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Volume 13, Issue 12
Displaying 1-19 of 19 articles from this issue
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Yoshifumi Maki, Makoto Sato, Kazunaga Obata1965 Volume 13 Issue 12 Pages 1377-1383
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo epimeric 3-amino-5α-cholestane-3-carboxylic acids were synthesized by both the Strecker method and the Bucherer-hydantoin synthesis as shown in Chart 1. The configurations of these amino acids were established by comparing the hydrolysis rate of their methyl esters. Additionally, their configurations were also supported by some other data such as the pKa' values, mass spectra, and infrared spectra of their derivatives.View full abstractDownload PDF (813K) -
Yukiko Tanaka, Tsugiharu Sugimura, Yoshimasa Tanaka1965 Volume 13 Issue 12 Pages 1384-1387
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe infrared spectra of 25 kinds of benzenesulfinamide and p-toluenesulfinamide derivatives were measured. The S-N bands were observed between 928 cm-1 and 872 cm-1 as in benzenesulfonamide and methanesulfonamide derivatives. Moreover, the bands near 1090 cm-1 were found in all of the sulfinamide derivatives. The spectral change on deuteration were examined. In the compounds having -S-NH-and-S-NH2 form, the bands near 900 cm-1 region shifted to the lower wave number (about 110∼18 cm-1). But no such shift has been observed in the bands near 1090 cm-1 and in the range 1075∼1035 cm-1.View full abstractDownload PDF (475K) -
Hisashi Nogami, Tsuneji Nagai, Akira Suzuki1965 Volume 13 Issue 12 Pages 1387-1391
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReaction between DAHG and organic acid, i.e., salicylic acid, trichloroacetic acid, monochloroacetic acid, or formic acid, was examined and the following results were obtained. 1. Three stages of the reaction, i.e., the initial, the main, and the final stages, were observed with the progress of dissolution of DAHG in acid. 2. The initial stage is concerned with the rapid increase of pH, which was considered to be due primarily to the adsorption of acid by DAHG and also to the dissolution of aluminum ion on the surface of DAHG. 3. The rate of dissolution of DAHG at the main stage was in accordance with equation (2). 4. The order of the reaction with respect to the hydrogen ion was influenced by the dissociation constant. 5. The effect of anion on the apparent rate constant, K2, was condiered to be a specific property of that anion and not applicalbe to any generalization. 6. The estimated activation energy was 23, 000∼25, 000 calories, indicating that the reaction between DAHG and organic acid might be chemically controlled. 7. At the final stage, corresponding to the reaction in the higher pH region than about 4, the increase of aluminum ion was ceased apparently.View full abstractDownload PDF (545K) -
Motohiro Nishio, Ito Teiichiro1965 Volume 13 Issue 12 Pages 1392-1398
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe synthesis of α-(alkylsulfinyl)cinnamic acid derivatives and the determination of their geometrical configuration by nuclear magnetic resonance method were described. In this connection, the nuclear magnetic resonance spectra of typical sulfindes, sulfoxides and sulfones were measured in deuterochloroform, carbon tetrachloride and in acetone. It was shown that the methylene protons adjacent to the sulfinyl group are magnetically nonequivalent and the magnetic nonequivalence of these protons depends markedly on the nature of solvent.View full abstractDownload PDF (736K) -
Shiro Terashima, Kazuo Achiwa, Shun-ichi Yamada1965 Volume 13 Issue 12 Pages 1399-1407
