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Volume 51, Issue 11
Displaying 1-30 of 30 articles from this issue
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Regular Articles
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Toshio Yajima, Shigeru Itai, Hirofumi Takeuchi, Yoshiaki KawashimaArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1223-1226
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe effects of the contents of aminoalkyl methacrylate copolymer E (AMCE) in a wax matrix on the mechanism of polymorphic transformation of glyceryl monostearate (GM) were clarified by evaluating the enthalpy change defined as 1.51 (ΔH1−ΔH2)/ΔH2, where ΔH1 and ΔH2 denote the enthalpies in the first and second thermal analyses, respectively. Using this value, K1, the rate constant of transformation from α-form to β′-form, and K2, the rate constant of transformation from β′-form to β-form, could be obtained. As the ratio of AMCE increased, K2 increased, but a minimum point existed for K1. K1 was always larger than K2, but gradually approached K2 as the ratio of AMCE increased. The optimum temperature for the transformation of GM was 50 °C, at which the enthalpy change was maximum. To prepare the wax matrix preparation of clarithromycin (CAM), we considered 40 °C the optimum treatment temperature for the transformation of GM in a CAM wax matrix compounded from CAM, GM and AMCE, since the matrices were mutually welded at above 45 °C during the spray congealing process. Although K1 and K2 were almost the same at 40 °C, the rate of transformation was accelerated by tumbling. By applying the tumbling that accelerated the transformation of GM in a CAM wax matrix, almost all of the α-form disappeared, and the release of CAM from the wax matrix diminished when the enthalpy change was more than 0.8.View full abstractDownload PDF (78K) -
Toshihito Hosokawa, Mari Sami, Yasuki Kato, Eiji HayakawaArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1227-1232
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe effect of plasma components on the temperature-dependent content release property of thermosensitive liposomes has been described. Temperature-sensitive liposomes containing mitomycin C (MMC) were prepared from dipalmitoylphosphatidylcholine (DPPC liposomes) and a 7 : 3 mixture of DPPC and dipalmitoylophosphatidylglycerol (DPPC/DPPG liposomes). We defined in this study the difference in the content release between 38 °C and 44 °C as an index of the temperature-dependent content release efficiency (Δ% release). In the absence of rat plasma, the Δ% release of the DPPC liposomes and the DPPC/DPPG liposomes was 83% and 71%, respectively. However, when the release study was conducted with rat plasma, the Δ% release increased to about 96% for both liposomes. In addition, while the DPPC liposomes were destabilized by rat plasma below the gel-to-liquid crystalline phase transition temperature (Tm), MMC leakage from the DPPC/DPPG liposomes below Tm was suppressed by rat plasma. Moreover, the plasma protein binding onto lipid bilayer was concomitant with the gel-to-liquid crystalline phase transition and then enhanced the temperature-dependent release from the DPPC/DPPG liposomes. The possible mechanism of interaction between liposomes and plasma proteins, especially serum albumin, was discussed based on differential scanning calorimetry and protein binding experiments.View full abstractDownload PDF (104K) -
Ming-Der Wu, Ray-Ling Huang, Li-Ming Yang Kuo, Chia-Cheng Hung, Chi-Wi ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1233-1236
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe C18 dibenzocyclooctadiene lignans including three novel schizanrin F (1), G (2), H (3), along with the known kadsurarin (4), were isolated from Kadsura matsudai. A new C19 homolignan named schiarisanrin E (5), together with the known C18 lignans, gomisin B (6), G (7) and (+)-gomisin K3 (8) were obtained from Schizandra arisanensis. Gomisin B, G and (+)-gomisin K3 showed moderate to strong activity for antihepatitis in anti-HBsAg (human type B hepatitis, surface antigen) and/or anti-HBeAg (human type B hepatitis, e antigen) tests. The structural elucidations of new compounds 1—3 and 5 were based on two-dimensional (2D) NMR techniques including COSY, HMQC, HMBC, NOESY and CD spectra. Preliminary structure–activity relationship studies for these isolated lignans are also discussed.View full abstractDownload PDF (142K) -
