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Volume 29, Issue 5
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JIRO ARITOMI, HARUKI NISHIMURA1981 Volume 29 Issue 5 Pages 1193-1202
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDialkyl 4-aryl-2, 6-dimethyl-1, 4-dihydropyridine-3, 5-dicarboxylates (I) were subjected to the Mannich reaction with excess paraformaldehyde and primary amine in ethanolic solution. Novel ring-system compounds, dialkyl t-6-aryl-1H, 6H-2, 3, 6a, 7, 8, 9-hexahydro-2, 3a, 8-triazaphenalene-5, γ-6a-dicarboxylate derivatives (III), and some intermediary products were obtained stereoselectively. The reaction pathway and the stereochemistry of these products are discussed.View full abstractDownload PDF (936K) -
MASAYUKI OYA, EISHIN KATO, JUNZOH MATSUMOTO, YOICHI KAWASHIMA, JUNICHI ...1981 Volume 29 Issue 5 Pages 1203-1213
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA series of mercaptoacylamino acids containing tyrosine, dopa and α-methyldopa moieties is reported, and the structure-activity relationships are discussed. These compounds were tested for antihypertensive activity, and some of the compounds exhibited inhibitory activity against angiotensin I-converting enzyme. N-(2-Mercaptopropanoyl)-L-tyrosine-b (6b) was found to be 5 times more potent than N-(2-mercaptopropanoyl)-L-phenylalanine-a (Ia).View full abstractDownload PDF (962K) -
MASATOSHI YAMATO, YOUICHIRO KUSUNOKI1981 Volume 29 Issue 5 Pages 1214-1220
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDiethyl acetonedicarboxylate (DADC)-magnesium complex, (DADC)2Mg (5b), was isolated from the reaction of DADC and MgCl2 with Et3N, or by the removal of coordination water from (DADC)2Mg·2H2O (5a). Compound 5b could be regarded as an intermediate in the selfcondensation of DADC to give 1, 2, 3, and 4. A mechanism is proposed for the formation of these products from 5b. Acylation of 5a, b was carried out. The reaction of 5b with acyl chloride gave the monoacylated DADC (9) as the main product. The reaction of 5a, b with diketene afforded diethyl homophthalate (4) and orsellinic acid (11) derivatives, formed by acylation and subsequent cyclization.View full abstractDownload PDF (750K) -
TOMIO OHTA, NAOKI MIYATA, MASAAKI HIROBE1981 Volume 29 Issue 5 Pages 1221-1230
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSOxidation of various N-substituted-dibenz [b, f] azepines with m-chloroperbenzoic acid (m-CPBA) was examined. Oxidation of N-acyldibenz [b, f] azepines (If-k) gave the 10, 11-oxide (XVIIf-k). Oxidation of N-alkyldibenz [b, f] azepines (Ia-c) gave the diphenylamine (IIa-c) and 9-acridone (IIIa-c). Oxidation of N-methyldibenz [b, f]-azepine (Id) gave the N-oxide (IX) as a main product. In the case of oxidation of N-phenyldibenz [b, f] azepine (Ie), hydroxylation of the phenyl nucleus occurred to give N-(o-hydroxy) phenyldibenz [b, f] azepine (XII). In addition, further oxidation of XII proceeded to give diphenylamine (IIe). The rates of oxidation of N-substituted-dibenz [b, f] azepines (Ia-c) having an N-alkyl group were faster than those of If-k (having an N-acyl group).View full abstractDownload PDF (1065K) -
YASUO KIKUGAWA, YUKO MIYAKE, MASAMI KAWASE1981 Volume 29 Issue 5 Pages 1231-1236
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS5-Bromo- and 7-bromo-1, 2, 3, 4-tetrahydrocarbazoles (2 and 4) were converted to 4'-methoxy- and 6'-methoxy-spiro (cyclopentane-1, 2'-indolin)-3'-ones (14 and 16) by treatment with excess sodium methoxide in methanol/DMF in the presence of cuprous iodide in 10.3% and 53.7% yields, respectively. On the other hand, N-substituted bromocarbazoles were converted to the corresponding methoxycarbazoles in good yields under the same reaction conditions.View full abstractDownload PDF (607K) -
HIDENOBU OHMORI, KENICHI KUSUBE, MASAICHIRO MASUI1981 Volume 29 Issue 5 Pages 1237-1243
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAnodic oxidation of several imidate esters (I) was investigated at a glassy carbon electrode in acetonitrile. On cyclic voltammetry, I showed one, two, or three anodic peaks depending upon the structure. Controlled potential electrolysis of methyl N-p-methoxyphenylbenzimidate (Ic) at the potential of the first anodic peak gave p-benzoquinone and methylbenzoate, together with the protonated starting material. Electrolysis of Ic and methyl N-phenylbenzimidate (Ia) in the presence of excess pyridine gave pyridinated imidate esters in which the pyridinium group is attached to the aniline ring. An intramolecular cyclization reaction to form spirodienones was observed on electrolysis, in the presence of perchloric acid, of aryl N-p-methoxyphenylbenzimidates with aryl groups of low oxidation potential (Ie-g). Possible mechanisms for the reactions are discussed.View full abstractDownload PDF (812K) -
MIKIO HORI, TADASHI KATAOKA, HIROSHI SHIMIZU, MITSUHITO OKITSU1981 Volume 29 Issue 5 Pages 1244-1252
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThiaazulenocyclone (2) and thiaazulenocyclone 8, 8-dioxide (3) were synthesized and their reactions were investigated. The reaction of 2 with N-phenylmaleimide and the reactions of 2 or 3 with acenaphthylene and norbornene provided the Diels-Alder endo adducts, but cycloaddition reactions of 2 or 3 with acetylenic dienophiles, maleic anhydride or benzyne yielded decarbonylated products derived from the [4+2] adducts. The adduct of 2 and N-phenylmaleimide was a mixture of two stereoisomers and was decarbonylated on heating. The reactivities of 2 and 3 in the cycloaddition reactions were estimated by consideration of the frontier orbital interaction. The stereospecificity was mainly controlled by the steric and dipole-dipole interactions.View full abstractDownload PDF (902K) -
