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Volume 31, Issue 3
Displaying 1-48 of 48 articles from this issue
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MASAYUKI KUZUYA, FUMIO MIYAKE, TAKACHIYO OKUDA1983 Volume 31 Issue 3 Pages 791-797
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIt was shown that CNDO/S-CI calculation is capable of distinguishing the electronic structures of the excited singlet state of two ring systems ; phthalide (3) and 3, 4-dihydro-1 (2H)-phthalazinone (4). In the excited state calculations by the CNDO/S-CI method, the computed transition energies of 3 and 4 to the lowest π-π* excited singlet state were found to be in reasonable agreement with the observed and reduced values for 3 and 4. The wavelengths of the maximum extinction coefficient of 3 and 4, which can be assigned to the lowest π-π* singlet state, were deduced from the difference ultraviolet (UV) absorption spectrum of malachite green lactone (MGL) and malachite green hydrazide (MGH) against bis-(p-dimethylanilino)-methane, respectively. Inspection of the configuration mixing in the CI states disclosed that the lowest π-π* excited singlet state is mainly composed of the HOMO-LUMO transition in both compounds, though the mixing ratios are different. However, the HOMO polarizations are quite different from each other ; the HOMO coefficient of the N3-atom in the hydrazino moiety of 4 is much larger than that of the O2-atom of 3. Thus, the excitation of 4 to the lowest excited singlet state results in a substantial intramolecular charge transfer of π-electrons from the N3-C4-group to the benzoyl moiety based on the variation of the atomic electron densities. The n-π* excitation and the lowest π-π* excited triplet state of 4 did not show similar propensities. These findings may be associated with the heterolytic cleavage of the C4-N3 bond in the lowest excited singlet state.View full abstractDownload PDF (749K) -
TAKAO NISHI, KATSUYOSHI YAMAMOTO, TAKEFUMI SHIMIZU, TOSHIMI KANBE, YUK ...1983 Volume 31 Issue 3 Pages 798-810
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMany alkyl 4-(2-oxo-1, 2, 3, 4-tetrahydro-6-quinolyloxy) butyrates and related compounds were synthesized and tested for inhibitory activity against blood platelet aggregation in vitro. Among them, ethyl 4-(2-oxo-1, 2, 3, 4-tetrahydro-6-quinolyloxy) butyrate was found to have the most potent inhibitory activity. The structure-activity relationships are discussed.View full abstractDownload PDF (1293K) -
NORIHIKO TANNO, SHIRO TERASHIMA1983 Volume 31 Issue 3 Pages 811-820
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to develop a novel synthetic route to a key synthetic intermediate ((R)-(-)-3) for optically active anthracyclinones (2a-d), preparation of the racemic intermediate ((±)-3) from the α, β-unsaturated ketone (6), obtainable from the α, β-unsaturated acid (5) or the 2-tetralone (11), was attempted according to the designed synthetic scheme. Since epoxidation of the racemic allylic alcohol ((±)-7) produced by reduction of 6, followed by reductive cleavage of the epoxides ((±)-8a, b) and oxidation of the vicinal-diol ((±)-9a), was found to readily give the desired (±)-3 in good overall yield, optically pure (R)-(-)-3 should be obtainable from 6 if 6 can be asymmetrically reduced to afford (S)-7 in a high optical yield. The racemic ketone ((±)-3) was further transformed to (±)-7-deoxy-4-demethoxy-daunomycinone dimethyl ether ((±)-13), from which racemic 4-demethoxyanthracyclinone ((±)-2c, d) could be elaborated.View full abstractDownload PDF (1213K) -
NORIHIKO TANNO, SHIRO TERASHIMA1983 Volume 31 Issue 3 Pages 821-836
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAsymmetric reduction of 2-acetyl-5, 8-dimethoxy-3, 4-dihydronaphthalene (1) with a novel modified hydride, originally prepared by partial decomposition of lithium aluminum hydride with (1R, 2S)-(-)-N-methylephedrine (1.0 eq) and N-ethylaniline (2.0 eq), was found to proceed highly stereoselectively, giving (S)-(-)-2-1'-hydroxyethyl-5, 8-dimethoxy-3, 4-dihydronaphthalene ((S)-(-)-2) in 100% chemical and 92% optical yields. Direct recrystallzation of (S)-(-)-2, 92% e.e., afforded optically pure (S)-(-)-2 in 87% yield based on 1. Optically pure (S)-(-)-2 was converted to (R)-(-)-2-acetyl-5, 8-dimethoxy-1, 2, 3, 4-tetrahydro-2-naphthol ((R)-(-)-3), 100% e.e., a versatile key intermediate for optically active anthracyclinone synthesis, in a good overall yield according to the reaction scheme established in the preceding paper. Synthesis of optically pure (+)-4-demethoxydaunomycinone ((+)-4d) and (+)-4-demethoxyadramycinone ((+)-4c) was accomplished by using optically pure (R)-(-)-3 as a starting material and by following the reported synthetic scheme with slight modifications.View full abstractDownload PDF (1846K) -
NORIHIKO TANNO, SHIRO TERASHIMA1983 Volume 31 Issue 3 Pages 837-851
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe asymmetric reduction of open chain enones to the corresponding optically active allylic alcohols was achieved in higher chemical (92-100%) and optical (78-98% e.e.) yields than those for cyclic enones (58-88% chemical and 34-58% optical yields). The observed high optical yields for optically active allylic alcohols can be explained on the assumption that, unlike cyclic enones in which the double bonds are fixed in s-trans conformation, open chain enones can be reduced in their s-cis conformations. An optically active propargylic alcohol was similarly produced from an ynone in 88% chemical and 76% optical yields by means of the present asymmetric reduction. When the same asymmetric reduction was applied to simple aromatic and aliphatic ketones by using 1.8 eq of the chiral reducing agent, the corresponding optically active alcohols were obtained in 88-100% chemical and 51-90% optical yields (for aromatic ketones) and in 78-98% chemical and 0-67% optical yields (for aliphatic ketones). On the basis of the results obtained in this and the preceding paper, a possible structure of the exploited chiral reducing agent is proposed and the transition states for the asymmetric reduction are discussed.View full abstractDownload PDF (1622K) -