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSNew resolution method of α-methyl-α-amino acid has been accomplished by way of l-menthyl ester i.e. (-)-IIa, (-)-IIb, (+) and (-)-IIc-HCl, (-)-VII and (-)-VIII were obtained in pure state from DL-IIa, IIb, and IIc by way of the scheme shown in Chart 1 and 2.View full abstractDownload PDF (1118K) -
Hiroshi Hikino, Yasuko Hikino, Yasuyoshi Takeshita, Kanji Meguro, Tsun ...1965 Volume 13 Issue 12 Pages 1408-1416
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structure and absolute configuration of valeranone have been established as V from the following evidence. Valeranone (V) was converted into IX via VIII (R=O, X=H), and β-eudesmol (X ; R=CH2) into XVI via XV (X=H). VIII (R=O, X=H) was shown to be a diastereomer of XV (X=H), and IX the enantiomer of XVI, thus establishing the absolute configuration of the C-10 methyl as α and that of the C-7 isopropyl group as β. The absolute configuration of the C-5 methyl was confirmed to be α by observing a negative Cotton effect of XXI, the difference of the nuclear magnetic resonance signals of the C-5 methyl of V and XXIV, and the conversion of XXII into XXIII. The absolute stereochemistry was also supported by the nuclear magnetic resonance spectra of XXVI (R=H and Ac) which revealed that the C-4 hydroxyl of R-configuration was located in a 1, 3-diaxial relation to the C-10 methyl group.View full abstractDownload PDF (1134K) -
Hiroshi Hikino, Yasuko Hikino, Tsunematsu Takemoto1965 Volume 13 Issue 12 Pages 1417-1421
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSKanokonol, the sesquiterpenoid keto-alcohol isolated from Japanese valerians, has been shown to have stereostructure I(R=H) by means of spectral determinations and by conversion to the γ-lactone (IV) and to valeranone (XI).View full abstractDownload PDF (763K) -
Hiroshi Kugita, Mikio Takeda1965 Volume 13 Issue 12 Pages 1422-1430
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSHydroboration of Δ8-desoxycodeine (I) gave a B/C trans-fused morphine derivative, (-)-3-methoxy-8α-hydroxy-4, 5α-oxy-N-methylisomorphinan (III) along with two minor products, dihydropseudocodeine (IV) and VII. III, by reaction with p-toluenesulfonyl-chloride gave the 8-p-toluenesulfonate (Vc), which was treated with lithiun aluminum hydride to give (-)-3-methoxy-4, 5α-oxy-N-methylisomorphinan (VII). Elimination reaction of Vc with 2, 4, 6-collidine afforded two double-bond isomers, I and 3-methoxy-4, 5α-oxy-Δ7-N-methylisomorphinan (XII). I gave on hydrogenation the known dihydrodesoxycodeine (XIII). Hydrogenation of XII gave the B/C trans isomer, VII. Some additional studies were made on the hydroboration product (III) and its derivatives to support the B/C trans pentacyclic structure.View full abstractDownload PDF (1043K) -
Itiro Yosioka, Takeatsu Kimura1965 Volume 13 Issue 12 Pages 1430-1434
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe enantiomer of β-vetivone (II) was synthesized from hinesol (I), via an α, β-unsaturated ketone (V), and its acetate (VII), and thus the absolute configurations of I and II were proposed as expressed by the formula (Ic) and (IIb) respectively.View full abstractDownload PDF (662K) -
Toshio Nambara, Motohiko Kato1965 Volume 13 Issue 12 Pages 1435-1439
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structure of Zimmermann complexes produced from i-androstanolone (6β-hydroxy-3α, 5α-cycloandrostan-17-one) was investigated. By means of preparative thinlayer chromatography two complexes were successfully isolated and were elucidated as 6β-hydroxy-16ξ-(2, 4-dinitrophenyl)-3α, 5α-cycloandrostan-17-one, m.p. 113∼116°, and 3β-chloro-16ξ-(2, 4-dinitrophenyl)androst-5-en-17-one, m.p. 192∼194°, respectively. These results revealed that the former complex would be transformed into the latter one by contact with hydrochloric acid. On the other hand dehydroisoandrosterone gave Zimmermann complex, 3β-hydroxy-16ξ-(2, 4-dinitrophenyl)androst-5-en-17-one, m.p. 186∼188°, as a single product.View full abstractDownload PDF (649K) -