TAKAKO HORI, CHOSAKU YOSHIDA, SHOHACHI MURAKAMI, YASUO KIBA, RYUKO TAK ...1981 Volume 29 Issue 5 Pages 1253-1266
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe present investigation was undertaken to find more effective autitumor agents than 1-(4-diethylaminobenzyl)-4-n-hexyl-2, 3-dioxopiperazine (1), which was found in our laboratory in previous studies. 1-(4-Diethylamino-3- or 2-substituted benzyl)-2, 3-dioxopiperazine derivatives and 1-(4-substituted aminobenzyl)-2, 3-dioxopiperazine derivatives were designed and synthesized with the aim of suppressing the metabolism of the Et2N- group of 1. The structureactivity relationships and metabolism of these compounds were studied. It was found that 1-benzyl-4-[4-(2-pyrimidinylamino)benzyl]-2, 3-dioxopiperazine (17c) possessed the highest in vitro and in vivo activities.View full abstractDownload PDF (1395K) -
SHOKO SUEYOSHI, SHOZO KAMIYA1981 Volume 29 Issue 5 Pages 1267-1273
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1-(2-Chloroethyl)-(IIa), 1-isopropyl-(IIb), 1-isobutyl- (IIc) and 1-cyclohexyl-1-nitroso-3-(3-pyridylmethyl) urea (IId) isomerized to the corresponding 3-nitroso isomers (IIIa-d) in formic acid. This type of rearrangement was also observed in acetic acid, 10% hydrochloric acid, 10% sulfuric acid, methanol saturated with hydrogen chloride, and thionyl chloride. However, 1-isopropyl- (IIIb) and 1-cyclohexyl-3-nitroso-3-(3-pyridylmethyl) urea (IIId), in which the N1 substituents are bulky, hardly isomerized to the 1-nitrosoureas (IIb, d). Transnitrosation of 1-(2-chloroethyl)-1-nitroso-3-(3-pyridylmethyl) urea (IIa) with 1-methyl-3-(2-pyridylmethyl) urea gave the denitrosated compound (Ia) and a newly nitrosated compound, 1-methyl-1-nitroso-3-(2-pyridylmethyl) urea (V). It is suggested that this type of rearrangement is an acid-catalyzed, intermolecular rearrangement governed by the steric effect of the N1 substituents.View full abstractDownload PDF (785K) -
ENKOU NAGASHIMA, KUNIO SUZUKI, MINORU SEKIYA1981 Volume 29 Issue 5 Pages 1274-1279
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReactions of 2, 2-dichlorovinyl sulfides and their sulfoxide and sulfone derivatives with tert-butoxide and with organolithium compounds have provided entries to chloroethynyl sulfides, tert-butoxyethynyl sulfides and their derivatives. Application of these reactions for the synthesis of several functional derivatives is also described.View full abstractDownload PDF (672K) -
KEI TAKEDA, KOICHI SHUDO, TOSHIHIKO OKAMOTO, TAKUO KOSUGE1981 Volume 29 Issue 5 Pages 1280-1285
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA potent mutagen, 3-amino-1-methyl-5H-pyrido [4, 3-b] indole, isolated from tryptophan pyrolysate, and some analogs were synthesized. The key reaction was the AlCl3-catalyzed condensation of 2-cyanomethylindole and alkyl (or phenyl) cyanide.View full abstractDownload PDF (714K) -
YUKIHIKO TOMIOKA, AKIHUMI MOCHIIKE, JUNKO HIMENO, MOTOYOSHI YAMAZAKI1981 Volume 29 Issue 5 Pages 1286-1291
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reactions of 6-nitroquinoline (I) with some cyanomethylene compounds in the presence of a base were investigated. I reacted with ethyl cyanoacetate in the presence of potassium cyanide to produce 6-ethoxalylaminoquinoline-5-carbonitrile (IIa) and diethyl 2-cyano-3-(5-cyano-6-quinolylamino) fumarate (IIIa) in 56 and 6.3% yields, respectively. When potassium tert-butoxide or potassium hydroxide was used as a base, IIa was obtained as a sole product. Potassium hydroxide was the most effective in the formation of IIa (66.5%). Similarly, the reactions of I with methyl cyanoacetate, p-nitrophenylacetonitrile, ω-cyanoacetophenone and 1-cyanoacetylpyrrolidine in the presence of potassium hydroxide gave the 6-aminoquinoline-5-carbonitrile derivatives (IIb, IIc, IId and IIf) corresponding to IIa. In the reaction of I with α-cyanoacetamide, α-cyano-β-carbamoyl-β-(5-cyano-6-quinolylamino) acrylamide (IIIe) and 3-cyano-4-(5-cyano-6-quinolylamino)-1H-pyrrole-2, 5-dione (VI) were obtained as minor products together with IIe.View full abstractDownload PDF (690K) -
TOSHIHIKO OHSHIMA, YUKIHIKO TOMIOKA, MOTOYOSHI YAMAZAKI1981 Volume 29 Issue 5 Pages 1292-1298
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTreatment of 2-nitronaphthalene with malononitrile and potassium hydroxide gave the potassium salt (II) of 1, 1-dicyano-2-hydroxy-2-(1-cyano-2-naphthylamino) ethylene (II') in 78% yield. II was hydrolyzed to 2-aminonaphthalene via 3-dicyanomethylene-3, 4-dihydro-1H-naphth [2, 1-d] [1, 3] oxazin-1-one (III) when heated with 20% hydrochloric acid. III reacted with amines to form benzo [f] quinazolines (IVa-d). II was treated with hydrochloric acid in pyridine to yield the pyridinium salt (IIa) of II', and IIa was converted to II by treatment with potassium acetate. II was also synthesized from ethyl N-(1-cyano-2-naphthyl) carbamate, malononitrile and potassium amide.View full abstractDownload PDF (782K) -
ISAO KITAGAWA, TSUTOMU NAKANISHI1981 Volume 29 Issue 5 Pages 1299-1311
