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Volume 54, Issue 5
Displaying 1-38 of 38 articles from this issue
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Regular Articles
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Dan Jiang, Qi Pin Gao, She Po Shi, Peng Fei Tu2006 Volume 54 Issue 5 Pages 595-597
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSThree new triterpenoid saponins together with eight known compounds have been isolated from the fruits of Akebiae quinata. On the basis of the spectroscopic and physiochemical evidence, the new compounds were elucidated as 3-O-β-D-xylopyranosyl-(1→2)-α-L-arabinopyranosyl gypsogenin, 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl gypsogenin and 3-O-β-D-xylopyranosyl-(1→2)-α-L-arabinopyranosyl-28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl gypsogenin.View full abstractDownload PDF (68K) -
Antonia Miranda, Mónica MillÁn, Isidoro Caraballo2006 Volume 54 Issue 5 Pages 598-602
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSPercolation theory is a multidisciplinary theory that studies chaotic systems. It has been applied in the pharmaceutical field since 1987. The application of this theory to study the release and hydration rate of hydrophilic matrices allowed for first time to explain the changes in release and hydration kinetic of swellable matrices type controlled delivery systems. The objective of the present paper is to estimate the percolation threshold of HPMC K4M in matrices of lobenzarit disodium and to apply the obtained result to the design of hydrophilic matrices for the controlled delivery of this drug. The materials used to prepare the tablets were Lobenzarit disodium (LBD) and HPMC of viscosity grade K4M. The drug mean particle size was 42±0.61 μm and the polymer was sieved and 150—200 μm granulometric fraction was selected. The formulations studied were prepared with different excipient contents in the range of 10—80% w/w. Dissolution studies were carried out using the paddle method and the water uptake measurements were performed using a modified Enslin apparatus. In order to estimate the percolation threshold, the behaviour of the kinetic parameters with respect to the volumetric fraction of each component at time zero, was studied. According to percolation theory, the critical points observed in dissolution and water uptake studies are attributed to the existence of an excipient percolation threshold. This threshold was situated between (18.58 to 24.33% v/v of HPMC). Therefore, the LBD-HPMC K4M matrices with a relative HPMC particle size of should be formulated with an excipient content above 24.33% v/v of HPMC, to obtain a control of the drug release from these systems.View full abstractDownload PDF (162K) -
Yoshinori Okamoto, Masaki Yokota, Soichiro Kawazoe, Hirokazu Kubota, H ...2006 Volume 54 Issue 5 Pages 603-610
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSTo discover an orally active thromboxane A2 (TXA2) and leukotriene D4 (LTD4) dual antagonist, we designed and synthesized chloroquinolylvinyl derivatives based on the structures of the TXA2 antagonist daltroban and the LTD4 antagonist montelukast. Among these derivatives, 4-{[(2-(4-chlorophenylsulfonylamino)-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoic acid (18d) showed potent inhibitory activity against U46619-induced aggregation of guinea pig platelets and LTD4-induced contraction in the guinea pig ileum, with IC50 values of 340 nm and 0.40 nm, respectively. Oral administration of 18 d also inhibited both the LTD4-induced acceleration of plasma leakage to skin in guinea pig and the U46619-induced increase in airway resistance in guinea pig with ED50 values of 0.47 mg/kg and 3.3 mg/kg, respectively.View full abstractDownload PDF (267K) -
Carlo Mustazza, Anna Borioni, Isabella Sestili, Maria Sbraccia, Andrea ...2006 Volume 54 Issue 5 Pages 611-622
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSSome spiro[piperidine-4,2′(1′H)-quinazolin]-4′(3′H)-ones 3 and spiro[piperidine-4,5′(6′H)-[1,2,4]triazolo[1,5-c]quinazolines] 4 were synthesized and evaluated as ligands of the nociceptin receptor. The examined compounds showed partial agonistic activity, except compounds 3, 4n that proved to be pure antagonists.View full abstractDownload PDF (1133K) -
