-
AKINORI KUBO, NAOKI SAITO, HIDEKAZU YAMATO, YUKO KAWAKAMI
1987 Volume 35 Issue 6 Pages
2525-2532
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
A simple and efficient synthesis of a variety of (
Z) -3-arylidene-6-arylmethyl-2, 5-piperazine-diones 10 having highly oxygenated benzene rings, and regioselective benzylation at position 4 are described.
View full abstract
-
FUJIO MURAI, MOTOKO TAGAWA, HIROYUKI INOUYE, TOSHIMASA ISHIDA, MASATOS ...
1987 Volume 35 Issue 6 Pages
2533-2537
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
A new iridoid glucoside, named nepetariaside, was isolated from
Nepeta cataria L. and its absolute structure was elucidated by chemical, spectral and X-ray crystallographic analysis.
View full abstract
-
ATSUKO NODA, TOSHIAKI SENDO, KOHJI OHNO, HIROSHI NODA, SHIGERU GOTO
1987 Volume 35 Issue 6 Pages
2538-2544
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
The relationship between the metabolism and hepatotoxicity of hydrazine (Hz) was studied in an isolated rat hepatocyte system. After incubation at 37°C for 60 min; the concentration of Hz decreased to 34% of the initial value. (from 98 to 33 nmol/ml). A further pronounced loss was observed when Hz was incubated with hepatocytes isolated from rats which had been pretreated with phenobarbital (PB) or rifampicin. Since metyrapone and piperonylbutoxide inhibited the metabolism in the systems obtained from both PB-pretreated rats and untreated rats, an important role of hepatic cytochrome P-450 in Hz oxidation was suggested. The difference spectrum of Hz with cytochrome P-450 in isolated rat hepatocytes demonstrated the formation of complexes between metabolic intermediates of Hz and cytochrome P-450. The trypan blue exclusion test, the measurement of K
+ level and the determination of glutathione content retained in the cells were also performed. The results suggested that Hz is cytotoxic to isolated rat hepatocytes.
View full abstract
-
ICHIZO OKABAYASHI, MICHIO KIMURA, HIDETOSHI FUJIWARA, AKIRA KATO
1987 Volume 35 Issue 6 Pages
2545-2549
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Various dimethyl-substituted thioxanthones were prepared by the condensation reaction of 2-mercaptobenzoic acid and
o-,
m-, or
p-xylene in sulfuric acid. Some of them are novel compounds (5, 11, 12, and 13). That is, from
o-xylene, 1, 2-dimethyl (11) -, 2, 3-dimethyl (12) -, and 3, 4-dimethyl-thioxanthones (13) were formed in yields of 9.3, 37.1, and 12.8%, respectively. From
m-xylene and
p-xylene, 2, 4-dimethylthioxanthone (4) and 1, 4-dimethylthioxanthone (9), respectively, were obtained by the same condensation reaction. The structures were confirmed on the basis of spectral investigation and comparison with authentic materials obtained by another synthetic route : the cyclization of phenylthiobenzoic acids.
View full abstract
-
LUIZ JULIANO, MARIA A. JULIANO, ANTONIO DE MIRANDA, SATOSHI TSUBOI, YO ...
1987 Volume 35 Issue 6 Pages
2550-2553
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Z-Arg (Tos) -Pro-NHNHBoc (1) and Z-Arg (Tos) -Val-NHNHBoc (2) were prepared by the DCC, DCC-HOBt, DCC-DNp, mixed anhydride and DPPA methods. In each coupling reaction, lactam formation from the
NG-tosylarginyl residue was observed, although the extent of formation was different depending not only on the carboxyl activation method but also on the kind of amino component. Addition of HOBt suppressed the formation of acylurea but did not suppress the formation of the lactam in the synthesis of 2. Addition of DNp suppressed the formation of the lactam slightly although it did not improve the yield of the target peptides. In the mixed anhydride method, a fairly large amount of the lactam was obtained in the synthesis of Z-Arg (Tos) -Pro-NHNHBoc, and a urethan-type derivative,
Nα-isobutyloxycarbonyl-Pro-NHNHBoc, was also formed. However, in the case of synthesis of Z-Arg (Tos) -Val-NHNHBoc, lactam formation was suppressed compared with other activation methods and a small amount of urethan-type derivative was obtained. In both cases, the DPPA method gave a fairly good yield of the target peptide with only a trace amount of lactam formation.
