Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Volume 54, Issue 2
Displaying 1-31 of 31 articles from this issue
Regular Articles
  • Pittaya Tuntiwachwuttikul, Photchana Phansa, Yupa Pootaeng-on, Walter ...
    2006 Volume 54 Issue 2 Pages 149-151
    Published: 2006
    Released on J-STAGE: February 01, 2006
    JOURNAL FREE ACCESS
    Sixteen compounds were isolated from the fresh roots of Piper sarmentosum. Seven of these have been previously isolated from the fruits and leaves of this plant: the aromatic alkene (1), 1-allyl-2-methoxy-4,5-methylenedioxybenzene (4), β-sitosterol, pyrrole amide (6), sarmentine (10), sarmentosine (13) and pellitorine (14). (+)-Sesamin (2), horsfieldin (3), two pyrrolidine amides 11 and 12, guineensine (15) and brachystamide B (16) are new for P. sarmentosum. Sarmentamide A, B, and C (7—9) are new natural products. Compounds 1—4 and 6—16 were tested for antiplasmodial, antimycobacterial and antifungal activities.
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  • Abou El-Hamd H. Mohamed, Ahmed A. Ahmed, Eckhard Wollenweber, Bruce Bo ...
    2006 Volume 54 Issue 2 Pages 152-155
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Investigation of lipophilic exudates from the aerial parts of Balsamorhiza sagittata and B. macrophylla afforded three new highly oxygenated guaianolides (1—3), in addition to known guaianolides, germacranolide and eudesmane acids. Their chemical structures were elucidated by spectroscopic methods and the data for the compounds are reported in Tables 1 and 2 and in Experimental.
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  • Jia-You Fang, Jyh-Ping Chen, Yann-Lii Leu, Hsin-Yuan Wang
    2006 Volume 54 Issue 2 Pages 156-162
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    The objective of this study was to characterize and evaluate the physicochemical properties and drug release profiles of hydrogels composed of silk protein (SP) polymers. SPs with a low MW (SPL, ca. 18 kDa) and a high MW (SPH, ca. 76 kDa) were used for preparing hydrogels. Both the random coil form and β-sheet conformation simultaneously existed in the hydrogels according to Fourier-transformed IR determination. Morphologically, the hydrogels showed a sponge-like cross-linked structure produced by physical entanglement as well as chemical hydrogen and covalent bindings. The in vitro buprenorphine delivery from SPH hydrogels showed a slow-release effect, and a zero-order rate was obtained for all preparations. Drug release could be controlled by varying the SPH concentrations or incorporation of SPL into the systems. SP hydrogels showed a stronger barrier property for hydrophilic solutes than for hydrophobic solutes. The incorporation of SPH into Pluronic F-127 (PF-127) hydrogels changed the gel structure from amorphous micelles to a regularly interconnected texture with pores. Furthermore, SPH as an adjuvant polymer in PF-127 and chitosan hydrogels lowered and controlled the amount of drug released from those systems.
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  • Tetsuji Noguchi, Naoki Tanaka, Toyoki Nishimata, Riki Goto, Miho Hayak ...
    2006 Volume 54 Issue 2 Pages 163-174
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    A series of bisamidine derivatives each having a ring structure in the center of the molecule was synthesized and their Factor Xa (FXa) inhibitory activities were evaluated. Among them, some indoline derivatives showed potent inhibitory activities in vitro. In particular, (R)-18a having an (R)-configuration at the 2-position of the indoline ring exhibited the most potent FXa inhibitory activity in vitro, more potent than DX-9065a. Furthermore, (R)-18a exhibited more potent anticoagulant activity than DX-9065a. We also succeeded in obtaining an X-ray crystal structure of FXa bound with (R)-18a.
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  • Masaaki Sugimoto, Shinji Narisawa, Koji Matsubara, Hiroyuki Yoshino, M ...