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSBisdesmosides of two new furostanols (named furometagenin and furometanarthogenin) were isolated as their 22-O-methylated peracetates (designated as NF-1 and NF-2) from the subterranean part of Metanarthecium luteo-viride MAXIM. (Liliaceae). The structures of NF-1 and NF-2 have been elucidated as 11-O-α-L-arabinopyranosyl-26-O-β-D-glucopyranosyl-22-O-methyl-furometagenin nonaacetate (12) and 11-O-α-L-arabinopyranosyl-26-O-β-D-glucopyranosyl-22-O-methyl-furometanarthogenin octaacetate (15) on the basis of chemical and physicochemical evidence. The 2β-acetoxy-4-en-3-one moiety included in the steroidal part of 15 has been demonstrated to undergo air oxidation during alkaline saponification followed by acidic hydrolysis in methanol and to give a new sapogenol : 2-methoxy-11α-hydroxy-25R-spirosta-1, 4-dien-3-one (2-O-methyl-dehydrometanarthogenin) (23). This secondary conversion in the A-ring of sapogenol part has been corroborated by the examination of the model steroids : 2β-and 2α-acetoxy-17β-chloroacetyl-androst-4-en-3-ones (25, 28).View full abstractDownload PDF (1428K) -
YASUMITSU TAMURA, AKIMORI WADA, SHIGEHIRO OKUYAMA, SATOSHI FUKUMORI, Y ...1981 Volume 29 Issue 5 Pages 1312-1320
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSPreparation and photocyclization of a number of 2-aroyl-3-methylcyclohex-2-enones have been investigated. Irradiation of these systems resulted in a photo-enolization followed by a pericyclic reaction to give 3, 4-dihydroanthracen-1 (2H)-ones.View full abstractDownload PDF (1149K) -
YOSHIHIRO HARIGAYA, HIROKO YAMAGUCHI, MASAYUKI ONDA1981 Volume 29 Issue 5 Pages 1321-1327
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe (+)-naphthoquinone epoxide (2) has been obtained by the phase-transfer chiral epoxidation of the naphthoquinone (1). Reduction of (+)-2 with sodium borohydride gives the (-)-cis-epoxyhydroxy ketone (3) and (-)-trans-epoxyhydroxy ketone (4). Further reduction of (-)-3 affords the (-)-cis-lactone (5), (-)-trans-lactone (6) and (+)-cis-epoxydiol (7). Alumina-induced lactonization of (+)-7 yields (-)-6. The 2S, 3R configuration for (+)-2 is deduced from the circular dichroism spectrum. The configurations of the 4-hydroxyl groups in (-)-3 and (-)-4 are determined by the Horeau's method.View full abstractDownload PDF (800K) -
TOSHIHIKO OHSHIMA, MASAE MIZUOKA, YUKIHIKO TOMIOKA, MOTOYOSHI YAMAZAKI1981 Volume 29 Issue 5 Pages 1328-1334
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reactions of 2-nitronaphthalene (I) and 6-nitroquinoline (IV) with malononitrile in the presence of an amine were examined. I reacted with malononitrile and morpholine to form 4-(1-cyano-2-naphthylcarbamoyl) morpholine (IIIa) in 43% yield. When piperidine or pyrrolidine was used in place of morpholine, I yielded the urea derivative (IIIb or IIIc) corresponding to IIIa. From the reaction of I with cyclohexylamine, the urea derivative (IIId) and 2-cyclohexyl-1-imino-3-oxo-1, 2, 3, 4-tetrahydrobenzo [f] quinazoline (VIIId) were obtained in yields of 25 and 24%, respectively. On the other hand, the reaction of I with benzylamine gave only the quinazoline derivative (VIIIe) corresponding to VIIId. Similarly, IV reacted with malononitrile and an amine to give the corresponding urea and/or quinazoline derivatives (Va-d and/or Xd, e). The structures of III, V, VIII and X were confirmed by comparison with authentic samples prepared by an alternative route.View full abstractDownload PDF (815K) -
HIDEAKI MANITA, MASAAKI GONDO, HARUO YAMASHITA, KYOICHI SAKAKIBARA1981 Volume 29 Issue 5 Pages 1335-1343
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA new, simple and rapid method for the immunological determination of estrogens in pregnancy urine is described. The principle of this method is based on the latex agglutination inhibition reaction in a solid-solid system. An antibody latex reagent (Ab-Latex) was obtained by sensitizing latex particles with anti-estriol 16-glucuronide antibody which had been raised in a goat. Estriol 16-glucuronide-bound latex reagent (E3-16-G-Latex) was prepared by the condensation of polyacrylic acid combined with estriol 16-glucuronide (E3-16-G) and lysine-latex which had been prepared from carboxylate modified latex. Hexamethylenediamine was used for the binding of E3-16-G to polyacrylic acid. The latex agglutination inhibition tests were performed on opaque glass slides. One drop (30μl) of Ab-Latex suspension followed by one drop of E3-16-G-Latex suspension was added to one drop of diluted urine sample and mixed thoroughly. The slides were rotated gently for 2 minutes, and a macroscopically visible agglutination inhibition pattern was observed in the presence of an estrogen concentration of 0.1μg/ml (as estriol) or more. The estrogen values in urine can be obtained by multiplying the sensitivity by the highest dilution factor able to give a positive reaction. This test cross-reacted not only with free estriol but also with all free and conjugated estrogens having a free hydroxy group at position 3 in the steroid ring. The urinary estrogen values obtained by this method showed a good correlation with those measured by a radioimmunoassay method (correlation coefficient ; 0.9845, regression line ; y=0.823x-0.614). When this method was compared with a semi-quantitative determination method, the hemagglutination inhibition reaction (E3 HAIR kit), the results of the two methods were in fairly good agreement.View full abstractDownload PDF (924K) -
TOYOZO UNO, MIKIO MASADA, YOSHIHIRO KURODA, TERUMICHI NAKAGAWA1981 Volume 29 Issue 5 Pages 1344-1354
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction mechanism of the degradation of ampicillin to fluorescent products has been investigated. High performance liquid chromatography (HPLC) analysis of the degradation products obtained by reaction in the presence of mercuric chloride indicated the formation of a new fluorophore. Isolation of the product followed by spectral investigation showed the structure of the new fluorophore to be 2-hydroxy-3-phenyl-6-penillomethylpyrazine. The degradation in the presence of acetoaldehyde, however, produced another fluorophore which was identified as 2-hydroxy-3-phenyl-6-ethylpyrazine. The reaction mechanism was elucidated in terms of a penilloaldehyde intermediate on the above results.View full abstractDownload PDF (1057K) -