View full abstract
-
YOSHIKO TSUDA
1987 Volume 35 Issue 6 Pages
2554-2557
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Racemic 2- (1-naphthoxy) propionic acid ((±) -1) and 2- (2-naphthoxy) propionic acid ((±) -4) were subjected to microbial reduction and simultaneous resolution with
Glomerella cingulata (
Malus and
Prunus strains),
Gloeosporium olivarum (
G. olivarum) and
Gloeosporium laeticolor (
G. laeticolor), yielding (
S) - (+) -2- (1-naphthoxy) propanol ((
S) -2) and (
R) - (+) -2- (2-naphthoxy) - propanol ((R) -5), and leaving (
R) - (-) -2- (1-naphthoxy) propionic acid ((
R) -1) and (
S) - (-) -2- (2- naphthoxy) propionic acid ((
S) -4), respectively. The optical purity of (
S) - (+) -2- (1-naphthoxy) - propanol ((
S) -2) reached 92% and over 99% ee when fermented with
G. olivarum and
Glomerella cingulata (
Malus strain), respectively.
View full abstract
-
HIDENOBU OHMORI, TOSHIKATSU TAKANAMI, HIROE SHIMADA, MASAICHIRO MASUI
1987 Volume 35 Issue 6 Pages
2558-2560
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Michael addition of triphenylphosphine to α, β-unsaturated carbonyl compounds was effected in dichloromethane by the action of 2, 6-lutidinium salts to give the corresponding 3-oxoalkyl-triphenylphosphonium salts.
View full abstract
-
SUSUMU FUNAKOSHI, MINORU KUBOTA, NAOTO KOSUGA, JIAN-PING XU, HARUAKI Y ...
1987 Volume 35 Issue 6 Pages
2561-2568
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
[D-His
2] Leu-enkephalin and [D-His
2] adrenorphin were synthesized. In addition, eight [D-Arg
2] enkephalin-related peptides were synthesized. Their inhibitory effects on electrically stimulated myenteric plexus-longitudinal muscle preparations of guinea-pig ileum were examined.
View full abstract
-
YOSHIO TAKEDA, TETSURO FUJITA, TETSURO SHINGU, CHOEI OGIMI
1987 Volume 35 Issue 6 Pages
2569-2573
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
From the bacterial gall of
Myrica rubra, a new [7, 0] -metacyclophan (1) was isolated togetherwith three known compounds, myricanone (2), porson (3) and myricanol (4). The structure of the new compound was elucidated to be 5-deoxymyricanone (1) on the basis of spectroscopic evidence. The possible intermediacy of 1 in the biosynthesis of 2, 3 and 4 is discussed. DL-β-Phenyllactic acid was also isolated from the culture of
Pseudomonas syringae pv.
myricae pathogenic to the plant.
View full abstract
-
YUKIO OGIHARA, YINGJIE CHEN, YOSHIMASA KOBAYASHI
1987 Volume 35 Issue 6 Pages
2574-2575
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Alkaline cleavage of the glycosidic bonds of saponin D (2), obtained from the leaves of
Hovenia dulcis, gave the genuine sapogenin, jujubogenin (1), saponin G (3) and a new compound (4) whose structure was characterized as 20-
O-α-L-rhamnopyranosyljujubogenin on the basis of spectral analysis.
View full abstract
-
NAOHITO OHNO, YOSHIYUKI SUZUKI, KICHIRO SATO, SHOZO OIKAWA, TOSHIRO YA ...
1987 Volume 35 Issue 6 Pages
2576-2580
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
The antitumor activity of a (1→3) -β-D-glucan, grifolan, which was obtained from a fungus,
Grifola frondosa, on the ascites form of Sarcoma 180 in ICR mice was examined. Grifolan was effective on the ascites tumor when it was administered before tumor transplantation (days-7--1) as a single dose of 2 mg/mouse by i.p. injection, but administration after the tumor transplantation was ineffective. The antitumor activity was transferred to untreated mice by injecting the peritoneal exudate cells obtained from grifolan-treated mice. The antitumor activity of grifolan was augmented by vaccination of mice with live sarcoma 180 cells (s. c. injection).
