with silver oxide, p-quinone, or air-Pd/C in 20-95% yield ; the highest yield was obtained by air-Pd/C oxidation. II, with one mole of phenylhydrazine gave 2-phenylhydrazone (III) which yielded 5-(2-acetoxyethylidene)-tetrahydrofurantrione 3-phenylhydrazone (IV) by acetylation with acetic anhydride in pyridine. The reaction of I with 2 moles of phenylhydrazine or III with 1 mole of phenylhydrazine afforded crystalline D-erythro-2, 3-hexodiulosono-1, 4-lactone 2, 3-bis (phenylhydrazone) (VII). The dimorphous mixture of IV and VII was separated to stable individual crystalline forms, while those of ascorbic acid could not be separated. It was found that two crystals, VIIa-1 and VIIa-2, were convertible into each other by recrystallization and mutarotated in solution. The mutarotation involves the structural transformation of the osazones which have 1, 4-lactone ring. The structural transformation was examined by infrared, visible, and nuclear magnetic resonance spectra, which show the structure of VIIa-1 and VIIa-2 to have a chlate system of N-H-N type and a hydrogen bond system (of N-H‥O type in different combination in their molecules (Fig.8).
  • 中西 美智夫, 加藤 安之, 古田 哲弥, 有馬 徳行, 西峯 秀夫
    1973 年 93 巻 3 号 p. 311-317
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    The metabolic fate of a new thienodiazepine derivative, 1-methyl-5-o-chlorophenyl-7-ethyl-1, 2-dihydro-3H-thieno [2, 3-e] [1, 4] diazepin-2-one (Y-6047), was investigated in the rats utilizing Y-6047 labeled with 35S. When this radioactive compound (35S-Y-6047) was orally or intraperitoneally administered, approximately 50% of the given radioactivity (35S) was excreted in the urine, most of the others in the feces, during 3 days, and 71% of the given 35S was also excreted in the bile during 24 hr after oral administration. The highest concentration of 35S in organs was found 0.5-1 hr after its oral administration. A high concentration of 35S was present in the liver, kidney, and adrenals, and relatively low levels in the brain, peripheral fat, testes, and other tissues. Approximately 40-60% of 35S in the serum was bound with serum protein. The monool and diol derivatives hydroxylated at β-position or α, β-positions of 7-ethyl group of Y-6047 were identified as the urinary metabolites of Y-6047 from their spectral data. However, all of the N1-desmethyl, 3- or 5-phenyl hydroxy derivatives of Y-6047 and their glucuronides or sulfates, as well as the parent compound, could not be detected in the urine of drug-fed rats.
  • 正田 芳郎, 井上 武久, 橋本 圭二, 藤岡 美千代, 白木 佳代子
    1973 年 93 巻 3 号 p. 318-321
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    The gingerols in Japanese ginger were examined by the combined gas chromatography-mass spectrometry. The occurrence of new gingerols with 7, 8, 9, and possibly 16 carbon atoms in the side chain was revealed besides the known gingerols with 10, 12, and 14 carbon atoms in the side chain.
  • 小林 五郎, 松田 芳郎, 夏木 令子, 上野 精一
    1973 年 93 巻 3 号 p. 322-329
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Application of carbon disulfide and dimethyl sulfate to 1, 3-dioxo-1, 2, 3, 4-tetrahydroisoquinolines (Ia, Ib) in ammonia solution gave methyl 1, 3-dioxo-1, 2, 3, 4-tetrahydroisoquinoline-4-dithiocarboxylates (IIa, b) and 4-[bis(methylthio) methylene]-1, 3-dioxo-1, 2, 3, 4-tetrahydroisoquinolines (IIIa, b). Reaction of IIb with chloroacetonitrile, in the presence of sodium hydride, gave 3-cyano-4-methyl-1-methylthio-5-oxo-4H, 5H-thieno [3, 4-c] iso-quinoline (IV), and reaction of IIB with methyl bromoacetate gave methyl 1-methylthiothieno [3, 4-c] isocoumarin-3-carboxylate (V). Treatment of IIa, b or IIIa, b with phosphorus pentasulfide afforded 1, 1, 4, 5-tetrahydro-5-thioxo-2, 3-dithio1o [3, 4-c] isoquinoline-1-thiones (VIIa, b). 4-[Cyano (methylthio) methylene]-1, 3-dioxo-1, 2, 3, 4-tetrahydroisoquinolines (VIIIa, b) were obtained by the reaction of IIIa, b with sodium cyanide. Reaction of IIIa, b with primary amines gave the corresponding amine derivatives (X to XIII), while the reaction with secondary amines (morpholine, piperidine) gave demethylated thioamide derivatives (XIVa, b, c).
