-
FRANK SEELA, KLAUS KAISER
1988 Volume 36 Issue 10 Pages
4153-4156
Published: October 25, 1988
Released on J-STAGE: May 27, 2011
JOURNAL
FREE ACCESS
4-Amino-1-(2, 3-dideoxy-β-D-
glycero-pentofuranosyl)-1
H-pyrazolo [3, 4-d] pyrimidine (
5) was synthesized from 8-aza-7-deaza-2'-deoxyadenosine (
1). Benzoylation of the 4-amino group of
1 followed by 4, 4'-dimethoxytritylation of the 5'-hydroxyl function gave
2b. Barton deoxygenation of the phenoxythiocarbonyl compound
3 afforded
4a and yielded
5 after removal of the protecting groups. The
N-glycosylic bond stability of
5 to acid was higher than that of 2', 3'-dideoxyadenosine (ddA). Compound
5 showed no appreciable activity against human immunodeficiency virus. It was converted into allopurinol 2', 3'-dideoxyribofuranoside (
6) by adenosine deaminase but at a lower rate than the conversion of ddA into ddl.
View full abstract
-
MASAHIRO TAGUCHI, YUKINOBU YAMANE, NORIO AIKAWA, GORO TSUKAMOTO
1988 Volume 36 Issue 10 Pages
4157-4161
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Assignments of labile protons (NH, OH-1, OH-4 and OH-8) and naphthalene carbon atoms in the
1H-and
13C-nuclear magnetic resonance spectra of rifampicin (
1) and 3-[(dimethylhydrazono)-methyl] rifamycin SV (2) in CDC1
3 were made based on long-range selective decoupling experiments. The published assignments of the labile protons and two naphthalene carbon atoms (C-5 and C-9) of
1 should be revised.
View full abstract
-
YOSHITSUGU ARAI, MASANORI TAKADOI, TORU KOIZUMI
1988 Volume 36 Issue 10 Pages
4162-4166
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The Diels-Alder reaction of menthyl (Z)-(S)
s-3-(2-pyridylsulfinyl) propenoate with cyclohexa-1, 3-diene in the presence of a Lewis acid, zinc bromide, afforded the endo cycloadduct in a highly diastereoselective manner in excellent yield. The absolute stereochemistry of the adduct was determined by transformation into (+)-bicyclo [2.2.2] oct-5-ene-2-
endo-methanol with known absolute configuration.
View full abstract
-
RYOJI KASAI, SATOMI HIRONO, WEN-HUA CHOU, OSAMU TANAKA, FENG-HUAI CHEN
1988 Volume 36 Issue 10 Pages
4167-4170
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
From leaves of Engelhardtia chrysolepis, a Chinese sweet tea, a set of the diastereomers of astilbin (3-
O-α-L-rhamonosyl-(2
R, 3
R)-taxifolin) was isolated together with eucryphin and quercitrin. Of these isomers, 3-
O-α-L-rhamnosyl-(2
S, 3
S)-taxifolin (neoastilbin) was found to taste sweet. This is the first discovery of the sweetness of a dihydroflavonol glycoside.
View full abstract
-
JUN-EI KINJO, TAKASHI TAKESHITA, TOSHIHIRO NOHARA
1988 Volume 36 Issue 10 Pages
4171-4173
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
A tryptophan derivative,
N-acyl-
N1-glucosyltryptophan, was isolated from Puerariae Flos.
View full abstract
-
HIROSHI FUKUI, KATSUMI GOTO, MAMORU TABATA
1988 Volume 36 Issue 10 Pages
4174-4176
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
A new prenylated flavanone named licoflavanone was isolated, together with pinocembrin, from the leaves of Glycyrrhiza glabra var. Typica as an antimicrobial agent.
View full abstract
-
HIROYUKI YAMAGUCHI, HIROMICHI MATSUURA, RYOJI KASAI, OSAMU TANAKA, MOT ...