Wimal Herath, Daneel Ferreira, Shabana Iqrar Khan, Ikhlas Ahmad KhanArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1237-1240
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSMicrobial transformation of xanthohumol using the culture broth of Cunninghamella echinulata NRRL 3655 afforded (2S)-8-[4″-hydroxy-3″-methyl-(2″-Z)-butenyl]-4′,7-dihydroxy-5-methoxyflavanone (5) and (2S)-8-[5″-hydroxy-3″-methyl-(2″-E)-butenyl]-4′,7-dihydroxy-5-methoxyflavanone (6). Xanthohumol (1) and flavanone 6 as well as (E)-2″-(2′′′-hydroxyisopropyl)-dihydrofurano[2″,3″:4′,3′]-2′,4-dihydroxy-6′-methoxychalcone (2), (2S)-2″-(2′′′-hydroxyisopropyl)-dihydrofurano[2″,3″:7,8]-4′-hydroxy-5-methoxyflavanone (3) obtained with Pichia membranifaciens showed antimalarial activity against Plasmodium falciparum.View full abstractDownload PDF (66K) -
Atsu Tanigake, Yohko Miyanaga, Tomoko Nakamura, Eriko Tsuji, Kenji Mat ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1241-1245
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe purpose of this study was to evaluate the ability of a quantitative prediction method using a taste sensor to determine the bitterness of clarithromycin powder suspensions of various concentrations and of a commercial clarithromycin dry syrup product (Clarith® dry syrup, Taisho Pharmaceutical Co., Ltd., Tokyo) containing aminoalkyl methacrylate polymer as a taste-masker. The bitterness of the clarithromycin dry syrup product dissolved in various beverages was also evaluated in gustatory sensation tests and using the taste sensor. In the sensor measurements, three variables were used to predict bitterness in single and multiple regression analysis: relative sensor output (R), the change of membrane potential caused by adsorption (CPA), and CPA/R ratio. The CPA values for channel 3 of the sensor predicted well the bitterness of clarithromycin powder suspensions and their filtered solutions. For Clarith® dry syrup, the sensor output was small, suggesting that aminoalkyl methacrylate polymer was successful in almost complete masking of the bitter taste of the dry syrup product. When the bitterness intensities of mixtures of 1 g of Clarith® dry syrup with 25 ml of water, coffee, tea, green tea, cocoa, milk, and a sports drink were examined, a good correlation was obtained between the results from human taste tests and the predicted values calculated on the basis of multiple regression analysis using CPA data from channel 4, and the CPA/R ratio from channel 3 of the taste sensor (r2=0.963, p<0.005). Co-administration of 1 g of Clarith® dry syrup with an acidic sports drink was found to be the most bitter using either method.View full abstractDownload PDF (89K) -
Akikazu Kakehi, Hiroyuki Suga, Tomonao Kako, Tsuneo Fujii, Nobuaki Tan ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1246-1252
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSSome thieno[3,4-b]indolizine derivatives having a 1-naphthylmethylthio, 2-methyl-1-naphthylmethylthio, 2-naphthylmethylthio, or 9-anthrylmethylthio group at the 3-position were prepared and their intramolecular arene–arene interactions were investigated. In comparison with 3-(methylthio)thieno[3,4-b]indolizines which have no such interactions, the 1H-NMR spectra of title compounds showed large high-field shifts (δ 0.06—0.89 ppm) for the protons of the pyridine ring in the thieno[3,4-b]indolizine, and these values were considerably larger than those (δ <0.3 ppm) in 3-(benzylthio)thieno[3,4-b]indolizines. The UV spectra also exhibited a characteristic absorption band near 425 nm attributable to the arene–arene interaction. In the X-ray analyses of some compounds, however, the presence of both the gauche and the anti conformers at the sulfide spacer were confirmed.View full abstractDownload PDF (138K) -
Juziro Nishijo, Shiho Moriyama, Sachiko ShiotaArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1253-1257