  • 小山 鷹二, 廣田 喬, 大和 正利, 太田 直角
    1973 年 93 巻 3 号 p. 330-332
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    4-Amino-5-(3, 5-dimethoxyphenyl) pyrimidine (II) and 4-amino-5-(3-methoxyphenyl)-pyrimidine (VI) were acetylated to 4-acetamido-5-(3, 5-dimethoxyphenyl) pyrimidine (III) and 4-acetamido-5-(3-methoxyphenyl) pyrimidine (VII). III and VII gave respectively gave 6, 8-dimethoxy-9-methyl-1, 3, 10-triazaphenanthrene (IV)+(II) and 6-methoxy-9-methyl-1, 3, 10-triazaphenanthrene (VIII)+(VI) by the Bischler-Napieralski cyclization with polyphosphoric acid. This is a novel synthetic method for 1, 3, 10-triazaphenanthrene derivarives.
  • 岡本 憲治, 島村 真一
    1973 年 93 巻 3 号 p. 333-337
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Esters of several carbobenzoxyamino acids with 4-hydroxymorpholine were prepared by direct condensation using dicyclohexylcarbodiimide (Table I). The esters obtained were crystalline solid and reacted readily with amino acid ester hydrochlorides in the presence of sodium acetate (or triethylamine with acetic acid) to form the corresponding carbobenzoxydipeptide esters (Table II). Presence of racemate (ca.0.6%) was observed by Anderson's test.
  • 杉浦 衛, 佐々木 正憲
    1973 年 93 巻 3 号 p. 338-343
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Stability of Ficin A, B, C and D from Ficus carica var. HORAISHI was examined with measurement of proteinase activity and ultraviolet difference spectra. The inactivation and disruption of hydrophobic part of the enzymes by guanidine hydrochloride decreased in the order of Ficin D>B>A>C. These enzymes were completely inactivated at the concentration of guanidine hydrochloride where the enzymes showed maximum blue shift. In the presence of ethylene glycol, the order of inactivation and disruption of hydrophobic part of the enzymes was Ficin A=B=D>C, and inactivation and disruption of hydrophobic part of Ficin D were stronger than those of Ficin B by urea, while Ficin A and C were stable in 10M urea. In the presense of dimethyl sulfoxide, the stability of the enzymes and the value of refractive index of hydrophobia part of the enzymes decreased in the order of Ficin C>A>B>D. Spectrophotometric titration of the enzymes indicated that the order of dissociation of tyrosine residues was Ficin D>B>A>C. From these results, it is suggested that the stability of Ficin A, B, C and D depends on the hydrophobic part of the enzymes and that the refractive index of hydrophobic part of these enzymes indicates the stability of Ficin A, B, C and D.
  • 中野 三郎, 谷口 寛一, 御子柴 和雄
    1973 年 93 巻 3 号 p. 344-349
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    The fluorescence property of 2-substituted benzothiazoles was examined. The functional groups in the 2-position of benzothiazole affected the spectrum and intensity of the fluorescence emission. Hydroxyphenyl-substituted derivatives exhibited stronger visible fluorescence in an alkaline than in an acidic solution. On the other hand, other derivatives except aminophenyl derivatives exhibited intense visible fluorescence in an acidic solution.
  • 中野 三郎, 谷口 寛一, 古橋 崇子, 御子柴 和雄
    1973 年 93 巻 3 号 p. 350-353
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    A fluorometric method for the determination of furfural was established based on the fact that furfural reacts with o-aminothiophenol to form 2-(2-furyl) benzothiazole which shows an intense fluorescence in a strong acid solution. Pentose was also found to react with o-aminothiophenol and the reaction mixture showed a reddish violet fluorescence from which 2-(2-furyl) benzothiazole was isolated and identified. Hexose also undergoes the same reaction. This fluorometric method is applicable for 0.1 -2.0μg/ml of furfural, 1.0-8.0μg/ml of pentose, and 1.0-10μg/ml of hexose.
