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Volume 56, Issue 7
Displaying 1-39 of 39 articles from this issue
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Regular Articles
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Tomohiro Hamashita, Miwako Matsuzaki, Tetsuo Ono, Masaki Ono, Yoshinob ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 883-887
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSTo prepare powdered drugs that do not have a bitter taste, a film coating covering the surfaces of the core particles is required. The dissolution rate of ibuprofen from the coated particles changes according to the physical properties of the core particles. In this study, the effects of the physical properties of granules prepared by using several scales of agitation fluidized beds on the drug dissolution rate were investigated. The dissolution rate of ibuprofen decreased when the apparent density and shape factor of the granules increased. In contrast, the dissolution rate of the drug increased with the friablility of the granules increased. Thus, the structures of the granules appear to affect the dissolution rate of the drug to a large degree. A rapid dissolution test that can be used to investigate the early dissolution rate of ibuprofen in vitro was proposed to evaluate the taste-masking level of the coated particles. The bitter taste-masking level of the coated particles was successfully confirmed by using this novel test method.View full abstractDownload PDF (1336K) -
George Mary, Natesan Balasubramanian, Karachalacherevu Seetharamiah Na ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 888-893
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA sensitive spectrophotometric method for the determination of iodine species like iodide, iodine, iodate and periodate is described. The method involves the oxidation of iodide to ICl2− in the presence of iodate and chloride in acidic medium. The formed ICl2− bleaches the dye methyl red. The decrease in the intensity of the colour of the dye is measured at 520 nm. Beer's law is obeyed in the concentration range 0—3.5 μg of iodide in an overall volume of 10 ml. The molar absorptivity of the colour system is 1.73×105 l mol−1 cm−1 with a correlation coefficient of −0.9997. The relative standard deviation is 3.6% (n=10) at 2 μg of iodide. The developed method can be applied to samples containing iodine, iodate and periodate by prereduction to iodide using Zn/H+ or NH2NH2/H+. The effect of interfering ions on the determination is described. The proposed method has been successfully applied for the determination of iodide and iodate in salt samples and iodine in pharmaceutical preparations.View full abstractDownload PDF (141K) -
Tushar Narendra Lokhande, Chelakara Lakshmann Viswanathan, Aarti Shash ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 894-896
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA novel class of molecules with structure N-[3-(heteroaryl)propyl]-6-methoxynaphthalene-2-carboxamides 8—13 were synthesized by condensing 6-methoxy-2-naphthoyl chloride 1 with 3-(heteroaryl)propyl amines 2—7. Compounds 8—12 were evaluated in vitro, in P388 murine lymphocytic leukemia cell line (P388) using SRB assay for cytotoxicity and in adriamycin resistant P388 murine lymphocytic leukemia cell line (P388/ADR) using MTT assay for resistant reversal activity. Compounds 8—12 were non-toxic at lower dose of 20 μg/ml, and effectively reversed adriamycin resistance. However, at higher doses (40, 80 μg/ml) they showed significant cytotxicity and hence reversal potency was not determined at these concentrations.View full abstractDownload PDF (83K) -
Rajesh Gacche, Mansi Khsirsagar, Srikant Kamble, Babasaheb Bandgar, Na ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 897-901
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSSynthetic derivatives of 1-(2-hydroxy-3-(2-hydroxy-cyclohexyl)-4,6-dimethoxy-phenyl)-methanone were evaluated in-vitro for their activities related to antioxidant and anti-inflammatory. The antioxidant potential was determined by calculating reducing potential, OH and DPPH (2,2-diphenyl-1-picryl hydrazine) radical scavenging activities. The in-vitro anti-inflammatory related activities of synthetic chalcones (SCs) were demonstrated by performing inhibition assays of trypsin, β-glucuronidase and diene conjugates. The results of the various parameters studied shows that the selected derivatives were found to be effective reducing agents and were reactive towards stabilizing the OH and DPPH radicals. The compounds have showed moderate to poor or no inhibition profile towards trypsin and β-glucuronidase, but were found to be effective inhibitor of dien conjugates (hydroperoxides). An attempt has been made to define structure activity relationship using BioMed CAChe 6.1.10: a computer-aided molecular modeling tool which applies equations from classical and quantum mechanics. The experimental and in silico results of the present investigation shows that the basic nucleus 1-(2-hydroxy-3-(2-hydroxy-cyclohexyl)-4,6-dimethoxy-phenyl)-methanone can be considered as a potential candidate for the design and development of lead antioxidant and anti-inflammatory agents.View full abstractDownload PDF (91K) -