1988 Volume 36 Issue 10 Pages
4177-4181
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The composition and contents of neutral and acidic saponins of Chinese and Japanese wildginseng were analyzed by high-performance liquid chromatography and two-dimensional thin layerchromatography. There was no significant difference in the major saponins between wild andcultivated specimens. It is noteworthy that the content of ginsenoside-Ro, the glucuronide saponinof oleanolic acid, is remarkably high in the rhizome and main root of Chinese wild ginseng.
View full abstract
-
TADAHIRO SHIKIMI, SUMIO MASUMURA
1988 Volume 36 Issue 10 Pages
4182-4186
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The activities of thiol proteinases and their endogenous inhibitors in musculus rectus femoriswere studied in control and exercised rats of various ages. Cathepsins B and H, both lysosomal thiolproteinases, showed different age-related changes in activity. Two forms of calcium-activatedneutral protease (CANP), μCANP and mCANP, differ from the lysosomal thiol proteinases withregard to age-related changes in activity. The activities of endogenous inhibitors of CANP, cathepsins B and H are apparently not affected by age. Among CANP, cathepsins B and H, only theactivity of CANP (the sum of μCANP and mCANP activities) in the 16-week-old rats was reducedafter training. Exercise had no effect on the activities of endogenous inhibitors in the 16-week-and98-week-old animals. The relative percentage of the activity of μCANP to the activities of μCANPplus mCANP did not change regardless of differences of age or exercise. These findings suggest thatfactors other than endogenous inhibitors may be involved in the age- and exercise-related changesin the activities of these thiol proteinases, and also that there is a close relationship between μCANP and mCANP in skeletal muscle.
View full abstract
-
KATSUMI SAITO, JUNICHI ANDO, MASAHITO YOSHIDA, MAKOTO HAGA, YURIKO KAT ...
1988 Volume 36 Issue 10 Pages
4187-4191
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The effect of sialoglycopeptide (GP) derived from fetuin on the tissue distribution of [
3H] inulin-containing small unilamellar vesicles (SUV) was examined in rats. As the amount of GPcovalently bound to the SUV was increased, the liver uptake of GP-SUV decreased, while theirlevel in the blood increased. No significant difference in the [
3H] inulin levels in heart, kidney, lungand spleen was observed after administration of control or GP-SUVs. These results suggest thatsurface modification of SUV with fetuin GP selectively alters their hepatic uptake. This may be a useful technique for designing liposomes with a long circulation time.
View full abstract
-
USA GLAGASIGIJ, YUKIO SATO, YASUO SUZUKI
1988 Volume 36 Issue 10 Pages
4192-4198
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Complement-mediated immunolysis was employed to examine the effect of incorporation ofvarious cholesterol analogues, having a terminal hydroxyl group or terminal primary amine groupat the 3-position of the cholestene nucleus, into the bilayer membrane of haptenated reverse-phaseevaporation vesicles. An enhancement of immunolysis was observed when triethoxycholesterol (analogue II) was incorporated, while no measurable change was detected when the chain length ofthe substituted groups in hydroxy cholesterols was shorter than that of analogue II. However, foramino cholesterol analogues, a remarkable decrease in immunolysis was seen. These results mayarise from changes of membrane properties such as bilayer fluidity, lateral hapten mobility and complement fixation.
View full abstract
-
YORISHIGE IMAMURA, YUICHIRO KOJIMA, MASAKI OTAGIRI
1988 Volume 36 Issue 10 Pages
4199-4202
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Species difference in the in vitro metabolic reduction of acetohexamide, an oral antidiabeticdrug, was investigated using the rabbit, guinea pig, hamster, rat and mouse. The rabbit exhibitedthe highest acetohexamide reductase activity in cytosol of the liver and kidney among the speciestested. The sensitivities to specific inhibitors of cytosolic acetohexamide reductase in the liver andkidney of the rabbit were different from those of the rat. Furthermore, species difference inacetohexamide reductase activity was found in the microsomes of the liver and kidney; only the rat and guinea pig showed significant activity.