    2006 Volume 54 Issue 2 Pages 175-180
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    The aim of this article was to determine the optimal ingredients for the rapidly disintegrating oral tablets prepared by the crystalline transition method (CT method). The effect of ingredients (diluent, active drug substance and amorphous sugar) on the characteristics of the tablets was investigated. The ingredients were compressed and the resultant tablets were stored under various conditions. The oral disintegration time of the tablet significantly depended on diluents, due to differences in the penetration of a small amount of water in the mouth and the viscous area formed inside the tablet. The oral disintegration time was 10—30 s for tablets with a tensile strength of approximately 1 MPa, when erythritol, mannitol or xylitol was used as the diluent. The increase in the tensile strength of tablets containing highly water-soluble active drug substances during storage was as large as that of tablets without active drug substances, while the increase in the tensile strength of tablets containing low water-soluble active drug substances was small. It was therefore found that highly water-soluble active drug substances were more suitable for the formulation prepared by the CT method than low water-soluble active drug substances. Irrespective of the type of amorphous sugar (amorphous sucrose, lactose or maltose) used, the porosity of tablets with 1 MPa of tensile strength was 30—40%, and their oral disintegration time was 10—20 s. The optimal ingredients for rapidly disintegrating oral tablets with reasonable tensile strength and disintegration time were therefore determined from these results.
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  • Seitaro Kamiya, Yasuo Nozawa, Astuo Miyagishima, Takurou Kurita, Yasuy ...
    2006 Volume 54 Issue 2 Pages 181-184
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    We have attempted to prepare micronized drug particles and to maintain the micronized state long-term in order to improve the solubility of a practically insoluble drug, griseofulvin (GF). GF nanoparticles (GFNPs) prepared by high-pressure homogenization were micronized to about 45 nm (mean particle size). GFNPs were subjected to transmission electron microscopy (TEM) observation. The mean particle size remained at about 50 nm for 3 months at 25 °C. However, increased to about 300 nm in 6 months. After 5% (w/v) sugar was added, GFNP was freeze-dried and rehydrated. The mean particle size of the rehydrated GFNPs was about 160 nm when the sugar was a monosaccharide. In contrast, it was about 55—65 nm when the sugar was a disaccharide. The powder X-ray diffraction pattern of the monosaccharide-containing freeze-dried GFNPs revealed a crystal state of sugar. On the other hand, that of the disaccharide-containing freeze-dried GFNPs indicated an amorphous state of sugar. From this result, it is considered that the high viscosity of an amorphous sugar prevents GFNPs from aggregating through retardation of molecular movement. Freeze-dried GFNPs stored for six months at 25 °C showed a good re-dispersibility. After the rehydration the mean particle size of GFNPs was 55—65 nm. It was found that freeze-dried GFNPs containing sucrose, maltose or trehalose were stable for longer periods than GFNP suspensions.
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  • Tomoo Hosoe, Takeshi Itabashi, Nao Kobayashi, Shun-ichi Udagawa, Ken-i ...
    2006 Volume 54 Issue 2 Pages 185-187
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Three new type indoloditerpenes, emindoles PA (1), PB (2), and PC (3), were isolated from the mycelium of Emericella purpurea along with the sesterterpenes variecolol and variecolactone, and the dicyanide derivatives epurpurins A to C. The structures of 1—3 were confirmed by the spectroscopic investigation. The structure of emindoles PA (1) was revised from our preliminary report. Emindoles PA (1), PB (2), and PC (3) are the indoloditerpenes having a new type of carbon skeleton.
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  • Zhijun Yang, Chi Sun Wong, Chun Yang, Zhi-Hong Jiang, Zhongzhen Zhao, ...
    2006 Volume 54 Issue 2 Pages 188-195
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    This research investigated the effects of control release of binders that are used in the pills of Chinese herbal medicine, namely, as processed honey, starch paste, beeswax, or mixtures thereof. Aspirin and baicalin were used as the active pharmaceutical ingredients (API). The processed honey was heated to 110 °C, 120 °C, or 130 °C. In these pills, the binders were the only excipients. The pills were prepared by the stir method using a mixer at 80 °C without pressure. The differential thermal analysis (DTA) showed that the melting points of aspirin and baicalin were changed by the binders. The Fourier Transform infrared spectra (FT-IR) of aspirin and baicalin suggest that there are different non-covalent molecular interactions between the API and the binders, such as C–H–π and hydrogen bond interaction. The dissolution profiles indicate that changing the ratio of the binders altered the patterns of dissolution of the API; thus, this ration may be used to control the release of API from the pills.
