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Volume 24, Issue 3
Displaying 1-30 of 30 articles from this issue
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MINORU SEKIYA, YOJI OHASHI, YOSHIYASU TERAO, KEIICHI ITO1976 Volume 24 Issue 3 Pages 369-374
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSConformational analysis by means of nuclear magnetic resonance measurement has disclosed that N-[(N-nitrosoalkylamino) methyl] amides newly prepared are in favor of anti form in crystals while in state of solution form syn-anti equilibrium mixture. These nitrosoamines have been found smoothly to generate diazoalkanes by the influence of alkali. In the use of their benzamide analogs a new practically useful means for synthesizing a series of diazoalkanes has been established.View full abstractDownload PDF (763K) -
YOSHIHISA KURASAWA, ATSUSHI TAKADA, TAKEO UEDA1976 Volume 24 Issue 3 Pages 375-379
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSCholest-2, 4, 6-triene (I), 3, 3'-bicholesta-2, 4, 6, 5'-tetraene (II) and benzoic acid were isolated in the reaction of cholesterol with BPO in carbon tetrachloride, and the substances I and II were observed to color blue on shaking with conc. TCA. It was assumed that I formed initially was further subject to the radical reaction to yield II. It was also presumed that a series of reactions forming the substances I and II should proceed via the addition reaction of benzoxy radical caused by the thermolysis of BPO to cholesterol, resulting the radical dehydration and the radical dehydrogenation. The products I and II should be colored blue by the formation of corresponding cation or carbonium ion. It was found that this color reaction was specific for the steroids with the structure of 5-ene-3-ol or its ester, so that it may be useful for the detection and the determination of them.View full abstractDownload PDF (577K) -
HIROSHI HOSODA, KOUWA YAMASHITA, TOSHIO NAMBARA1976 Volume 24 Issue 3 Pages 380-386
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe synthetic routes for introducing deuterium stereospecifically into the C-14, C-15, and C-16 positions of estrone and estradiol have been developed. Epimeric 15-deuterioestriols and 14- and 16α-deuterated 15α-hydroxyestradiols have also been prepared. These methods will be conveniently applicable to labeling with tritium.View full abstractDownload PDF (875K) -
YOSHIHIRO NISHIKAWA, MIDORI OKABE, KIMIHIRO YOSHIMOTO, GOICHI KURONO, ...1976 Volume 24 Issue 3 Pages 387-393
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAntitumor activity of normal saturated monocarboxylic acids and their ester derivatives was examined with Ehrlich ascites carcinoma in mice. The samples used were a) a series of fatty acids ranging in carbon chain length from C3 to C18, that is, propionic, butyric, valeric, caproic, caprylic, pelargonic, capric, lauric, myristic, palmitic, and stearic acids, b) their methyl esters, c) 1-O-acyl-β-D-glucopyranose tetraacetates derived from these fatty acids, and d) the so-called "sucrose monoesters" of caprylic, lauric, and myristic acids. Each agent was administered to mice by intraperitoneal injection at the dose of 400 mg/kg/day ×5, and the effect was evaluated with total packed cell volume ratio on the 7th day after the tumor implantation. Among eleven fatty acids tested, lauric and myristic acids were highly effective, while others were either ineffective or toxic. On the other hand, the methyl esters corresponding to the antitumor inactive fatty acids with a carbon chain length of C6 to C10 were found to possess significant effect. The most prominent activity was exhibited with methylcaprylate. All members of the group c proved to show negligible antitumor effect. In contrast, the sucrose monoesters, especially myristate, have been suggested to exert marked activity, although their strong toxicity could not be overlooked.View full abstractDownload PDF (886K) -
KIKUKO HONMA, KAZUO NAKAZIMA, TAKAYOSHI UEMATSU, AKIRA HAMADA1976 Volume 24 Issue 3 Pages 394-399