SHINJI OHMORI, MIKIKO IKEDA, ETSUKO KASAHARA, HIROMI HYODOH, KAZUHIRO ...1981 Volume 29 Issue 5 Pages 1355-1360
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAn assay procedure for total glutathione in blood, liver and yeast was developed, based on the color reaction of the glycine residue, not the sulfhydryl group. Glycine, which showed a color reaction similar to that of glutathione, was first eliminated by reaction with sodium nitrite under acidic conditions, then deaminated glutathione was reacted with benzoyl chloride in sodium hydroxide solution. The reaction product (s) was extracted with ethyl acetate containing 5% (v/v) ethanol, after acidification of the reaction mixture with phosphoric acid. An aliquot of the organic phase was evaporated to dryness under reduced pressure, and the dried residue was treated to develop the color by the addition of acetic anhydride, p-dimethylaminobenzaldehyde and pyridine. The absorbance was measured at 458 nm after reaction at 40°for 1 hr. Beer's law was obeyed in the range from 0.05 to 1.0μmol of the reduced form or from 0.025 to 0.5μmol of the oxidized form in the cuvette. This procedure is applicable to the determination of total glutathione in amino acid mixtures, whole blood, rat liver cytosol and yeast heat extract.View full abstractDownload PDF (691K) -
MAMORU SUGIURA, KENJI KATO, TETSUO ADACHI, YOSHIMASA ITO, KAZUYUKI HIR ...1981 Volume 29 Issue 5 Pages 1361-1364
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA new enzymic method has been developed for the determination of FAD by using deflave xanthine oxidase. It was possible to measure FAD concentration in the pico mole range by this method. This method is accurate, simple and more sensitive than existing enzymic methods.View full abstractDownload PDF (495K) -
YUKIO NAITO1981 Volume 29 Issue 5 Pages 1365-1372
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA large mobile (LM) protein that is accumulated in saliva of rats upon chronic administration of isoproterenol (IPR), a β-adrenergic drug (L. Menaker, et al., Ala. J. Med. Sci., 11, 356-358 (1974)), has been purified to electrophoretic homogeneity. Rabbit anti-LM protein antibody was prepared, and used for determination of the LM protein by a single radial immunodiffusion method. The increase in the amount of this protein in the soluble fraction of submandibular glands was roughly proportional to the increase in the wet weight of glands and the most effective dose of IPR was found to be 40 mg/kg. The LM protein which accumulated in the submandibular glands upon chronic administration of IPR was secreted as a result of IPR stimulation, whereas methoxamine, an α-adrenergic drug, did not induce significant secretion of the accumulated LM protein. Apparently the protein newly synthesized in submandibular glands upon chronic administration of IPR is secreted through the action of β-adrenergic receptors.View full abstractDownload PDF (1101K) -
YUKIO NAITO, IKUKATSU SUZUKI1981 Volume 29 Issue 5 Pages 1373-1376
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSome physicochemical properties of the purified LM protein isolated from submandibular saliva of IPR-treated rats were studied. The molecular weight of the LM protein was estimated to be 12000 by sodium dodecyl sulfate-polyacrylamide gel electrophoresis, and its isoelectric point was 4.75. The sugar content of the protein was estimated to be 1.62% and the calcium content was 1.07 mol/mol of the protein. Phosphorus and magnesium were not detectable. Amino acid analysis revealed that the protein cotained relatively large amounts of aspartic acid (asparagine) (14.8%), glutamic acid (glutamine) (14.8%) and serine (11.6%), and small amounts of proline (1.9%) and glycine (5.4%). A part of the amino acid sequence from the N-terminal was determined ; the N-terminal was proline, followed by five hydrophobic amino acids. These results clearly indicate that the LM protein isolated from submandibular glands of IPR-treated rats is different from prolinerich proteins previously isolated by others from parotid glands of IPR-treated rats.View full abstractDownload PDF (543K) -
KEN-ICHIRO MINEGISHI, MITSUO WATANABE, TSUTOMU YAMAHA1981 Volume 29 Issue 5 Pages 1377-1381
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe distribution of butylated hydroxyanisole (BHA) and its conjugates was investigated in the liver, kidney, pancreas, plasma and urine 1 and 3 hr after oral administration of 3H-labeled BHA to rats. The total radioactivities in the tissues were in the order kidney>liver>plasma>pancreas. BHA-S (sulfate-conjugate) and BHA-G (glucuronideconjugate) could be separated clearly by paper electrophoresis. The radioactivities of BHA and its conjugates separated by electrophoresis were determined and the proportions of BHA, BHA-G and BHA-S were calculated. Unchanged BHA was mainly found in the liver and pancreas. The proportion of BHA-G increased in the order urine>kidney>plasma>pancreas>liver. On the other hand, that of BHA-S increased in the order plasma>kidney>pancreas>liver>urine. BHA-G was the major metabolite in urine and BHA-S was only a minor metabolite, but a considerable amount of BHA-S was found in plasma. Therefor, we investigated whether BHA-S administered intraperitoneally or intravenously is converted into the corresponding glucuronide to be excreted in urine. The results, however, showed that no significant amount of BHA-S was converted into BHA-G under the conditions used.View full abstractDownload PDF (593K) -
