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Volume 36, Issue 2
Displaying 1-50 of 57 articles from this issue
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JUZIRO NISHIJO, KIYOKO KAWABATA, MASAYUKI NAKAGAKI1988 Volume 36 Issue 2 Pages 465-468
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe adsorption of monovalent cations on negatively charged liposomes (membranes) was studied by the following the spectral changes of methylene blue. The strength of adsorption of inorganie monovalent cations (as chlorides) was in the order lithium>sodium>ammonium>potassium>rubidium>cesium ions, and that of organic monovalent cations (alkylammonium ions as hydrochlorides) was in the order n-octyl>n-heptyl>methyl>n-hexyl>ethyl>n-propyl>n-butyl>n-amylammonium ions.View full abstractDownload PDF (531K) -
HARUO YAMASHITA, NOBUYOSHI MINAMI, KYOICHI SAKAKIBARA, SUSUMU KOBAYASH ...1988 Volume 36 Issue 2 Pages 469-480
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAs a key intermediate for the synthesis of monobactam analogues, cis-3-benzyloxycarbonyl-amino-4-(2-hydroxyehtyl)-2-azetidinone was synthesized from (4S)-4-methoxycarbonylmethyl-2-azetidinone, and converted into monobactams having a methoxyethyl group at the C-4 position of the β-lactam ring. Among the compounds synthesized, disodium (3S, 4R)-3[2-(2-aminothiazol-4-yl)-(Z)-2-carboxymethoxyiminoacetamido]-4-(2-methoxyethyl)-2-azetidinone-1-sulfonate showed strong activity against a variety of gram-negative bacteria except Pseudomonas aeruginosa. Furthemore, the 4-methoxyethyl derivatives exhibited excellent stabiliy to β-lactamases, and the syntheses of the corresponding trans isomer and 3α-methoxy derivatives are also described.View full abstractDownload PDF (1299K) -
NAOKI TAKEUCHI, JUNJI OHKI, SEISHO TOBINAGA1988 Volume 36 Issue 2 Pages 481-487
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe nitrodienamine 6 was synthesized through the vinamidinium salt 7. The reactivity of 6 was investigated with the α, β-unsaturated carbonyls and styrene 8-14, and the quinones 15, 16, 25, 29, 31, 33, 37, and 41.View full abstractDownload PDF (683K) -
MASARU KOBAYASHI1988 Volume 36 Issue 2 Pages 488-494
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFour α-methylene-γ-lactone derivatives, designated as mayolide A to mayolide D, were isolated from the soft coral Sinularia mayi. From the spectroscopic data and correlations to known compounds, they were shown to be cembranoid (2, 3, 4) and unprecedented secocembranoid (1) lactone derivatives. Their conformations and relative configurations are discussed on the basis of the common and characteristic unclear Overhauser effect (NOE) fearures.View full abstractDownload PDF (828K) -
YOSHIMITSU NAGAO, KEIKO INOUE, MASAE YAMAKI, SHUZO TAKAGI, EIICHI FUJI ...1988 Volume 36 Issue 2 Pages 495-508
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSBased on the previously obtained structural information, (rac)3-substituted 4-carboxy-1, 3-thiazolidine-2-thiones 10 were designed as new aldose reductase inhibitors which might be helpful in treating the chronic complications of diabetes. After several trials to find efficient reaction conditions for preparation of the precursors 15 of compounds 10, a catalytic thermal rearrangement reaction of 14 proved to be practically availavle. Thus, various 3-substituted 4-methoxycarbonyl-1, 3-thiazolidine-2-thiones 15a and 15d-t were readily synthesized by heating the corresponding 2-subsituted thio-Δ2-1, 3-thiazolines 14a and 14d-t at 120°C in the presence of 0.1 mol eq of the corresponding halides 13a and 13d-t without any organic solvent (Sykes conditions). A plausible reaction pathway for the catalytic thermal rearrangement reaction of 14a or 14d-t is presented.View full abstractDownload PDF (1276K) -
YOSHIMITSU NAGAO, KEIKO INOUE, MASAE YAMAKI, SHUZO TAKAGI, EIICHI FUJI ...1988 Volume 36 Issue 2 Pages 509-514
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe substituent effect of the benzene ring in the catalytic thermal rearrangement of the substituted benzyl group from exo-S to N(3) in compounds 1a-o was investigated. The reactivity order of the rearrnagement with various substituents was as follows; (high)p-OMe» p-Me>H, p-F, p-Cl, p-Br» p-CN, p-NO2, p-CO2Me (low). A crossover experiment employing compounds 1k and 2d (Exp. 2 in Chart 3) or compounds 1d and 2k (Exp. 3 in Chart 3) furnished interesting and informative results. Detailed comparison of these results with those of the ordinary experiments (Exp. 1 and Exp. 4 in Chart 3) provided support for a reaction mechanism involving benzylic cation formation of substituted benzyl bromides as the key step in the catalytic thermal rearrangement.View full abstractDownload PDF (568K) -
ITSUMARO KUMADAKI, MIHOKO TAMURA, AKIRA. ANDO, TAKABUMI NAGAI, MAYUMI ...1988 Volume 36 Issue 2 Pages 515-520
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAs part of a search for biologically active analogues of vitamin E, fluorine derivatives of tocotrienol and related compounds were synthesized by the ring-closure of trifluoroprenols with trimethylhydroquinone. For this purpose, the trifluoroprenols were synthesized by the Wittitg-Horner reaction of trifluoroacetone or its prenyl homologues with triethylphosphonoacetate followed by reduction of the trifluoromethylated acrylic ester derivatives. Although 4, 4, 4-trifluoroprenol itself did not react with the hydroquinone, 7, 7, 7-trifluorodiprenol and higher prenols gave 6-chromanols with a trifluofomethylated side-chan.View full abstractDownload PDF (729K) -
MASAO OKAMOTO, YASUHIRO FUJIWARA, TOMOKO OKA, YASUHIRO UEMURA1988 Volume 36 Issue 2 Pages 521-534