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSUsing stannic chloride, O-glycosidation, especially O-glucuronidation of p-nitrophenol, estradiol 17-acetate, estriol 16, 17-diacetate, p-nitrobenzyl alcohol, trichloroethanol was carried out. This method is available for the preparation of some alkyl α- and β-glucuronosides and aryl β-glucuronosides, especially estrogen derivatives which are obtained in comparatively low yield by the Koenigs-Knorr method. Spectral differences of α- and β-anomers obtained were examined.View full abstractDownload PDF (859K) -
RYOJI KASAI, KEIKO SHINZO, OSAMU TANAKA1976 Volume 24 Issue 3 Pages 400-406
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn an attempt toward the synthesis of 20 (S)-protopanaxadiol (I) from dammarenediol-II (V), the introduction of a hydroxy function to C-12 of the dammarane skeletone has been studied. A solution of p-nitrobenzoate (IX) of 3-epi-dammaranediol-I (VIII) in tert-BuOH was irradiated for 40 hr and the products were saponified to give 17-octakis-nordammarane-3α, 17β-diol (X). From the crude irradiation products, 6-methyl-2-heptanone (XII) was isolated and identifiel. Whereas, the irradiation of p-nitrophenylacetate (XIX) of 3-epi-dammaranediol-II (XVI) under the similar condition followed by saponification yielded the 12-hydroxy compound (XX). This was converted into betulafolienetriol (XXI) and 20 (S)-protopanaxadiol (I) furnishing the synthesis of the Ginseng sapogenin.View full abstractDownload PDF (913K) -
HIDETOSHI FUJIWARA, GENICHIRO NONAKA, AKIRA YAGI, ITSUO NISHIOKA1976 Volume 24 Issue 3 Pages 407-413
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo new flavonoid glycosides, coptiside I, mp 190-191°, C46H58O27·4H2O and coptiside II, mp 243-244°, C21H20O11·21/2H2O, were isolated from the leaves of Coptis japonica MAKINO. The structure of coptiside I was established to be acacetin-7-O-β-D-glucopyranosyl-(1-2)-O-β-D-glucopyranosyl-(1-2)-O-[2, 4-O-diacetyl-α-L-rhamnopyranosyl-(1-6)]-3-O-acetyl-β-D-glucopyranoside and of coptiside II was to be 7-O-β-D-galactopyranosylquercetin on the basis of chemical and spectral data.View full abstractDownload PDF (834K) -
SHUNICHI TSUKIYAMA, AKIRA TAKAMURA, YASUKO FUKUDA, MASUMI KOISHI1976 Volume 24 Issue 3 Pages 414-420
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThis paper deals with the effect of the ratio of viscosities of dispersed and continuous phases, μa/μc, on the energy efficiency of agitation. The viscosity ratios used were 0.836, 0.271, 0.0992, 0.0280 and 0.00133. The photographs of drops were taken by a microscopic method and the values of torque were measured with a rotary torque meter. Since, the values of mean diameter and particle size distribution were calculated, and further the energy efficiency of agitation was evaluated. And then, the following results were obtained. (1) When the viscosity ratio μa/μc became smaller than unity, NWe for each revolution number increased more larger values. (2) The energy efficiency of agitation gradually decreased according as the values of dsv became smaller and smaller.View full abstractDownload PDF (686K) -
TOSHIO NAMBARA, YOSHIHIKO KAWARADA1976 Volume 24 Issue 3 Pages 421-426
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn connection with the studies on the metabolism of female hormone the title compounds having the 16, 17-ketol and -glycol structures were prepared as new and potential metabolites. These compounds were satisfactorily obtained from catechol estrogen 2- and 3-methyl ethers by Koenigs-Knorr reaction with methyl acetobromoglucuronate employing cadmium carbonate as a catalyst.View full abstractDownload PDF (845K) -
AKIRA TAHARA, YOSHIHIRO HARIGAYA, MASAYUKI ONDA1976 Volume 24 Issue 3 Pages 427-430
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTransformation of dehydroabietic acid (1) to a key intermediate for the synthesis of steroids is examined. 13-Isopropyl-15, 16-bisnor-5β-podocarpa-8, 11, 13-trien-3-one (5) is synthesized from 1 via the ketone (6).View full abstractDownload PDF (474K) -
TAKEHIKO KATO, ATSUSHI TAKADA, TAKEO UEDA1976 Volume 24 Issue 3 Pages 431-436