KIYOMI KIKUGAWA, TOMIYA SASAHARA, TAKESHI SASAKI, TSUTAO KURECHI1981 Volume 29 Issue 5 Pages 1382-1389
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAutoxidation of hemoglobin A incubated at 20°or 37°over a period of 24 hr was affected by several factors. Oxidation of oxyhemoglobin (HbO2) and deoxyhemoglobin (DeoxyHb) was faster as the pH value decreased. Allosteric effectors (IHP and EDTA) and reducing agents (ascorbic acid and cysteine) promoted the proton-assisted oxidation of HbO2 to produce methemoglobin (MetHb) and/or precipitates. Metal ions (Fe2+, Fe3+, Cu2+ and Hg2+) had a stimulatory effect at pH 7 and 5.5 on the production of MetHb or precipitates from both HbO2 and DeoxyHb. The Cu2+-and Hg2+-catalyzed oxidations of HbO2 were dramatically suppressed by EDTA, while those catalyzed by Fe2+ and Fe3+ were accelerated by EDTA. The Fe2+ (and Fe3+)-EDTA complexes were potent inducers of the oxidation in the presence of oxygen, while EDTA blocked the Fe2+-catalyzed oxidation of DeoxyHb. The oxidations catalyzed by all these metal ions were suppressed by ascorbic acid and cysteine. The Fe2+ (and Fe3+)-ascorbate (and cysteine) complexes effectively deoxygenated HbO2.View full abstractDownload PDF (871K) -
TAKASHI ABIKO, IKUKO ONODERA, HIROSHI SEKINO1981 Volume 29 Issue 5 Pages 1390-1397
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAn eicosapeptide, H-Ser-Asp-Leu-Pro-Gln-Thr-His-Ser-Leu-Gly-Asn-Arg-Arg-Ala-Leu-Ile-Leu-Leu-Ala-Gln-OH, corresponding to the N-terminal amino acid sequence of the major component of human lymphoblastoid interferon was synthesized by a conventional method. The final deprotected peptide was purified by gel filtration on Sephadex G-25 and then by partition chromatography on Sephadex G-25. The eicosapeptide at a dose of 100 μg/ml inhibited the incorporation of 3H-thymidine into DNA of PHA-induced lymphocytes by about 15%.View full abstractDownload PDF (947K) -
KAZUO KIGASAWA, HIROAKI SHIMIZU, SHIGERU HAYASHIDA, MITSUYO FUJINO1981 Volume 29 Issue 5 Pages 1398-1402
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSBencyclane fumarate (I) was decomposed in aqueous buffer solution from pH 1.2 to 6.3 in order to examine its stability and mechanism of hydrolysis. It was found that I was hydrolyzed with pseudo first-order kinetics, and the pH-rate profile was a straight line of slope-1. The activation energy (Ea) was calculated to be 33.0 kcal/mol from Arrhenius plots. Further examination of the decomposition mechanism through kinetic analysis suggested a new pathway where I first formed a carbonium ion intermediate in an acidic solution then decomposed immediately into an alcohol and two olefins by hydration and dehydration, respectively.View full abstractDownload PDF (585K) -
YOSHIAKI KAWASHIMA, HIROAKI TAKAGI, HIDEO TAKENAKA1981 Volume 29 Issue 5 Pages 1403-1409
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA binary mixture of lactose (47 μm) and sulfisomidine (73 μm) dispersed in chloroform was agglomerated with a small amount of buffered sodium phosphate solution. A number of large agglomerates were produced at the initial stage of agglomeration. Thereafter, fine particles preferentially adhered to the large ones and finally all the particles were converted to agglomerates. This process could be followed in terms of the changes in the profile of the size distribution curve of agglomerates with residence time. The median diameter of agglomerates was related linearly with the residence time on a log-log plot except at the later stages of agglomeration. These findings indicated that the agglomeration can be described by a "non-random coalescence"model. The population balance for this agglomeration process is given by equation (4) in the text. The agglomeration rate constant increased with increasing amount of bridging liquid used and depended on the mixing ratio of the raw materials. The crushing strength of the agglomerate obtained at the equilibrium state was a function of agglomerate size, as expressed by equation (9). The parameters k and n in equation (9) depended on the mixing ratio of the raw materials and are related to the packing properties of the mixture.View full abstractDownload PDF (763K) -
KOICHIRO HIRANO, HIDEO YAMADA1981 Volume 29 Issue 5 Pages 1410-1415
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThis investigation was undertaken to evaluate the differences of intramuscular absorption rates of practically water-insoluble drugs in rats among the three basic dosage forms : oily solutions (including oily suspensions), aqueous suspensions, and aqueous solutions containing nonionic surfactants as solubilizers. A review of previous studies indicated that the rank order of magnitude of the absorption rates among such dosage forms was not fixed, but varied remarkably depending on the drug, the oily solvent, the surfactant and its concentration, and colloidal properties such as particle size, etc., in addition to the initial drug concentration and injection volume. Thus, we sought to establish a method for predicting the relative absorption rates from the three dosage forms empirically. The feasibility of the proposed approach was confirmed experimentally with testosterone for the three dosage forms injected intramuscularly into intact rats. In conclusion, this approach is expected to provide a novel and useful guide not only for predicting the relative absorption rates from various dosage forms but also for selecting optimal preparations for more detailed screening and preclinical testing in laboratory animals of new drugs under development.View full abstractDownload PDF (738K) -