Annett Mikolasch, Martina Wurster, Michael Lalk, Sabine Witt, Simone S ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 902-907
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSNovel cephalosporins, penicillins, and carbacephems were synthesized by amination of catechols with amino-β-lactams like cefadroxil, amoxicillin, ampicillin and the structurally related carbacephem loracarbef using laccase from Trametes sp. All isolated monoaminated products inhibited the growth of several Gram positive bacterial strains in the agar diffusion assay, among them methicillin-resistant Staphylococcus aureus strains and vancomycin-resistant Enterococci. Observed differences in the cytotoxicity and in vivo activity in a “Staphylococcus-infected, immune suppressed mouse” model are discussed.View full abstractDownload PDF (136K) -
Masahiro Yodoshi, Nobuo OkabeArticle type: Regular Article
2008 Volume 56 Issue 7 Pages 908-914
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSThe structures of the ternary palladium(II) complexes of the formulations [Pd(Gly)(bpy)]+Cl−·4H2O (Gly=glycine; bpy=2,2′-bipyridine) (1), [Pd(Gly)(phen)]+Cl−·4H2O (2) (phen=1,10-phenanthroline) and {[Pd(Gly)(bpa)]+Cl−}2·6H2O (3) (bpa=2,2′-bipyridylamine) were determined. All complexes are positively charged and neutralized by the chloride anion located nearby the complexes. The central Pd(II) atoms of the complexes 1, 2 and 3 have a similar distorted square planar coordination geometry, in which each Pd(II) atom is coordinated to two N atoms of the bidentate heterocyclic ligand, and N and O atoms of the bidentate glycine ligand. The interaction of the complexes with calf thymus (CT) DNA was also studied using the fluorescence method. All complexes showed the inhibition of ethidium bromide binding to CT DNA, and the DNA-binding strengths were reflected as the relative order 2>1>3. The remarkable reduction of UV absorption intensity of 2 caused in the presence of DNA suggests the presence of π–π stacking interaction between the heterocyclic ring of the phen ligand and nucleobases. The intercalative DNA-binding of 2 is suggested by UV and CD measurements. DNA cleavage studies indicated that the cleavage of the plasmid supercoiled pBR322 DNA in the presence of H2O2 and ascorbic acid could be enhanced by the complexes.View full abstractDownload PDF (1199K) -
New Triterpene Constituents, Foliasalacins A1—A4, B1—B3, and C, from the Leaves of Salacia chinensisMasayuki Yoshikawa, Yi Zhang, Tao Wang, Seikou Nakamura, Hisashi Matsu ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 915-920
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSFour dammarane-type, three lupane-type, and an oleanane-type triterpenes named foliasalacins A1 (1), A2 (2), A3 (3), A4 (4), B1 (5), B2 (6), B3 (7), and C (8) were isolated from the leaves of Salacia chinensis LINN. collected in Thailand. The structures of new triterpene constituents (1—8) were characterized on the basis of chemical and physiochemical evidence.View full abstractDownload PDF (244K) -
Shin-ichi Kondo, Yasuyo Fukunaga, Michinori Oikawa, Yasushi Sasai, Mas ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 921-925
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSIn this study heparin was covalently immobilized onto LDPE-VEMAC sheet fabricated by the introduction of carboxyl groups to the surface of low-density polyethylene (LDPE) using a plasma technique. The plasma irradiation time influenced the density of carboxyl groups on the LDPE-VEMAC sheet. Heparin was immobilized on the LDPE-VEMAC sheet using a condensation reagent, N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC). We confirmed the immobilization of heparin from the ATR-FT-IR spectrum of the sheet obtained. Where heparin was directly immobilized on the LDPE-VEMAC sheet, the density of the immobilized heparin depended on that of the carboxyl groups. Heparin was also immobilized with a spacer, hexamethylene diamine, and the density of such heparin was about 1.6 times that of the directly immobilized heparin. This result suggests that the introduction of a spacer may be an effective way to increase the density of immobilized heparin.View full abstractDownload PDF (273K) -