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReaction of 2-acetaminobenzamide with triethyloxonium fluoroborate gave 2-methyl-3, 4-dihydro-4-quinazolinone. On the other hand, in the reaction of 2-benzoylaminobenzamide in lieu of acetyl derivative with triethyloxonium fluoroborate were obtained 2-phenyl-4H-3, 1-benzoxazin-4-one and 2-phenyl-4-ethoxyquinazoline. And, the reaction of 2-benzoylaminothiobenzamide with triethyloxonium fluoroborate was obtained 4-ethylthio-2-phenylquinazoline.View full abstractDownload PDF (599K) -
YUTAKA SEKINE, MIE MIYAMOTO, MASAHISA HASHIMOTO, KIYOSHI NAKAMURA1976 Volume 24 Issue 3 Pages 437-442
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe metabolism of piromidic acid (PA, 5, 8-dihydro-8-ethyl-5-oxo-2-pyrrolidinopyrido [2, 3-d] pyrimidine-6-carboxylic acid=pyrrolidino-PPA) by rat liver preparations was studied. The first step of PA metabolism was found to be hydroxylation at the 2- or 3-position in the pyrrolidine ring by the mixed-function oxidase system in liver microsomes to form M-II (2-hydroxypyrrolidino-PPA) or M-V (3-hydroxypyrrolidino-PPA). M-V did not undergo successive oxidation with hepatic 105000×g supernatant and microsomal preparations, whereas M-II was further metabolized not only by the hepatic 105000×g supernatant, to form the corresponding γ-aminobutyric acid derivative (RNHCH2CH2CH2-COOH, M-IV), but also converted by the hepatic microsomes to 2, 5-dihydroxypyrrolidine derivative (M-VI), which was in turn converted to form amino derivative (M-III, amino-PPA). This conversion is highly likely to be non-enzymatic degradation. Glucuronicacid conjugate of PA was found to be produced from PA with hepatic 9000×g supernatant preparations containing uridine-5'-diphosphoglucuronic acid and D-saccharic acid-1, 4-lactone. Any evidences implying extrahepatic biotransformation by the blood or kidney preparation were not found of PA and its metabolites except M-II which was found to be converted to M-IV in both incubation media.View full abstractDownload PDF (713K) -
HIDEO SETO, KOJI HAYASHI, HIROSHI MITSUHASHI1976 Volume 24 Issue 3 Pages 443-449
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThree new polyoxypregnane derivatives, tomentonin (12β-O-dihydrotigloyl-20-O-acetyltomentogenin), tomentodin (12β-O-cinnamoyl-20-O-acetyltomentogenin), and dehydrotomentosin (12β-O-tigloyl-20-O-acetylutendin), were isolated from the stem of Marsdenia tomentosa DECNE. Dehydrotomentosin underwent an internal acyl migration from C-12β-OH to C-20-OH on mild alkaline hydrolysis to afford a monoester, but tomentonin and tomentodin did not. The remarkable difference in the reactivity between toementogenin and utendin diesters on this condition was discussed. Tomentonin is the first example of a tomentogenin derivative with an ester linking of dihydrotiglic acid or 2-methylbutyric acid isolated from Asclepiadaceae plants.View full abstractDownload PDF (908K) -
MASAYUKI MUROI, MOTOWO IZAWA, TOYOKAZU KISHI1976 Volume 24 Issue 3 Pages 450-462
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structure of maridomycin II was elucidated as a sixteenmembered macrolide constituted of 4-O-isovaleryl-L-mycarose, D-mycaminose and macrocyclic aglycone from chemical studies and spectroscopic data. Total structure of maridomycin II was determined as shown from the confirmatory evidence that 9-dehydro maridomycin II was identified with carbomycin A.View full abstractDownload PDF (1422K) -
MASAYUKI MUROI, MOTOWO IZAWA, TOYOKAZU KISHI1976 Volume 24 Issue 3 Pages 463-478
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSStructures of five members of maridomycins have been determined from chemical and spectroscopic evidences. All the six components of maridomycin have been found to be constituted of the same sixteen membered lactone, D-mycaminose and 4-O-acyl-L-mycaroses. Furthermore, since maridomycin I was chemically interrelated with maridomycin II, the configurations have been elucidated to be the same in both components. Further chemical evidence for the other components established all of their configurations to be identical, and the absolute stereochemistries of six natural maridomycins have been finally determined as shown in Chart 11. Stereochemistry of the aglycone portion in solution is also discussed.View full abstractDownload PDF (1699K) -
TARO OGISO, SATOMI IMAI, REIKO HOZUMI, MASAYUKI KUROBE, YOSHIO KATO1976 Volume 24 Issue 3 Pages 479-486