Shafqat Hussain, Ejaz Ahmed, Abdul Malik, Abdul Jabbar, Muhammad Ashra ...2006 Volume 54 Issue 5 Pages 623-625
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSTwo new sterols, halosterols A (1) and B (2), have been isolated from the CHCl3 soluble fraction of Haloxylon recurvum, and their structures were elucidated by spectroscopic techniques including two dimensional-NMR. Both the compounds displayed chymotrypsin enzyme inhibitory potential.View full abstractDownload PDF (95K) -
Nafisur Rahman, Masoom Raza Siddiqui, Syed Najmul Hejaz Azmi2006 Volume 54 Issue 5 Pages 626-631
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSThe objective of this work is to develop a new kinetic spectrophotometric method for the determination of irbesartan in pharmaceutical formulations. The method is based on the reaction of carboxylic acid group of the oxidized irbesartan with a mixture of potassium iodate (KIO3) and iodide (KI) to form yellow colored triiodide ions in aqueous medium at 30±1 °C. The reaction is followed spectrophotometrically by measuring the rate of change of absorbance at 352 nm. The initial-rate and fixed-time (ΔA) methods are adopted for constructing the calibration curves, which were found to be linear over the concentration ranges of 10.0—60.0 and 7.5—60.0 μg ml−1 respectively. The regression analysis of calibration data yielded the linear equations: rate=−2.138×10−6+1.058×10−4C and ΔA=−3.75×10−3+3.25×10−3C for initial rate and fixed time (ΔA) methods, respectively. The limit of detection for initial rate and fixed time methods are 0.21 and 2.40 μg ml−1, respectively. The various activation parameters such as Ea, ΔH‡, ΔS‡ and ΔG‡ are also calculated for the reaction and found to be 70.95±0.43 kJ mol−1, 68.48±0.21 kJ mol−1, 16.54±0.24 J K−1 mol−1 and −4.94±0.07 kJ mol−1, respectively. The proposed methods are optimized and validated as per the guidelines of International Conference on Harmonisation (U.S.A.). The point and interval hypothesis tests have been performed which indicate that there is no significant difference between the proposed methods and the reference method. The methods have been successfully applied to the determination of irbesartan in commercial dosage forms.View full abstractDownload PDF (158K) -
Annett Mikolasch, Timo Horst Johannes Niedermeyer, Michael Lalk, Sabin ...2006 Volume 54 Issue 5 Pages 632-638
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSEight novel penicillins were synthesized by heteromolecular reaction of ampicillin or amoxicillin with 2,5-dihydroxybenzoic acid derivatives using a laccase from Trametes spec. All products inhibited the growth of several gram positive bacterial strains in the agar diffusion assay, among them methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococci. The products protected mice against an infection with Staphylococcus aureus lethal to the untreated animals. Cytotoxicity and acute toxicity of the new compounds were neglectable. The results show the usefulness of laccase for the synthesis of potential new antibiotics. The biological activity of the new compounds stimulates intensified pharmacological tests.View full abstractDownload PDF (109K) -
Akihiro Shirai, Tomoko Sumitomo, Munehiro Yoshida, Tomoyo Kaimura, Hid ...2006 Volume 54 Issue 5 Pages 639-645
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSWe synthesized gemini quaternary ammonium compounds (gemini QACs) having two thiazolium moieties in a molecule, 5,5′-[2,2′-(α,ω-polymethylnedicarbonyldioxy)diethyl]bis(3-alkyl-4-methylthiazolium iodide) (5DEBT-m,n), on which the carbon number of the methylene chain linking the two thiazoles (m) is 2, 6 or 8 and that of the alkyl group (n) is 8, 10, 12, 14 or 16. 5,5′-[2,2′-(p-Phenylenedicarbonyldioxy)diethyl]bis(3-alkyl-4-methylthiazolium bromide) (5DEBT-P,n) was then synthesized, which is composed of a p-phenylene as the methylene spacer. For five gemini QAC series, in addition to the previously described 5DEBT-4,n to the four new compound series, their antimicrobial activities were determined. 