  • 久保田 晴寿, 三宅 〓司郎, 佐藤 尚志, 宮脇 正英
    1973 年 93 巻 3 号 p. 354-358
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    The reaction of 8-quinolinesulfonyl chloride (IIb) or 8-quinolinesulfinic acid (IVb) with hydrazine hydrate in diethylene glycol at 160° in nitrogen atmosphere gave 8, 8'-dithiodiquinoline (VIb) and 8-quinolinethiol (VIIb). VIIb was formed by the reduction of VIb with (H2)active which was generated by the thermal decomposition of hydrazine hydrate VIIb was oxidized to VIb by 8-quinolyl 8'-quinolinethiolsulfonate (Vb) which was produced by the reduction of IVb with hydrazine hydrate. On the basis of these facts, it was found that VIIb was the main product in the reaction of IIb or IVb with hydrazine hydrate when a large amount of hydrazine hydrate was used and the reaction time was prolonged, and VIb was produced mainly when a small amount of hydrazine hydrate was used or by the short reaction time.
  • 岡田 寿太郎, 中野 功一
    1973 年 93 巻 3 号 p. 359-363
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Several pyrazine derivatives were synthesized by using 1, 2-propylenediamine and 1, 2-propylene glycol as the starting material. 2, 6-Dimethyl-(I), 2, 5-dimethyl-(II), 2, 5-dimethyl-3-n-propyl-(IV), and 2, 6-dimethyl-3-n-propyl-pyrazines (V) were thereby obtained. At a lower temperature of 350° and a molar ratio of propylene glycol to propylene diamine of 3, the main products were IV and V, while at a higher temperature of 400° nearly the same amount of I, II, IV, and V was obtained. It was concluded from these experimental results that both the condensation and deaminocyclization occurred in this method of synthesis, as was suggested earlier. At a temperature below 370°, only the condensation reaction progresses whereas both condensation and deaminocyclization progress at above 370°. When the molar ratio of the starting materials is lower than 0.5, deaminocyclization is predominant.
  • 木村 康一, 嶋田 玄彌, 野村 新太郎, 久田 陽一, 田中 俊弘
    1973 年 93 巻 3 号 p. 364-368
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Four kinds of alkaloids were separated from the ethanol extract of Ephedrae Herba with thin-layer chromatography. l-Ephedrine and d-pseudoephedrine were colorimetrically determined. It was found that the reaction was accelerated better with α-picoline than with pyridine.
  • 浜 堯夫, 奥村 一, 玉木 七八, 小西 孝勇
    1973 年 93 巻 3 号 p. 369-373
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Ergothioneine (2-mercaptohistidine trimethylbetain) is ingested through dietary intake and absorbed, and its biosynthesis by intestinal flora is not observed. It is known to be effectively distributed in male and female reproductive organs. It also serves as a penetration carrier for incorporation of steroids into internal organs but does not increase the action of androgen. However, androgen takes part in the total amount and concentration of ergothioneine in seminal fluid and is present as a usual component of the seminal fluid. Its action on the spermatozoa was examined with ejaculated spermatozoa and epididymal spermatozoa of guinea pigs. It was thereby found that the respiration of spermatozoa with fructose as a substrate was accelerated by the presence of 0.2-2.0 mM of ergothioneine and respiratory inhibition by p-chloromercuribenzoate was recovered. Examination of the survival rate of spermatozoa by Eosin staining showed that the addition of 10mM of ergothioneine effected two-fold increase in survival rate in storate at 37° or 0° for 24 hr. At 0°, even the presence of 1 mM of ergothioneine had a protective action on spermatozoa.
  • 西部 三省, 久田 末雄, 稲垣 勲
    1973 年 93 巻 3 号 p. 374-378
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    For the conversion of methyltrachelogenin (I) to methylarctigenin (V), two different routes of dehydration of I were carried out. One of them was pyrolysis of acetylmethyl-trachelogenin (II) (cis elimination), from which V was derived by reduction and epimerization (II→V) (Chart 1). The other was dehydration of I with phosphoryl chloride and pyridine (trans elimination), which gave 3, 4, 3', 4'-tetramethoxy-lignen-8'-olid (9, 9') (VI). VI afforded (±)-cis-8, 8'-dihydroxy-3, 4, 3', 4'-tetramethoxy-lignan-olid (9, 9') (VIIa) by osmium tetroxide oxidation (Barden's method). These reactions were applied for the determination of C8-C8' configuration to the related lignans, di-O-methylthujastandin (VIIb) and di-O-methylhydroxythujaplicatin methyl ether (XI), the configurations of which have not been established. VIIb was determined as trans configuration by the comparison of properties of VIIb with those of VIIa (cis configuration). XI was determined as trans configuration by the fact that XI showed the same behavior as I (trans configuration) to both pyrolysis and phosphoryl chloride-pyridine (Chart 3). The absolute configurations of VIIb and XI were determined as 8(R), 8'(S)-8, 8'-dihydroxy-3, 4, 3', 4'-tetramethoxy-lignan-olid (9, 9') and 8(S), 8'(S)-8'-hydroxy-3, 4, 3', 4', 5'-pentamethoxy-lignan-olid(9, 9'), respectively, by CD measurements using di-O-methyldihydroxythujaplicatin methyl ether (VIII) of established configuration as the reference compound.