Mona El Aasr, Yukino Oshiro, Yukio Fujiwara, Hiroyuki Miyashita, Tsuyo ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 926-929
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSConversion of the spirosolane-type glycoside, esculeoside A, a major component contained in the ripe tomato Lycopersicon esculentum fruits, into a solanocapsine-type sapogenol, esculeogenin B-2, (5α,22S,23R,25S)-22,26-epimino-16β,23-epoxy-3β,23,27-trihydroxycholestane, and esculeogenin B-1, (5α,22R,23S,25S)-22,26-epimino-16β,23-epoxy-3β,23,27-trihydroxycholestane, which are rare naturally occurring compounds was attained by acid hydrolysis with 2 N HCl in dioxane and water (1 : 1).View full abstractDownload PDF (170K) -
Ping-Jyun Sung, Mei-Ru Lin, Tsong-Long Hwang, Tung-Yung Fan, Wei-Chun ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 930-935
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSFour new briarane-related diterpenoids, designated as briaexcavatins M—P (1—4), were isolated from the cultured octocoral Briareum excavatum. The structures, including the relative configurations of natural products 1—4 were established on the basis of extensive spectral data analysis and by comparison with the spectral data from other known metabolites featuring a briarane carbon skeleton.View full abstractDownload PDF (211K) -
Ken Tanaka, Yoshiaki Kuba, Atsutoshi Ina, Hiroshi Watanabe, Katsuko Ko ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 936-940
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSThe potential use of partial least square regression (PLS-R) models for the prediction of biological activities of a herbal drug based on its liquid chromatography (LC) profile was verified using various extracts of Curcuma phaeocaulis and their cyclooxygenase-2 (COX-2) inhibitory activities as the model experiment. The correlation of practically measured inhibitory activities and predicted values by PLS-R analysis was quite good (correlation coefficient=0.9935) and the possibility of transforming chromatographic information into a measure of biological activity was confirmed. In addition, furanodienone and curcumenol were identified as the major active anti-inflammatory constituents of C. phaeocaulis, through detailed analysis of the regression vector, followed by isolation of these compounds and their COX-2 inhibitory assays. The selectivity indices (SI), IC50 of COX-1/IC50 of COX-2, of both compounds were higher than that of indomethacin and it is considered that furanodienone and curcumenol are the most promising compounds as lead anti-inflammatory agents.View full abstractDownload PDF (194K) -
Xin Zhai, Yan-Fang Zhao, Ya-Jing Liu, Yong Zhang, Feng-Qiang Xun, Jun ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 941-945
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA series of novel N-anilino-5-methyl-2-(3-(5-(alkylaminomethyl)furan-2-yl-methylthio)propyl)-[1,2,4]triazolo-[1,5-a]pyrimidine-7-amine derivatives were synthesized and evaluated for their in vitro cytotoxicity against two cancer cell lines, Bel-7402 and HT-1080. Compounds 9, 14, 19 and 23 possessed marked cytotoxicity, especially 23 (with IC50 values of 15.0 μM and 7.8 μM against Bel-7402 and HT-1080 cell lines, respectively), which had emerged as lead compound. The activity was found to depend strongly on substitution pattern of the side chains at C-2 position, and 4-triflouromethylanilino substituent at C-7 position was an option for anticancer potency.View full abstractDownload PDF (121K) -
Takao Mizumoto, Tetsuya Tamura, Hitoshi Kawai, Atsushi Kajiyama, Shige ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 946-950
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA fast-disintegrating dosage form has been developed as a user-friendly formulation that disintegrates in the mouth immediately. Patients can take it without water like a liquid formulation. In this study famotidine taste-masking technology was applied to the new fast-disintegrating tablet in an attempt to produce a novel, taste-masked, fast-disintegrating tablet. Partial granulation was found to be an effective and practical way to address content uniformity, however, oral disintegration time tended to become longer as content uniformity improved. The disintegration time was improved considerably by controlling ambient humidity during the compression process (>50% RH). Furthermore, since the new fast-disintegrating technology made it possible to use low compression force, there was no change in the structure or dissolution rate of the taste-masked particles after compression. Therefore, this system can produce a taste-masked fast-disintegrating tablet with satisfactory attributes.View full abstractDownload PDF (485K) -