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe photochemical reaction of dibenzo[a, d]cyclohepten-5-one (1) with dimethyl meleate or dimethyl fumarate in dioxane under external irradiation with a 100 W high pressure Hg lamp readily afforded a cycloadduct 2a in high yield along with the stereoisomer 3a. The adducts 2a and 3a were individually subjected to hydrolysis, followed by esterification with diazomethane, to afford four isomeric compounds 4a, 5a, 6a, and 7a. The stereostructures of 6a and 7a, stereoisomers of a dibenzotricyclo compound, were elucidated on the basis of intramolecular hydrogen bonding studies, and the chemical structures of the six compounds (2a, 3a, 4a, 5a, 6a, and 7a) were investigated.Two-dimensional INADEQUATE, 13C/1H shift correlation, and 1H-1H nuclear Overhauser effect (NOE) experiments were performed in order to verify the stereostrcture of 2a including the conformation. Total 13C and 1H assignments of 2a have been obtained unambiguously and the stereostructure was also determined from the NOE data.View full abstractDownload PDF (1293K) -
KAZUO YANADA, TETSUO NAGANO, MASAAKI HIROBE1988 Volume 36 Issue 2 Pages 535-541
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSynthetic model complexes, (Et4N)[Fe(S-p-C6H4X)4], for the oxidized form of rubredoxin (Rd) were prepared in CH3CN solution by the ligand-substitution of (Et4N)[Fe(S2-o-xyl)2] with diaryl disulfides in The presence of o-xylene-α, α'-dithiol. The complex (X=H) exhibited an intense electron spin resonance (ESR) signal at g=4.3, due to the Fe(III) metal with the highly symmetrical ligand. The complex in the reduced state, [Fe(S-p-tol)4]2-, was found to reduce tert-butyl hydroperoxide to tert-butyl alcohol stoichiometrically. Rubredoxin is believed to act as an electron carrier in the reduction of alkyl hydroperoxides to the corresponding alcohols in the ω-hydroxylation of alkanes in Pseudomonas olevorans. Thus, the reaction could be considered as biomimetic reduction by a rubredoxin model complex. The reaction mechanisms are discussed in connection with the characterization of the novel complexes.View full abstractDownload PDF (708K) -
KIYOMI KAKIUCHI, MASAKI UE, TERUHISA NAGASHIMA, MASAHIKO KINUGAWA, KAZ ...1988 Volume 36 Issue 2 Pages 542-550
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSNew analogues related to 2-methylenetricyclo[3.3.3.0]undecan-3-one (4), which shows potent antiproliferating activity, i.e., 2-(methoxymethoxy)-4-methylenetricyclo[3.3.3.0]undecan-3-one (5), (1S*, 5R*, 7S*)-7-(methoxymethoxy)- and hydroxy-2-methylenetricyclo[3.3.3.0]undecan-3-ones (6 and 7), and (1S*, 5R*, 8S*)-8-(methoxymethoxy)- and hydroxy-2-methylenetricyclo[3.3.3.0]-undecan-3-ones (8 and 9), were readily synthesized through skeletal transformations of derivatives of tricyclo[4.3.2.0]undecan-2-one (2).View full abstractDownload PDF (1023K) -
SACHIO OHNO, KIYOSHI MIZUKOSHI, KIHACHIRO IZUMI, KAZUO KATO, MIKIO HOR ...1988 Volume 36 Issue 2 Pages 551-562
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA series of trans- (12) and cis-2-aryl-2, 3-dihydro-3-piperazinylmethy-1, 5-benzothiazepin-4(5H)-ones(13) and related compounds were synthesized. Diethyl arylmethylenemalonates (3) were heated with 2-aminobenzenethiol (4) in the presence of triethylamine hydrochloride to afford trans-2-aryl-3-ethoxycarbonyl-2, 3-dihydro-1, 5-benzothiazepin-4(5H)-ones (7) together with 2-aryl-benzothiazoles (6). Heating of the adducts of 3 and 4 also gave 6 and 7. Reduction of 7 yielded the 3-hydroxymethyl compounds (8), which were converted to the 3-chloromethyl (9), 3-methanesulfonyloxymethyl (10), and 3-(4-toluenesulfonyloxymethyl) compounds (11). Heating of 9-11 with piperazines gave 12 and 13. Optical resolution of the 2-phenyl-3-piperazylmethyl (13a) and 2-phenyl-3-(4-methylpiperazinylmethyl) compounds (13b) afforded (-)-13a, an active metabolite of (-)-13b, and (-)-13b (hydrochloride : BTM-1086), a potent anti-ulcer agent with gastric antisecretory and gastric mucosal blood flow-increasing activities, respectively.View full abstractDownload PDF (1162K) -
CHRISTOPHE GIRAUD, CLAIRE GUEUTIN, OLIVIER LAFONT, MICHEL GUERNET, MAR ...1988 Volume 36 Issue 2 Pages 563-570
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTautomerism of 4-iminobarbiturates depends upon the presence of a substituent on the N(3)atom. The ultraviolet, infrared, proton nuclear magnetic resonance, 13C-nuclear magnetic resonance and mass spectrum data show that 3-alkylated compounds present an imido system while 3-unalkylated ones are characterized by an amidinoketone system.The electrochemical bahavior of these two groups was studied by polarography, cyclic voltammetry and controlled potential electrolysis in dipolar aprotic solvents (dimethyl sulfoxide and hexamethyl phosphoric triamide), and was found to be related to the structure : the reduction of 3-substituted compounds is more difficult (about 0.2 V) than the reduction of 3-unalkylated products. The monoelectronic mechanism of this reduction was determied and confirmed by the electrochemically induced formation of an anion which can be alkylated using methyl iodide.View full abstractDownload PDF (853K) -
TSUNEATSU NAGAO, HIKARU OKABE, TATSUO YAMAUCHI1988 Volume 36 Issue 2 Pages 571-577
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo new monoterpene glycosides shionosides A and B were isolated from root of Aster tataricus L. f. (Compositae), along with shionone, epifriedelinol and phytosterol glucosides.The structures of the shionsides were elucidated based on chemical and spectral evidence as the β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (shionoside A) and the α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (shionoside B) of L-endo-camphanol[(1R, 2R, 4S)-3, 3-dimethyl-bicyclo-[2.2.1]hept-2-yl-methanol].View full abstractDownload PDF (729K) -
TAICHI OHMOTO, KYOKO YAMAGUCHI, KEIJI IKEDA1988 Volume 36 Issue 2 Pages 578-581