TAKAO NISHI, FUJIO TABUSA, TATSUYOSHI TANAKA, HIRAKI UEDA, TAKEFUMI SH ...1983 Volume 31 Issue 3 Pages 852-860
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA series of N, N-disubstituted-ω-(1, 2-dihydro-2-oxoquinolyloxy) alkanecarboxamides was synthesized and tested for inhibitory activity towards collagen- and ADP-induced aggregation of rabbit blood platelet in vitro. These compounds were prepared by the reaction of ω-(1, 2-dihydro-2-oxoquinolyloxy) alkanoic acid and various amines by the mixed anhydride method. Among them, N-cyclohexyl-N-(2-hydroxyethyl)-4-(1, 2-dihydro-2-oxo-6-quinolyloxy) butyramide (IVa1) was found to have the most potent inhibitory activity. The structure-activity relationships are discussed.View full abstractDownload PDF (771K) -
YUICHI HASHIMOTO, KOICHI SHUDO, TOSHIHIKO OKAMOTO1983 Volume 31 Issue 3 Pages 861-869
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMitomycin C (MMC) binds to deoxyribonucleic acid (DNA) after its reductive activation by catalytic hydrogenation with Pd on charcoal. Three modified nucleotides, named MG-1, MG-2 and MA, were isolated and purified by high performance liquid chromatography (HPLC) from the modified DNA after enzymatic hydrolysis to 5'-nucleotides with nuclease P1. Analysis of the proton nuclear magnetic resonance (1H-NMR) and ultraviolet (UV) spectra, and studies of the acid and enzymatic hydrolysates of these modified nucleotides suggested that MG-1 and MG-2 are deoxyguanylic acid-MMC adducts bound at position 1 of mitosene and a heteroatom of the guanine moiety. Analogous binding to an adenine moiety is proposed for the adduct, MA. Chemical transformations (methylation, diazotization and thioketonization) were used to unambiguously determine the binding sites of the purine bases. The binding sites were identified as the N2 atom of guanine for MG-1, the O6 atom of guanine for MG-2, and the N6 atom of adenine for MA. Thus, these three modified nucleotides were concluded to be 1, 2-trans-2, 7-diamino-1-(N2-deoxyguanylyl) mitosene (MG-1), 2, 7-diamino-1-(O6-deoxyguanylyl) mitosene (MG-2), and 2, 7-diamino-1-(N6-deoxyadenylyl) mitosene (MA). These same modified nucleotides were identified in DNA extracted from the livers of rats treated with MMC.View full abstractDownload PDF (993K) -
TAKASHI NAKAGAWA, KOJI HAYASHI, HIROSHI MITSUHASHI1983 Volume 31 Issue 3 Pages 870-878
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe aglycone portion of the glycosides of the chinese crude drug "Pai-ch'ien" was investigated. Three new compounds named glaucogenin-A (1), -B (3), and -C mono-D-thevetoside (8) were isolated and their structures were characterized on the basis of spectroscopic and chemical evidence, and that of 8 was determined by X-ray crystallography. They were found to possess an unprecedented 13, 14 : 14, 15-disecopregnane-type skeleton.View full abstractDownload PDF (880K) -
TAKASHI NAKAGAWA, KOJI HAYASHI, HIROSHI MITSUHASHI1983 Volume 31 Issue 3 Pages 879-882
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe glycosides of the Chinese Crude drug "Pai-ch'ien" have been further investigated. Two new glycosides named glaucoside-F (8) and -G (9) were isolated and their structures were characterized on the bases of spectroscopic evidence and analyses of their hydrolysates by thin-layer chromatography (TLC). They were found to possess α-L-cymaropyranose at the terminal of their sugar chains, like glaucoside-B (4), -C (5), -D (6), and -E (7).View full abstractDownload PDF (547K) -
YINGCHE KUO, TOYOHIKO AOYAMA, TAKAYUKI SHIOIRI1983 Volume 31 Issue 3 Pages 883-886
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSBenzyl 2-aryl-2-benzylsulfonylacetates (4) and -propionates (9), of which the latter compounds were easily prepared by methylation of 4, have been conveniently converted to 2-arylacetic and -propionic acids (8 and 10) with sodium amalgam in methanol followed by aqueous treatment.View full abstractDownload PDF (498K) -
NOBUO IKOTA, KAZUO ACHIWA, SHUNICHI YAMADA1983 Volume 31 Issue 3 Pages 887-894
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAsymmetric synthesis of optically active amines (15) by catalytic hydrogenation and chemical transamination of the schiff bases (10) of (S)-α-amino acid esters (8) with ketones (9) was achieved. The effects of solvents and the ester moiety of chiral reagents on the asymmetric induction were examined, and (S)-(+)-2-amino-3-phenylpropane (15a) was prepared from (S)-valine tert-butyl ester and phenylacetone in 63% yield and 87% optical yield. The possible steric course of the asymmetric hydrogenation is discussed. The reduction of the Schiff bases (10) with sodium borohydride is also described.View full abstractDownload PDF (839K) -
TIANSHUNG WU, CHANGSHENG KUOH, HIROSHI FURUKAWA1983 Volume 31 Issue 3 Pages 895-900
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFive new acridone alkaloids, citracridone-I (1a), -II (1b), citpressine-I (2a), -II (2b), and prenylcitpressine (3) along with a known acridone alkaloid, 5-hydroxynoracronycine (5), and three known coumarins, clausarin (6), suberosin (7a), and xanthyletin (8) were isolated from the root bark of Citrus depressa (Rutaceae) collected in Taiwan and characterized. This is the first report of isolation of acridone alkaloids from Citrus species. In the structure elucidations, the use of nuclear Overhauser effect (NOE) experiment on the O-methoxymethyl derivatives of phenolic acridone alkaloids was shown to be useful for the determination of the location of the phenolic hydroxyl groups.View full abstractDownload PDF (721K) -
TIANSHUNG WU, HIROSHI FURUKAWA1983 Volume 31 Issue 3 Pages 901-906