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTo clarify the mechanism of hemolysis of human erythrocytes at higher drug concentrations, the effect of some drugs on osmotic and heat fragility, K+ efflux from the cells and morphological changes of the cells were studied. As a result of these studies, it was found that chlorpromazine and clemastine at 10-5M caused partial swelling, at 10-4M changes in cell shape to a sphere and at above 4×10-4M, at which the hemolysis is initiated, shrinkage and sinking of the cells. The mean cell volume of the cells increased by 4-5% at 5×10-5M and 8-9% at 10-4M. The cell volumes assumed at which concentration the hemolysis is initiated with drugs were 114-115% for these drugs. The initial swelling and subsequent shrinkage of the cells induced with drugs were found to be more predominant in concave portions of the cell membrane than in portions of the rim by scanning electron microscopic studies. The cell exposed to drugs at higher concentrations, at 5×10-5 and 10-4M, increased osmotic and heat fragility and the increased fragility was not reduced by washing and subsequent incubation in isotonic NaCl solution, in contrast with their stabilizing effect and their reversibility at the low concentrations. Efflux of K+ from the cells exposed to drugs was found to increase far more readily than that of hemoglobin.View full abstractDownload PDF (1344K) -
YOSHIHISA KURASAWA, ATSUSHI TAKADA, TAKEO UEDA1976 Volume 24 Issue 3 Pages 487-491
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction of cholesterol with the antimony trichloride reagent was investigated in order to elucidate the coloration mechanism. Two reaction products, 3, 5-cholestadiene (I) and 3, 3'-bis (2, 4-cholestadiene) (II), were isolated from the colored solution. It was assumed that 2, 4-cholestadiene (IV) might be produced in the colored solution and IV should change to I during the process of the isolation. I and II were observed to color yellow and then red with the antimony trichloride reagent. It was concluded from the evidence obtained by electron spin resonance study on the colored solution that this coloration might be ascribed to cation-radical. The mechanism of the dimerization of IV to II was examined.View full abstractDownload PDF (617K) -
HARUAKI YAJIMA, KANAME KOYAMA, YOSHIAKI KISO, AKIRA TANAKA, MASUHISA N ...1976 Volume 24 Issue 3 Pages 492-499
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe nonatriacontapeptide corresponding to the newly revised amino acid sequence of porcine adrenocorticotropic hormone (ACTH) was synthesized by successive condensations of 4 peptide fragments ; Z (OMe)-(15-19)-OH, Z (OMe)-(11-14)-OH, Z (OMe)-(5-10)-OH and Z-(1-4)-NHNH3, with H-(20-39)-OBzl, a synthetic intermediate of porcine corticotropin-like intermediate lobe peptide. The synthetic peptide exhibited the identical Rf value with that of natural porcine ACTH in two different solvent systems and its in vivo steroidogenetic activity was 148.2 IU/mg.View full abstractDownload PDF (1082K) -
YUKIO MORI, KAZUMI TOYOSHI, SHIGEO BABA1976 Volume 24 Issue 3 Pages 500-506
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe NIH shift during aryl hydroxylations of 4-dimethylamino-3'-methylazobenzene (3'-Me-DAB) and 3-methylacetanilide under various conditions has been investigated. 4-Hydroxy-3-methylacetanilide was obtained from 3-methylacetanilide (4-2H, or 4-3H) by rat in vivo metabolism or by incubation with hepatic microsomal preparations of rat, mouse, hamster, or rabbit, and 3'-Me-4'-hydroxy-DAB by incubation of 3'-Me-DAB (4'-3H, or 4'-8H) with the liver homogenates. Retention of heavy hydrogen in the hydroxylated products was determined by mass spectrometry or liquid scintillation counting. The degree of retention of isotopic hydrogen during hydroxylation of the labeled 3-methylacetanilide was affected by the pH of incubation media, the species variation, the sex of animal used as the source of microsomal preparations, and the pretreatment of animal with inducing agents. Pretreatment of rat or mouse with phenobarbital caused an increase in the retention of tritium in 4-hydroxy-3-methylacetanilide produced from 3-methylacetanilide-4-3H, while pretreatment with 3-methylcholanthrene or 3, 4-benzpyrene caused a decrease in the retention. Pretreatment of rat with the carcinogenic azo dye, 3'-Me-DAB, did not affect the NIH shift during the in vivo hydroxylation of 3-methylacetanilide-4-2H. The effect of induction on the retention of tritium or deuterium is unique to 3-methylacetanilide (4-2H, or 4-3H), and is not observed during hydroxylation of 3'-Me-DAB (4'-2H, or 4'-3H) in which the tritium retention is also independent on the pH of incubation media and the species.View full abstractDownload PDF (843K) -