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  • Shigeki Sano, Hisashi Shimizu, Kweon Kim, Woo Song Lee, Motoo Shiro, Y ...
    2006 Volume 54 Issue 2 Pages 196-203
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Diethyl α-alkynyl-α-methoxymalonates (2a—e) were smoothly hydrolyzed and then decarboxylated under alkaline conditions employing 1 N KOH in EtOH to give conjugated allenyl esters (6a—e) in high yields, and similar alkaline treatment of diethyl α-alkynyl-α-acetylaminomalonates (5a, b, d, e) furnished unexpectedly the oxazoles (7a, b, d, e) having three substituent groups in excellent yields.
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  • Reiko Fujita, Toshiteru Yoshisuji, Sota Wakayanagi, Hideaki Wakamatsu, ...
    2006 Volume 54 Issue 2 Pages 204-208
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Diels–Alder reactions of 3-nitro-2(1H)-quinolones with 1,3-butadiene derivatives were carried out to give the phenanthridone derivatives under both atmospheric and high pressure conditions. Furthermore, the reactivity of 3-substituted 2(1H)-quinolones acting as a dienophile with 2,3-dimethyl-1,3-butadiene was examined using molecular orbital (MO) calculation.
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  • Reiko Fujita, Sota Wakayanagi, Hideaki Wakamatsu, Hisao Matsuzaki
    2006 Volume 54 Issue 2 Pages 209-212
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    A novel Diels–Alder (DA) reaction with 4-nitro-1(2H)-isoquinolones acting as the dienophile afforded 5(6H)-phenanthridone derivatives. The DA reaction of 4-nitro-1(2H)-isoquinolone with 1-methoxy-1,3-butadiene gave biologically active 5(6H)-phenanthridone possessing in a high yield. Regioselectivity of 4-nitro-1(2H)-isoquinolones with 1-methoxy-3-silyloxy-1,3-butadiene was calculated using molecular orbital (MO) calculations.
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  • Suresh Awale, Thein Zaw Linn, Yasuhiro Tezuka, Surya Kant Kalauni, Arj ...
    2006 Volume 54 Issue 2 Pages 213-218
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Ten new furanocassane-type diterpenes named, caesalpinins H—P (1—9) and norcaesalpinin F (10), were isolated from the CH2Cl2 extract of the seed kernels of Caesalpinia crista, together with 13 known diterpenes. Their structures were determined based on the spectroscopic analysis. Among the isolated compounds, caesalpinin N (7) represents the first example of furanocassane-type diterpene possessing an aldehyde group at C-14.
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Notes
  • Hong Wang, Xuan Tian
    2006 Volume 54 Issue 2 Pages 219-221
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Two new β-dihydroagarofuran sesquiterpene polyesters, 1S,13-diacetyloxy-4S-hydroxy-6R-(3-)furancarbonyloxy-9S-cinnamoyloxy-β-dihydroagarofuran (1) and 1S,6R-di(2-)methylbutanoyloxy-4S-hydroxy-8S-benzoyloxy-9R-(3-)furancarbonyloxy-13-acetyloxy-β-dihydroagarofuran (2), together with one known compound (3) were isolated from the seeds of Euonymus nanoides LOES. Their structures were elucidated by spectroscopic data interpretation. Compound 2 showed moderate antitumor activity against BEL-7402, P-388, HL-60 and A-549.
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  • K. Hüsnü Can Baser, Betül Demirci, Gökalp Iscan, T ...
    2006 Volume 54 Issue 2 Pages 222-225
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    The essential oil of aerial parts, leaves and flowers of the endemic Anthemis aciphylla BOISS. var. discoidea BOISS. (Asteraceae) were obtained by hydrodistillation. The oils were analyzed both by GC and GC-MS on a polar column. The monoterpenes α-pinene (9—49%) and terpinen-4-ol (22—32%) were characterized as the main constituents. An unknown component isolated from the essential oil was characterized by means of MS, HR-MS, FT-IR, 1D- and 2D-NMR techniques as isofaurinone (1). Furthermore, the biological activity of the essential oils was evaluated in various human pathogenic microorganisms using the broth microdilution method. Weak to moderate inhibitions (0.06—1.0 mg/ml) was observed.