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo new compounds have been isolated from the pistils and stamens of Hibiscus moscheutos L. and these compounds were determined to be 3, 5, 7, 8, 4'-pentahydroxyflavone 7-O-α-rhamno-pyranoside (VIII) and 2-oxindole-3-acetylaminomethylaspartic acid (X) by chemical and spectroscopic methods. Nine known compounds, β-sitosterol (I), ikshusterol (II), epi-ikshusterol (III), methyl linolenate (IV), β-sitosteyl-β-D-glucoside (V), quercimeritrin (VI), kaempferol-7-O-α-rhamnopyranoside (VII), methyl dioxindole-3-acatate (IX) and rutin (XI), were also isolated.View full abstractDownload PDF (467K) -
MASAKAZU KABAYASHI, MASAYUKI KATO, IKUO UEDA1988 Volume 36 Issue 2 Pages 582-591
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSNew synthetic methods for 7-amino-3-methylenecepham-4-carboxylic acid (X) and 7-amino-3-hydroxycepham-4-carboxylic acid (IX), which are key intermediates for the synthesis of ceftizoxime (I), were developed. These intermediates (IX and X) were synthesized without introducing any protecting groups at the C-7 amino and/or C-4 carboxylie acid groups of the cepham or cephem ring. Compound X was prepared from 7-amino-3-(5-methyl-1, 3, 4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (XI) by zinc reduction either in aqueous or anhydrous neutral conditions. Compound IX was perpared from X by ozone oxidation at -75°C followed by sodium borohydride at 0-10°C. A plausible mechanism of ozone oxidation of X is preseted, and the existence of an important intermediate, 7-amino-3-hydroxy-3-cephem-4-carboxylic acid (XXII), is demonstrated.View full abstractDownload PDF (962K) -
MASAO TSUKAYAMA, TOKUNARU HORIE, YUKIHISA IGUCHI, MITSURU NAKAYAMA1988 Volume 36 Issue 2 Pages 592-600
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSElongatin, 4', 5-dihydroxy-2', 5'-dimethoxy-2", 2"-dimethylpyrano[5", 6"-g]isoflavone (1), was prepared by the oxidative rearrangement of 6'-acetoxy-2', 4-bis(benzyloxy)-2, 5-dimethoxy-2", 2"-dimethyldihydropyrano[5", 6"-c]chalcone (15) with thallium(III) nitrate and by dehy-drogenation of the resultant linear 4', 5-dihydroxy-2', 5'-dimethoxy-2", 2"-dimethyldihydropyrano-[5", 6"-g]isoflavone (19) with 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone. Its angular isomer, 4', 5-dihydroxy-2', 5'-dimethoxy-2", 2"-dimethylpyrano[6", 5"-h]isoflavone (2), was also synthesized from the corresponding chalcone (28) in a similar manner and then converted into toxicarol isoflavone (3).View full abstractDownload PDF (1051K) -
CHUN-JIE SHAO, RYOJI KASAI, JING-DA XU, OSAMU TANAKA1988 Volume 36 Issue 2 Pages 601-608
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSEleven triterpenoid saponins were isolated from the leaves of a Chinese folk medicine, Acanthopanax senticosus (RUPR. et MAXIM) HARMS. Of these compounds, three were identified as known saponins. The structures of eight new saponins named ciwujianosides B (1), C1, (2), C2 (3), C3, (4), C4 (5), D1, (6), D2 (7), and E (8) were elucidated to be as follows : (1), 3-O-α-rhamnopyranosyl-(1→2)-β-arabinopyranosyl-30-norolean-12, 20(29)-dien-28-oic acid 28-O-α-rhamnopyranosyl-(1→4)-β-glucopyranosyl-(1→6)-β-glucopyranosyl ester; (2), 3-O-α-arabinopyranosyl-30-norolean-12, 20(29)-dien-28-oic acid 28-O-α-rhamnopyranosyl-(1→4)-β-glucopyranosyl-(1→6)-β-glucopyranosyl ester; (3), 3-O-α-rhamnopyanosyl-(1→2)-α-arabinopyranosyl-30-norolean-12, 20(29)-dien-28-oic acid 28-O-α-rhamnopyranosyl-(1→4)-6-O-acetyl-β-glucopyranosyl-(1→6)-β-glucopyranosyl ester; (4), 3-β-arabinopyranosyl oleanolic acid 28-O-α-rhamnopyranosyl-(1→4)-β-glucopyranosyl(1→6)-β-glucopyranosyl ester; (5), 3-O-α-rhamnopyranosyl-(1→2)-α-arabinopyranosyl oleanolic acid 28-O-α-rhamnopyranosyl-(1→4)-6-O-acetyl-β-glucopyranosyl-(1→6)-β-glucopyranosyl ester; (6), 3-O-α-arabinopyranosyl oleanolic acid 28-O-α-rhamnopyranosyl-(1→4)-6-O-acetyl-β-glucopyranosyl(1→6)-β-glucopyranosyl ester; (7), 3-O-α-arabinopyranosyl-30-norolean-12, 20(29)-dien-28-oic acid 28-O-α-rhamnopyranosyl-(1→4)-6-O-acetyl-β-glucopyranosyl-(1→6)-β-glucopyranosyl ester; (8), 3-O-α-rhamnopyranosyl-(1→2)-α-arabinopyranosyl-30-norolean-12, 20-(29)-dien-28-oic acid.View full abstractDownload PDF (872K) -
AKIRA INADA, MARI KOBAYASHI, TSUTOMU NAKANISHI1988 Volume 36 Issue 2 Pages 609-612
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo new pregnane steroids, named toosendansterols A (1) and B (2), have been isolated, together with loliolide (3), from leaves of Melia toosendan SIEB. et ZUCC. (Meliaceae). Based on chemical, physicochemical, and spectral evidence, the structures of 1 and 2 have been elucidated as 3β, 20S-dithydroxy-5α-pregnan-16-one and 3α, 20S-dihydroxy-5α-pregnan-16-one, respectively. In addition, this is the first identification of 3 in meliaceous plants.View full abstractDownload PDF (519K) -
HIDENOBU OHMARI, HATSUO MAEDA, MIE TAMAOKA, MASAICHIRO MASUI1988 Volume 36 Issue 2 Pages 613-620
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSElectrochemical oxidation of Ph3P (1) in MeCN in the presence of 1, 3-dicarbonyl compounds, R1COCH2COR2 (3), with HCIO4 as the supporting electrolyte resulted in the formation of the phosphonium salts, Ph3P+-CH(COR1)COR2 ClO4- (4), provieded that R1 and/or R2 is a phenyl group. On the other hand, electrolysis in CH2Cl2 with 2, 6-lutidinium perhlorate gave the phosphoranes, Ph3P=C(COR1)COR2 (5), directly from 1 and 3 in fair to excellent yields : in this case, R1 or R2 need not necessarily be a phenyl group. Thus, the electrolysis is shown to be a convenient method to perpare 5 in a single step. Plausible processes for the formation of 4 and 5 are proposed, involving the reaction of electrochemically generated Ph3P+·with the enol form of 3 as the keystep.View full abstractDownload PDF (803K) -
FUMIKO ABE, TATSUO YAMAUCHI1988 Volume 36 Issue 2 Pages 621-626