View full abstract
-
MASAYOSHI YAMAGUCHI, HIROSUKE SHIBANO
1987 Volume 35 Issue 6 Pages
2581-2584
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
The effect of a calcium-binding protein (CaBP) isolated from rat liver cytosol on pnos-phorylase
α activity in the hepatic particulate glycogen was investigated. The particulate glycogen phosphorylase
α activity was significantly increased by addition of Ca
2+ in the range of 1.0-10
3 μM. This increase was not prevented by the presence of
N- (6-aminohexyl) -5-chloro-1-napthalenesulfonamide (W-7 100 μM), an inhibitor of calmodulin. The elevation of phosphorylase
α activity by 10 μM Ca
2+ addition was significantly inhibited by the presence of CaBP at a concentration of greater than 3.0 μM. This inhibition was complete at 7.0 μM CaBP. CaBP itself had no effect on the enzyme activity. Of various metals (20 μM) used, addition of Zn
2+ caused a significant decrease of the particulate glycogen phosphorylase
α activity, while Mg
2+ Mn
2+ and Cd
2+ had no effect on the enzyme activity. The presence of 3.5 μM CaBP did not block the inhibition of the enzyme activity by Zn
2+ addition, indicating that CaBP uniquely reverses the Ca
2+ effect. The present study suggests that CaBP regulates the effect of Ca
2+ on phosphorylase
α activity in the hepatic particulate glycogen of rats.
View full abstract
-
NAOHITO OHNO, MASUMI OHSAWA, KICHIRO SATO, SHOZO OIKAWA, TOSHIRO YADOM ...
1987 Volume 35 Issue 6 Pages
2585-2588
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Grifola frondosa produces an antitumor (1→3) -β-D-glucan, grifolan, which possesses two kinds of conformations in the solid state,
i. e., helix (curdlan type) and native (laminaran type) (Ohno
et al., Chem. Pharm. Bull., 34, 2555 (1986)). In this paper, the glucan conformation in the fruit body was examined by using carbon-13 cross polarization-magic angle spinning (CP/MAS) nuclear magnetic resonance (NMR) spectroscopy. Before analysis, the fruit body was treated as follows : amylase digestion, amylase digestion-periodate-borohydride treatment, hot water extraction, cold alkali extraction, or hot alkali extraction. Except for the cold and the hot alkali-extracted fruit bodies, all preparations showed C-3 signals at about 86 ppm, resembling those of the native form. These findings suggested that the (1→3) -β-D-glucan conformation in the fruit body is the “native form.”
View full abstract
-
YASUO MATSUSHITA, YAYOI KIJIMA (née SHIMIZU), IKUO MORIGUCHI
1987 Volume 35 Issue 6 Pages
2589-2593
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
The binding parameters of human serum albumin (HSA) and bovine serum albumin (BSA) with 14 benzoate derivatives and 2-naphthoate were determined by means of the ultracentrifugation method and the three-parameter equation previously proposed. The multiple regresssion analysis of the binding parameters revealed that the physico-chemical factors influencing the parameter α, which takes account of the increase in the binding capacity of albumin, were different in part between HSA and BSA. Moreover, the mean of the α values was greater with HSA than with BSA. This may indicate that HSA has a more flexible structure, and this may be consistent with lower contents of α-helix and β-sheet in the HSA molecule. Such differences were not recognized in the binding affinity of the serum albumins.
View full abstract
-
Takayuki Namiki, Yasutaka Suzuki, Kozo Sawada, Yoshikuni Itoh, Teruo O ...
1987 Volume 35 Issue 6 Pages
2594-2597
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
WF-3681 (1a), an aldose reductase inhibitor, and its related compounds (1b-1j) have been synthesized by aldol condensation of phenylpyruvates and ω-formylalkanoates as a key step.
View full abstract
-
Hiroshi Irie, Kohei Matsumoto, Takao Kitagawa, Yong Zhang, Tamio Ueno, ...
1987 Volume 35 Issue 6 Pages
2598-2601
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Total synthesis of the methyl esters of AK-toxin II and AF-toxin IIC, host-specific toxins to the susceptible cultivars Japanese pear and strawberry, was accomplished in optically active forms using vitamin C as a chiral material.
View full abstract
-
Kimiaki Isobe, Kunihiko Mohri, Manabu Maeda, Taroh Takeda, Yoshisuke T ...