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  • Masumi Takemoto, Ayako Fukuyo, Yoichi Aoshima, Kiyoshi Tanaka
    2006 Volume 54 Issue 2 Pages 226-229
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    We have synthesized lyoniresinol with the combined utilization of synthetic chemistry and biotechnological methods, specifically using plant cell cultures as an “enzyme source.”
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  • Masateru Ono, Kazuya Nishimura, Keita Suzuki, Takeshi Fukushima, Keiji ...
    2006 Volume 54 Issue 2 Pages 230-233
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    A new steroidal glycoside has been isolated from the underground parts of Solanum sodomaeum L., along with seven known steroidal glycosides. Their chemical structures were determined on the basis of spectroscopic data and chemical evidence, and the structure of one known pregnane type glycoside was corrected. In addition, their antiproliferative activity against human promyelocytic leukemia (HL-60) cells was investigated, and five compounds exhibited stronger activity than cisplatin.
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  • Young-Won Chin, Jinwoong Kim
    2006 Volume 54 Issue 2 Pages 234-236
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Three new flavonol glycosides were isolated together with five known flavonoids and six bergenin derivatives from the aerial parts of Rodgersia podophylla. The structures of these new compounds were elucidated by spectral methods as kaempferol-3-O-α-L-5″-acetyl-arabinofuranoside (1), kaempferol 3-O-α-L-3″-acetyl-arabinofuranoside (2), and quercetin-3-O-α-L-3″,5″-diacetyl-arabinofuranoside (3).
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  • Masateru Ono, Yuuki Takara, Masamichi Egami, Koichi Uranaka, Hitoshi Y ...
    2006 Volume 54 Issue 2 Pages 237-239
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Two new steroidal alkaloid glycosides, esculeosides C and D, have been isolated from the ripe fruit of Cherry tomato [Lycopersicon esculentum var. cerasiforme (DUNAL) ALEF.], along with three known steroidal alkaloid glycosides, esculeoside A, esculeoiside B, and lycoperoside G. Their chemical structures were determined on the basis of spectroscopic data.
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  • Pamita Bhandari, Neeraj Kumar, Bikram Singh, Vijay Kumar Kaul
    2006 Volume 54 Issue 2 Pages 240-241
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    A new sterol glycoside, bacosterol-3-O-β-D-glucopyranoside along with bacopasaponin-C, bacopaside-I, bacopaside-II, bacosterol, bacosine and luteolin-7-O-β-glucopyranoside have been isolated from Bacopa monnieri. Their structures were elucidated mainly on the basis of IR, 1D, 2D NMR (HMQC, HMBC, COSY), HR-ESI-QTOF-MS and EI mass spectral studies.
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  • Shuji Kitagawa, Masatoshi Kasamaki
    2006 Volume 54 Issue 2 Pages 242-244
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    We studied the delivery of retinoic acid to skin by using cationic liposomes consisting of double-chained cationic surfactant, phosphatidylcholine (PC) and retinoic acid in excised guinea pig dorsal skin. Egg yolk PC liposomes contaning retinoic acid at a molar ratio of 4 : 1 increased the delivery of retinoic acid about two-fold, compared with its addition as an isopropyl myristate solution. Cationic liposomes containing 1,2-dioleoyl-3-trimethylammonium propane (DOTAP) further enhanced the incorporation dependent on the DOTAP content. Liposomes consisting of DOTAP, egg yolk PC, and retinoic acid at a molar ratio of 2 : 2 : 1 induced a 3.7-fold increase in the skin incorporation compared with the egg yolk PC liposomes without DOTAP. Significant difference was not observed when either dimyristoylphosphatidylcholine (DMPC) or dipalmitoylphosphatidylcholine (DPPC) was used instead of egg yolk PC as well as when dimethyldipalmitylammonium was used instead of DOTAP. These results suggest the potential of the use of the cationic liposomes for the intradermal delivery of lipophilic drugs like retinoic acid.
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  • Fatma Yurt Lambrecht, Kubra Durkan, Yeliz Yıldırım, ...