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSEight bisdesmosidic pregnane glycosides were isolated from Trachelospermum asiaticum NAKAI (Apocynaceae). The glycosides have a common structure of 3-O-β-D-digitalosyl-3β, 17α, 20α-trihydroxy-5α-pregn-6-ene, and three sugars at most are linked to the 20-hydroxyl group.View full abstractDownload PDF (638K) -
NAOKI NODA, HIROYASU KOBAYASHI, KAZUMOTO MIYAHARA, TOSHIO KAWASAKI1988 Volume 36 Issue 2 Pages 627-633
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSContrary to the work of Khanna and Gupta [Phytochemistry, 6, 735 (1967)], alkaline hydrolysis of the glycoside fraction obtained from the seeds of Ipomoea muricata (L) JACQ. (Convolvulaceae) gave three glycosidic acids, muricatic acids A (5), B (6) and C (trace), together with isobutyric, 2S-methylbutyric and (2R, 3R)-nilic (3-hydroxy-2-methylbutyric) acids. Muricatic acids A and B were characterized 11R-jalapinolic acid 11-O-β-D-fucopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-quinovopyranosyl-(1→2)-β-D-quinovopyranoside and 11R-jalapinolic acid 11-O-β-D-quinovopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-quinovopyranosyl-(1→2)-β-D-quinovopyranoside, respectively, on the basis of chemical and spectroscopic data.The similarity of the component organic and glycosidic acids to those of resin glycoside from I. orizabensis suggests the glycoside fraction to be a mixture of so-called resin glycosides.View full abstractDownload PDF (787K) -
MAREK M. KABAT, KRZYSZTOF W. PANKIEWICZ, ELZBIETA SOCHACKA, KYOICHI A. ...1988 Volume 36 Issue 2 Pages 634-640
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTreatment of 2, 4 : 3, 5-di-O-benzylidene-D-aldehydo-ribose (1) with 2-bromo-6-lithiopyridine afforded a mixture of the altro and allo isomers of 6-(2, 4 : 3, 5-di-O-benzylidene-D-pentitol-1-yl)-2-bromopyridine (2 and 3, respectively). These isomers were chromatographically separated. Compound 2 was converted into 6-(β-D-ribofuranosyl)-2-bromopyridine (6) by mesylation of the 1'-hydroxyl group of 2 followed by treatment with trifluoroacetic acid. In a similar manner, the α-isomer 7 was prepared from 3. The same pyridine-C-nucleosides, 6 and 7, were also synthesized from the commercially available D-ribonolactone in seven steps.The bromo function of 2 and 3 was converted into the carboxamide group to give 6-(2, 4 : 3, 5-di-O-benzylidene-D-altro-pentitol-1-yl)picolinamide (10) and its allo isomer 11. Mesylation of 10 followed by trifluoroacetic acid treatment afforded 6-(β-D-ribofuranosyl)picolinamide (14). Similar treatment of 11 gave the α counterpart 15.View full abstractDownload PDF (792K) -
TAKASHI YANAGISAWA, SHUICHI WAKABAYASHI, TSUYOSHI TOMIYAMA, MASAFUMI Y ...1988 Volume 36 Issue 2 Pages 641-647
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMany derivatives of sodium alkylazulene sulfonates were newly synthesized and their antiulcer activites were examined in Shay pylorus-ligated rats. The values of lipophilicity (log P), a physicochemical parameter, of these new azulene derivatives were also examined in order to study the structure-activity relationship. The optimum value of log P which gave maximum anti-ulcer activity was about -1.0. Among the derivatives of azulene examined, 3-ethyl-7-isopropylazulene-1-sulfonic acid sodium salt (KT1-32) exhibited an extremely potent inhibitory action against Shay ulcer, and its antipeptic activity was more potent than than of guaiazulene sodium sulfonate (GAS). Furthermore, KT1-32 was extremely stable on heating as compared to GAS.View full abstractDownload PDF (625K) -
MASAO HATTORI, XIU-WEI YANG, YUE-ZHONG SHU, NOBUKO KAKIUCHI, YASUHIRO ...1988 Volume 36 Issue 2 Pages 648-653
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe following constituents were isolated for the first time from the aril of Myristica fragrans HOUTT. : 3-(3, 4, 5-trimethoxyphenyl)-2-(E)-propen-1-ol (1), 3-(3-methoxy-4, 5-methylenedioxyphenyl)-2-(E)-propen-1-ol (2), 2, 3-dihydro-7-methoxy-2-(3, 4-dimethoxyphenyl)-3-methyl-5-(1-(E)-propenyl)benzofuran (3), fragransol-C (4), fragransol-D (5), 2, 3-dimethyl-1, 4-bis-(3, 4-methylenedioxyphenyl)butan-1-ol (6), myristicanol-A (7) and myristicanol-B (8). Compounds 4, 5, 7 and 8 are new neolignans which may be formed by coupling of cinnamyl alcohol and propenylbenzene unis.View full abstractDownload PDF (751K) -
TAMOTSU NIKAIDO, TAICHI OHMOTO, USHIO SANKAWA, TSUYOSHI TOMIMORI, YUKI ...1988 Volume 36 Issue 2 Pages 654-661
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThirty-eight flavones obtained from Scutellaria baicalensis and ninety six related flavones were tested for inhibitory activity against adenosine 3', 5'-cyclic monophosphate phosphodiesterase from beef heart. The most active inhibitor is 8-methoxy-5, 7, 2'-trihydroxyflavone from S. baicalensis. Its IC50 value is 0.6(× 10-5 M/l). The structure-activity relationships were investigated. a) O-Methylated flavones generally show lower inhibitory activity than the corresponding hydroxyflavones among the flavones having under four substituents. b) O-Methylated flavones generally show higher inhibitory activity than the corresponding hydroxyflavones in the flavones having over five substituents. (c) C-Glycosides are almost all poor inhibitors. (d) O-Glycosides are generally less potent than the corresponding flavones.View full abstractDownload PDF (805K) -
RIKIO IKENISHI, TAKAYASU KITAGAWA, MASANORI NISHIUCHI, KANEKO TAKEHARA ...1988 Volume 36 Issue 2 Pages 662-669