Pu Liu, Zhi Yao, Wen Zhang, Yoshihisa Takaishi, Hong-Quan DuanArticle type: Regular Article
2008 Volume 56 Issue 7 Pages 951-955
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSWe isolated 8 novel 28-noroleanane-derived spirocyclic triterpenoids with unusual skeleton structures, phlomisone (1), phlomistetraol A (2), phlomistetraol B (3), phlomistetraol C (4), phlomispentaol (5), phlomishexaol A (6), phlomishexaol B (7), and phlomisin (8), from the ethanol extract of Phlomis umbrosa rhizomes. Their structures were elucidated on the basis of spectroscopic methods, including 1D, 2D nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HR-MS), and X-ray analyses. Compounds 1—3, 5, and 7 exhibited positive cytotoxic activities against the carcinoma cell lines Hela and L929 in vitro, and these bioactive data suggested that the C-18 and C-21 positions had oxygenated functions that can improve the activity of the compound.View full abstractDownload PDF (192K) -
Toshio Morikawa, Kanako Funakoshi, Kiyofumi Ninomiya, Daisuke Yasuda, ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 956-962
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSThe methanolic extract from the rhizomes of Boesenbergia rotunda (Zingiberaceae) was found to show inhibitory effect on tumor necrosis factor-α (TNF-α)-induced cytotoxicity in L929 cells (IC50=6.1 μg/ml). By bioassay-guided separation, four new prenylcalcones, (+)-krachaizin A (1a), (−)-krachaizin A (1b), (+)-krachaizin B (2a), and (−)-krachaizin B (2b), and four new prenylflavanones, rotundaflavones Ia (3a), Ib (3b), IIa (4a), and IIb (4b), were isolated together with 18 known constituents (5a—7b and 8—19). The structures of eight new compounds were elucidated on the basis of physicochemical evidence. Among them, (+)-krachaizin B (2a), (−)-krachaizin B (2b), (+)-4-hydroxypanduratin A (6a), (−)-4-hydroxypanduratin A (6b), (+)-isopanduratin A (7a), (−)-isopanduratin A (7b), alpinetin (10), cardamonin (14), and 2,6-dihydroxy-4-methoxydihydrochalcone (15) significantly inhibited TNF-α-induced cytotoxicity in L929 cells at 10 μM. In addition, 2a, 2b, (+)-panduratins A (5a), (−)-panduratin A (5b), 6a, 7b, and geranyl-2,4-dihydroxy-6-phenylbenzoate (17) were found to show strong inhibitory effects on aminopeptidase N activity.View full abstractDownload PDF (213K) -
Xiu-Li Zhao, Ke-Xin Li, Xiu-Feng Zhao, Da-Hai Pang, Da-Wei ChenArticle type: Regular Article
2008 Volume 56 Issue 7 Pages 963-968
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSColon-specific drug delivery systems (CDDS) can improve the bioavailability of drug through the oral route. A novel formulation for oral administration using pH-enzyme Di-dependent chitosan mcirospheres (MS) and 5-Fu as a model drug has been investigated for colon-specific drug delivery by the emulsification/chemical cross-linking and coating technique, respectively. The influence of polymer concentration, ratio of drug to polymer, the amount of crosslinking agent and the stirring speed on the encapsulation efficiency, particle size in microspheres were evaluated. The best formulation was optimized by an orthogonal design. Drug release studies under conditions mimicking stomach to colon transit have shown that the drug was protected from being released in the physiological environment of the stomach and small intestine. The plasma concentrations of 5-Fu after oral administration of coated chitosan MS to rats were determined and compared with that of 5-Fu solution. The in vivo pharmacokinetics study of 5-Fu loaded pH-enzyme Di-dependent chitosan MS showed sustained plasma 5-Fu concentration–time profile. The in vitro release correlated well with the pharmacokinetics profile. The results clearly demonstrated that the pH-enzyme Di-dependent chitosan MS is potential system for colon-specific drug delivery of 5-Fu.View full abstractDownload PDF (632K) -
Hiroyasu Imai, Hiroki Munakata, Yoshio UemoriArticle type: Regular Article
2008 Volume 56 Issue 7 Pages 969-972