    2006 Volume 54 Issue 2 Pages 245-247
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    The aim of the present study was to label acetaminophen (APAP) with I-131 and to determine its radiopharmaceutical potential in rats. Acetaminophen was labeled with I-131 using the iodogen method. The radiochemical purity of 131I-APAP was determined by RTLC and paper electrophoresis. The labeling yield was 94±4%. The biodistribution studies of the labeled compound (specific activity; 56.60 GBq/mmol) were performed in male Albino Wistar rats. The uptake of 131I-APAP in some organs were determined at different time after injection to the rats. The radioactivity in each organ was counted and the percentage of injected activity per gram of tissue weight (%ID/g) for each organ and blood was calculated. 131I-APAP uptake in the lung, liver, kidneys, pancreas, blood, stomach and some brain region, were observed. Thus, 131I-APAP may be radiopharmaceutical for the imaging of the brain.
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  • Youngjoo Kwon, Younghwa Na
    2006 Volume 54 Issue 2 Pages 248-251
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    We have synthesized several new quinophenoxazine analogues and tested their cytotoxicity activities. The results showed that the compounds, 4a and 4b, possessing phenyl ring in the structure have almost same pharmacological capacity with A-62176. This finding suggests that the phenyl ring portion is important to this series of compounds for the activity expression.
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  • Ming-Hwang Shyr, Tung-Hu Tsai, Lie-Chwen Lin
    2006 Volume 54 Issue 2 Pages 252-254
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Three phenylpropanoid glycosides have been isolated, together with the known phenylpropanoid glycosides rossicaside A (4), B (5), E (6), and trans-p-coumaryl alcohol 1-O-β-D-glucopyranosyl(1→4)-α-L-rhamnopyranosyl(1→3)-β-D-glucopyranoside (7), and an acylated oligosaccharide β-D-glucopyranosyl(1→4)-α-L-rhamnopyranosyl-(1→3)-(4-O-trans-caffeoyl)-D-glucopyranose) (8), from the aqueous extract of Boschniakia rossica (CHAM. et SCHLECH.) FEDTSCH. et FLEROV. Spectroscopic evidence led to the assignments of their structures as trans-p-coumaryl-(6′-O-β-D-xylopyranosyl)-O-β-D-glucopyranoside (1), trans-p-coumaryl-(6′-O-α-L-arabinopyranosyl)-O-β-D-glucopyranoside (2) and 2-(3,4-dihydroxyphenyl)-R,S-2-ethoxy-ethyl-O-β-D-glucopyranosyl(1→4)-α-L-rhamnopyranosyl(1→3)(4-O-trans-caffeoyl)-β-D-glucopyranoside (3), designated as rossicasin A, rossicasin B, and rossicaside F, respectively. Compound 7 was identified from the degradation reaction and this is the first isolation from a natural source.
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  • Tao Yi, Kelvin Sze-Yin Leung, Guang-Hua Lu, Kelvin Chan, Hao Zhang
    2006 Volume 54 Issue 2 Pages 255-259
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    An HPLC-DAD-MS method was developed for the qualitative and quantitative analysis of the major constituents in Chuanxiong (the dried rhizome of Ligusticum chuanxiong Hort). Twenty compounds including phenolic constituents, alkylphthalides and phthalide dimers were identified using online ESI-MS and comparisons with literature data and standard compounds, and six of them were quantified by HPLC-DAD simultaneously. A comprehensive validation of the method including sensitivity, linearity, repeatability and recovery was conducted. The linear regressions were acquired with R2>0.99 and limit of detection (LOD, S/N=3) values were between 1.5 and 2.5 ng. The repeatability was evaluated by intra- and inter-day assays, and relative standard deviation (RSD) values were reported within 1.87%. The recovery studies for the quantified compounds were observed in the range of 96.36—102.37% with RSD values less than 2.63%. These phenolic constituents and alkylphthalides, the major constituents in Chuanxiong, are generally regarded as the index for the quality assessment of this herb. The overall procedure is accurate and reproducible, which is considered suitable for the qualitative and quantitative analyses of a large number of Chuanxiong samples.
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  • Masanori Inagaki, Tomohide Nakata, Ryuichi Higuchi
    2006 Volume 54 Issue 2 Pages 260-261
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    A galactocerebroside molecular species, CNC-2, has been isolated from the less polar lipid fraction of a chloroform/methanol extract of the starfish Culcita novaeguineae. The structure of this galactocerebroside molecular species was determined on the basis of chemical and spectroscopic evidence. CNC-2 is a phytosphingosine-type galactocerebroside molecular species with nonhydroxylated and hydroxylated fatty acyl moieties. The isolation of a galactocerebroside from echinoderms is rare.