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA gas chromatographic method for the assay of more than 5 ng/ml of fluoride in biological samples was established. By this method, the fluoride concentrations in monkey plasma, bloodcorpuscles and urine were measured. The fluoride concentration in plasma, which was the lowest before a meal (13-21 ng/ml), increased with time after the ingestions of diet and water. The value reached about twice (22-37 ng/ml) the initial value. Although the fluoride levels before and after a meal differed among animals, the level of each individual monkey was similar to that observed again a week later. The fluoride level in monkey blood-corpuscles was about half the plasma level. Total fluoride recovered in urine for 24 h amounted to 77 to 219 μg. The excreted amounts of fluoride, although they were different among the individuals, were similar in each individual to that observed again after a week. Fluorides in plasma and urine of rat and human were also determined, and compared with those of monkey. The control levels of fluoride in experimental animals determined in this study represent useful basic data for the determination of fluoride produced by metabolism of fluorine-containing drugs.View full abstractDownload PDF (827K) -
MIKIO YAMAZAKI, YUMIKO SATOH, YUKIO MAEBAYASHI, YOSHIKAZU HORIE1988 Volume 36 Issue 2 Pages 670-675
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSNorsolorinic acid, averufin and 6, 7, 8-trihydroxy-3-methylisocoumarin were isolated from Emericella navahoensis as metabolites having monoamine oxidase (MAO)-inhibitory action. Norsolorinic acid inhibited MAO in mouse liver non-competitively when kynuramine was used as a substrate, and its IC50 was 0.3 μM. The inhibition constants (Ki) for MAO-A and -B in mouse liver were 0.24 and 0.68 μM, respectively. On the other hand, Ki values for MAO-A and -B in mouse brain were 2.9 and 0.32 μM, respectively. Inhibitory potencies towards MAO of some anthrquinone derivatives were also examined.View full abstractDownload PDF (624K) -
TERUTAKA HASHIZUME, AKIHITO YAMAGUCHI, TETSUO SAWAI1988 Volume 36 Issue 2 Pages 676-684
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe mechanism of inhibition of type Ib penicillinase by imipenem (N-formimidoyl thienamycin) and thienamycin was studied. Imipenem and thienamycin. were found to inhibit the penicillinase in a progressive manner, but they differed from one another in the maximum level of enzyme inhibition, even with excess inhibitor. The maximum inhibitions by imipenem and thienamycin amounted to about 50% and 80%, respectively. To elucidate the mechanism of the equilibrium phenomenon, the rate constants in the proposed scheme were estimated. Computerassisted simulation using the rate constants revealed that there is an upper limit to the extents of inactivation by imipenem and thienamycin.View full abstractDownload PDF (782K) -
KIYOMI KIKUGAWA, ATSUSHI IWATA, MASATOSHI BEPPU1988 Volume 36 Issue 2 Pages 685-692
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction of polylysine and 1-butanal afforded 2-ethyl-2-hexenal, an aldol condensation and dehydration product of 1-butanal. 1-Butanal and 2-ethyl-2-hexenal were able to form fluorescence in polylysine, bovine serum albumin and erythrocyte membrane proteins. They were able to cross-link polylysine, hemoglobin, erythrocyte membrane proteins and isolated spectrin. Formation of cross-links by these aldehydes depended of the kind of protein. The ability of the proteins to form cross-links may reflect the contents of functional groups respomsible and the quaternary structures of the proteins. 1-Butanal and 2-ethyl-2-hexenal may participate in the formation of cross-links and fluorescence by interaction with amino groups in the proteins.View full abstractDownload PDF (997K) -
SACHIKO TAKEBE, KYOICHI KOBASHI1988 Volume 36 Issue 2 Pages 693-699
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effect of pH on the urease activity of the extract from ileum-cecum contents of rats revealed the presence of an enzyme having hign activiy in the acid region (pH 2-3). This type of enzyme was designated as acid urease to distinguish it from the enzyme having high activity in the neutral region. The bacterium producing acid urease was isolated from the cecum contents of rats and identified as Lactobacillus fermentum. Acid urease was partially purified from the extract of L. fermentum TK1214. The enzyme had the optimal pH at 2.4, the isoelectric point at 4.2, and a Km of 17 mM, and was inhibited by caprylohydroxamic acid, N-ethylmaleimide and p-chloromercuribenzoic acid, though these compounds were considerably less inhibitory to acid urease than to neutral urease.View full abstractDownload PDF (770K) -
TAKASHI ABIKO, HIROSHI SEKINO1988 Volume 36 Issue 2 Pages 700-707
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe untetracontapeptide corresponding to the entire amino acid sequence of deacetylthymosin β7 was synthesized by assembling seve peptide fragments via the azide followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid in the presence of dimethylselenide. The synthetic peptide was tested for effect on the impaired blastogenic response of phytohemagglutinin-stimulated T-lymphocytes of a uremic patient. The synthetic peptide was found to have restoring activity on the impaired blastogenic response of T-lymphocytes.View full abstractDownload PDF (942K) -
YORISHIGE IMAMURA, YOSHIHEDE NOZAKI, TERUKO IMAI, MASAKI OTAGIRI1988 Volume 36 Issue 2 Pages 708-712
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe metabolic reduction of befunolol was studied using rabbit liver and kidney preparations. Befunolol was mainly reduced in the cytosols of liver and kidney and its reduction was mediated by an NADPH (nicotinamide adenine dinucleotide phosphate, reduced form)-dependent enzyme with a pH optimum in the range of 6.0 to 7.0. Rather similar Km (Michaelis constant) and Vmax (maximal velocity) values observed for befunolol reduction in the cytosols of liver and kidney, and plant flavonoids (quercitrin, quercetin) and sulfhydryl reagents markedly inhibited the befunolol feducition. These findings indicate that the metabolic reduction of befunolol in the liver and kidney is catalyzed by the same carbonyl reductase. Furthemore, it was suggested that the befunolol-reducing enzyme might be a 3α-hydroxysteroid dehydrogenase on the basis of the inhibitory effects of various nonsteroidal anti-inflammatory drugs.View full abstractDownload PDF (600K) -