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFractionation and chromatography of the acetone extract of the root bark of Citrus sinensis OSBECK var. brasiliensis TANAKA (Rutaceae) afforded three new acridone alkaloids namely citrusinie-I, -II and citbrasine and a new coumarin, ethylsuberenol. The structures of citrusinine-I, -II, and citbrasine, and ethylasuberenol were characterized as 1a, 2a, 3, and 6, respectively. Citracridone-I (4), suberenol (7), suberosin (8), crenulatin (9), xanthoxyletin (10), xanthyletin (11), nordentatin (12), elemol (13), and p-hydroquinone were also isolated.View full abstractDownload PDF (701K) -
YOSHIKO SONODA, YOSHIHIRO SATO1983 Volume 31 Issue 3 Pages 907-911
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSEpoxidation of (22E)-3β-acetoxylanosta-8, 22-dien-24-one (1) afforded the 22, 23-epoxides (2) which were led to (22R)-22-hydroxylanosterol (7a) predominantly and (22S)-22-hydroxylanosterol (8a) as a minor product in a few steps. The epimeric relationship of 7a and 8a was confirmed by Jones oxidation of 7a t) give the 3, 22-diketo compound (9), which furnished mainly (22S)-22-hydroxylanosterol (8a) on hydride reduction.View full abstractDownload PDF (595K) -
TAKUSHI KURIHARA, KEIKO NASU, MASATOSHI INOUE, TOSHIMASA ISHIDA1983 Volume 31 Issue 3 Pages 912-918
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSX-Ray crystallographic analyses of two isomeric azines of 3-acetyl-4-(2-chlorophenyl)-4-hydroxy-2-methoxycrotonic acid lactones (5b and 6b), which were pepared by reaction of 1b with hydrazine dihydrochloride, were carried out. The stereochemical difference between 5b (red needles) and 6b (yellow needles) is mainly in the =N-N= bonding mode ; this group takes the completely planar conformation in 5b, and the twisted conformation in 6b. From the results of energy calculations, thermal analyses, and epimerization reactions, it could be concluded that the yellow crystals (6) are structurally more stable than the red crystals (5).View full abstractDownload PDF (665K) -
TAICHI OHMOTO, OHGI YOSHIDA1983 Volume 31 Issue 3 Pages 919-924
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA new biflavone, 5'''-hydroxyamentoflavone, was isolated, together with naringenin, apigenin, luteolin, 2, 3-dihydroamentoflavone, amentoflavone, afzelin, cosmosiin, quercitrin, and 4-β-D-glucopyranosyloxyferulic acid, from pollen grains of Cryptomeria japonica D. DON.View full abstractDownload PDF (748K) -
KUNIZO ARAI, TADASHI YOSHIMURA, YOSHITAKA ITATANI, YUZURU YAMAMOTO1983 Volume 31 Issue 3 Pages 925-933
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA novel metabolite named astepyrone and two other new metabolites were isolated from Aspergillus terreus IFO 4100, and their chemical structures were determined. The biosynthesis of astepyrone was also studied and this metabolite was proved to be formed through the ring cleavage of orsellinic aldehyde.View full abstractDownload PDF (1013K) -
TAIKO ODA, YOSHIHIRO SATO1983 Volume 31 Issue 3 Pages 934-946
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTo elucidate the microbial activities of Streptomyces cinereocrocatus, (+)- and (-)-2'-demethoxydehydrogriseofulvin (1c and 3c) were synthesized and subjected to microbial transformation. The microbial transformation of the (-)-enantiomer (3c) afforded (+)-2'-demethoxy-2', 3'-dihydrodehydrogriseofulvin (18) as the sole product in a high yield (60%). On the other hand, the microbial transformation of the (+)-enantiomer (1c) gave (+)-2'-demethoxygriseofulvin (6) (12%) and a mixture of (-)-and (+)-2'-demethoxy-2', 3'-dihydrodehydrogriseofulvin (14 and 18) (8%). The results indicate that the microbial transformations take place directly and/or after isomerization with hydrogenations, depending on the kinds of substrates concerned, i.e., (+)- and (-)-2'-demethoxydehydrogriseofulvin analogs. It was concluded that the modes of microbial transformation of dehydrogriseofulvin analogs are greatly influenced by the structure of the substrates, i.e. the substituent at the 2'-position and/or the enantiomeric nature.View full abstractDownload PDF (1477K) -
MIYOJI HANAOKA, CHISATO MUKAI, YOSHIO ARATA1983 Volume 31 Issue 3 Pages 947-952
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSPhotooxygenation of berberine (5) in methanol in the presence of sodium methoxide and rose bengal afforded the 8, 14-dimethoxy-13-oxoberbine (12), which, on being heated in methanol, readily yielded 8-methoxyberberinephenolbetaine (6), a key intermediate to phthalideisoquinoline alkaloids, (±)-α- and (±)-β-hydrastine (7 and 8). Reduction of 6 with sodium borohydride furnished mostly (±)-ophiocarpine (9) and a little (±)-epiophiocarpine (10).View full abstractDownload PDF (683K) -
HIROSHI HOSODA, NORIHIRO KOBAYASHI, TOSHIO NAMBARA1983 Volume 31 Issue 3 Pages 953-958
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effect of the bridge heterologous combination between antiserum and enzymelabeled steroid on sensitivity in heterogeneous enzyme immunoassay for 11-deoxycortisol has been investigated. Four 11-deoxycortisol derivatives possessing different bridges at C-4 were employed for the preparation of both antisera and enzyme-labeld antigens. They were 4-(carboxymethylthio)-11-deoxycortisol, 4-(2-carboxyethylthio)-11-deoxycortisol, 4-(2-hemisuccinoyloxyethylthio)-11-deoxycortisol, and 4-hemisuccinoyloxy-11-deoxycortisol. The N-succinimidyl esters of the carboxylated derivatives were reacted with β-galactosidase to give enzyme-labeled antigens. The antisera to 11-deoxycortisol used were those raised against the conjugates of these haptenic derivatives with bovine serum albumin. The sensitivities obtainable with four homologous and twelve heterologous systems were tested. When thioether derivatives were used for enzyme labeling, the effectiveness of heterology on assay sensitivity was dependent upon the length of the bridge. It was found that the heterologous system using the enzyme-labeled steroid obtained from a hapten having a bridge shorter than that used for antibody production resulted in an increase in sensitivity of the assay, whereas the use of a longer bridge was not effective. This finding is in good agreement with that obtained in our previous study on enzyme immunoassay for cortisol.View full abstractDownload PDF (698K) -
