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Volume 13, Issue 7
Displaying 1-21 of 21 articles from this issue
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Haruaki Yajima, Kazuo Kubo1965 Volume 13 Issue 7 Pages 759-764
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe synthesis of two steroisomeric pentapeptides, D-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycine and L-histidyl-L-phenylalanyl-L-arginyl-D-tryptophylglycine was described and their melanocyte-expanding activities have been assayed in vitro. It was observed that D-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycine is biologically inert while L-histidyl-L-phenylalanyl-L-arginyl-D-tryptophylglycine possesses 1×105 MSH U/g.View full abstractDownload PDF (901K) -
Takao Maki, Hiroshi Nakamura, Setsuzo Tejima, Masuo Akagi1965 Volume 13 Issue 7 Pages 764-769
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1-Thio-2-deoxy-β-D-glucose sodium salt dihydrate (X), m.p. 114∼115°, [α]15D+22°was prepared starting from 3, 4, 6-tri-O-acetyl-D-glucal (I) via 2-deoxy-3, 4, 6-tri-O-acetyl-D-glucopyranosyl bromide (VII) and 2-deoxy-3, 4, 6-tri-O-acetyl-β-D-glucopyranosyl ethylxanthate (VIII). The product afforded 2-deoxy-D-glucose anilide, benzyl 1-thio-2-deoxy-β-D-glucoside, m.p. 96∼97°, [α]21D-242°, and benzyl 1-thio-2-deoxy-3, 4, 6-tri-O-acetyl-β-D-glucoside, m.p. 60∼61°, [α]16D-192°. The optical rotatory dispersion of VIII reveals the similarity with that of 2, 3, 4, 6-tetra-O-acetyl-β-D-glucopyranosyl ethylxanthate, which supports the β-configuration of VIII, together with that of the compounds derived from VIII. Heating of I with thioacetic acid for 5.5 hours in the presence of a small amount of sulfuric acid, afforded crystals, m.p. 104∼105°, [α]22D+164°, in 60% yield. The structure was assigned to be 1-S-acetyl-1-thio-2, 3-didehydro-2, 3-dideoxy-4, 6-di-O-acetyl-α-D-eryhtro-hexose (II).View full abstractDownload PDF (778K) -
Munemitsu Tomoeda, Manabu Inzuka, Tetsuya Furuta, Toshitaka Koga1965 Volume 13 Issue 7 Pages 769-774
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe efficient catalytic action of polyphosphoric acid, when used in the presence of alkylmercaptans as nucleophiles, of normal ring opening of 17β-acetoxy-4, 5-epoxyandrostan-3-one (VII), was reported. With ethanethiol in PPA-dioxane at room temperature, VII afforded 4-ethylthio-17β-acetoxyandrost-4-en-3-one(VIII), and a further product, 17β-acetoxy-3, 4-bis(ethylthio)androsta-3, 5-diene (IX), accompanied by the third product with a transparent ultraviolet spectrum, the structure of which was tentatively assigned as 4β-ethylthio-5α-hydroxy-17β-acetoxy-5α-androstan-3-one (X). Ethanedithiol and 2-mercaptoethanol also reacted with VII, as expected, affording 17β-acetoxyandrosta 3, 5-dieno [3, 4-b]dithiane (XI) and its oxathiane (XII) derivative respectively. Unique ultraviolet absorption data of the dithiane (XI) and oxathiane (XII) was referred to in connection with the suggestion of presence of some unique conjugation in the -S-C3=C4-S- and -O-C3=C4-S- systems in these compounds.View full abstractDownload PDF (819K) -
Yoshio Ban, Masanao Terashima1965 Volume 13 Issue 7 Pages 775-785
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSWith an aim of determining the structure of rubremethinium cation, C-bisnorrubremetinium salts and their relative compounds were synthesized without any oxidation step, which indicated that the formula (II) is correct for rubremethinium cation in terms of absolute configuration. This assignment was supported by nuclear magnetic resonance data of this salt.View full abstractDownload PDF (1266K) -
Seiichi Saito, Tadasu Tanaka, Keishi Kotera, Hideo Nakai, Norio Sugimo ...1965 Volume 13 Issue 7 Pages 786-796
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo alkaloids norsecurinine and dihydronorsecurinine, were isolated from the root barks of Securinega virosa BAILL. Their planar structures and absolute stereochemistries were elucidated.View full abstractDownload PDF (1234K) -
Zen-ichi Horii, Takefumi Momose, Yasumitsu Tamura1965 Volume 13 Issue 7 Pages 797-803
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSη-Pyrromycinone (I), η-pyrromycinonic acid (XIII) and η-pyrromycinone trimethyl ether (IX) were synthesized by a series of reactions shown in Chart 1. The syntheses provide unequivocal confirmations for their structures.View full abstractDownload PDF (818K) -
Takuzo Nishimura, Bunji Shimizu1965 Volume 13 Issue 7 Pages 803-810