ISAO ADACHI, KAZUYA FURUHASHI, MASAHARU UENO, ISAMU HORIKOSHI1988 Volume 36 Issue 2 Pages 713-719
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDigitonin-permeabilized rabbit platelets released serotonin dose-dependently in response to cupric phenanthroline, which is a mild oxidant which catalyzes the formation of disulfide bridges. The serotonin release induced by cupric phenathroline was inhibited by ethylene glycol bis(β-aminoethylether)N, N'-tetraacetic acid (EGTA), but EGTA did not restore the decrease in proteinbound free sulfhydryls of permeable platelets. An alteration in calcium movements was suggested to be implicated in the serotonin release from cupric phenanthroline-treated permeable platelets.The agent suppressed the calcium uptake to calcium-storage sites, probably the dense tubular system, and enhanced the calcium efflux. Moreover, it tended to inhibit Ca2+ -adenosine triphosphatase of permeable platelets. On the other hand, a sulfhydryl modifier, chloromercuriphenylsulfonic acid, also decreased the amount of free sulfhydryls in protein and released serotonin in permeable platelets, but EGTA did not inhibit either reation. Neither cupric phenanthroline nor chloromercuriphenylsulfonic acid elicited serotonin release from intact platelets. It is suggested that both agents act on intra-platelet target molecules to exert their effects, but the mechanisms involved are different.View full abstractDownload PDF (881K) -
MASAHIKO SUZUKI, SEIGO UEDA, AKIRA KUSAI1988 Volume 36 Issue 2 Pages 720-725
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe osmotic pressure of dilute aqueous solutions of a cyclodextrin and an alcohol were measured separately and in combination by the freezing point depression method with a commercially available osmometer. The results could be classified into two categories; in one, the osmotic pressure of combined solutes was equal to the sum of the individual values obtained seprately. In the other case, such additivity was not maintained. In the latter case, it was assumed that the two substances form a complex. On the basis of this assumption, stability constants for inclusion complexes of cyclodextrin with a variety of alcohols were determined. The stability constants obtained here were in fair agreement with those obtained previously by other methods. Therefore, it was concluded that measurement of freezing point depression is a useful method for determination of the stability constants for complex formation in an aqueous solution. The advantages and disadvantages of this method are discussed.View full abstractDownload PDF (555K) -
KIYOSHI SHIMIZU, MOTOHARU IWATSURU1988 Volume 36 Issue 2 Pages 726-731
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn a micellar solution of sodium dodecyl sulfate (SDS), it was found that the shifts of the absorption maxima of alkylparabens depended on the concentration of the surfactant, but not on the concentrotion of the drugs. The first derivative absorption spectrum was used to evaluate the wavelength shift, from which the distribution prarmeter and partition coefficient of the drug were calculated.The method was applied to find the distrbution parameters of the alkylparaben-cetyl-trimethylammonium bromide (CTAB) system, the alkylparaben-polyoxethylene (20) sorbitan monolaurate (Tween 20) system, and the alkyl gallate-CTAB system. In CTAB and Tween 20 solutions, the order of magnitude of the distribution parameter of alkylparaben was butyl->propyl->ethyl->methylparaben, and that of alkyl gallate was propyl->ethyl gallate, and these tendencies were independent of the temperature in the range from 25 to 60 °C (in the case of CTAB).View full abstractDownload PDF (614K) -
YUKIHISA KURONO, TOMONARI KUWAYAMA, YASUHIRO JINNO, KINYA KAMIYA, ETSU ...1988 Volume 36 Issue 2 Pages 732-740
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSOxazolidine ring-opening and ring-closing reactions of oxazolan analogs were investigated kinetically by a pH-jump method in order to elucidate the detailed reaction mechanism focusing on cis and trans isomers. Seven compounds having substituents (methyl, ethyl or phenyl group) at the 2-and 11b-positions were synthesized ahd examined. Coupled (parallel) reversible reactions due to the isomers were confirmed by analog computer analysis. The ring-opening and ring-closing reactions due to the cis isomer are both faster than those due to the trans isomer, although in the alkaline region, the ring-closing reaction due th the trans isomer could not be followed spectrophotometrically. The reason for the rate differences between the cis and trans isomers and the effects of the substituents on the intrinsic rate constants for the ring-opening and ring-closing reactions are discussed.View full abstractDownload PDF (785K) -
AKINOBU OTSUKA, KOTARO IIDA, KAZUMI DANJO, HISAKAZU SUNADA1988 Volume 36 Issue 2 Pages 741-749
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effect of particle shape and surface asperity on the adhesive force between particles of powdered materials and a glass plate was investigated by the impact separation method. It was found that the adhesive force between particles and the glass plate generally increased as the particle shape approaches a sphere and there is a linear relationship between the logarithm of adhesive force and shape index, regardless of the material. This result may be related to the effective area of contact and the contacting state between particles and the substrate. The presence of protuberances or fine particles on the surface reduced the adhesive force between particles and the plate. The mechanism is discussed on the assumption that the adhesive force is solely due to the van der Waals force.View full abstractDownload PDF (1404K) -