KAZUHIKO TAKAHASHI, KOHFUKU HUANG KOHDA, YUTAKA KAWAZOE1983 Volume 31 Issue 3 Pages 959-965
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwelve kinds of alkylated derivatives of 4-nitroquinoline 1-oxide (4NQO) were tested for their mutagenicity on S. typhimurium TA100. The assay method was slightly modified from the original procedure of Ames in order to obtain a better correlation with intrinsic chemical properties of the compounds. It was found that mutagenic potencies of these derivatives were linearly correlated with the metabolic rates of 4NQO's to the corresponding 4-hydroxyaminoquinoline 1-oxides (4HAQO's), the correlation coefficient being 0.930. The steric requirements for enzymic reduction of the nitro group seem to be the major determinant of the mutagenic activity of the derivatives, and surprisingly, the substituents do not have any appreciable effect either on the subsequent metabolic activation step (aminoacylation of 4HAQO's) or on the ultimate nonenzymatic modification step.View full abstractDownload PDF (712K) -
KENZO CHIBA, MASAYOSHI TAKEUCHI, TETSURO MOHRI, TAKAO OHYASHIKI1983 Volume 31 Issue 3 Pages 966-970
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe intrinsic tyrosine fluorescence of the porcine intestinal calcium binding protein (CaBP, 7μM) was quenched by the addition of ∼170μM ethyleneglycol-bis (2-amino ethylether)-N, N, N', N'-tetraacetic acid (EGTA), returning progressively to its original level with increasing concentration of subsequently added Ca3+ up to 117μM, in a concentrationdependent manner. In the presence of an excess of EGTA, the intrinsic fluorescence of the CaBP was further quenched by 1M or less of guanidine-HCl, While it was enhanced by 2-4M guanidine. In the presence of an excess of Ca2+, the fluorescence intensity increased monotonically with increasing concentration of guanidine (∼4м). Quenching of the intrinsic fluorescence of the CaBP by alkaline pH's (above 8) was moderated by addition of EGTA compared to that measured in the presence of Ca2+. KCl (∼100mм) showed a quenching effect on the fluorescence in the presence of 83μм EGTA, an enhancing effect in the presence of 1 mм EGTA, and no effect in the presence of Ca2+ at a concentration sufficient to saturate the CaBP. These experimental results suggest that Ca2+ binding to the CaBP induces microenvironmental and also significant conformational changes in the tyrosine-containing region of the protein.View full abstractDownload PDF (589K) -
HIROKO SAKAMOTO, IZUMI NAGATA, KIYOMI KIKUCHI, MASAKO AIDA, MASACHIKA ...1983 Volume 31 Issue 3 Pages 971-978
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to investigate the role of the tryptophan residue of human serum albumin (HSA) in drug binding, HSA oxidized with 8 molar equivalents of N-bromosuccinimide (NBS) was prepared at pH 4.1. The NBS-oxidized HSA had lost the lone tryptophan residue without change in tyrosine content, and the modified protein retained the gross polypeptide conformation of native HSA as far as could be judged from the circular dichroism (CD) spectrum. The binding ability of NBS-oxidized HSA for chlordiazepoxide was decreased by about 60% from that of HSA. However, the binding of phenylbutazone and warfarin at the most reactive site of the modified HSA was not very different from that to HSA. These results suggest that the lone tryptophan residue in HSA lies in or near the indole and benzodiazepine binding site and not in the primary binding site of warfarin and phenylbutazone.View full abstractDownload PDF (988K) -
TAMIO MAITANI, KAZUO T. SUZUKI1983 Volume 31 Issue 3 Pages 979-984
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe induction of renal metallothionein (MT) by indium and nickel loadings was studied by the use of a high performance liquid chromatograph coupled with an atomic absorption spectrophotometer. The amount of MT detected in the kidneys at 24h postinjection showed a linear dose-dependence up to 100 and 260μmol/kg body weight of indium and nickel, respectively, given by intraperitoneal (i.p.) injection. The results suggested that the renall MT was synthesized in the kidneys per se. The quantities of MT induced in the liver and kidneys by indium loading were correlated well with hepatic and renal indium concentrations, respectively, after i.p. or intravenous (i.v.) injection. Although the kidneys accumulated a high concentration of indium after repeated administrations, indium was not detected in the MT fraction on gel filtration chromatography. Only tiny MT peaks were observed at 7 d compared to those at 1 d after a single i.v. injection of indium.View full abstractDownload PDF (678K) -
TAKAYUKI FUNAKOSHI, SATOSHI HAYATA, SHOZO SHOJI, HIROSHI UEKI, YUKIHO ...1983 Volume 31 Issue 3 Pages 985-991
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSCarboxypeptidase CUa, isolated from the exocarp of Citrus unshiu MARC., was bound to CNBr-activated agarose with coupling yields of 74-99%. The immobilized enzyme possessed 77-122% of the activity of the native enzyme and was stable to repeated assays and prolonged storage. It showed a broad substrate specificity similar to that of the native enzyme and liberated amino acids including proline sequentially from the C-termini of angiotensin I, bradykinin potentiator C, the oxidized B chain of bovine insulin, and bovine plasma albumin.View full abstractDownload PDF (771K) -
SADAKI FUJIMOTO, TSUTOMU NAKAGAWA, SUSUMU ISHIMITSU, AKIRA OHARA1983 Volume 31 Issue 3 Pages 992-1000