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAnomeric arabinofuranosyl and lyxofuranosyl nucleosides are synthesized by fusion of acylhalogenosugars with trimethylsilyl derivatives of uracil and thymine followed by removal of the protecting groups. The α-anomers of the nucleosides are found to be identical with the samples prepared by the mercury procedures. Relationships of optical rotations and nuclear magnetic resonance spectra between the anomers are described.View full abstractDownload PDF (955K) -
Hideo Nakao1965 Volume 13 Issue 7 Pages 810-818
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe quaternary ammonium salt 1-alkylcycloheptimidazol-2(1H)-one afforded1-alkylamino-7-alkyliminocycloheptatriene on heating with alkali. However, treatment of this salt with dilute aqueous sodium hydroxide at room temperature gave a ditropyl ether derivative. Action of active methylene compounds on the ammonium salt in the presence of sodium ethoxide yielded 6-substituted derivatives, which were easily dehydrogenated to the corresponding heptafulvene derivatives. As an example, the reaction of 2-oxo-1, 3-dibenzyl-1, 2-dihydrocycloheptimidazolinium chloride with ethyl cyanoacetate afforded 6-[cyano(ethoxycarbonyl)methyl]-1, 3-dibenzyl-3, 6-dihydrocycloheptimidazol-2(1H)-one, which was dehydrogenated to 6-[cyano(ethoxycarbonyl)methylene]-1, 3-dibenzyl-3, 6-dihydrocycloheptimidazol-2(1H)-one on heating with ethanol. This reaction made it clear that the quaternary ammonium salt has tropylium ion structure. Such reaction occurred also I case of 2-phenylcycloheptimidazole methiodide. The quaternary ammonium salts of 2-amino-and 2-methylthiocycloheptimidazole afforded 1-alkylcycloheptimidazol-2(1H)-one on treatment with acid.View full abstractDownload PDF (987K) -
Nobuo Soma, Jun-ichi Nakazawa, Taiichiro Watanabe, Yoshio Sato, Genshu ...1965 Volume 13 Issue 7 Pages 819-828
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReactions of 2-methoxytroponeimines were examined. Reactions with amines afforded 2-aminotroponeimine derivatives, including N-nonsubstituted and N-substituted derivatives. The reactions of the former products with ethyl chloroformate gave 1-substituted cycloheptimidazol-2(1H)-ones (VIII), whereas similar reaction on a latter gave 2-oxocycloheptimidazolium derivative (IX). Reactions of benzamidine, cyanamide, guanidine and their derivatives with 2-methoxytroponeimines afforded cycloheptimidazole derivatives (X∼XIII). Reactions 2-methoxytroponeimines with hydrogen sulfide afforded 2-aminotroponethiones (XVI) and the reaction with ethyl mercaptane afforded 2-ethylthioroponeimine (XVII).View full abstractDownload PDF (1233K) -
Hideo Nakao, Nobuo Soma, Genshun Sunagawa1965 Volume 13 Issue 7 Pages 828-837
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction of 2-methoxytroponeimine (I) and its N-methyl derivative (II) with active methylene compounds were carried out. The reaction of I with malononitrile, ethyl cyanoacetate or cyanoacetamide in the presence of sodium ethoxide afforded rearrangemet products, that is 3-phenylacrylic acid derivatives. The same reaction in the absence of sodium ethoxide gave mainly 2-imino-1, 2-dihydrocyclohepta[b]pyrrole derivatives. However, the reaction of I with diethyl malonate afforded ethyl 2-oxo-8-methoxy-1, 2-dihydrocyclohepta[b]pyrrole-3-carboxylate. II showed some different reactivity from I. Namely, the reaction of II with active methylene compounds in the presence of sodium ethoxide afforded 2-imino-1, 2-dihydrocyclohepta[b]pyrrole derivatives besides rearrangement products.View full abstractDownload PDF (1167K) -
Toshio Nambara1965 Volume 13 Issue 7 Pages 838-843
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSome 12-oxosteroids related to 12-dehydrodigoxigenin were synthesized and their optical rotatory dispersion was examined. On the basis of the optical data obtained conformation of ring C of these 12-oxo-14β-steroids was discussed.View full abstractDownload PDF (773K) -
Ryoichi Miyake, Yoshizo Shimamura, Hisa Yajima1965 Volume 13 Issue 7 Pages 843-858
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSubstrates containing electronegative groups have a strong trend to reduce hydrogenation activity of catalysts owing to self-poisoning, and fat hydrogenation is not exceptional. Paid due cautions on self-poisoning zero order with respect to substrates is readily confirmed. Discussions, putting aside the problem of poisoning, are concentrated on the behaviors of reactants on catalysts in connection with ethylene hydrogenation. Fat hydrogenation is considered as a specific instance of ethylene hydrogenation, where partial pressure of ethylene is enormously excess. A theory of local mobilization respecting reactants is advanced to meet the ethylene hydrogenation kinetics of independency on partial pressure of major species at low temperatures and of dependency on partial pressures of both species at high temperatures. Only for the latter case the Langmuir-Hinshelwood theory is applicable. Discrimination between active and inactive sites is thereby necessary. Interpretation for the preferential hydrogenation of linoleic acid to oleic acid on nickel catalyst is made in terms of equilibrium shift between two assumed quasi-complex compounds involving all the components concerned, one with linoleic acid and the other with oleic acid as a component, which also accounts for the failure of selectivity under high hydrogen pressures.View full abstractDownload PDF (1882K) -