Kakuichi Sakai, Hikaru Ozawa1965 Volume 13 Issue 12 Pages 1440-1444
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTaste substances were administered to the frogs tongue treated with acetylcholine (ACh) in 10% propylene glycol solution and 2-dimethylaminoethanol (DMAE) which is considered to be precursor of ACh in animal body, and the changes in the sense of taste were studied by electrophysiological method. As a result, it was found that sense of taste was enhaced after trastment of the tongue with ACh as compared with before treatment. In addition, a phenomenon of sustained action of sense of taste was observed with DMAE. This suggests that as ACh-like substance may play an important role in the transmission of sense of taste.View full abstractDownload PDF (596K) -
Genkichi Ohta, Toshio Takegoshi, Katsujiro Ueno, Masao Shimizu1965 Volume 13 Issue 12 Pages 1445-1459
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSteroids with a furazan ring fused to the 2, 3-positions were synthesized. 2, 3-Dihydroxyiminoandrostanes (III) prepared from androstan-3-ones (I), via 2-hydroxyimino-3-ketones (IV), or 2, 3-diketones (II), were cyclized directly to androstano[2, 3-c]furazans (XVII) by means of alkali, succinic anhydride or thionyl chloride. Alternatively, 2, 3-dihydroxyimino compounds (III) were treated with sodium hypochlorite or lead tetraacetate to afford the corresponding furazan N-oxides (furoxans)(XXI), which were deoxygenated to the furazans (XVII) by heating with triethyl phosphite. Similarly, androst-4-eno and androsta-4, 6-dieno[2, 3-c]furazans (XVII, XIX) were prepared. Syntheses of their derivatives were also described.View full abstractDownload PDF (1758K) -
Akira Kasahara, Takeshi Onodera, Michiko Mogi, Yasuo Oshima, Masao Shi ...1965 Volume 13 Issue 12 Pages 1460-1469
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAndrofurazanol, 17β-hydroxy-17α-methyl-5α-androstano[2, 3-c]furazan, was found to be a new potent anabolic steroid with relatively low androgenicity. The fact has been ascertained by the determinations of myotrophic/androgenic ratio and nitrogenretaining activity using castrated male rats. Chick's comb assay has also been performed for the determination of the androgenic activity.View full abstractDownload PDF (934K) -
Masakazu Aritomi, Ikuko Kiyota, Tatsuji Mazaki1965 Volume 13 Issue 12 Pages 1470-1471
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA flavonoid compound, C21H20O10, m.p. 253∼254°(decomp.), was isolated from the leaves of Rumex acetosa LINNAEUS and identified as vitexin. Quercitrin was isolated as yellow needles, C21H20O11·1 2/3H2 O, m.p. 180∼181°(decomp.), from the leaves of R.japonicus HOUTTUYN, and identified as such.View full abstractDownload PDF (363K) -
Shinsaku Natori, Yuko Kumada1965 Volume 13 Issue 12 Pages 1472-1475
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS2, 5, 6, 7-Tetramethoxy(hydroxy)-and 2, 6, 7, 8-tetramethoxynaphthoquinones were synthesized, starting from gallic acid.View full abstractDownload PDF (577K) -
Richard H.F. Manske, Masao Tomita, Kazuyoshi Fujitani, Yasuko Okamoto1965 Volume 13 Issue 12 Pages 1476-1477
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (347K) -
Takuo Kosuge, Masami Yokota, Hiroyuki Sawanishi1965 Volume 13 Issue 12 Pages 1480-1481
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (315K) -
Yasuo Inubushi, Yoshisuke Tsuda, Emiko Katarao1965 Volume 13 Issue 12 Pages 1482-1483
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (336K) -
Hiroshi Hikino, Kanji Meguro, Yojiro Sakurai, Tsunematsu Takemoto1965 Volume 13 Issue 12 Pages 1484-1485
Published: December 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (364K)
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