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe mechanism of inactivation of papain (EC 3.4.4.10) by sodium bisulfite was investigated. The inactivation was pH-dependent, and the rate was rapid around pH 6 to 8. Exchange of oxygen for nitrogen gas or addition of radical scavengers largely prevented the inactivation. The results indicate that the inactivating effect of sodium bisulfite is oxygen-dependent and is caused by free radicals formed during the autooxidation of (bi) sulfite. The inactivation was accompanied by a decrease of the essential sulfhydryl group of papain. Treatment of inactivated papain with 2-mercaptoethanol led to partial reactivation with concomitant restoration of the sulfhydryl group. The inactivated papain was judged not to be dimeric on the basis of molecular weight determination. Treatment of papain with 35S-labeled sodium bisulfite resulted in incorporation of a significant amount of radioactivity into the protein. However, the incorporation into iodoacetate-treated papain was slight. Treatment of the labeled protein with 2-mercaptoethanol led to some reduction of the specific radioactivity incorporated with concomitant restoration of the enzyme activity. Based on these results, it is likely that (bi) sulfite inactivates papain through modification or oxidation of the essential sulfhydryl group of the enzyme. In addition, yeast alcohol dehydrogenase (EC 1.1.1.1) was also readily inactivated by (bi) sulfite while lysozyme (EC 3.2.1.17) was resistant to inactivation.View full abstractDownload PDF (945K) -
TOMOKO TAKAHASHI, YUKIKO TSUCHIDA, MASANORI IWAMA, RITSUKO OHTSUKI, MA ...1983 Volume 31 Issue 3 Pages 1001-1009
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThree forms of glucoamylase [EC 3.2.1.3] have been purified from a Rhizopus sp. and named Gluc1, Gluc2 and Gluc3 in order of content (T. Takahashi et al., J. Biochem., 84, 1183 (1978)). Gluc1 (M. W. 74000 ; specific activity 66 units/mg ; N-terminal Ala ; C-terminal-Ser-Ala·OH) was converted by papain and chymotrypsin into two active derivatives named pap-Gluc and chymo-Gluc, respectively. pap-Gluc was characterized by a molecular weight of 57000 and a specific activity of 88 units/mg, and chymo-Gluc by a molecular weight of 64000 and a specific activity of 78 units/mg. The C-terminal amino acid sequences of both modified enzymes were identical with that of Gluc1 but their N-terminal amino acids were different from that of Gluc1. These results, together with the results of amino acid and sugar analyses, indicate that papain and chymotrypsin liberated glycopeptide and peptide moieties, respectively, from the N-terminal side of Gluc1. The two modified enzymes had almost the same pH optimum, pH stability and heat stability as those of Gluc1. However, they differed from Gluc1 in the values of Km and Vmax for high-molecular-weight substrates, although they showed identical kinetic parameters for low-molecular-weight substrates. The close similarity between pap-Gluc and Gluc2 as well as between chymo-Gluc and Gluc3 is discussed.View full abstractDownload PDF (1115K) -
MASAMI ISHIDA, NAOKI NAMBU, TSUNEJI NAGAI1983 Volume 31 Issue 3 Pages 1010-1014
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe aim of this study was to investigate the availability of an oral ointment base which contains Carbopol-934 (CP) and sticks to the oral mucosa for the treatment of aphtha. The ointment base (CP ointment) was prepared by mixing 0, 10, 20 or 30% (w/w) CP with the following three kinds of ointment bases : white petrolatum (WP), hydrophilic petrolatum (HP), and absorptive ointment (AO). Finally, prednisolone was added to each base as a model drug. The in vitro pharmaceutical properties of CP ointments were evaluated by penetrating, shearing stickiness and drug release tests. An in vivo absorption test using hamster cheek pouch was carried out by periodic measurement of the amount of drug remaining in the ointment applied. In each ointment, the consistency, the shearing stickiness and % of prednisolone released increased with increase in the content of CP. In the in vivo absorption test, no absorption of prednisolone was detected from the ointments of HP and AO, while absorption occurred from the CP ointment with WP base.View full abstractDownload PDF (597K) -
HIROYUKI IMAIZUMI, NAOKI NAMBU, TSUNEJI NAGAI1983 Volume 31 Issue 3 Pages 1015-1020
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effects of three binding agents, microcrystalline cellulose (MCC), hydroxypropyl cellulose (HPC) and polyvinylpolypyrrolidone (PVPP), as well as a physical mixture and a freeze-dried mixture of MCC and HPC (4 : 1), on the binding and disintegrating properties of acetaminophen (AAP) tablets prepared by direct compression were studied. Swveral physical properties of the powders and tablets were also studied. The order of binding ability of the binding agents evaluated from the cohesion was as follows : freeze-dried mixture ≒MCC≒ physical mixture>HPC>PVPP. The order of hardness of AAP tablets containing various concentrations of the binding agents was as follows : freeze-dried mixture>physical mixture>MCC>HPC>PVPP. The disintegration time of AAP tablets containing MCC was very long, while that of tables containing other binding agents was short. This is probably because crystalline regions of MCC bond strongly to each other in tablets, and this is related to the small amount of water intake and low swelling ratio of MCC. PVPP was shown to have a rather large pore volume and small cohesion, and this is presumably related to the good disintegrating properties of PVPP. The physical mixture and the freeze-dried mixture of MCC and HPC were excellent binding agents and disintegrators for tablets of drug powders with poor binding properties such as AAP.View full abstractDownload PDF (625K) -
MAKOTO OTSUKA, NOBUYOSHI KANENIWA1983 Volume 31 Issue 3 Pages 1021-1029