5DEBT-m,10 and -P,10 exhibited a wide and strong bacteriostatic activity against gram-negative and -positive bacteria, fungi and then yeast in comparison with N-tetradecyl-5-(2-hydroxyethyl)-4-methylthiazolium iodide as a mono-QAC. The bactericidal activity of the 5DEBT series against Escherichia coli IFO 12713 and Staphylococcus aureus IFO 12732 was investigated on the basis of the effects of their alkyl chain length and their molecular hydrophobicity. It was found that the effect of theses factors on their activity significantly changes by the difference between the gram-negative and -positive bacteria. Although against the gram-negative bacterium, the change in the activity due to extension of the alkyl group for each compound affected the kind of methylene spacer, against the gram-positive bacterium, it was almost equal in spite of the methylene spacer. This result could be responsible for the bactericidal mechanism of the gemini QACs being influenced by the diversity of the steric structure participating in the methylene chain length and by the bacterium cell surface hydrophobicity.View full abstractDownload PDF (149K) -
Toshiyuki Hata, Takahiro Murakami, Hirotaka Shibuya, Yukio Ono2006 Volume 54 Issue 5 Pages 646-652
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSThe NM-γ CNDO/S program previously developed by our group was modified by the introduction of a new one-center electron repulsion integral γAAnew approximation, namely, the γAAnew-CNDO/S method. The value of this γAAnew was evaluated according to the product values of the coefficient C with the γAA value proposed in our previous paper. This method using a new γAA was also found to improve the two-center electron repulsion integral γAB value with respect to the chemical softness proposed by Nishimoto and co-workers, together with the difference between HOMO and LUMO orbital energies. The results calculated by the present improved γAAnew-CNDO/S method demonstrated that not only the calculated absorption maxima wavelengths and ionization potentials, but also the order and the assignment of orbitals coincided very well with those based on the results of experiments investigating a variety of polyenes, cyanynes, and polycyclic aromatic hydrocarbons.View full abstractDownload PDF (196K) -
Elham Anwer Taha, Nahla Nour Salama, Laila El-Sayed Abdel Fattah2006 Volume 54 Issue 5 Pages 653-658
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSTwo sensitive and selective spectrofluorimetric and spectrophotometric stability-indicating methods have been developed for the determination of some non-steroidal anti-inflammatoy oxicam derivatives namely lornoxicam (Lx), tenoxicam (Tx) and meloxicam (Mx) after their complete alkaline hydrolysis. The methods are based on derivatization of alkaline hydrolytic products with 7-chloro-4-nitrobenz-2-oxa-1,3-diazole (NBD-Cl). The products showed an absorption maximum at 460 nm for the three studied drugs and fluorescence emission peak at 535 nm in methanol. The color was stable for at least 48 h. The optimum conditions of the reaction were investigated and it was found that the reaction proceeds quantitatively at pH 8, after heating in a boiling water bath for 30 min. The methods were found to be linear in the ranges of 1—10 μg ml−1 for Lx and Tx and 0.5—4.0 μg ml−1 for Mx for spectrophotometric method, while 0.05—1.0 μg ml−1 for Lx and Tx and 0.025—0.4 μg ml−1 for Mx for the spectrofluorimetric method. The validity of the methods was assessed according to USP guidelines. Statistical analysis of the results revealed high accuracy and good precision. The suggested procedures could be used for the determination of the above mentioned drugs in pure and dosage forms as well as in the presence of their degradation products.View full abstractDownload PDF (281K) -
Takako Kawai, Akira Shibata, Katsuro Kurosawa, Yuki Sato, Sachiko Kato ...2006 Volume 54 Issue 5 Pages 659-664