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  • Sirivan Athikomkulchai, Hunsa Prawat, Nopporn Thasana, Nijsiri Ruangru ...
    2006 Volume 54 Issue 2 Pages 262-264
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Two new compounds, 3′-(4″-hydroxy-3″,5″-dimethoxyphenyl)-propyl benzoate (1) and 3′-(4″-hydroxyphenyl)-propyl benzoate (3) together with known compounds, 3′-(4″-hydroxy-3″-methoxyphenyl)-propyl benzoate (2), poilaneic acid (4), farnesyl acetone (5) and 4-hydroxybenzaldehyde (6) were isolated and identified from the branches of Croton hutchinsonianus. Their structures were determined by spectroscopic methods. The three phenylpropyl benzoates (1—3) were found to exhibit antifungal activity against Candida albicans (IC50 5.36—11.41 μg/ml). Compounds 1—2 (IC50 2.11—4.95 μg/ml) exhibited potent but non-selective activity against the enzymes cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) whereas 3 (IC50 1.88 μg/ml) preferentially inhibited the enzyme COX-2.
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  • Quan-Bin Han, Yu-Lin Wang, Ling Yang, Ting-Fai Tso, Chun-Feng Qiao, Ji ...
    2006 Volume 54 Issue 2 Pages 265-267
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Thirteen xanthones (1—13) were isolated from the resin of Garcinia hanburyi. Among them, two new compounds (namely gaudichaudic acid, and isogambogenic acid, 1, 2), and one new natural product (deoxygaudichaudione A, 3) were identified on the basis of extensive spectral evidence including detailed 2D NMR data. Ten of these xanthones were tested for their cytotoxicities against human leukemia K562 (K562/S) and doxorubicin-resistant K562 (K562/R) cell lines, and showed similar inhibitory effects on both cell lines, suggesting that this group of polyprenylated xanthones might not be multidrug resistance (MDR) substrates.
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  • Hiroaki Miyaoka, Makoto Yamanishi, Hidemichi Mitome
    2006 Volume 54 Issue 2 Pages 268-270
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Inhibition of secretory phospholipase A2 (sPLA2) by cladocorans A and B and their diastereomers almost equaled that of manoalide.
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  • Ko Yasumoto, Akinori Nishigami, Fumie Kasai, Takenori Kusumi, Takashi ...
    2006 Volume 54 Issue 2 Pages 271-274
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    2,6-Dimethylheptyl sulfate (1) and 6-methyloctyl sulfate (3) were isolated from Daphnia pulex as the Daphnia kairomones that induced morphological defense of a freshwater phytoplankton Scenedesmus gutwinskii var. heterospina (NIES-802). The absolute stereochemistry at C2 of 1 was determined by 1H-NMR analysis of the (R)-MTPA ester of alcohol 2. The absolute configuration at C6 of 3 was determined by Ohrui's method applied to alcohol 4.
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  • Ik Hwi Kim, Noriko Kaneko, Nahoko Uchiyama, Ji Ean Lee, Koichi Takeya, ...
    2006 Volume 54 Issue 2 Pages 275-277
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    Two new phenylpropanoid glycosides, scrophulosides A (1) and B (2), were isolated from the rhizomes of Neopicrorhiza scrophulariiflora (Scrophulariaceae), along with two known compounds, androsin (3) and picroside I. Their structures were elucidated on the basis of both chemical and spectroscopic data.
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  • Rosario Rojas, Betty Bustamante, Palmira Ventosilla, Irma Ferná ...
    2006 Volume 54 Issue 2 Pages 278-279
    Published: 2006
    Released on J-STAGE: February 01, 2006
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    The 95% ethanol extract of the bark of Swartzia polyphylla DC (Fabaceae) possesses important larvicidal, antimycobacterial and antifungal activity in vitro. Bioassay-guided studies performed on the crude ethanol extract afforded T-cadinol as the larvicidal and anti-Mycobacterium tuberculosis principle, while the antifungal activity of the extract is due to the presence of the flavonoids biochanin A and dihydrobiochanin A.
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