TADAMASA HIRAYAMA, MASAHIRO KAMADA, MASATAKA MIMURA, HIDEAKI TSURUMI1976 Volume 24 Issue 3 Pages 507-514
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe synthesis of alkyl N-cyano cyanoacetimidates (II) and the action of hydrogen halides on II have been examined. The reaction of alkyl cyanoacetimidates (I) with cyanamide in the presence of a dispersing agent gave II in good yields. The cyclization of II with hydrogen chloride gave a mixture of 4-alkoxy-6-amino-2-chloropyrimidines (IV) and 4-alkoxy-2-amino-6-chloropyrimidines (V), but the addition of a Lewis acid led the cyclization in one specific direction exclusively giving IV. Hydrogen bromide and iodide effected cyclization reversely to give 2-amino-6-bromo-4-hydroxy (alkoxy) pyrimidines (IX, X) and 2-amino-4-hydroxy-6-iodopyrimidine (XII) as main products, respectively.View full abstractDownload PDF (964K) -
MICHIO KIMURA, TAKESHI NAKAJIMA, SHIGEHO INABA, HISAO YAMAMOTO1976 Volume 24 Issue 3 Pages 515-521
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSPreviously the authors have reported that the cyclization reaction of 1-(substitutedallyl)-2-benzyl-3, 4-dimethyl-1, 2, 5, 6-tetrahydro-pyridines with Lewis acid gives the novel type benzazocines which have potent analgesic activity. By examining in more details the novel cyclization reaction, it was found that this reaction was one of the available methods for the synthesis of varous 1-azabicyclo [3, 3, 1] non-6-enes. Some of them had analgesic activity in acetic acid Writhing test. Moreover, catalytic hydrogenation of the 1-azabicyclo [3, 3, 1] non-6-enes afforded the corresponding 1-azabicyclo [3, 3, 1] nonanes which are useful as agricultural chemicals and as additives or additive precursors for hydrocarbon compositions ranging from gasoline fractions through middle distillate fuels and lubricating oils.View full abstractDownload PDF (758K) -
NORIAKI TAKEGUCHI, ISAMU HORIKOSHI1976 Volume 24 Issue 3 Pages 522-530
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSEffects of concentrations of ammonium ion (NH+4) and potassium ion (K+) in the serosal solution on the acid secretory rate by bullfrog gastric mucosa were studied at near saturating substrates concentrations in vitro. The hydrogen chloride production system was treated as a multi-enzyme system. From kinetic analyses, the system was found to have co-operativities with regard to the activator K+ and the inhibitor NH+4. The co-operativity of the inhibitor increased as the K+ concentration increased. The co-operativity of K+ increased as the NH+4 concentration increased. Considering the fact that chloride ion (Cl-) and thiocyanate ion (SCN-) do not have co-operativities, it was suggested that SCN- inhibits the Cl- transport chain reaction and that NH+4 inhibits the hydrogen (H+) transport chain reaction. It was also discussed that NH+4 and SCN- were not uncoupler-type inhibitors like 2, 4-dinitrophenol.View full abstractDownload PDF (996K) -
TSUNEMATSU TAKEMOTO, MASAAKI UCHIDA, GENJIRO KUSANO1976 Volume 24 Issue 3 Pages 531-533
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS(-)-Dihydropyrocurzerenone (I), mp 65-66°, C15H18O, [α]17D-28° was isolated from Chloranthus serratus ROEM. et SCHULT. (Japanese name, "Futarishizuka"). Also, pyrocurzerenone (II) was identified by gas chromatography-mass spectrometry (GC-MS) and by a comparison in gas chromatography with an authentic specimen of pyrocurzerenone. Three additional sesquiterpenes were detected by GC-MS.View full abstractDownload PDF (449K) -
TAKUZO HISANO, TOSHIKAZU MATSUOKA, MASATAKA ICHIKAWA1976 Volume 24 Issue 3 Pages 533-537