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSThe binding of amines to artificial zinc-porphyrin receptors 1—4 was examined in basic aqueous solutions. For nicotinic acid and 3,5-dicarboxypyridine, substantial binding enhancements were observed compared to other amines with no π system or carboxyl group. This observation suggested that interligand attractions of Coulomb and CH–π interactions in addition to N-atom coordination can act effectively as recognition factors. The differences in the Coulomb interaction between carboxylate and sulfonate anions were also discussed.View full abstractDownload PDF (151K) -
Abu Bakar Md., Yumiko Suzuki, Masayuki SatoArticle type: Regular Article
2008 Volume 56 Issue 7 Pages 973-976
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSRh–N-heterocyclic carbene (NHC) complexes were generated in situ from imidazolium salts, [RhCl(cod)]2 and t-BuOK in dioxane. In the presence of a catalytic amount of Rh–NHC complexes, the addition reaction of phenylboronic acid to N-sulfonylarylimines and N-phosphinyolarylimines gave the corresponding amines in high yields.View full abstractDownload PDF (123K) -
Ryosuke Nakahara, Tsuyoshi Fujimoto, Mitsunobu Doi, Kanako Morita, Tak ...Article type: Regular Article
2008 Volume 56 Issue 7 Pages 977-981
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSMethods for the fluorophotometric determination of hydrogen peroxide (H2O2) and other reactive oxygen species (ROS) were proposed by using the fluorescence reaction between H2O2 or other ROS and fluorescein hydrazide (FH). In the determination of H2O2, the calibration curve exhibited linearity over the H2O2 concentration range of 2.1—460 ng ml−1 at an emission wavelength of 527 nm with an excitation of 460 nm and with the relative standard deviations (n=6) of 4.06%, 1.78%, and 2.21% for 3.1 ng ml−1, 30.8 ng ml−1, and for 308 ng ml−1 of H2O2, respectively. The detection limit for H2O2 was 0.7 ng ml−1 due to three blank determinations (ρ=3). The calibration curves for ROS-related compounds were also constructed under the optimum conditions. This method was successfully applied in the assay of H2O2 in human urine. In addition, we performed the characterization of FH, and interesting information was obtained with regard to the relationship between the chemical structure and fluorescence.View full abstractDownload PDF (115K)
Notes
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Xian-Long Cheng, Shuang-Cheng Ma, Jian-Dong Yu, Shi-Ying Yang, Xin-Yue ...Article type: Notes
2008 Volume 56 Issue 7 Pages 982-984
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSTwo new unusual natural pigments were first isolated from the whole herbs of Selaginella tamariscina. The structure of selaginellin A (1) was established as (R,S)-4-[(4′-hydroxy-3-((4-hydroxyphenyl)ethynyl)biphenyl-2-yl)(4-hydroxyphenyl)methylene]-2,5-cyclohexadien-1-one and selaginellin B (2) as (R,S)-4-[(4′-methoxy-4-(methyl)-3-((4-methoxyphenyl)ethynyl)biphenyl-2-yl)(4-methoxyphenyl)methylene]-2,5-cyclohexadien-1-one, along with four known biflavonoids, amentoflavone (3), hinokiflavone (4), heveaflavone (5), and 7″-O-methylamentoflavone (6). Their chemical structures were elucidated by spectral analysis of electrospray ionization mass spectroscopy (ESI-MS), one-dimensional nuclear magnetic resonance spectroscopy (1D-NMR) and two-dimensional-nuclear magnetic resonance spectroscopy (2D-NMR) including 1H-NMR, 13C-NMR, distortionless enhancement by polarization transfer (DEPT) and heteronuclear multiple bond coherence (HMBC), and single-crystal X-ray diffraction techniques.View full abstractDownload PDF (152K) -
Jong Yup Kim, Hyoung-Chun Kim, Jeongmin Kim, Jinhwa LeeArticle type: Notes
2008 Volume 56 Issue 7 Pages 985-987
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSDimemorfan (DF) has been known to possess neuroprotective properties. While this promising compound deserves further biological evaluation, synthetic methods have not improved since Murakami group unveiled the synthetic efforts in 1972. Herein a succinct synthesis toward DF from commercially available 3-hydroxymorphinan (3-HM) is disclosed. Other morphinan analogs have been effectively prepared by adopting the similar methodology.View full abstractDownload PDF (101K) -
Nguyen Xuan Cuong, Tran Anh Tuan, Phan Van Kiem, Chau Van Minh, Eun Mi ...Article type: Notes
2008 Volume 56 Issue 7 Pages 988-992