KOUICHI TAKAHASHI, SATOKO TAMAGAWA, TOYOSHI KATAGI, HIRONORI YOSHITOMO ...1988 Volume 36 Issue 2 Pages 750-756
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe release of sodium diclofenac (DC) from vehicles prepared with hydrogenated soya lecithin (lecithin) and methyl palmitate was remarkably sustained, was significantly influenced by each constituent in the vehicle. An increase of DC content as well as that of lecithin enhanced the release of DC. From these results, it is considered that the release of DC seems to be regulated by the infiltration rate of the dissolution medium. However, the release of DC during 24 h did not exceed 50% for all vehicles studied. This may be due to the poor solubility of lecithin in neutral water which is an important factor suppressing the infiltration of the medium into the matrix of the vehicle.To improve the release of DC, mannitol was incorporated into the matrix. As the content of mannitol was increased, the rate of drug release increased without disintegration of the spherical mass. Thus, release of DC from the vehicle can be easily controlled by adjusting the amount of mannitol incorporated into the vehicle.View full abstractDownload PDF (659K) -
TARO OGISO, YOSHIMASA ITO, MASAHIRO IWAKI, HIDEHIKO ATAGO1988 Volume 36 Issue 2 Pages 757-762
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAnti-inflammatory activities of ointments containing indomethacin (IND) and its calcium salt (IND-Ca), applied to abdominal skin, were investigated in rats with carrageenin-induced paw edema and adjuvant arthritis, in addition to estimation of the irritant effect of the formulations on rabbit skin. The IND and IND-Ca gel ointments (1%, 0.14 g, 1 cm2)applied to skin produced potent inhibitory effects on the paw edema and adjuvant arthritis, nearly equal to that after oral dosing (2.5 and 5.0 mg/kg) of IND. The 0.5% drug ointments also exerted a marked inhibitory effect on carrageenin-induced paw edema. These ointments produced only slighy irritation on rabbit skin. The irritancy of IND-Ca dissolved in diethylene glycol monoethyl ether was almost negliegible, while IND solution prevented hair growth at the application sites for several days. The results suggest that IND-Ca ointment is suitable for clinlcal application.View full abstractDownload PDF (651K) -
KAZUMI DANJO, AKINOBU OTSUKA1988 Volume 36 Issue 2 Pages 763-768
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effects of storage temperature on the diametral compression strength of δ-phenylbutazone and barbital (form II) tablets and on the drug dissolution rate were examined.For δ-phenylbutazone, it was found that the diametral compression strength, σ, increased but the specific surface area, Sw, decreased at high storage temperature. The dissolution rate showed a sharp decrease above 70°C. When the diametral compression strength, σ, was plotted against the rate of decrease in the specific surface area for phenylbutazone, a good linear relationship was observed. These findings can be explained by the sintering mechanism.In the case of barbital (form II), σ decreased and the dissolution rate increased at high temperatures. The specific surface area, Sw, however, exhibited no significant change with storage temperature. Barbital dose not appear to exhibit extensive sintering and the main mechanism involved is polymorphic transition.View full abstractDownload PDF (567K) -
ISAMU OKUNO, KIYOHISA UCHIDA, MIHARU NAKAMURA, KENSUKE SAKURAI1988 Volume 36 Issue 2 Pages 769-775
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwelve constiuents (1, capillarin; 2, scoparone; 3, scopolein; 4, isoscpoletin; 5, copillatremisin-7-methyl ether; 6, cirsimaritin; 7, capillarisin; 8, artepillin A; 9, capillartemisin B1; 10, artepillin C; 11, capillin; 12, capillene) were isolated after tesing the choleretic activity of various fractions derived from the water extract of Artemisia capillaris. In tests of the choleretic activity in Wistar rats, four constituents (2, 8, 9, 10) were found to make an overwhelming contribution to the activity. Five constituents (3, 4, 8, 10, 12) were found for the first time in this plant. All of the compounds caused bile secretion to increase without increasing biliary bile acid, cholesterol or phospholipid excretion.View full abstractDownload PDF (766K) -
KAZUYA MITANI, TOSHIHIKO YOSHIDA, TOSHIHIRO SUZUKI, EIICHI KOSHINAKA, ...1988 Volume 36 Issue 2 Pages 776-783
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effects of structural modifications of α-alkyl-α-[(phenoxypropylamino)propyl-3, 4, 5-trimethoxybenzeneacetonitrile derivatives on their Ca2+ -antagonistic activity were analyzed qunatitatively by means of the Hansch-Fujita method. The effect of the alkyl substituent at the α-quaternary carbon atom was rationalized by a parabolic function of either steric paramater MR or ΔB5, where the optimal value is MR=1.83 or ΔB5=3.04. For substituents on the benzene ring (B ring) at the phenoxy moiety, an electron-releasing substituent with about π=0 seemed to be most favorable to the activity. The correlations with the local steric and hydrophobic parameters, ΔBpara5 and πpara, of the para substiuent of the B ring showed that a substituent with small width and high hydrophobicity is favorable in enhancing activity, leading to the conclusion that hydrogen is the most preferable para substituent. The most effective compound (24) examined in this study has an m-OMe group on the B ring and an iso-Pr group at the quaternary carbon atom. This observation was in agreement with the present analyses.View full abstractDownload PDF (723K) -
AKIO TOKORO, NOBUHIKO TAKEWAKI, KO SUZUKI, TAKESHI MIKAMI, SHIGEO SUZU ...1988 Volume 36 Issue 2 Pages 784-790