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe interaction of cholesterol with several cyclodextrins (CDs) was investigated in water using solubility method. It was found that heptakis (2,6-di-O-methyl)-β-CD (DOM-β-CD) forms two types of soluble complex, with molar ratios of 1 : 1 and 1 : 2 (cholesterol : DOM-β-CD), and neither a soluble nor insoluble complex is formed between cholesterol and α-CD, β-CD, and γ-CD, although a minor soluble complex formation was observed between cholesterol and 2-hydroxylpropyl-β-CD. The thermodynamic parameters for 1 : 1 and 1 : 2 complex formation of cholesterol with DOM-β-CD obtained from the changes in K with temperature are as follows: ΔG°1 : 1=−11.6 kJ/mol at 25 °C (K1 : 1=1.09×102 M−1); ΔH°1 : 1=−3.38 kJ/mol; TΔS°1 : 1=8.25 kJ/mol; ΔG°1 : 2=−27.1 kJ/mol at 25 °C (K1 : 2=5.68×104 M−1); ΔH°1 : 2=−3.96 kJ/mol; and TΔS°1 : 2=23.2 kJ/mol. The formation of the 1 : 2 complex occurred much more easily than that of the 1 : 1 complex. The driving force for 1 : 1 and 1 : 2 complex formation was considered to be mainly hydrophobic interaction. Also, based on the measurements of proton nuclear magnetic resonance spectra and studies with Corey–Pauling–Koltun atomic models, the probable structutures of the 1 : 2 complex were estimated.View full abstractDownload PDF (98K) -
Yasuko In, Shouitirou Kishima, Katsuhiko Minoura, Takeru Nose, Yasuyuk ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1258-1263
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSX-Ray crystal structures of four different fluorine-substituted phenylalanines (two mono- and two tri-substitutions) were analyzed to investigate the effect of fluorine atom on the association pattern of benzene rings. Although respective structures showed similar molecular packing in such a way that the layers of hydrophobic benzene rings and hydrophilic amino/carboxyl groups were alternately running along a crystallographic axis, the association patterns of benzene rings were different depending on the substitution position and number of fluorine atoms. The general features could be that the partially displaced face-to-face interactions are increased with increase in the number of fluorine atoms, whereas the edge-to-face interactions are decreased. The C–H bond next to a fluorine-substituted carbon atom could serve as a donor of an intermolecular C–H···F hydrogen bond.View full abstractDownload PDF (632K) -
Ling-Yun Ma, Shuang-Cheng Ma, Feng Wei, Rui-Chao Lin, Paul Pui-Hay But ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1264-1267
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSFive compounds have been isolated from the dried whole plants of Selaginella uncinata, two of them were new chromone glycosides, 5-hydroxy-2,6,8-trimethylchromone 7-O-β-D-glucopyranoside (uncinoside A) and 5-acetoxyl-2,6,8-trimethylchromone 7-O-β-D-glucopyranoside (uncinoside B). Their structures were elucidated by spectroscopic methods including one- and two-dimensional NMR techniques. The other three compounds were identified as 8-methyl eugenitol, amentoflavone and hinokiflavone. Uncinoside A and B showed potent antiviral activities against respiratory syncytial virus (RSV) with IC50 value of 6.9 and 1.3 μg/ml, moderate antiviral activities against parainfluenza type 3 virus (PIV 3) with IC50 value of 13.8 and 20.8 μg/ml, respectively.View full abstractDownload PDF (72K) -
Kunihiko Mohri, Yuhya Watanabe, Yuki Yoshida, Mitsuru Satoh, Kimiaki I ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1268-1272
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSCondensation of glycosylated arylaldehyde with acetylacetone–B2O3 complex gave a corresponding diglycosylcurcuminoid, and a similar reaction using a mixture of arylaldehyde and glycosylarylaldehyde gave an unsymmetrical monoglycosylcurcuminoid, both as boron-complexes. The boron was removed from the complexes by heating in methanol, thus achieving the synthesis of di- and mono-glycosylcurcuminoids.View full abstractDownload PDF (86K) -
Hiroki Kakuta, Aya Tanatani, Kazuo Nagasawa, Yuichi HashimotoArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1273-1282