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe dehydration processes of cephalexin phases IV, II, III-1/2 H2O, V-H2O and the noncrystalline solid dihydrate (NC-2H2O) were studied by means of various thermal kinetic analyses using differential thermal analysis (DTA) and differential scanning calorimetry (DSC) instruments. The activation energy and mechanism of dehydration were determined by using approximate thermal kinetic analyses according to Kissinger's and Barton's methods, as well as the nonisothermal kinetic method of Criado and the isothermal DSC method. The dehydrations of phase IV and NC-2H2O were first-order reactions as determined by all methods. The dehydration of phase III-1/2 H2O followed first-order kinetics under nonisothermal conditions and two-dimensional diffusion kinetics under isothermal conditions. The dehydration of phase V-H2O followed three-dimensional diffusion kinetics under nonisothermal conditions, and 1/2 order kinetics under isothermal conditions. The dehydration mechanisms of phases III-1/2 H2O and V-H2O, obtained by allowing organic desolvates to absorb water, depended on the heating conditions. Phase transition induced by the dehydration was measured by X-ray diffractometry. Phases IV, III-1/2 H2O and V-H2O were transformed into phases I, III and V, respectively, by dehydration at 130°C. Phase II was transformed into phase IV after heating at 40°C. NC-2H2O remained in an amorphous state at 130°C.View full abstractDownload PDF (873K) -
EIHEI FUKUOKA, SHINTARO KIMURA, MIDORI YAMAZAKI1983 Volume 31 Issue 3 Pages 1030-1039
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe influence of a second ingredient having a high contact angle on liquid penetration into tablets was tested and compared with the result obtained for powder. The contact angles of hydrophobic substances and mixed powders with excipients were measured by Kossen's method. The liquid penetration into powders and tablets of magnesium oxide and bromvalerylurea in various mixing ratios could be described by Washburn's equation. The penetration into mixed powders of magnesium silicate with bromvalerylurea, in spite of the large porosity of the powders, was delayed compared with that into the tablets. The penetration, however, was facilitated by the replacement of magnesium silicate with phenobarbital. The penetration into tablets of microcrystalline cellulose (M.C.C.) and magnesium stearate could not be described by Washburn's equation, as was the case for tablets prepared from M.C.C. A theoretical explanation for the experimental equation L=Kt, which had previously been introduced for the M.C.C. tablets, is discussed. The penetration into the tablets could be described by this equation when the amount of second ingredient in M.C.C. was small. When the amount of second ingredient was increased, however, the penetration into the tablets could not be described by Washburn's equation or by the equation L=Kt. The penetration into the mixed powders was fairly well described by Washburn's equation.View full abstractDownload PDF (1198K) -
YASUYUKI TAKAHASHI, NAOKI NAMBU, TSUNEJI NAGAI1983 Volume 31 Issue 3 Pages 1040-1046
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe physical mixture and the coprecipitate of diethazine hydrochloride (DZ), a cationic drug used as a model water-soluble drug, with pectin were studied to determine their dissolution properties in purified water by means of the modified USP dissolution method and the stationary disk method. The release curve of the drug from the physical mixture of DZ and pectin followed the equation already reported by Bamba et al. for the release of a drug from preparations containing a gel-forming excipient. The equation was applicable to the release of the drug from tablets containing up to at least 10% pectin. The apparent dissolution rate from the physical mixture with lactose was significantly larger than that with pectin. The dissolution rate of the physical mixture of DZ and sodium pectate was determined to assess the interference of ionic (Na+) interaction with the release of the drug from DZ/pectin coprecipitate. The initial dissolution rate from the physical mixture with sodium pectate was larger than that from the physical mixture with pectin or from the coprecipitate, but was very small compared with that of the intact drug, suggesting that the interference of Na+ with the dissolution is small. The initial apparent dissolution rate from the physical mixture with pectin, at a short time after initiation, was almost the same as that from the coprecipitate (complex). These results suggest that cationic water-soluble drugs may be formulated as sustainedrelease preparations by adding a small amount of pectin, owing to the gel-forming ability of pectin and the complex formation between the drug and pectin in aqueous solution.View full abstractDownload PDF (725K) -
KAZUHIRO NOJIMA, AKIHIRO KAWAGUCHI, TAKESHI OHYA, SABURO KANNO, MASAAK ...1983 Volume 31 Issue 3 Pages 1047-1051
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn suspended particulates collected in Yokohama over various 24-h periods, the following seven nitrophenols were detected ; o-nitrophenol, p-nitrophenol, 2, 6-dinitrophenol, 2, 4-dinitrophenol, 2-methyl-6-nitrophenol, 2-methyl-4-nitrophenol and 3-methyl-4-nitrophenol. These nitrophenols were also observed in smog chamber experiments carried out with benzene and toluene in the presence of nitrogen dioxide in air.View full abstractDownload PDF (489K) -
MASAHIKO IKEKITA, TSUTOMU TSUJI, KAZUO YAMAMOTO, TOSHIAKI OSAWA, KAZUY ...1983 Volume 31 Issue 3 Pages 1052-1058