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSChemical investigation of the Vietnamese soft coral Sarcophyton mililatensis resulted in the isolation of four new cembranoid diterpenes, namely (−)-7β-hydroxy-8α-methoxydeepoxysarcophytoxide (1), (+)-7β,8β-dihydroxydeepoxysarcophytoxide (2), (−)-17-hydroxysarcophytonin A (3) and sarcophytol V (4), along with two known compounds, (+)-sarcophine (5) and sarcophytoxide (6). The NMR spectral data of the new compounds were completely assigned by using a combination of 2D NMR experiments including 1H–1H COSY, HSQC, HMBC, and ROESY. To investigate the bioactivities of compounds, which act on bone metabolism, we studied the effects of compounds on the function of osteoblastic MC3T3-E1 cells. Compound 1 caused a significant elevation of alkaline phosphatase activity, collagen content, and nodules mineralization compared to those of the control (p<0.05). These results suggest that newly isolated compound 1 has a direct stimulatory effect on bone formation in vitro and may contribute to the prevention for osteoporosis.View full abstractDownload PDF (103K) -
Shu-Hua Qi, Si Zhang, Cheng-Hai Gao, Qin-Xing LiArticle type: Notes
2008 Volume 56 Issue 7 Pages 993-994
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSThree new purine derivatives, namely, 4-caryboxy-5,6-dihydro-4H,8H-pyrimido[1,2,3-cd]purine-8,10(9H)-dione (1), 7,9-dihydro-1-(3-oxobutyl)-1H-purine-6,8-dione (2), and 7-hydro-9-(3-oxobutyl)-1H-purine-6,8-dione (3) together with six known purine and pyrimidine derivatives were isolated from the EtOH/CH2Cl2 extracts of the South China Sea gorgonian Subergorgia suberosa. The structures of 1—3 were determined on the bases of extensive spectroscopic analysis, including 1D and 2D NMR data.View full abstractDownload PDF (84K) -
Nafisur Rahman, Zehra Bano, Syed Najmul Hejaz AzmiArticle type: Notes
2008 Volume 56 Issue 7 Pages 995-1001
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSThe main aim of this work is to develop and validate two spectrophotometric methods for the quantitative analysis of rabeprazole sodium in commercial dosage forms. Method A is based on the reaction of drug with 3-methyl-2-benzothiazolinone hydrazone hydrochloride (MBTH) in the presence of ammonium cerium(IV) nitrate in acetic acid medium at room temperature to form red-brown product which absorbs maximally at 470 nm. Method B utilizes the reaction of rabeprazole sodium with 1-chloro-2,4-dinitrobenzene (CDNB) in dimethyl sulfoxide (DMSO) at 45±1 °C to form yellow colored Meisenheimer complex. The colored complex has a characteristic band peaking at 420 nm. Under the optimized reaction conditions, proposed methods are validated as per ICH guidelines. Beer's law is obeyed in the concentration ranges of 14—140 and 7.5—165 μg ml−1 with linear regression equations of A=6.041×10−4+1.07×10−2C and A=1.020×10−3+5.0×10−3C for methods A and B, respectively. The limits of detection for methods A and B are 1.38 and 0.75 μg ml−1, respectively. Both methods have been applied successfully for the estimation of rabeprazole sodium in commercial dosage forms. The results are compared with the reference UV spectrophotometric method.View full abstractDownload PDF (225K) -
Sanjeeva Reddy Cherkupally, Raghu MekalaArticle type: Notes
2008 Volume 56 Issue 7 Pages 1002-1004
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA facile and efficient synthetic route to polyhydroquinolines has been developed via four-component condensation reactions of aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in the presence of p-toluenesulfonic acid (p-TSA) catalyst in ethanol at ambient temperature through Hantzsch reaction. Simple work-up procedure, environmentally friendly, inexpensive and non-toxic catalyst, shorter reaction times along with excellent product yields are the significant features of this practical method.View full abstractDownload PDF (185K) -
Miao-Miao Jiang, Yi Dai, Hao Gao, Xue Zhang, Guang-Hui Wang, Jia-You H ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1005-1008
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSToxicarioside D (1), a new cardenolide, along with 10 other known ones, was isolated from the stem of Antiaris toxicaria LESCH. by bioassay-guided fractionation. Their structures were determined on the basis of spectroscopic analysis. All the reported compounds effectively inhibited the growth of various cancer cell lines at nanomolar concentrations. Inhibition of cancer cell growth was accompanied with induction of the expression of Nur77, a potent apoptotic member of the steroid/thyroid hormone receptor superfamily.View full abstractDownload PDF (252K) -
Hitoshi Yoshimitsu, Makiko Nishida, Toshihiro NoharaArticle type: Notes
2008 Volume 56 Issue 7 Pages 1009-1012