Yukiko Tanaka, Yoshimasa Tanaka1965 Volume 13 Issue 7 Pages 858-861
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe infrared spectra of methanesulfonamide derivatives and their N-deuterated compounds were measured. The S-N stretching vibrations were recognized between 947∼836cm-1 as in benzenesulfonamide derivatives. The spectral shift of N-deuterated compounds were recognized lower wave number region about 72∼20cm-1than ordinary compounds. In addition the S-N bands of N-monosubstituted compounds is located in the lower wave number region than N, N-disubstituted compounds.View full abstractDownload PDF (510K) -
Kiichiro Kakemi, Takaichi Arita, Shozo Muranishi1965 Volume 13 Issue 7 Pages 861-869
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe rates of absorption of several sulfonamides were measured in the rectum of the anesthetized rat. Their absorption was considerably affected by the pH of solution. The unionized form was in general readily absorbed, while the ionized form was more slowly absorbed. Sulfonamides which are highly lipid-soluble were more readily absorbed than those which are poorly lipid-soluble. And there is a slightly acidic zone at the rectum-blood barrier, like the intestinal-blood barrier. The results suggest that sulfonamides are absorbed from the rectum by a passive transport, and that the patterns of absorption in the rectum are similar as a gastro-intestinal absorption of drugs. When the permeability constants were plotted against the absorption velocity constants, the good agreement was obtained among the spots. The diffusion constant as well as lipid-solubility is an important factor for rectal absorption.View full abstractDownload PDF (958K) -
Takeo Naito, Toru Yoshikawa, Fumiyoshi Ishikawa, Sumiro Isoda, Yoshiak ...1965 Volume 13 Issue 7 Pages 869-872
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS5-Unsubstituted oxazoles were allowed to react with acrylonitrile and structures of the products were determined. 3-Pyridinol derivatives were unexpectedly the main products in these reactions. A possible mechanism forming 3-pyridinols was discussed.View full abstractDownload PDF (594K) -
Toru Yoshikawa, Fumiyoshi Ishikawa, Yoshiaki Omura, Takeo Naito1965 Volume 13 Issue 7 Pages 873-878
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSCondensation of I with several dienophiles caused three types of reaction, i.e. reaction A, B, and C; reaction B and C afforded 3-pyridinol derivatives. A likely mechanism of these reactions are considered as Diels-Alder's condensation of I with dienophiles and subsequent aromatization to pyridine nuclei.View full abstractDownload PDF (798K) -
Toru Yoshikawa, Fumiyoshi Ishikawa, Takeo Naito1965 Volume 13 Issue 7 Pages 878-881
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSPyridoxine dimethyl ether (II) and 4-deoxypyridoxine (IV) were synthesized from I by reaction B and C, respectively. V was also derived to pyridoxine via VIII by application of Okamoto's method.View full abstractDownload PDF (504K) -
Koji Nakanishi, Shin-ichi Sasaki, A.K. Kiang, J. Goh, Hiroshi Kakisawa ...1965 Volume 13 Issue 7 Pages 882-890
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSPreliminary results of the screening of Malaysian and Singapore plants comprising 89 species, 82 genera and 40 families are reported. The extracts were tested for antimicrobial activity, toxicity and antitumor activity, and spot tests have also been carried out for testing the presence of alkaloids, phenolic substances, amino acids, reducing sugars, and acidic and basic substances.View full abstractDownload PDF (809K) -
Nobusuke Kawano, Michiko Hirai, Atsuko Kaneko1965 Volume 13 Issue 7 Pages 890-891
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (375K) -
Masao Shimizu, Genkichi Ohta, Katsujiro Ueno, Toshio Takegoshi, Yasuo ...1965 Volume 13 Issue 7 Pages 895-897
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (453K) -
Tsunematsu Takemoto, Yoshikazu Kondo, Hiromu Mori1965 Volume 13 Issue 7 Pages 897-899
Published: July 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (462K)
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