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSHighly purified human urinary kallikrein (HUK) [EC 3.4.21.35] was subjected to hydrazinolysis in order to release the carbohydrate moieties. The released oligosaccharides were N-acetylated with acetic anhydride and reduced with sodium borohydride (NaB3H4). The radioactive oligosaccharides were applied to a column of Hitachi Custom Resin #2630. One neutral (N) and five acidic (AI-AV) peaks were observed, indicating that the HUK was heterogeneous as regards the charge of the oligosaccharide moieties. Sialic acid residues of tritium-labelled AI and AII oligosaccharides were separately removed by neuraminidase treatment, and the asialo oligosaccharides of AI and AII thus obtained were separated by successive chromatographies on columns of Bio-Gel P-4, concanavalin A-Sepharose 4B and Ricinus communis agglutinin-Sepharose 4B, and their structures were investigated by a combination of endo- and exo-glycosidase digestions. Tritium labelled asialo-oligosaccharides AI and AII were each applied to a column of Bio-Gel P-4, and several peaks (AI-1, AI-2 and AI-3 from AI, and AII-1, AII-2 and AII-3 from AII) were obtained. The main asialo-oligosaccharides, AI-2 and AII-2, were each digested with a mixture of β-galactosidase and β-N-acetylhexosaminidase, and yielded small oligosaccharides having the structures aMan2-βMan-βGlcNAc-GlcNAc and aMan2-βMan-βGlcNAc-(Fuc-)-GlcNac, respectively. These results indicate that a major portion of the HUK oligosaccharide has a common core structure, and that heterogeneity arises from 1) variation of the charge of the oligosaccharides, 2) variation of the molecular weights of the oligosaccharides.View full abstractDownload PDF (995K) -
TSUTOMU ODANI, HISAYUKI TANIZAWA, YOSHIO TAKINO1983 Volume 31 Issue 3 Pages 1059-1066
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe pharmacokinetic character of ginsenoside Rb1 (Rb1), one of the main 20 (S)-protopanaxadiol group saponins of ginseng (Panax ginseng C.A. MEYER), was investigated in rats. First, quantitative analysis of Rb1 in biological samples was investigated and the most suitable assay procedure for each biological sample was established. Little Rb1 was absorbed from the digestive tract after oral administration (100mg/kg) to rats. The serum level of Rb1 in rats after intravenous injection (5 mg/kg) declined biexponentially, and the half-life of the β-phase was 14.5 h. The long persistence of Rb1 in serum and tissues in rats after intravenous administration was assumed to correlate with the high activity of plasma protein binding. Rb1 was gradually excreted into urine, but not bile. Unabsorbed Rb1 in the digestive tract was rapidly decomposed and/or metabolized mainly in the large intestine. These results are quite different from our results on ginsenoside Rg1 in rats.View full abstractDownload PDF (783K) -
NORIO NISHI, AKIHIRO TSUTSUMI, MASAYA MORISHIGE, SHINYA KIYAMA, NOBUTA ...1983 Volume 31 Issue 3 Pages 1067-1072
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe hydrolysis of a tetrapeptide, H-His-Ser-Asp-Ala-OH, corresponding to the N-terminal portion of vasoactive intestinal polypeptide (VIP) was examined. At pH 5.0, Ala was released at a much faster rate than His, while the release of His was predominant at pH 7.78. When examined by nuclear magnetic resonance spectroscopy, the pD dependence of chemical shift was especially pronounced at the His residue, but in a different manner from that observed in a His monomer. On the basis of calculation of rotamer population ratios, a relationship between the predominant G' conformation of the His residue and faster hydrolysis of the tetrapeptide at lower pH is postulated.View full abstractDownload PDF (601K) -
YOSHISUKE TSUDA, NORIAKI KASHIWABA, TOSHIHIKO HORI1983 Volume 31 Issue 3 Pages 1073-1078
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSingle crystals of serratenedione grown in methanol are orthorhombic, a=14.506, b=10.558, c=16.296 Å, U=2495.8 Å3, Dc=1.17 g/cm3, Z=4, with space group P212121. The structure, solved by use of the MULTAN program, revealed the conformation of the compound to be as follows : ring A, deformed boat ; B, chair ; C, chair-like ; D, half-chair ; and E, distorted chair. Circular dichroism (CD) spectra of 4, 4-dimethyl-3-keto steroids with Δ7 or an 8β-methyl group are discussed in connection with the above results.View full abstractDownload PDF (562K) -
SHIGERU FUJIWARA, TSUKASA HAMADA, ISAO SUGIMOTO, NORIO AWATA1983 Volume 31 Issue 3 Pages 1079-1081
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA simple, rapid and sensitive reversed-phase high performance liquid chromatographic (HPLC) method for the quantitative determination of ferulic acid in plasma was developed. Ferulic acid in plasma was extracted with ethyl ether, separated on a reversed-phase C18 column with a mixture of acetonitrile and 0.1м acetic acid (1 : 3, v/v) as a mobile phase, and quantitated by ultraviolet (UV) absorbance measurement at 313nm. 3, 4-Dimethoxycinnamic acid was used as an internal standard. The detection limit (signal-to-noise ratio=3) and the mean recovery from plasma were 1 ng (as amount injected) and 99.5±3.3%, respectively. The plasma levels of ferulic acid following oral administration of γ-oryzanol were determined by the present method and the mass fragmentographic (MF) method. A close correlation between the results of HPLC and those of MF was observed (γ=0.988). The present HPLC method was found to be applicable to the determination of ferulic acid in plasma in place of the MF method.View full abstractDownload PDF (405K) -
YOUICHI FUJII, MASANORI TERANISHI, HARUYO UKARI, MITSURU YAMAZAKI, SUS ...1983 Volume 31 Issue 3 Pages 1082-1085
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFor the purpose of obtaining antisera for radioimmunoassay of 2- and 4-hydroxyestradiol, four haptens possessing a carboxyl group have been synthesized. 6-Oxo-2-hydroxyestradiol and 6-oxo-4-hydroxyestradiol were synthesized from estradiol in several steps. The condensation of 6-oxo catechol estrogens with O-carboxymethylhydroxylamine provided the desired 6-(O-carboxymethyl) oximes as new haptens. The preparation of 2- and 4-hydroxyestradiol 17-hemisuccinates as another type of hapten was also carried out by using succinic anhydride and pyridine.View full abstractDownload PDF (575K) -
HIROYUKI KIKUCHI, TOSHITAKA MANDA, KATSUMASA KOBAYASHI, YASUJI YAMADA, ...1983 Volume 31 Issue 3 Pages 1086-1088