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSTwo new labdane diterpene glycosides, named aquosides A and B, and a new megastigmane glycoside, named aquoside C, have been isolated from the air-dried aerial parts of Aquilegia hybrida together with three known compounds comprising a phenolic glycoside and two flavone C-glycosides. Their structures were determined on the basis of spectroscopic data and chemical evidence.View full abstractDownload PDF (121K) -
Toshihiro Nohara, Eriko Iwakawa, Sayaka Matsushita, Yukio Fujiwara, Ts ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1013-1014
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA new pregnane glycoside, 3-O-β-lycotetraosyl 5α-pregna-3β,26β-diol-20-one was isolated from overripe tomato, the fruit of Lycopersicon esculentum MILL.View full abstractDownload PDF (68K) -
Toshihiro Nohara, Kahori Okamoto, Sayaka Matsushita, Yukio Fujiwara, T ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1015-1017
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSPreviously, we reported an interesting reaction by which esculeogenin A [(5α,22S,23S,25S)-3β,23,27-trihydroxyspirosolane], a sapogenol of tomato-saponin, esculeoside A, was easily converted into a pregnane derivative, 5α-pregn-16-en-3β-ol-20-one, merely by refluxing with pyridine and water. Its chemical mechanism including air oxidation is here described.View full abstractDownload PDF (104K) -
Qian Wang, Yuan Wang, Zheng-yin YangArticle type: Notes
2008 Volume 56 Issue 7 Pages 1018-1021
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA new ligand H3L, 4-{[(3,4-dimethylpyrrole-2-carbonyl)hydrazono](phenyl)methyl}-3-methyl-1-phenylpyrazol-5-ol and its three transition metal complexes, M(H2L)OAc·H2O (M=Cu, Ni), Zn(H2L)2 have been synthesized and fully characterized on the basis of ESI-MS, elemental analyses, molar conductivities, IR spectra and 1H-NMR. In addition, their antioxidative activities have been investigated by spectrophotometer measurements. The experimental results show that the complexes have higher activity in the suppression of O2·− and ·OH than the free ligand.View full abstractDownload PDF (156K) -
Yoichiro Nishida, Masashi Eto, Hiroyuki Miyashita, Tsuyoshi Ikeda, Kok ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1022-1025
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSA new homostilbene, named scillabene A (2), and two new homoisoflavones, named scillavones A (3) and B (4), were isolated from the bulbs of Scilla scilloides DRUCE (Liliaceae) along with 13 known compounds comprising a homostilbene, seven homoisoflavones, a xanthone, a lignan, and three nortriterpenes. The structures of 2—4 were characterized as 3,5,4′-trihydroxy-3′-methoxy-4-methyl-trans-stilbene, (3R)-5,7,2′-trihydroxy-3′,4′-dimethoxyspiro{2H-1-benzopyran-7′-bicyclo[4,2,0]octa[1,3,5]-trien}-4-one and (3S)-3-(3,4-dihydroxybenzyl)-5-hydroxy-6,7-dimethoxychroman-4-one, respectively, on the basis of spectroscopic data and X-ray crystallographic analysis.View full abstractDownload PDF (171K) -
Thanh Nguyen Le, Won-Jea ChoArticle type: Notes
2008 Volume 56 Issue 7 Pages 1026-1029
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSFirst total synthesis of the phenolic protoberberine, cerasonine, was accomplished through a coupling reaction between o-toluamide and benzonitrile. This key step provided the 3-arylisoquinoline which was then successfully converted to 7,8-dihydro-8-oxoprotoberberine through an intramolecular SN2 reaction.View full abstractDownload PDF (151K) -
Hui Yuan Gao, Li Jun Wu, Norio Muto, Hiroyuki Fuchino, Takahisa Nakane ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1030-1034
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSIn the course of studies on biological active constituents from woody plants, we previously reported the isolation of many lignan derivatives as neurite outgrowth-promoting compounds from an ethyl acetate soluble fraction of Japanese Cypress (Chamaecyparis obtusa). Further chemical investigation on the residual parts of the ethyl acetate soluble fraction of a methanol extract of Japanese Cypress resulted in the isolation of four new beyerene type derivatives and a novel sesquiterpene dimer formed between cryptomeridiol and hinokiic acid. Their structures were elucidated as 18-O-(Z)-p-coumaroylbeyer-15-ene-18-ol (1), 18-O-(E)-p-coumaroylbeyer-15-ene-18-ol (2), 18-O-(E)-p-coumaroylbeyer-15-ene-11β,18-diol (3), 18-O-(Z)-p-coumaroylbeyer-15-ene-11β,18-diol (4) and ent-cryptomeridiol-4-yl-hinokiiate (5) by 1H-NMR, 13C-NMR, 2D-NMR, and HR-MS spectral analysis.View full abstractDownload PDF (150K) -
Fei Wang, Ji-Kai LiuArticle type: Notes
2008 Volume 56 Issue 7 Pages 1035-1037