TOSHIHIKO IKEDA, TORU KOMAI, KENJI KAWAI, HIDEYO SHINDO1981 Volume 29 Issue 5 Pages 1416-1422
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe in vivo metabolism of 1-(3-mercapto-2-D-methyl-1-oxopropyl)-L-proline (SQ-14225) was investigated in rats and dogs. SQ-14225 labeled with 14C at the mercaptoacyl moiety was administered orally and the metabolites in the 24 hr urine were identified by comparing their Rf values with those of authentic samples. Unchanged SQ-14225 was trapped via its sulfhydryl group by the previous addition of N-ethylmaleimide to prevent air oxidation. In both animal species, most of the radioactivity was excreted as unchanged SQ-14225 and its disulfide (SQ-14551). A significant amount of the urinary radioactivity was accounted for by mixed disulfides, among which the disulfide with L-cysteine (Cys-SQ-14225) was predominant. N-Acetyl-Cys-SQ-14225 was also detected as a minor component, but the amount of the mixed disulfide with glutathione (GS-SQ-14225) was negligible. S-Methyl-SQ-14225 and its sulfoxide were also recognized. As judged from the negligible incorporation of radioactivity into collagen after administration of SQ-14225-3H labeled at the proline moiety, the metabolic cleavage of the amide bond in SQ-14225 was not significant.View full abstractDownload PDF (840K) -
KIYOMI KIKUGAWA, TEPPEI MARUYAMA, YASUKO MACHIDA, TSUTAO KURECHI1981 Volume 29 Issue 5 Pages 1423-1432
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMalondialdehyde (MDA) is a secondary product of in vitro and in vivo lipid peroxidation. Reactions of MDA, prepared by acid hydrolysis of malonaldehyde bis (dimethylacetal), with methylamine were performed at 37°under various pH conditions (pH 1-8). Two major fluorescent compounds, 1, 4-dimethyl-1, 4-dihydropyridine-3, 5-dialdehyde (1) and 1-methyl-4-(dimethoxyethyl)-1, 4-dihydropyridine-3, 5-dialdehyde (2), and two nonfluorescent UV-absorbing by-products, β-methylaminoacrolein (3) and 2, 6-dimethyl-2, 6-diazabicyclo [3.3.1] 3, 7-nonadiene-4, 8-dialdehyde (4), were isolated. The structures of these products were elucidated by analysis of their 13C and 1H NMR spectra, mass spectra and UV absorption spectra. Compounds 1 and 2 were produced in the best yields at pH 6-8, 3 was produced at every pH, and 4 was produced at pH 2-5. The 1, 4-dihydropyridine-3, 5-dialdehyde fluorophore in 1 and 2 may have been formed via a Hantzsch-type reaction of MDA and methylamine. The fluorescence spectrum of 1 with a maximum at 460 nm was the same as that of a conjugated Schiff base of MDA and amino acid or those of aging or lipofuscin pigments accumulated in the cells.View full abstractDownload PDF (1146K) -
YASUNORI MORIMOTO, KENJI SUGIBAYASHI, YOSHIO KATO1981 Volume 29 Issue 5 Pages 1433-1438
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSBovine serum albumin microspheres containing adriamycin were prepared by heat solidification of albumin in albumin-adriamycin aqueous solution in cottonseed oil emulsions. The efficiency of the microspheres as a drug carrier of adriamycin was evaluated in liver metastasis caused by the injection of AH 7974 tumor cells into the portal vein of rats as a model of release of such cells into the vein during the course of surgical removal of gastric cancer. Adriamycin entrapped in the microspheres exhibited sustained in vitro release which followed first-order kinetics. After intraportal injection in rats, the microspheres and entrapped agent distributed mainly in the liver, and the disappearance rate from the tissue was very slow in comparison with that of free drug. The survival times of rats bearing AH 7974 liver metastasis were prolonged by intraportal administration of microspheres containing adriamycin. In contrast, free adriamycin or microspheres without entrapped drug did not significantly increase the life span over the control. These results suggest that albumin microspheres containing adriamycin may be applicable as a drug carrier in the adjuvant chemotherapy of liver metastasis.View full abstractDownload PDF (730K) -
YUKIO MORI, TOSHIRO NIWA, KAZUMI TOYOSHI1981 Volume 29 Issue 5 Pages 1439-1442
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwenty azobenzene derivatives structurally related to 3'-hydroxymethyl-4-(dimethylamino) azobenzene (3'-CH2OH-DAB) were synthesized for the purpose of investigating their mutagenic and carcinogenic effects. They are oxidation products of 3'-Me-DAB, symmetrically substituted azo compounds, their acetyl or chloro derivatives, and their isomers. The 4-(dimethylamino) azobenzenes were prepared by coupling of the corresponding diazonium salts with N, N-dimethylaniline and the azobenzenes by reduction of the corresponding nitrobenzenes with lithium aluminum hydride or zinc in a sodium hydroxide medium. Physical characteristics of these compounds (melting point, elemental analysis, and infrared, ultraviolet, and mass spectral data) are given.View full abstractDownload PDF (571K) -
TOSHIO SATOH, NAOKI MITSUO, MAYUMI NISHIKI, YASUYUKI INOUE, YASUHIRO O ...1981 Volume 29 Issue 5 Pages 1443-1445
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAromatic nitro group was selectively reduced by treatment with sodium borohydridestannous chloride in ethanol in the presence of other reducible functional groups such as keto, ester, cyano, oxime or olefinic bonds.View full abstractDownload PDF (435K) -
KIMIKO NAKANO, KOTARO MURAKAMI, TOSHIHIRO NOHARA, TOSHIAKI TOMIMATSU, ...1981 Volume 29 Issue 5 Pages 1445-1451