View full abstract
-
TAKAO KANEKO, SHUN-ICHIRO NAKANO, KAZUHIKO KAJI, MITSUYOSHI MATSUO
1988 Volume 36 Issue 10 Pages
4203-4205
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Cytotoxicities of autoxidized polyunsaturated fatty acids toward human umbilical veinendothelial cells were examined. Autoxidized linoleic acid is more toxic than linoleic, autoxidizedlinolenic, or autoxidized arachidonic acid. Autoxidized linolenic acid is less toxic than linolenicacid. Autoxidized arachidonic acid is as toxic as linolenic or arachidonic acid. It was found thatmajor toxic components in autoxidized linoleic acid are linoleic acid hydroperoxides, and that a major component in autoxidized arachidonic acid is (E)-4-hydroxy-2-nonenal.
View full abstract
-
YASUO FUJIMOTO, MITSURU SATOH
1988 Volume 36 Issue 10 Pages
4206-4208
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
A new chlorine-containing polyacetylene (3) and panaxydol (4) have been isolated from the callus of Panax ginseng, The structure of 3 was confirmed by its
1H-nuclear magnetic resonance (NMR),
13C-NMR and mass spectral data. The new acetylene exhibited growth inhibition against leukemia cells (L-1210) in tissue culture.
View full abstract
-
Yuji Hanzawa, Seiji Ishizawa, Yoshiro Kobayashi
1988 Volume 36 Issue 10 Pages
4209-4212
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Reactions of the esters of trifluoromethylated allylic alcohol derivatives (1, 2, 3, and 4) with malonate anion in the presence of palladium catalyst and their use in synthesizing trifluoromethylated chrysanthemic acid are described.
View full abstract
-
Yoko Kanazawa, Satoru Kuribayashi, Masaharu Kojima, Terushi Haradahira
1988 Volume 36 Issue 10 Pages
4213-4216
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The metabolic pathway of 2-deoxy-2-fluoro-D-galactose (FDGal) in mice was studied by
19F NMR. Efficient accumulation of FDGal in liver was demonstrated by NMR, which is consistent with the results of Ishiwata et al. using radioactive
18FDGal. The new discovery is that this fluorinated hexose was converted to 2-deoxy-2-fluoro-D-glucose (FDG) through UDP-FDGal and UDP-FDG apparently by the action of UDP-Gal epimerase.
View full abstract
-
Kyung Soo Ko, Yutaka Ebizuka, Hiroshi Noguchi, Ushio Sankawa
1988 Volume 36 Issue 10 Pages
4217-4220
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Transformation of plants belonging to several families was investigated with Agrobacterium rhizogenes which harbours Ri plasmids and transfers T-DNA into the plant genome. Transformed Nicotiana tabacum had typical hairy roots, whereas Cassia torosa, C. occidentalisand C. obtusifolia had rather thick hairy roots lacking finelateral branching. The hairy roots of N. tabacum regenerated plants with typical phenotypes of Ri plasmid transformants. The nicotine content in the leaves of the regenerants were the highest in the plant that showed a heavily transformed phenotype. The hairy roots of Cassia plants produced anthraquinones and a xanthone, whose production profiles basically reflected those of the parent plant roots.
View full abstract
-
Naoki Takeuchi, Toshio Kasama, Kiyoshi Mayuzumi, Kenji Tamaru, Hiroaki ...
1988 Volume 36 Issue 10 Pages
4221-4224
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Crude coumarin constituents of Peucedanum praeruptorum Duun. including praeruptorin A (=Pd-Ia)(2) and B (=Pd-II)(11) had an antagonistic effect on a specific platelet activating factor (PAF) in the platelet aggregation induced by several aggregating agents. This provides a new class of PAF antagonists. Studies of the structure-activity relationship with khellactone (1) derivatives and PAF antagonistic activity indicate that the cis isomers of 1 at the C-3' and C-4' positions are more favorable than trans isomers, and the acyl moiety at the C-3' position of 1 requires an appropriate molecular size.