1987 Volume 35 Issue 6 Pages
2602-2604
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
The skeleton of cocculolidine, a non-aromatic nor-erythrinan alkaloid, was synthesized in four steps from 14, 15, 17-trimethoxy-8- oxo-erythrinan by utilizing ozonolytic cleavage of an aromatic ring as a crucial step.
View full abstract
-
Hiroyuki Hayakawa, Hiromichi Tanaka, Naoko Itoh, Masako Nakajima, Tada ...
1987 Volume 35 Issue 6 Pages
2605-2608
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
The reaction of organolithium, Grignard, and organoaluminum reagents with 2'- and 3'-ketouridine derivatives was examined. For the reaction of 2', 5'-bis-0- (tert-butyldimethylsilyl) -3'-ketouridine, both organolithiums and organoaluminums seem to be practically useful. But only organoaluminums gave satisfactory yields in the reaction of 3', 5'-0- (tetraisopropyldisiloxan-1, 3-diyl) -2'-ketouridine.
View full abstract
-
Yuji Hanzawa, Kei-ichi Kawagoe, Yoshiro Kobayashi
1987 Volume 35 Issue 6 Pages
2609-2612
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Fluoroalkyl alkynyl ketones (1a-c) were reduced enantioselectively by (R) -BINAL-H and (S) -Alpine-Borane to give optically active alcohols (2a-c). In the BINAL-H reduction, the trifluoromethyl group exerted an electronic effect on the enantioselectivity of the reagent.
View full abstract
-
Jiang-yu Liang, Zhi-da Min, Munekazu Iinuma, Toshiyuki Tanaka, Mizuo M ...
1987 Volume 35 Issue 6 Pages
2613-2614
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Two new diterpenes, taxamairin A and B, were isolated from the bark of Taxus mairei. Their structures were determined by spectroscopic means, and finally confirmed by X-ray analysis.
View full abstract
-
Shin-ichiro Sakai, Toshio Okazaki, Keiichi Yamaguchi, Hiromitsu Takaya ...
1987 Volume 35 Issue 6 Pages
2615-2617
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
Chemical investigation of the roots of Aconitum subcuneatum Nakai resulted in the isolation of two new diterpene alkaloids torokonine (1) and gomandonine (2), along with eight known compounds, i.e. mesaconitine, jesaconitine, 14-dehydrobrowniine, neoline, 15-α-hydroxyneoline, isotalatizidine, senbusine A, and virescenine. The structure and the absolute configuration of torokonine (1) were established as 7-α-hydroxy ryosenamine from the spectroscopic analysis. The novel structure of gomandonine (2), having an epoxy ring, was initially deduced by the pyridine-induced solvent shift technique and then confirmed by X-ray analysis.
View full abstract
-
Kimiaki Isobe, Kunihiko Mohri, Yuji Itoha, Yuki Toyokawa, Naoko Takeda ...
1987 Volume 35 Issue 6 Pages
2618-2621
Published: June 25, 1987
Released on J-STAGE: October 19, 2009
JOURNAL
FREE ACCESS
The β-erythroidine skeleton was synthesized by two different routes; one was a four-step synthesis starting from 15, 16, 17-trimethoxy-8-oxo-cise-rythrinan, the other was a five-step synthesis starting from D-furano-8-oxo-cis-erythrinan. The two routes gave the same 14, 17-dihydro-16 (15H) -oxa-erythrinan-8, 15-dione (3).
View full abstract
-
1987 Volume 35 Issue 6 Pages
2622a
Published: 1987
Released on J-STAGE: February 12, 2010
JOURNAL
FREE ACCESS
-
1987 Volume 35 Issue 6 Pages
2622b
Published: 1987
Released on J-STAGE: February 12, 2010
JOURNAL
FREE ACCESS
-
1987 Volume 35 Issue 6 Pages
2622c
Published: 1987
Released on J-STAGE: February 12, 2010
JOURNAL
FREE ACCESS
-
1987 Volume 35 Issue 6 Pages
2622d
Published: 1987
Released on J-STAGE: February 12, 2010
JOURNAL
FREE ACCESS
-
1987 Volume 35 Issue 6 Pages
2622e
Published: 1987
Released on J-STAGE: February 12, 2010
JOURNAL
FREE ACCESS
-
1987 Volume 35 Issue 6 Pages
2622f
Published: 1987
Released on J-STAGE: February 12, 2010
JOURNAL
FREE ACCESS