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSNine compounds (1-9) have been isolated from the whole plants of Paris verticillata M. v. BIEB. (Liliaceae) and their structures characterized. They can be divided into four groups ; phytosteryl derivatives (1, phytosteryl (6'-palmitoyl)-β-D-glucopyranoside ; 2, the despalmitate of 1), phytoecdysones (3, ecdysone ; 4, ajugasterone A ; 5, ecdysterone), pennogenin glycosides (6, pennogenin tetraglycoside (T-g) ; 7, prototype glycoside of 6), and kaempferol glycosides (8, kaempferol 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside ; 9, 7-O-β-D-glucopyranosyl kaempferol 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside).View full abstractDownload PDF (797K) -
MAMORU SUGIURA, KENJI KATO, TETSUO ADACHI, YOSHIMASA ITO, KAZUYUKI HIR ...1981 Volume 29 Issue 5 Pages 1451-1455
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSWe have established an enzymic method for the determination of inorganic phosphate in serum, based on the formation of hydrogen peroxide with purine nucleoside phosphorylase (PNP) and xanthine oxidase (XO). The method was evaluated for precision, accuracy, sensitivity and specificity, and was concluded to be useful as a clinical test for the determination of inorganic phosphate in serum.View full abstractDownload PDF (572K) -
MASAYOSHI YAMAGUCHI1981 Volume 29 Issue 5 Pages 1455-1458
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effect of calcitonin (CT) on serum glucose and insulin secretion was investigated in rats. The subcutaneous administration of CT (80 MRC mU/100 g body weight) produced a significant increase in serum glucose, while it did not significantly alter serum insulin in fed rats. In addition, a marked elevation of insulin secretion after a single intraperitoneal administration of glucose (0.1 g/100 g) in fasted rats was not significantly altered by the treatment with CT. When both CT and somatostatin (250μg/100 g) were subcutaneously administered simultaneously, the serum glucose level increased significantly compared with that of rats given somatostatin alone. The progressive increase in serum glucose caused by CT was significantly inhibited by the subcutaneous administration of insulin (0.1 U/100 g). These results indicate that CT increases serum glucose concentration independently of insulin secretion in rats.View full abstractDownload PDF (496K) -
MITSUHIRO OHTA, TOYOSAKU SASAKI, KYOZO HAYASHI1981 Volume 29 Issue 5 Pages 1458-1462
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe primary structure of toxin C, a neurotoxin isolated from Indian cobra (Naja naja) venom, was determined. Toxin C is a highly toxic polypeptide consisting of 71 amino acid residues (molecular weight 7800) crosslinked by five disulfide bridges. A high degree of homology is observed among the long-chain neurotoxins. Toxin C differs from toxin A only in having -Ala-28 and -Lys-49 in place of -Gly-28 and -Arg-49, and from toxin B in having -Ala-28, -Ile-32 and -Lys-49 in place of -Gly-28, -Ser-32 and -Arg-49 residues. The amino acid sequence of toxin C is the same as that of Naja naja siamensis neurotoxin 3.View full abstractDownload PDF (610K) -
KANJI TAKADA, SHOZO ASADA1981 Volume 29 Issue 5 Pages 1462-1466
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA model independent approach is proposed to describe the blood disappearance profile of intravenously administered drugs. This approach requires a new definition of the total volume of distribution as a function of time. The total volume of distribution is regarded as the sum of V1 and V2. V1 represents the initial volume of distribution after the intravenous administration of drugs. V2 represents the additional distribution volume where the drug is distributed after the initial rapid distribution has ceased. To characterize V2, two parameters, the maximum value of V2, (V2)max, and the distribution constant, Kd, which is equal to the time when V2 is equal to one-half its maximum, are adopted. It has been suggested by a simulation study that these two parameters, (V2)max, and Kd, are the major determinants of the rapid initial disappearance (i.e. distribution phase) of drugs from the blood stream after intravenous administration. The blood disappearance profile of warfarin was analyzed on the basis of this approach.View full abstractDownload PDF (580K) -
HIROSHI NAKAGAWA, YOSHITERU TAKAHASHI, YOSHIAKI FUJIMOTO, SHIRO MAEDA, ...1981 Volume 29 Issue 5 Pages 1466-1469
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe properties of water of crystallization of sodium prasterone sulfate (DHA·SO3Na·2H2O) were investigated by thermometric measurements. The anhydrous form (DHA·SO3Na) was very hygroscopic, and easily transformed to the dihydrate. The dihydrate was in a stable phase under ordinary storage conditions. If the released water molecules were not effectively exhausted in the dehydration process, a liquefaction phenomenon due to the interaction between water molecules and DHA·SO3Na was observed. The activation energy (ΔE) of the dehydration reaction from the dihydrate to the anhydrous form was determined by an isothermal method and a non-isothermal method (Ozawa method) under a constant water vapor pressure, PH2O=14.9 mmHg. ΔE obtained by the isothermal method was 31.5 kcal/mol and ΔE obtained by the Ozawa method was 31.3 kcal/mol.View full abstractDownload PDF (508K) -
YOKO SAKIYA, YOSHIKO MIYAUCHI, YOSHIJI TSUEMURA1981 Volume 29 Issue 5 Pages 1470-1472