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSPorcine neuromedin U-8 (X-Asn-NH2, X=H-Tyr-Phe-Leu-Phe-Arg-Pro-Arg) is occasionally unstable in the biological fluids used for bioassay as well as in the acidic solutions used for purification of synthetic peptides. In this study, HPLC examination of an incubate solution of X-Asn-NH2 revealed that the main decomposition products in Tyrode's solution (pH 7.4) were either α- or β-monocarboxylic acid analogs (X-Asn-OH or X-Asp-NH2), and that no dicarboxylic acid analog (X-Asp-OH) was produced. Further investigation, employing a model peptide (Y-Asn-NH2, Y=Benzoyl-Pro-Arg) incubated in a 0.1 M sodium bicarbonate solution at 60 °C, revealed that the decomposition of C-terminal Asn-NH2 occurred through the formation of an aminosuccinimide intermediate (Y-Asu), at a rate faster than that of Y-Asn-Ser peptide but slower than that of Y-Asn-Gly peptide. Mild acid hydrolysis of X-Asn-NH2 examined in a 1 M HCl solution at 60 °C yielded X-Asn-OH and X-Asp-NH2, which further decomposed to yield X-Asp-OH. The C-terminal degradation of X-Asn-NH2 resulted in reduced biological and immunochemical binding activities.View full abstractDownload PDF (230K) -
Tatsuya Shirahama, Takeyuki Kohno, Tomohiro Kaijima, Yasuo Nagaoka, Da ...2006 Volume 54 Issue 5 Pages 665-668
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSDimeric indole alkaloid, anhydrovinblastine, which can be obtained from catharanthine and vindoline in a high yield, was converted stereoselectively into vinblastine through alternating oxidation–reduction with oxygen and NaBH3CN in the presence of anti-vinblastine monoclonal antibody.View full abstractDownload PDF (133K) -
Haihui Xie, Toshio Morikawa, Hisashi Matsuda, Seikou Nakamura, Osamu M ...2006 Volume 54 Issue 5 Pages 669-675
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSFour new iridoid glycosides, kankanosides A (1), B (2), C (3), and D (4), a chlorinated iridoid, kankanol (5), and an acyclic monoterpene glycoside, kankanoside E (6), were isolated from the methanolic extract of dried stems of Cistanche tubulosa (SCHRENK) R. WIGHT (Orobanchaceae) together with 16 known compounds. The structures of these new compounds (1—6) were determined on the basis of the chemical and physicochemical evidence.View full abstractDownload PDF (272K)
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Xujuan Yang, Mansau Wong, Naili Wang, Albert Sun-Chi Chan, Xinsheng Ya ...2006 Volume 54 Issue 5 Pages 676-678
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESS1,4,13-Trihydroxy-eudesm-11(12)-ene, a new eudesmane derivative (3), (9E)-8,11,12-trihydroxyoctadecenoic acid methyl ester, a new fatty acid ester (2) and tianshic acid (1) were obtained from the stems of Sambucus williamsii. Their structures were elucidated by physiochemical properties and spectroscopic analysis. Both compounds 1 and 2 showed stimulating effects on alkaline phosphatase activity of the osteoblastic UMR106 cell about 1.5 fold at 30 μmol/l while they had no effects on cell proliferation.View full abstractDownload PDF (241K) -
Biswanath Dinda, Abhijit Bhattacharya, Utpal Chandra De, Shiho Arima, ...2006 Volume 54 Issue 5 Pages 679-681
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA new C-alkylglucoside, diospyrodin [β-1C-(1′S*,2′R*,3′R*,4′S*-1′,2′,3′,4′,5′-pentahydroxypentyl)-glucopyranoside] (1) has been isolated as its nonaacetate from the leaves and stems of Diospyros nigra. Its structure was elucidated on the basis of chemical and spectral properties and a single crystal X-ray analysis. It showed antimicrobial activity against Gram-positive and Gram-negative bacteria.View full abstractDownload PDF (105K) -
Chang-Xiao Su, Jean-Francois Mouscadet, Chih-Chia Chiang, Hou-Jen Tsai ...2006 Volume 54 Issue 5 Pages 682-686
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSNineteen biscoumarins bearing free and modified hydroxyl substituents at benzoyloxyphenyl linker have been synthesized by multiple step synthesis. Among these biscoumarins, thirteen were found to be active molecules against HIV-1 integrase (HIV-1 IN). The structure–activity relationship of the nineteen compounds on HIV IN may be useful for the design of potent therapeutic agents.View full abstractDownload PDF (202K) -
Hong-Nan Huang, Yong-You Hua, Guo-Rong Bao, Lian-Hui Xie2006 Volume 54 Issue 5 Pages 687-689