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction of β-alkylpyridine N-oxides (I) with phenyl isocyanate (II) in dimethyl-formamide at 110° gave the cycloadducts (III and IV), although it was noticed that the reaction of pyridine N-oxide with II directly affords α-anilinopyridine. The duration at elevated temperature resulted in an increased yield of the anilino derivatives, while the cycloadducts tended to decrease. The effect by using various sorts of solvents demonstrated that dimethylformamide and dimethylsulfoxide are suitable for the formation of cycloadducts.View full abstractDownload PDF (637K) -
KUMIKO KURATA, SHIGERU TANAKA, KIYOSHI TAKAHASHI1976 Volume 24 Issue 3 Pages 538-540
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSPar condensation du bromure d'allyle, puis des halogenures d'alcoyles sur le malonate d'ethyle, nous avons prepare des alcoyl-allyl malonates d'ethyles. L'hydrolyse de ces esters donne des acides alcoyl-2Δ4-pentenoiques que I'on transforme, au moyen du bis-(methyl-3 butyl-2) borane, en acides alcoyl-2 hydroxy-5 pentanoiques. La cyclodehydration de ces acides hydroxyles conduit a des alcoyl-3 δ-lactones.View full abstractDownload PDF (444K) -
TADASHI KOMETANI, SHUNSAKU SHIOTANI, KEMMOTSU MITSUHASHI1976 Volume 24 Issue 3 Pages 541-544
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS3-Methyl-2, 3, 4, 5, 6, 7-hexahydro-1, 6-methano-1H-3-benzazonine (VIIb) has been synthesized. A four-step sequence [from 5-phenylpiperidone-2 (I)] gave N-methyl-N-carbethoxyaminomethyl-α-tetralone (III). Compound (III) was condensed with glyoxylic acid to give 2-carboxymethylene derivative (IVa) of III, which was converted to sevenmembered lactam (VI) by hydrogenation, hydrolysis, esterification and cyclization. Reduction of the carbonyl groups in VI afforded VIIb. Cyclization of N-carboxymethyl compound (IXb) prepared from III did not afford the 1H-3-benzazonine derivative, but 3-benzazocine derivative (X).View full abstractDownload PDF (602K) -
HARUAKI YAJIMA, KOUKI KITAGAWA, TOMIO SEGAWA, YOSHIHIRO NAKATA1976 Volume 24 Issue 3 Pages 544-546
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to obtain a useful compound for the radioimmunoassay of substance P. Tyr1-substance P was synthesized by the conventional method.View full abstractDownload PDF (490K) -
YOSHIHISA OKAMOTO, TAKEO UEDA1976 Volume 24 Issue 3 Pages 547-549
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA convenient synthesis of two 9-deazapurines (pyrrolo [3, 2-d] pyrimidines) are described. A mechanism which consists of ring opening, followed by recyclization of 4-amino-5-(2, 2-dicyanovinyl) amino-1, 3-dimethyluracil is also proposed.View full abstractDownload PDF (434K) -
TAKAO MURAKAMI, NOBUTOSHI TANAKA, MASAKO HATA, YASUHISA SAIKI, CHIUMIN ...1976 Volume 24 Issue 3 Pages 549-551
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIm Zusammenfang mit der chemotaxonomischen Untersuchungen der Gattung Pteris und der verwandten Gattungen wurden aus den oberirdischen Teilen von Pteris dispar KUNZE neben der schon bekannten ent-11α-Hydroxy-15-oxo-Kaur-16-en-19-carbonsaure (III) vier neue ent-Kaurantyp-Diterpene, namlich ent-11α-Hydroxy-15-oxo-16S-Kauran-19-carbonsaure (I), ent-11α-Hydroxy-15-oxo-16R-Kauran-19-carbonsaure (II), ent-7α, 9-Dihydroxy-15-oxo-Kaur-16-en-19, 6β-olid (IV) und ent-7α, 9-Dihydroxy-15-oxo-16S-Kauran-19, 6β-olid (V), isoliert.View full abstractDownload PDF (418K) -
KIYOSHI MURASE, KAZUHARU TAMAZAWA, TOSHIYASU MASE, SHIRO TACHIKAWA, YU ...1976 Volume 24 Issue 3 Pages 552-554
Published: March 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1-(7-Indenyloxy)-3-isopropylamino-2-propanol hydrochloride (Ia) and its 4-indenyloxy isomer (IIa) were synthesized through the sequence of reactions in which possible isomerization of the indene nucleus was prevented by avoiding alkaline conditions. By referring to these standards, the preparation (YB-2) synthesized by the previously described method was found to be a 2 : 1 mixture of Ia and IIa. tert-Butyl analogue of Ia and IIa (Ib, IIb) was also prepared similarly. Biological activities of Ia, IIa were compared with those of YB-2.View full abstractDownload PDF (438K)
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