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo oligosaccharides, hexa-N-acetylchitohexaose (NACOS-6) and chitohexaose (COS-6), consisting solely of N-acetyl-D-glucosamine and D-glucosamine, respectively, were found to be growth-inhibitory against Meth-A solid tumor transplanted into BALB/c mice, when each oligosaccharide was administered i.v. at a dose of more than 1 mg/kg. Mouse peritoneal macrophages elicited with casein underwent activation with these oligosaccharides in vitro to produce interleukin 1. Spleen cells from mice given these oligosaccharides also underwent acceleration of interleukin 2 production and cytolytic T-lymphocyte differentiation. Thus, the antitumor mechanism of NACOS-6 and COS-6 was assumed to involve increased production of lymphokines including interleukins 1 and 2, sequentially, leading to the manifesation of antitumor effect through proliferation of cytolytic T-lymphocytes.View full abstractDownload PDF (811K) -
YASUSHI ARAKAWA, NAOTO UEYAMA, YOSHIHIRO NITTA1988 Volume 36 Issue 2 Pages 791-794
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTreament of dehydrated p-toluensulfonic acid (TsOH) with thio acid S-esters such as carbothioic acid and phosphorus thio acid S-esters in refluxing solvent resulted in the formation of p-toluenethiosulfonic S-esters (TsSR). The reaction of trialkyl phosphorotrithioites with TsOH provided the corresponding TsSR in relatively good yields. This constitutes a new and facile method for the preparation of unsymmetrical thiosulfonic S-esters.View full abstractDownload PDF (529K) -
FUMIKO ABE, TATSUO YAMAUCHI, ALFRED S.C. WAN1988 Volume 36 Issue 2 Pages 795-799
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThree olivil dimers, 5', 5'''-bis-olivil, 5', 5''-bis-olivil, and 5, 5''-bis-olivil, were isolated from the stems of Cerbera manghas and C. odollam together with (-)-olivil and (+)-cycloolivil, and their structures were determind on the basis of spectral evidence. Oilvil 4-O-glucoside and 4'-O-glucoside were also obtained from the leaves of C. manghas.View full abstractDownload PDF (526K) -
TAKESHI SAKAMOTO, YASUO KIKUGAWA1988 Volume 36 Issue 2 Pages 800-802
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSN-Phenylalkanehydrazonoyl chlorides (5), hitherto unknown, were synthesized from the corresponding arylhydrazides of aliphatic carboxylic acids (1) with triphenylphosphine-carbon tetrachloride in good yields.View full abstractDownload PDF (365K) -
HIROSHI TAKAHASHI, AKIHIRO KAWABATA, HIROYUKI NIWA, KIMIO HIGASHIYAMA1988 Volume 36 Issue 2 Pages 803-806
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSEnantioselective reaction of aldehydes using alkyltitanium (2R, 3R)-2, 3-(isopropylidenedioxy)-butane-1, 4-dioxide diisopropoxide ate-complexes was achieved in 65-80% yields and 9.9-54.0% enantiomeric excesses. The reduction products were obtained as by-products in 10-25% yields.View full abstractDownload PDF (415K) -
TAICHI OHMOTO, KYOKO YAMAGUCHI1988 Volume 36 Issue 2 Pages 807-809
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo new compounds have been isolated from the pollen grains of Biota oridntalis (L.) ENDL., and these compounds were determined to be 16-feruloyloxypalmitic acid (I) and 5-O-p-coumaroylquinic acid methyl ester (II) by chemical and spectroscopic methods. p-Coumaric acid, ferulic acid, quercetin, epi-ikshusterol, luteolin, populnin and β-sitosterly β-D-glucoside were also isolated.View full abstractDownload PDF (464K) -
RIKIO IKENISHI, TAKAYASU KITAGAWA1988 Volume 36 Issue 2 Pages 810-814
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSOur gas chromatogrophic method established previusly has been modified to assay fluoride ion which is released from fluorine-containing compounds and drugs in human plasma. A strongly acidic medium was not necessarily required, though fluoride is usually derivatized to trimethylfluorosilane (TMFS) under such acidic conditions. Trimethylsiylation proceeded in pH 2.5 sulfosalicylate (SSA) buffer. Even labile fluorine-containing compounds were stable in SSA buffer, while they were degraded in a strong acid to form fluofide. SSA was effecitive for buffering HCl which was produced by the reaction of excess reagent, trimthylchlorosilane (TMCS), with H2O. At the same time, SSA in plasma sample served as not only a deproteinizing agent but also a buffer agent for biological materials. By means of the present method, released fluoride in human plasma is assayable even in the presence of labile fluorine-containing compounds. More than 5 ng/ml of fluoride can be quantitated. α-Fluoro-β-alanine, 4-fluoroglutamic acid, 3-difluoroalanine and 5-(trifluoromethyl)uracil released fluoride in human plasma at 37°C in vitro. The amount of fluoride increased with time. On the other hand, no fluoride was liberated from 5-fluorouracil of from compounds of drugs studied other than the above ones.View full abstractDownload PDF (582K) -
YOSHIHIKO INAMORI, TOYOHIDE KOBAYASHI, MASAFUMI OGAWA, HIROSHI TSUJIBO1988 Volume 36 Issue 2 Pages 815-818
Published: February 25, 1988
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSHexestrol showed antifungal activity on plant-pathogenic fungi phytogrowth-inhibitory activity and a hypotensive effect on rats. Firstly, hexestrol exhibited antifungal activity on all plantpathogenic fungi tested except for Rhizoctonia solani IFO-30464 and Ceratoystis fimbriata IFO-4864. In particular, hexestrol strongly inhibited the growth of Fusarium oxsporum f. sp. lycopersici IFO-6531 (minimal inhibitory concentration : 5 μg/ml). Secondly, hexestrol had inhibitory activity on the growth of the root of Raphanus sativus L. var. raphanistroides MAKINO even at the low concentrarion of 50 ppm. Thirdly, hexestrol showed a transient hypotensive effect on rats (-40.00±2.60 mmHg, 10 mg/kg, i.v.).View full abstractDownload PDF (526K)