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSPotent, specific, chemically stable and non-peptide/small-molecular inhibitors of puromycin-sensitive aminopeptidase, such as 3-(2,6-diethylphenyl)-2,4(1H,3H)-quinazolinedione (PAQ-22, 5), were prepared by the structural development of a potent PSA inhibitor, 2-(2,6-diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione (PIQ-22, 4). The design was carried out partly by applying electrostatic potential field information obtained from PIQ-22 (4) and its derivatives based on thalidomide (2). This information revealed that a positive electrostatic potential field around the benzylic methylene in the tetrahydroisoquinoline ring is necessary for potent activity. Lineweaver–Burk plot analysis showed that PAQ-22 (5) and its derivatives inhibit puromycin-sensitive aminopeptidase (PSA) in a non-competitive manner. These potent and specific PSA inhibitors showed dose-dependent cell invasion-inhibitory activity in a Matrigel assay using mouse melanoma B16F10/L5 cells, in spite of their low cell toxicity.View full abstractDownload PDF (331K) -
Shuji Yasuike, Tsutomu Kiharada, Takashi Tsuchiya, Jyoji KuritaArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1283-1288
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe C-unsubstituted 3-benzoheteroepines (2a—g) containing group 15 (P, As, Sb, and Bi) and group 16 (S, Se, and Te) heavier elements were prepared by the reaction of the corresponding metal reagents with (Z,Z)-o-bis(β-lithiovinyl)benzene (5) which was derived in two steps from a common o-phthalaldehyde (3). The heteroepines (2) thus obtained were thermally labile towards heteroatom extrusion, and their half-lives on heating estimated from 1H-NMR spectral analysis showed that the 3-benzoheteroepines (2) were far less stable than the corresponding 1-benzoheteroepines (1). The 2,4-bis(trimethylsilyl)-3-benzoheteroepines (17) containing Sb, Bi, and Te were also prepared from o-diiodobenzene (9) in 6 steps and were found to be more stable than the corresponding C-unsubstituted heteroepines (2).View full abstractDownload PDF (93K) -
Sumie Yoshioka, Yukio Aso, Shigeo KojimaArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1289-1292
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSLaboratory- and rotating- frame spin-lattice relaxation times (T1 and T1ρ) of 1H and 13C in lyophilized poly(vinylpyrrolidone) (PVP) and methylcellulose (MC) are determined to examine feasibility of using T1 and T1ρ as a measure of molecular motions on large time scales related to the storage stability of lyophilized formulations. The T1ρ of proton and carbon was found to reflect the mobility of PVP and MC backbones, indicating that it is useful as a measure of large-time-scale molecular motions. In contrast to the T1ρ, the T1 of proton measured in the same temperature range reflected the mobility of PVP and MC side chains. The T1 of proton may be useful as a measure of local molecular motions on a smaller-time-scale, although the measurement is interfered by moisture under some conditions. The temperature dependence of T1 and T1ρ indicated that methylene in the MC molecule had much higher mobility than that in the dextran molecule, also indicated that methylene in the PVP side chain had a higher mobility than that in the MC side chain.View full abstractDownload PDF (67K) -
Takashi Nakamura, Takayuki Motoyama, Takatsugu Hirokawa, Shuichi Hiron ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1293-1298
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSHomology modeling was used to construct a model of the three-dimensional structure of pentachlorophenol 4-monooxygenase (PcpB). A PSI-BLAST homology search was initially performed to identify the 3D structure of proteins homologous with PcpB. The feasibility of modeled structures of PcpB was evaluated by Verify3D, which calculated structural compatibility scores based on 3D–1D profiles. The predicted structure of PcpB had an acceptable 3D–1D self-compatibility score, beyond the incorrect fold score threshold. A PcpB–pentachlorophenol (PCP) complex was then constructed utilizing the modeled PcpB structure. After energy minimization of the complex, and successive minimizations of the system that consisted of the complex and the water layer surrounding the complex, the molecular dynamics of the system were simulated. The active-site residues of PcpB were identified on the basis of the modeled structure, and PcpB mutants were then designed to change the active site residues, expressed, and purified by affinity chromatography. The mutant activity was compared with that of the wild-type to investigate the validity of the modeled structure. The experimental results suggested that Phe85, Tyr216, and Arg235 were relevant to enzyme activity, and that Tyr397 and Phe87 were important for stabilization of the structure of PcpB.View full abstractDownload PDF (347K)