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSWhen used as a dietary supplement to achieve and maintain healthy cholesterol levels,Chinese red yeast rice has significant potential to reduce health care costs and contribute to public health by reducing heart disease risk in individuals with moderate elevations of circulating cholesterol levels. Red yeast rice is typical product in Mingbei area of Fujian province. Nine products from different area were measured, using high-performance chromatography (HPLC) with photodiode array detector (PDA) and tandem mass spectrometry (MS) and the results show that the contents of monacolin K in these products were considerably different, and more than the other product.View full abstractDownload PDF (183K) -
Alassane Wele, Yanjun Zhang, Lionel Dubost, Jean-Louis Pousset, Bernar ...2006 Volume 54 Issue 5 Pages 690-692
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSFrom the seeds of Annona glauca and A. cherimola, two novel cyclic peptides, glaucacyclopeptide B and cherimolacyclopeptide G, have been isolated, respectively. Their structures were elucidated by chemical and spectral methods.View full abstractDownload PDF (148K) -
Tzong-Huei Lee, Ming-Hsi Yeh, Chi-I Chang, Ching-Kuo Lee, Yi-Yuan Shao ...2006 Volume 54 Issue 5 Pages 693-695
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSThree new constituents, including a p-menthane type monoterpene, trans-p-menthane-7,8,9-triol (1), an aromatic, 2,6-dihydroxy-3,4-dimethylbenzoic acid methyl ester (2), and a lignan, (+)-morrisonicolanin (3), were isolated from the low polar layer of heartwood extracts of Picea morrisonicola, and their structures were elucidated on the basis of spectroscopic analysis. Of these compounds identified, 1 was obtained as its diacetylated derivative 1a, and 2 was the chemical entity first isolated from a natural source.View full abstractDownload PDF (89K) -
Shu Wang, Yu-Han Lai, Bao Tian, Lin Yang2006 Volume 54 Issue 5 Pages 696-698
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSTwo new C21 steroidal glycosides, tenacissoside L (1), tenacissoside M (2), were isolated from the stems of Marsdenia tenacissima (ROXB.) WIGHT et ARN. Their structures were elucidated, respectively, by means of chemical and spectral data, including ESI-MS, HR-ESI-MS, 1D-NMR and 2D-NMR.View full abstractDownload PDF (74K) -
Naoki Kakusawa, Jyoji Kurita2006 Volume 54 Issue 5 Pages 699-702
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSPalladium-catalyzed carbonylative cross-coupling reaction of ethynylstibane (Ph⌯SbPh2) and aryl iodides (Ar-I) is described. The reaction of the stibanes and the halides under 1 atm of carbon monoxide in N,N-dimethylacetamide using a combination of 5 mol% Pd(OAc)2 and 4 equivalents (20 mol%) of PPh3 brought about carbonylative cross-coupling reaction to afford arylethynylketones [ArC(O)⌯Ph] in good yields along with a small amount of directly coupled products, aryl acetylens (Ar⌯Ph). Formation of the side product was completely suppressed by conducting the reaction under high CO pressure (20 atm) conditions. The present method provides a variety of carbonylated products in good yield even with electron-deficient aryl iodides which usually give inferior results due to their tendency to undergo decarbonylation in the cross-coupling reaction of ethynylstibanes and acyl halides.View full abstractDownload PDF (92K) -
Motoharu Sonegawa, Yoshinori Iwai, Hiroshi Tomiyama, Tsuyoshi Tomiyama2006 Volume 54 Issue 5 Pages 703-705
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSEffective preparation of cycloheptimidazol-4-ones was developed. The reactions of 2-tosyloxytropone (5) with amidines (6) carried out under simple conditions such as aq. NaOH in toluene at 35 °C afforded the corresponding cycloheptimidazol-4-ones (3) in low yield. However, by adding tetra-n-butylammonium bromide (n-Bu4NBr) to this reaction system, the yield was improved dramatically. The reaction conditions were screened in detail.View full abstractDownload PDF (115K) -
Motoharu Sonegawa, Masayuki Yokota, Hiroshi Tomiyama, Tsuyoshi Tomiyam ...2006 Volume 54 Issue 5 Pages 706-710