  • 千葉 剛久, 吉川 澄夫
    1973 年 93 巻 3 号 p. 379-387
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    The transport of glutathione (GSH) and 2-mercaptopropionylglycine (MPG) was studied in vitro with red blood cells of normal and alloxan diabetic rats. 1) About 30% of MPG was incorporated into red blood cells. The amount equivalent to one-tenth the incorporated MPG was trapped as oxidized MPG in red blood cells but not the oxidized MPG itself. 2) MPG incorporated into red blood cells and oxidized MPG formed in red blood cells were rapidly released into the medium (60% disappeared in 5 min). 3) Only a small amount of GSH and oxidized GSH were incorporated into red blood cells. 4) The amount of non-protein thiol and disulfide in red blood cells was larger in normal than in diabetic rats but MPG uptake into red blood cells was larger in alloxan diabetic rats : (MPG 0.370±0.008, oxidized MPG 0.026±0.002) than in normal ones (MPG : 0.357±0.009, oxidized MPG 0.019±0.003). 5) Uptake of MPG into red blood cells increased when SH groups of the RBC membrane were inhibited by SH inhibitors (NEM, PCMB, PCMBS). 6) Treatment of red blood cells with insulin showed no effect on transport of MPG into normal red blood cells but decreased the transport into the blood cells of diabetic rats to the normal level. The present results indicated that the amount of MPG incorporated into red blood cells was larger in alloxan diabetic rats than in normal rats and that it increased when normal red blood cells was inhibited by SH inhibitors. This suggests that SH groups in the epithelial layer of red blood cell membrane have previously been inhibited in diabetic rats. Since it is known that transport of glucose into red blood cells is decreased when SH groups of the cell membrane are inhibited by SH inhibitors, it seems that SH groups of RBC have previously been inhibited and utilization of sugar has been influenced in diabetic state.
  • 藤平 栄一, 樽本 保男, 味岡 誠, 森 富蔵, 仲沢 政雄
    1973 年 93 巻 3 号 p. 388-391
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    Pain was induced in female Lewis rats by injecting subcutaneously an oily suspension of mycobacteria (adjuvant) into the tail and the pain threshold was measured by pressing the affected portion of the tail two times 24 hr (zero time) and 27 hr (3 hr) after the adjuvant injection. o-Isobutyrylthiamine disulfide, which was administered subcutaneously at a dose of 50 and 100 mg/kg immediately after the determination of the zero-time value, increased significantly the pain threshold at 3 hr as compared with the saline-treated control, while thiamine disulfide and thiamine hydrochlroide had no effect on the adjuvant-induced pain. Another method for estimation of analgecis efficacy of drugs consisted of the intraarticular injection of microcrystalline sodium urate into the hind leg of beagle dogs and measurement of the relative body weight supported by the affected leg. Pain-relief was enhanced by the simultaneous administration of 20 mg/kg of isobutyrylthiamine disulfide by oral or subcutaneous route. At the same dose level, thiamine disulfide was effective only by the subcutaneous route of administration but thiamine hydrochloride was without effect. Isobutyrylthiamine disulfide demonstrated an anti-inflammatory activity against carrageenin-induced edema but had no influence on the development of adjuvant-induced arthritis in rats.
  • 寺井 忠正, 形井 雅昭, 廻 治雄
    1973 年 93 巻 3 号 p. 391-393
    発行日: 1973/03/25
    公開日: 2008/05/30
    ジャーナル フリー
    In order to clarify the difference between asebotin and phlorizin, the derivation of asebotin to sakuranetin and of phlorizin to naringenin was investigated. Triacetylasebogenin (III), derived from asebotin in two steps, was dehydrogenated with N-bromosuccinimide and 2, 6, 4'-triacetoxy 4-methoxychalcone (IV) was obtained. IV was converted into sakuranetin by its treatment with diluted hydrochloric acid. Phlorizin was converted into naringenin by the same treatment as that of asebotin.
feedback
Top