Notes
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Chimmani Ramesh, Nasi Ravindranath, Tejomoortula Siva Ram, Biswanath D ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1299-1300
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSChemical examination of the aerial parts of Cleistanthus collinus afforded the arylanphthalide lignans, cleistanone (1), diphyllin (2), cleistanthins A (3), C (4) and D (5), and 4-O-(3″-O-methyl-β-D-glucopyranosyl)-diphyllin (6). The first compound is a new member of the rare group of arylnaphthalide lignans containing an alkoxy group on the lactone ring. The structure of the compound was determined from its spectral data, chemical transformations and partial synthesis from diphyllin (2). The new lignan, 1 and its acetyl derivative, 7 were found to exhibit cytotoxicity against MT2 cell lines.View full abstractDownload PDF (54K) -
Erdal Bedir, Hassan Abou-Gazar, Julius Ngunde Ngwendson, Ikhlas Ahmad ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1301-1303
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSA new C19-quassinoid-type glycoside has been isolated from the roots of Eurycoma longifolia. The structure elucidation of the compound was achieved by a combination of one- and two-dimensional NMR techniques, including 1H–1H-correlation spectroscopy (COSY), 1H–13C-heteronuclear correlation spectroscopy (HMQC), and 1H–13C-heteronuclear multiple-bond correlation spectroscopy (HMBC), as well as high resolution electrospray ionization Fourier transformation mass spectrometry (HR-ESI-FT-MS) data. The C(1)-glycosidation site in the quassinoid framework is encountered for the first time.View full abstractDownload PDF (60K) -
Miyuki Fukasawa, Sakaé ObaraArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1304-1306
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe molecular weight of hypromellose phthalate (HPMCP), a polymer used for enteric coating, was determined using size exclusion chromatography with a multi-angle laser light scattering detector. The values of weight-average molecular weight (Mw) of commercially available grades (HP-55, HP-55S, and HP-50) were 45600, 60200, and 37900, respectively. Their inter-day precisions expressed in terms of the coefficient of variation were less than 3%. A correlation curve between Mw and solution viscosity was prepared so that Mw could be easily estimated from the solution viscosity measured by the compendial method.View full abstractDownload PDF (46K) -
Jyh-Jia Jiang, Tsu-Chung Chang, Wen-lin Hsu, Jing-Min Hwang, Ling-Yih ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1307-1310
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSA series of chemically modified aryl-aldehyde Schiff bases has been synthesized and tested for their antioxidant activity and radiation protection. We observed that disulfide-containing aryl-aldehyde Schiff base 6c exhibited potent free radical scavenging, antioxidation, and radioprotection activities.View full abstractDownload PDF (67K) -
Yôko Arai, Tomoe Hattori, Nami Hamaguchi, Kazuo Masuda, Akihito ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1311-1313
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSDryocrassyl formate, sitostanyl formate, and 12α-hydroxyfern-9(11)-ene were isolated from the fresh fronds of Cyathea podophylla. Their structures were elucidated by spectroscopic techniques and synthesis. Ten known triterpenoids, three derivatives of phytol, a stanol, and β-tocopherol were also identified from this fern.View full abstractDownload PDF (55K) -
Daisuke Washida, Susumu KitanakaArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1314-1317