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSRegioselective alkylation of 2-alkyl-5,6,7,8-tetrahydro-3H-cycloheptimidazol-4-one (1) and 2-alkyl-3H-cycloheptimidazol-4-one (2) was investigated. 3-[2′-(1-tert-Butyl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-2-propyl-5,6,7,8-tetrahydro-1H-cycloheptimidazol-4-one (6) was preferentially obtained under the conditions by using NaH in DMF or THF. On the other hand, 3-[2′-(1-tert-butyl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-2-propyl-5,6,7,8-tetrahydro-3H-cycloheptimidazol-4-one (5), the synthetic intermediate compound of Pratosartan, was obtained selectively in the presence of n-Bu4NBr in toluene by using aqueous sodium hydroxide as a base. In this reaction, it was found that the concentration of the alkaline solution influences its regioselectivity. This selectivity was observed even for aldehyde and ester derivatives.View full abstractDownload PDF (136K) -
Ali Niazi, Mohammad Sadeghi2006 Volume 54 Issue 5 Pages 711-713
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA simple and rapid analytical procedure was proposed for determination of tetracycline in pharmaceutical formulation, urine and plasma based on chemometrics methods and spectrophotometric measurements. The calibration set was constructed with twenty solutions in concentration range 0.25—13.00 μg ml−1 for tetracycline. The procedure was repeated at nine different pH values. Partial least squares (PLS) models were built at each pH and used to determinate a set of synthetic tetracycline solutions. The best model was obtained at pH 8.00 (PLS-PH8). Parallel factor analysis (PARAFAC) model was applied to a three-way array constructed using all the pH data sets and enabled better results. The capabilities of the method for the analysis of real samples were evaluated by determination of tetracycline in pharmaceutical formulations and biological fluids with satisfactory results.View full abstractDownload PDF (83K) -
Chun-Feng Qiao, Quan-Bin Han, Shi-Fu Mo, Jing-Zheng Song, Li-Jia Xu, S ...2006 Volume 54 Issue 5 Pages 714-716
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSTwo new benzofuran glycosides, called psoralenoside and isopsoralenoside, were isolated from the fruits of Psoralea corylifolia, together with nine known compounds. Their structures were elucidated by detailed spectral analyses including extensive two dimensional (2D) NMR spectra.View full abstractDownload PDF (105K) -
Makio Shibano, Hideyuki Naito, Masahiko Taniguchi, Nian-He Wang, Kimiy ...2006 Volume 54 Issue 5 Pages 717-718
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSTwo new isocoumarins, angelicoins A and B, were isolated from the roots of Pleurospermum angelicoides, and their structures were established by spectral means.View full abstractDownload PDF (71K) -
Koji Takahashi, Hideo Araki, Mitsuo Miyazawa2006 Volume 54 Issue 5 Pages 719-721
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSBiotransformation of the 5,7,4′-trimethoxyisoflavone (1), 6,7,4′-trimethoxyisoflavone (2), and 7,4′-dimethoxyisoflavone (3) by insects, Spodoptera litura was investigated. Compound 1 was transformed to 5-hydroxy-7,4′-dimethoxyisoflavone (4), 7-hydroxy-5,4′-dimethoxyisoflavone (5) and 4′-hydroxy-5,7-dimethoxyisoflavone (6) by S. litura. Compounds 2 and 3 were hardly metabolized by S. litura. This suggested that compound 1 was converted to compounds 4, 5 and 6 by demethylation at the C-5, C-7 and C-4′ position, respectively.View full abstractDownload PDF (82K) -
Hui-Jun Li, Yan Jiang, Ping Li, Wen-Cai Ye2006 Volume 54 Issue 5 Pages 722-724
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA novel veratramine alkaloid, called puqienine F (1) and possessing a 12,16-epoxy ring, was isolated from the bulbs of Fritillaria puqiensis G. D. YU et G. Y. CHEN (Liliaceae). The structure was elucidated by extensive spectral and X-ray crystallographic analyses.View full abstractDownload PDF (123K) -
Hong-Mei Lu, Yi-Zeng Liang, Xian-Jin Wu, Ping Qiu2006 Volume 54 Issue 5 Pages 725-730