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effects of osmotic pressure and viscosity have been examined on the intestinal absorption of quinine from solutions containing various amounts of sucrose or sodium carboxymethyl cellulose in the rat. The amount of quinine absorbed from 0 to 240 minutes was highest from the hypotonic and isotonic solutions and decreased with increasing osmotic pressure or viscosity. However, the effect was more marked with osmotic pressure than viscosity. Similar results were obtained on bioavailability. These results were consistent with the observations reported previously that gastric emptying rate and quinine concentration of the gastric effluent were more markedly reduced by increasing osmotic pressure than by increasing viscosity.View full abstractDownload PDF (425K) -
MASAMI YOKOTA, KUSUO NARITA, TAKUO KOSUGE, KEIJI WAKABAYASHI, MINAKO N ...1981 Volume 29 Issue 5 Pages 1473-1475
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA potent mutagen was isolated from a pyrolysate of L-ornithine. The mutagenic activity of this compound on Salmonella typhimurium TA 98 was 28400 revertants/0.5 μg. This compound was deduced to be 4-amino-6-methyl-1H-2, 5, 10, 10b-tetraazafluoranthene by X-ray crystallographic analysis.View full abstractDownload PDF (440K) -
NORIO HASHIMOTO, TOYOHIKO AOYAMA, TAKAYUKI SHIOIRI1981 Volume 29 Issue 5 Pages 1475-1478
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTrimethylsilyldiazomethane (TMSCHN2), known as a stable and safe substitute for highly toxic and explosive diazomethane in the Arndt-Eistert synthesis and homologation of carbonyl compounds, has smoothly reacted with various carboxylic acids in methanolic benzene solution to give the corresponding methyl esters in excellent yields.View full abstractDownload PDF (499K) -
YOJI HAYASAKA, SHINJIRO MURATA, KOSHIRO UMEMURA1981 Volume 29 Issue 5 Pages 1478-1480
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS6-Chloro-m-anisidine was obtained as one of the products by the acidic decomposition of elebopride and its main metabolites (total CP). This degraded product after derivatized with heptafluorobutyric anhydride was measured by use of mass fragmentography. A good calibration curve was obtained in the range 2-80 ng/ml of clebopride in rat blood. The concentration of total CP in rat blood after intravenous (0.1 and 0.5 mg/kg) and oral (0.5 mg/kg) administration was determined by this method.View full abstractDownload PDF (406K) -
AKIO OHSAWA, TAKAYUKI KAWAGUCHI, HIROSHI IGETA1981 Volume 29 Issue 5 Pages 1481-1483
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe flash vacuum pyrolysis of 2-picoline N-oxide was found to give 2-picoline, pyridine, 2-vinylpyridine, bis (2-pyridyl) methane, and 1, 2-bis (2-pyridyl) ethane. From the mechanistic consideration of the formation of these products, intermediacy of 2-picolyl radical (i. e., 2-pyridylmethyl radical) is strongly suggested.View full abstractDownload PDF (404K) -
YOSHIO OKADA, YUKO TSUDA, YOKO NAGAMATSU, UTAKO OKAMOTO1981 Volume 29 Issue 5 Pages 1483-1486
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSStereoisomeric analogues of Suc-Tyr-Leu-Val-pNA were synthesized in the conventional manner and their properties as the substrate and/or the inhibitor against human spleen fibrinolytic proteinase (SFP) were tested. Suc-D-Tyr-L-Leu-L-Val-pNA (II) was hydrolyzed to release p-nitroaniline with Keat/Km value (3700), whereas Keat/Km value of Suc-L-Tyr-L-Leu-L-Val-pNA (I) was 22647. Suc-L-Tyr-D-Leu-D-Val-pNA (III) inhibited the hydrolytic activity of SFP towards both the peptide (I) and fibrin.View full abstractDownload PDF (486K) -
AKIRA KONO, YASUHIRO HARA, YOSHIKAZU MATSUSHIMA1981 Volume 29 Issue 5 Pages 1486-1488
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1-(Tetrahydro-2-furanyl)-5-fluorouracil (Tegafur) was phosphorolyzed to form 5-fluorouracil (5-FU) by a soluble fraction of human lung cancer. The catalysis was suppressed in the presence of excess thymidine, but not in the presence of 1-(2'-deoxy-β-D-glucopyranosyl) thymine, an inhibitor of uridine phosphorylases. The cleavage of Tegafur to 5-FU was assumed to be catalyzed by a thymidine phosphorylase activity, which is greatly enhanced in the human tumor tissues, and to represent a possible activation mechanism of Tegafur.View full abstractDownload PDF (435K) -
NAOKI MIYATA, HIROKO KIUCHI, MASAAKI HIROBE1981 Volume 29 Issue 5 Pages 1489-1492
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe oxidative dealkylation of several tertiary amines with 2-iodoso-m-xylene catalyzed by chloro-α, β, γ, δ-tetraphenylporphinatoiron (III) (Fe (III) TPPCl, 3) was examined. N, N-Dimethylaniline (2) was smoothly dealkylated to N-methylaniline (4) in mild conditions and 3 was ascertained to act as an effective catalyst in this system. N, N-Diethylaniline and N, N-dimethylbenzylamine were similarly dealkylated. When the oxidation of 2 was carried out in the presence of methanol, N-methoxymethyl-N-methylaniline was predominantly formed and the formation of 4 was suppressed. This result suggests that the reactive cationic species, iminium ion, is formed in this reaction. The possible mechanism of this biomimetic dealkylation is also discussed.View full abstractDownload PDF (512K) -
HIROYUKI KIKUCHI, YASUMASA TSUKITANI, IWAO SHIMIZU, MOTOMASA KOBAYASHI ...1981 Volume 29 Issue 5 Pages 1492-1494
Published: May 23, 1981
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAn antiinflammatory bishomosesterterpene named foliaspongin has been isolated from the Okinawan marine sponge Phyllospongia foliascens (PALLAS) and the structure (1) of a new scalarane-type has been proposed on the basis of chemical and physicochemical evidence.View full abstractDownload PDF (436K)
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