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSA new HPLC method was developed to separate and identify three polyacetylenes (panaxynol, panaxydol and 1,8-heptadecadiene-4,6-diyne-3,10-diol) found in Panax species. The mobile phase was a linear gradient of 2 : 1 : 3 to 2 : 1 : 1 (v/v/v) methanol/acetonitrile/water in 40 min. HPLC analysis was performed at a flow rate of 1.5 ml/min with UV detection at 254 nm. The contents of the polyacetylenes and ginsenosides in Panax ginseng (white ginseng and red ginseng), P. quinquefolium, P. japonicus, and P. noteginseng were determined using these methods. The species containing the highest polyacetylene content (0.080%) was P. quinquefolium cultivated in Nagano, Japan. Meanwhile, the species with the highest ginsenoside content (9.176%) was P. noteginseng cultivated in Yunnan, China.View full abstractDownload PDF (65K) -
Huiyuan Gao, Lijun Wu, Masanori Kuroyanagi, Kazunori Harada, Nobuo Kaw ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1318-1321
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSPrimary screening of antitumor-promoting activity using soft agar colony assays with JB6 cells was employed to isolate 22 compounds from Chaenomeles sinensis KOEHNE. These compounds were lyoniresinol-2a-O-α-L-rhamnopyranoside (1), lyoniresinol-2a-O-β-D-glucopyranoside (2), aviculin (3), betulinic acid (4), betulin (5), 3-O-(E)-p-coumaroylbetulin (6), 3-O-(E)-caffeoylbetulin (7), 3-O-(Z)-p-coumaroylbetulin (8), 3-O-(E)-caffeoyllupeol (9), alphitolic acid (10), sorbikortal II (11), tormentic acid (12), euscaphic acid (13), corosolic acid (14), maslinic acid (15), erythrodiol (16), 1-β-D-glucopyranosyloxy-3,4,5-trimethoxybenzene (17), avicularin (18), 7-O-β-D-glucopyranosylkaempferol (19), 5-O-β-D-glucopyranosylgenistein (20), 7-O-β-D-glucopyranosylgenistein (21), epicatechin (22), and β-sitosterol (23) and were identified using spectral data such as MS, 1H- and 13C-NMR. Compound 1, having a rhamnosyl group, showed greater activity than 2, having a glucosyl group, and 3, which was a bis-demethoxy derivative of 1. Betulinic acid (4), having a C-28 carboxyl group, 3-O-(E)-caffeoylbetulin (7), and tormentic acid (12) showed more potent activity than betulin (5), which has a C-28 hydroxymethyl group.View full abstractDownload PDF (65K) -
Byung-Sun Min, Jong-Pill Lee, Min-Kyun Na, Ren-Bo An, Sang-Myung Lee, ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1322-1324
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSA new naphthopyrone, pleuropyrone A (1), together with (−)-lyoniresinol 3a-O-β-D-glucopyranoside (2) and (+)-lyoniresinol 3a-O-β-D-glucopyranoside (3) was isolated from the roots of Pleuropterus ciliinervis. The structure of pleuropyrone A (1) was determined to be 2,5-dimethyl-8-hydroxynaphthopyrone 10-O-β-D-glucopyranoside by spectroscopic methods including 2D-NMR. Compounds 2 and 3 showed moderate antioxidant activity.View full abstractDownload PDF (61K) -
Nobuko Mibu, Kazumi Yokomizo, Masaru Uyeda, Kunihiro SumotoArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1325-1327
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESS4,4′-Dihydroxytriphenylmethanes were synthesized using Brønsted acid or Lewis acid in yields of 24—86% as target compounds for developing antiviral agents. Most of the 4,4′-dihydroxytriphenylmethanes showed significant activity against herpes simplex virus type 1 (anti-HSV-1 activity) in a plaque reduction assay. Higher cytotoxicity was observed generally in halogenated 4,4′-dihydroxytriphenylmethanes (2a—d) than in non-halogenated derivatives. The non-halogenated derivative, 4,4′,4″-trihydroxy-3″-methoxytriphenylmethane (3), showed remarkable antiviral activity with an EC50 value of 1.8 μg/ml.View full abstractDownload PDF (52K) -
Masateru Ono, Yoshihiro Yanai, Tsuyoshi Ikeda, Masafumi Okawa, Toshihi ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1328-1331
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSTwo 18-norspirostanol glycosides and an 18-norspirostanol, which were new compounds as natural products, have been isolated from the underground parts of Trillium kamtschaticum PALL. along with eight known steroidal glycosides. Their chemical structures were determined on the basis of spectroscopic data.View full abstractDownload PDF (62K) -
Wisinee Chanmahasathien, Yushan Li, Masayuki Satake, Yasukatsu Oshima, ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1332-1334