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSTo establish potent fingerprint for quality control of traditional Chinese medicine, Houttuynia cordata (Saururaceae) injection (HCI), the attempt on fingerprint-efficacy was developed in this study. HCI from ten different factories were determined by gas chromatography-mass spectrum (GC-MS) and classified by hierarchical clustering. The anti-inflammatory effect of HCI was characterized with the rat pleurisy model induced by carrageenin and the mice ear edema model by xylene. The results showed that anti-inflammatory effect of the injections from most of factories on the two models was significant. There was corresponding relationship between the fingerprint of HCI and efficacy to certain extent. The main common constitutes in injection from the factories that possess anti-inflammatory activity were analysed with GC-MS and identified using the NIST Mass Spectral Database. This common pattern of HCI based on the efficacy was helpful for the purpose of quality control.View full abstractDownload PDF (117K) -
Hirohito Ikeda, Miho Yukawa, Tokihiro Niiya2006 Volume 54 Issue 5 Pages 731-734
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSThe mechanism of the deprotonation of 2-butanone (1) with methoxide anion (2) was studied by ab initio molecular orbital (MO) methods. Calculations of the thermodynamic stabilities of each complex and the regioselectivity of the reaction were performed using a static isodensity surface polarized continuum model (IPCM) which takes the solvent effect into consideration. The calculated energies of the complexes lead ultimately to the conclusion that the major deprotonation pathway in protic solvents is dependent upon thermodynamically stable complexes with small activation energies under equilibrium control.View full abstractDownload PDF (180K) -
Toshihiro Akihisa, Yosuke Taguchi, Ken Yasukawa, Harukuni Tokuda, Hiro ...2006 Volume 54 Issue 5 Pages 735-739
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA new cyclic diarylheptanoid, acerogenin M (1), has been isolated along with nine known diarylheptanoids, 2—10, and two known phenolic compounds, 11 and 12, from a MeOH extract of the stem bark of Acer nikoense MAXIM. (Aceraceae). The structure of 1 was determined on the basis of a spectroscopic method. Upon evaluation of the inhibitory effects on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1 μg/ear) in mice of nine of the compounds (2—6, 8, 10—12), six (2, 4—6, 8, 10) showed a marked anti-inflammatory effect with a 50% inhibitory dose (ID50) of 0.26—0.81 mg per ear. In addition, upon an evaluation against the Epstein–Barr virus early antigen (EBV-EA) activation induced by TPA for all of the compounds, all exhibited moderate inhibitory effects against EBV-EA induction (IC50 values of 356—534 mol ratio/32 pmol TPA).View full abstractDownload PDF (116K) -
Uppuluri Venkata Mallavadhani, Kilambi Narasimhan, Akella Venkata Subr ...2006 Volume 54 Issue 5 Pages 740-744
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSExtensive chromatographic screening of extracts of the fruits of the Indian Ayurvedic plant, Dendrophthoe falcata, resulted in the isolation of three new triterpenes, 3β-acetoxy-1β-(2-hydroxy-2-propoxy)-11α-hydroxy-olean-12-ene (1), 3β-acetoxy-11α-ethoxy-1β-hydroxy-olean-12-ene (2) and 3β-acetoxy-1β-hydroxy-11α-methoxy-olean-12-ene (3) along with nine known compounds, 3β-acetoxy-1β,11α-dihydroxy-olean-12-ene (4), 3β-acetoxy-1β,11α-dihydroxy-urs-12-ene (5), 3β-acetoxy-urs-12-ene-11-one (6), 3β-acetoxy-lup-20(29)-ene (7), 30-nor-lup-3β-acetoxy-20-one (8), (20S)-3β-acetoxy-lupan-29-oic acid (9), kaempferol-3-O-α-L-rhamnopyranoside (10), quercetin-3-O-α-L-rhamnopyranoside (11), and gallic acid (12). The structures of these compounds were determined using 1D and 2D NMR and high resolution electrospray mass spectrometry. These compounds were assayed for binding to estrogen receptors-α and β and kaempferol-3-O-α-L-rhamnopyranoside (10) was found to be a ligand for both receptors with greater affinity for β. The triterpenes (1—9) are reported for the first time in the genus Dendrophthoe and assumes taxonomic significance.View full abstractDownload PDF (113K) -
Surat Laphookhieo, John Keith Syers, Rattana Kiattansakul, Kan Chantra ...2006 Volume 54 Issue 5 Pages 745-747