View full abstract
-
Takashi Hakamatsuka, Hiroshi Noguchi, Yutaka Ebizuka, Ushio Sankawa
1988 Volume 36 Issue 10 Pages
4225-4228
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Chalcone synthase of Pueraria lobata cell cultures treated with an endogenous elicitor afforded isoliquiritigenin, a deoxy-type chalcone, from p-coumaroyl and malonyl CoAs in the presence of NADPH. But naringenin chalcone, a hydroxy-type chalcone, was the sole reaction product when NADPH was omitted from the reaction mixture. At lower NADPH concentrations, the formation of isoliquiritigenin was proportional to the concentration of NADPH and reached its maximum at ca. 1 mM. The total amount of the chalcones formed was constant throughout the range of 0 to 4 mM NADPH. These results seem to indicate that a single deoxychalcone synthase (DOCS) gives either isoliquiritigenin or naringenin chalcone depending upon the presence or absence of NADPH.
View full abstract
-
Shingo Yasuda, Youichi Yamamoto, Shuji Yoshida, Miyoji Hanaoka
1988 Volume 36 Issue 10 Pages
4229-4231
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
(±)-Cephalotaxinamide (6) was synthesized from pyroglutamic acid via the pyrrolobenzazepine (4) through the Claisen rearrangement, the Wacker oxidation, aldol condensation, and hydroxylation with iodosobenzene.
View full abstract
-
Isao Kitagawa, Hirotaka Shibuya, Nam In Baek, Yoshihiro Yokokawa, Aya ...
1988 Volume 36 Issue 10 Pages
4232-4235
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
A new bitter trimeric-iridoid diglucoside named pulosarioside (1) was isolated from an Indonesian folk-medicine (Jamu, “pulosari” ), the air-dried bark of
Alyxia reinwardtii BL.(Apocynaceae), and the absolute configuration of 1 has been determined on the basis of chemicaland physicochemical evidence.
View full abstract
-
Masayuki Yoshikawa, Bae Cheon Cha, Yoshihiko Okaichi, Yoshihiko Takina ...
1988 Volume 36 Issue 10 Pages
4236-4239
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Using as a key reaction a Michael-type addition reaction to nitroolefins or a substitution reaction for an acetoxyl residue at the β-position of the nitro group in pseudo-nitro-sugar, three optically active pseudo-amino-sugars: validamine, epi-validamine, and valienamine, were synthesized from D-glucose.
View full abstract
-
Hiroyuki Sawanishi, Shuichi Saito, Takashi Tsuchiya
1988 Volume 36 Issue 10 Pages
4240-4243
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Photolysis of the 3-methoxy-4-azidopyridazines (1) in the presence of a base such as methoxide ion and diethylamine resulted in ringexpansion to form the corresponding unstable 1H-1, 2, 5-triazepines (3 and 1), which were tautomerized to the relatively stable 4H-isomers 5 and 6 by further treatment with sodium methoxide. Treatment of the 1H-triazepines (3 and 4) with acetyl chloride in pyridine gave the stable 1-acetyl-1H-1, 2, 5-triazepines (7 and 8). The products 5-8 are the first examples of isolated 1, 2, 5-triazepines.
View full abstract
-
Noriyuki Nakajima, Reiko Abe, Osamu Yonemitsu
1988 Volume 36 Issue 10 Pages
4244-4247
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
New protecting groups for the hydroxy function, 3-methoxybenzyl (3-MPM) and 3, 5-dimethoxybenzyl (3, 5-DMPM) groups are slowly removed by DDQ oxidation at room temperature and distinguished from readily removable 4-methoxybenzyl (MPM). They are stable to strong acids.
View full abstract
-
Miyoji Hanaoka, Masumi Kohzu, Shingo Yasuda
1988 Volume 36 Issue 10 Pages
4248-4251
Published: October 25, 1988
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
(±)-Raddeanone (1) was stereoselectively synthesized from the corresponding protoberberine (5) via the ketal (17) in four steps. Inversion of a hydroxyl group in the ketal (17) was realized by the neighboring-group participation of a urethane to afford the diastereoisomeric ketal (22), which was easily converted to (±)-yenhusomidine (3). These alkaloids (1 and 3) were converted to (±)-raddeanine (18), (±)-raddeanidine (20), and (±)-yenhusomine (25).
View full abstract