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSTwo new highly oxygenated lanostane triterpenoids, ganoderic acid AP2 (1) and ganoderic acid AP3 (2), were isolated from the fruiting bodies of the fungus Ganoderma applanatum (Ganodermataceae), along with four known analogues, ganoderenic acids A, B, D and G (3—6). The structures of the new compounds were elucidated on the basis of extensive spectroscopic analysis.View full abstractDownload PDF (99K) -
Naoko Kiyota, Kazushi Shingu, Koki Yamaguchi, Yasuyuki Yoshitake, Kazu ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1038-1040
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSTwo new C28 steroidal glycosides, tuboanosides A (1) and B (2), were isolated from the fruit of Tubocapsicum anomalum MAKINO. Their chemical structures were elucidated on the basis of spectroscopic and X-ray diffraction analysis of the p-bromobenzoyl derivative (4) of tuboanosigenin (3), the sapogenol derivative of these two glycosides. Tuboanosides have the structural peculiarity of an unusual side chain carrying an unusual linkage with a C-21 bound to C-25 on the lactone ring.View full abstractDownload PDF (136K) -
Inner-Hydrogen Tautomerism in Some 5,15-Unsymmetrically Disubstituted and β-Unsubstituted PorphyrinsAkira Tohara, Mitsuo SatoArticle type: Notes
2008 Volume 56 Issue 7 Pages 1041-1046
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESS5,15-Unsymmetrically disubstituted and β-unsubstituted porphyrins such as 5-R, 15-(3,5-dimethoxyphenyl) porphyrins [where R=2-benzyloxy-1-naphthyl (1), 2-(2-naphthylmethoxy)-1-naphthyl (2), anthryl (3), or 2,4,6-triphenylphenyl (4)] and 5-(2-benzyloxy-1-naphthyl), 10,15,20-tri(3,5-dimethoxyphenyl) porphyrin (1′) were synthesized and studied by 1H-NMR spectroscopy. At room temperature, 1, 2, 3 and 4 showed doubling of the inner-hydrogen resonances with equal intensities, whereas the pyrrolic βH signals were completely averaged. For 1 and 1′, variable-temperature 1H-NMR experiments were also performed. For 1, the two peaks of the inner hydrogen coalesced at about 313 K. In contrast, the pyrrolic βH signals were only slightly broadened even at 213 K. On the other hand, 1′ showed ordinary singlets of the inner hydrogens at room temperature, and the resonances of both the inner hydrogens and the pyrrolic βH coalesced at about 233 K. We interpret these results as indicating the existence of two distinct paths, one slow and the other fast, leading to NH tautomerization in 1. We discuss the structures and energies of cis-tautomers as transition intermediates in relation to the two paths of NH tautomerization.View full abstractDownload PDF (281K) -
Wei Li, Deqiang Dou, Kazuo KoikeArticle type: Notes
2008 Volume 56 Issue 7 Pages 1047-1048
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSThe absolute stereochemistry of rhodiolosides A—D (1—4), four monoterpene glycosides from the roots of Rhodiola rosea, and their aglycones, rhodiolol A (5), (−)-rosiridol (6) and sachalinol A (7), were reinvestigated. It was found that the absolute configurations of C-4 in these compounds, previously assigned to be 4-R, should be revised to 4-S.View full abstractDownload PDF (100K) -
Biswanath Das, Martha Krishnaiah, Keetha Laxminarayana, Duddukuri Nand ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1049-1051
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSSilica supported phosphomolybdic acid, an eco-friendly heterogeneous catalyst, has been found to be highly efficient for Friedlander synthesis of quinolines in excellent yields. A variety of ketones afford the quinolines smoothly. The catalyst can be easily recovered and reused.View full abstractDownload PDF (100K) -
Nobuko Mibu, Kazumi Yokomizo, Marumi Oishi, Takeshi Miyata, Kunihiro S ...Article type: Notes
2008 Volume 56 Issue 7 Pages 1052-1058
Published: July 01, 2008
Released on J-STAGE: July 01, 2008
JOURNAL FREE ACCESSN-carbamoyl and N-acyl diamine derivatives were synthesized from symmetrical diamines by their addition to iso(thio)cyanates, cleavage reaction of acid anhydride, or N-acylation by acyl chloride. (1R,2R)-1,2-Diaminocyclohexane [(1R,2R)-1], meso-1,2-diaminocyclohexane (meso-1), (1R,2R)-1,2-diphenylethylenediamine [(1R,2R)-3], or meso-1,2-diphenylethylenediamine (meso-3) were used as the starting symmetrical diamines. The target compounds synthesized herein were evaluated for antiviral activity with herpes simplex virus type 1 (HSV-1). A few derivatives of 1,2-diaminocyclohexane [(1R,2R)-7aa and cis-7b] with adamantyl group(s) showed significant antiviral activity (EC50=16.0, 27.0 μg/ml).View full abstractDownload PDF (130K)
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