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA new prenylated xanthone, 5-O-methylcelebixanthone (1), together with six known compounds; celebixanthone (2), 1,3,7-trihydroxy-2,4-di(3-methylbut-2-enyl)xanthone (3), cochinchinone A (4), α-mangostin (5), β-mangostin (6) and cochinchinone C (7) were isolated from roots of Cratoxylum cochinchinense. Their structures were elucidated by spectroscopic methods. Compounds 2 and 4—7 showed cytotoxic activity against the human lung cancer cell line (NCI-H187) with IC50 values ranging from 0.65 to 5.2 μg/ml. Compounds 1, 2, 6 and 7 also showed antimalarial activity against Plasmodium falciparum with IC50 values of 3.2, 4.9, 7.2 and 2.6 μg/ml, respectively.View full abstractDownload PDF (112K) -
Xiaolong Chang, Wei Li, Kazuo Koike, Lijun Wu, Tamotsu Nikaido2006 Volume 54 Issue 5 Pages 748-750
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA new phenolic glycoside, dryopteroside (1), was isolated from the rhizomes of Dryopteris crassirhizoma (Dryopteridaceae), together with five known compounds, 4β-carboxymethyl-(−)-epicatechin (2), isobiflorin (3), biflorin (4), 1-β-D-glucopyranosyloxy-3-methoxy-5-hydroxybenzene (5) and (+)-catechin-6-C-β-D-glucopyranoside (6). The new compound was elucidated to be 1-butanoyl-3-C-β-D-glucopyranosyl-5-methyl-phloroglucinyl-6-O-β-D-glucopyranoside (1) by chemical and various spectroscopic analyses. The known compounds 2—6 were first reported from the genus Dryopteris.View full abstractDownload PDF (91K) -
Deqiang Dou, Wei Li, Na Guo, Rui Fu, Yuping Pei, Kazuo Koike, Tamotsu ...2006 Volume 54 Issue 5 Pages 751-753
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA new dammarane-type triterpenoid saponin, ginsenoside Rg8 (1), was isolated from the roots of Panax quinquefolium, along with five known saponins, (20E)-ginsenoside F4 (2), ginsenosides Rh1 (3), Rg2 (4), F1 (5), and (20R)-ginsenoside Rh1 (6). The structure of ginsenoside Rg8 (1) was determined to be (3β,6α,12β,20E)-24,25-epoxy-3,12,23-trihydroxydammar-20(22)-en-6-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside by various spectroscopic analyses. Among the known saponins, (20E)-ginsenoside F4 (2) and ginsenoside F1 (5) were first reported from the title plant.View full abstractDownload PDF (89K) -
Rosenei Louzada Brum, Claudia Andréa Lima Cardoso, Neli Kika Ho ...2006 Volume 54 Issue 5 Pages 754-757
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSA method for sample preparation and analysis by high performance liquid chromatography with UV detection (HPLC-UV) was developed for analysis of jatrophone in “cachaça” prepared with Jatropha elliptica, administered orally, employed in Brazil for the treatment of venomous snake bites. The linearity, accuracy, precision of the procedure was evaluated. Analytical curve for jatrophone was linear in the range of 16.24—81.20 μg ml−1. The recovery of the jatrophone in the samples analyzed was 98.99—99.89%. The percent coefficient of variation for the quantitative analysis of the “cachaça” in the analyses was under 2%.View full abstractDownload PDF (88K) -
Marguerite Kasidimoko Nkembo, Jung-Bum Lee, Takeshi Nakagiri, Toshimit ...2006 Volume 54 Issue 5 Pages 758-760
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSSpecific inhibitors of the MVA pathway (pravastatin) and the MEP pathway (fosmidomycin) were used to interfere with the biosynthetic flux which leads to the production of aphidicolin-like diterpene in leaf organ cultures of Scoparia dulcis. Treatment of leaf organs with fosmidomycin resulted in dose dependent inhibition of chlorophylls, carotenoids, scopadulcic acid B (SDB) and phytol production, and no effect on sterol production was observed. In response to the pravastatin treatment, a significant decrease in sterol and pertubation of SDB production was observed.View full abstractDownload PDF (99K)
Communications to the Editor
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Shigeki Kobayashi, Atuhiro Mizushima, Asako Sasuga, Makoto Watanabe2006 Volume 54 Issue 5 Pages 761-763
Published: 2006
Released on J-STAGE: May 01, 2006
JOURNAL FREE ACCESSNew double-stranded peptide chelators (1) conjugated Cat (2,3-dihydroxybenzoic acid) were synthesized and formed a molecular complex 1-Eu3+ (or 1-Lu3+) with Eu3+ and Lu3+ but not La3+. The double-stranded peptide chelator may prove to be useful tools for studying the selective separation of lanthanide ions.View full abstractDownload PDF (328K)
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