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAnti-tumor activities of lemnalol (I), a new ylangene-type sesquiterpenoid isolated from the Japanese soft coral Lemnalia tenuis VERSEVELDT, its stereoisomer (II) and ketone derivative, lemnalone (III), were studied. Lemnalol (I) renders murine peritoneal exudate cells (PEC) cytotoxic, though it has no direct cytotoxicity itself, to syngeneic tumor cells in vitro, while it also inhibits tumor growth in vivo. The stereoisomer (II) does not show PEC-mediated or direct cytotoxicity, while lemnalone (III) exhibits strong direct cytotoxicity in vitro. It is suggested that the 4α-configuration of lemnalol (I) is essential for its anti-tumor activity by PEC activation in vitro.View full abstractDownload PDF (394K) -
SETSUO KIRYU, YUKO ODA, MASANORI SASAKI1983 Volume 31 Issue 3 Pages 1089-1091
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA polyvinyl chloride (PVC) matrix membrane electrode sensitive to flufenamic acid anion was prepared. The membrane contained trioctylmethylammonium flufenamate as an ion exchanger. The electrode showed the Nernstian response for the flufenamate anion in the concentration range of 3×10-5 to 7×10-4м (25°C). The response was independent of pH in the range of pH 6.2 to 9. The selectivity coefficients for chloride and nitrate ions were less than 10-3, but the electrode showed almost the same sensitivity to mefenamate anion as to flufenamate. Addition of bovine serum albumin caused a marked change in the response curve, indicating that an interaction occurred between flufenamate and the protein.View full abstractDownload PDF (412K) -
TAMOTSU KOIZUMI, MASAWO KAKEMI, KAZUNORI KATAYAMA, HIROYUKI OHTANI1983 Volume 31 Issue 3 Pages 1092-1096
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMathematical expressions for diffusion in finite composite media were derived analytically. The fact that, contrary to infinite cases, the interface concentration drifts with time was confirmed. The time course of a finite composite system was displayed graphically.View full abstractDownload PDF (438K) -
AKINORI KOTANI, MASAHIRO HAYASHI, SHOJI AWAZU1983 Volume 31 Issue 3 Pages 1097-1100
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe nasal absorption of inulin and polyethylene glycol (PEG) 4000, which are not absorbed in the intestinal lumen and are used as volume indicators for intestinal drug absorption experiments, was investigated. No absorption of inulin was detected either by the in situ recirculating perfusion method in the nasal cavity or by the deposit method in the nasal cavity. On the other hand, PEG 4000 showed an absorption ratio of approximately 40 to 50% in the in situ recirculating perfusion method. The absorption ratio of PEG 20000 was approximately equal to that of PEG 4000 but fluorescein isothiocyanatedextran (FITC-dextran, MW 20000) was not absorbed. Such apparent absorption of PEG in the nasal cavity might be due to the interaction between PEG and the nasal membrane, that is, the adsorption of PEG on the nasal membrane, since a higher concentration of PEG 4000 decreased the apparent absorption. The simultaneous perfusion of inulin and PEG 4000 also decreased the apparent absorption of PEG 4000, suggesting a possible interaction between inulin and PEG 4000. Consequently, it was concluded that inulin and FITC-dextran can be used as volume indicators in nasal absorption experiments, but PEG 4000 and PEG 20000 cannot.View full abstractDownload PDF (524K) -
MASARU SAITO, KUGAKO MATSUMURA, HIDEO KATO, YASUO ITO1983 Volume 31 Issue 3 Pages 1101-1104
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo crystalline forms of α-[(tert-butylamino) methyl]-2-chloro-4-hydroxybenzyl alcohol hydrochloride (HOKU-81) were found by X-ray powder diffraction and infrared spectroscopic analyses. By means of differential scanning calorimetry (DSC), the melting points of forms I and II were found to be 179 and 181°C, respectively. It was found by simultaneous DSC and thermogravimetry that the two polymorphs of HOKU-81 decomposed upon further heating. Both polymorphs of HOKU-81 were very stable to humidity, heating and mechanical treatments such as grinding or compressing. These physicochemical properties of HOKU-81 are very different from those of tulobuterol hydrochloride, a pre-metabolite form of HOKU-81 in humans and an excellent bronchodilator.View full abstractDownload PDF (475K) -
TAKAYOSHI DOI, HIDETOSHI YOSHIMURA, KIYOSHI TATSUMI1983 Volume 31 Issue 3 Pages 1105-1107
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe properties of oxygen-insensitive nitrofuran reductase from Escherichia coli B/r were investigated by using cell-free preparations. Both the reduced nicotinamide-adenine dinucleotide phosphate (NAD (P) H)-linked and the NADPH-linked nitrofuran reductases are flavoenzymes containing riboflavin 5'-phosphate as a prosthetic group. The former enzyme appears to be a kind of NAD (P) H-linked menadione reductase.View full abstractDownload PDF (419K) -
Yoshihito Abe, Hiroyuki Goto, Masayuki Sato, Tetsuzo Kato1983 Volume 31 Issue 3 Pages 1108-1111
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReaction of diketene (1) with alkyl, alkenyl, alkynyl, and aryl organometallics proceeded under catalysis of nickel (Ni)- or palladium (Pd)-phosphine complex to give 3-substituted 3-butenoic acids (2a-k).View full abstractDownload PDF (419K) -
Tohru Kikuchi, Shigetoshi Kadota, Kazuo Yanada, Ken Tanaka, Kazuo Wata ...1983 Volume 31 Issue 3 Pages 1112-1114
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structures of magnosalin and magnoshinin, new neolignans isolated from buds of Magnolia salicifolia MAXIM., were determined to be 1 and 4, respectively, on the basis of chemical and spectroscopic evidence.View full abstractDownload PDF (387K) -
Hisanori Kanayama, Norihiko Adachi, Masatoshi Togami1983 Volume 31 Issue 3 Pages 1115-1118
Published: March 25, 1983
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA new antitumor polysaccharide, H11, was isolated from the mycelia of Poria cocos Wolf. The structure of H11 is a (1, 3)-(1, 6)-β-D-glucan having a molecular weight of 5×106.View full abstractDownload PDF (404K)
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