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSA new prenylated xanthone, 1,3,5,6-tetrahydroxy-4,7,8-tri(3-methyl-2-butenyl)xanthone (1), was isolated from the wood of Garcinia xanthochymus together with a known xanthone, garciniaxanthone E (2). Their structures were determined by spectroscopic analysis. Compounds 1 (3 μM) and 2 (10 μM) elicited marked enhancement of nerve growth factor-mediated neurite outgrowth in PC12D cells.View full abstractDownload PDF (56K) -
Atsuko Itoh, Takao Tanahashi, Naotaka Nagakura, Toyoyuki NishiArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1335-1337
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSFrom the dried roots of Neonauclea sessilifolia (Rubiaceae), two new triterpenoid saponins, 3-O-β-D-glucopyranosyl-(1→2)-β-D-quinovopyranosyl quinovic acid (1) and 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-quinovopyranosyl pyrocincholic acid 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (2), were isolated, together with five known saponins. The structures of the new saponins were determined by spectroscopic and chemical means.View full abstractDownload PDF (54K) -
Hiroaki Hayashi, Sayaka Hattori, Kenichiro Inoue, Olimjon Khodzhimatov ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1338-1340
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe chemical characteristics of Glycyrrhiza glabra L. were investigated at a habitat in Uzbekistan. HPLC analysis of the underground parts indicated that glycyrrhizin contents varied from 3.3 to 6.1% of dry weight, and that glabridin, a species-specific flavonoid for G. glabra, was detected in all underground samples (0.08—0.35% of dry weight). HPLC analysis of the leaves indicated that G. glabra plants collected in the present study could be divided into two types, RT-type and IQ-type, according to their major flavonol glycosides, rutin or isoquercitrin, respectively.View full abstractDownload PDF (99K) -
Naoko Morisaki, Hisayoshi Kobayashi, Kazuo Nagasawa, Yoshiyasu Baba, M ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1341-1344
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe FAB mass spectrum of the Ca2+ salt of RK-682 (1, MW 368), a potent protein tyrosine phosphatase inhibitor, shows a complex pattern due to Ca2+ adduct ions with multimers of 1 and their decomposition ions. Addition of LiCl greatly simplified the FAB mass spectrum, providing a prominent Li+ adduct ion of 1 at m/z 381 [M+2Li−H]+. The addition of LiCl also greatly simplified the FAB mass spectrum of calcium pantothenate. This approach may be generally useful for molecular weight determination of multivalent metal salts of organic compounds, or organic compounds that can form Li salts, by FAB mass spectrometry.View full abstractDownload PDF (70K)
Communicatins to the Editor
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Shive Murat Singh Chauhan, Appan Srinivas Kandadai, Nidhi Jain, Anil K ...Article type: Communication to the Editor
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1345-1347
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThe biomimetic oxidation of curcumin, a main turmeric pigment with hydrogen peroxide catalyzed by different 5,10,15,20-tetraarylporphyrinatoiron(III) chlorides [TAPFe(III)Cl] in dichloromethane has been studied to give a C–C coupled curcumin dimer in 40—70% yield. The structure of the dimer has been elucidated by 1H-, 13C-NMR, IR and FAB-Mass spectroscopic data.View full abstractDownload PDF (53K) -
Masato Ishida, Hideki Sakai, Shinji Sugihara, Sadahito Aoshima, Shoko ...Article type: Communication to the Editor
Subject area: [not specified]
2003 Volume 51 Issue 11 Pages 1348-1349
Published: 2003
Released on J-STAGE: November 01, 2003
JOURNAL FREE ACCESSThermo-sensitive copolymer consists of poly(2-ethoxyethyl vinyl ether) and poly(hydroxyethyl vinyl ether) (EOVE200–HOVE400), whose sol–gel transition temperature was 20.5 °C, was synthesized and its applicability to a drug delivery system was examined. Vitamin E (VE) was enclosed in EOVE200–HOVE400 and the release of VE was measured by varying the temperature 10⇔30 °C. There was no release of VE from EOVE200–HOVE400 at 30 °C, while VE was released when the temperature was reduced to 10 °C.View full abstractDownload PDF (64K)
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