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Volume 49, Issue 2
Displaying 1-24 of 24 articles from this issue
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Masato SHIGEYAMA, Toyoaki OHGAYA, Hirofumi TAKEUCHI, Tomoaki HINO, Yos ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 129-133
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSWe intended to develop a desired ointment base suitable for treatment of bedsores including the proliferation of granulation and epidermis. The main bedsore bacteria detected in our hospital were S. aureus in gram-positive coccus and P. aeruginosa in gram-negative bacillus. As the macrogol ointment (MO) was found to have bactericidal effects on these bacteria, MO was adopted as the base for the objective ointment. To improve the properties of the ointment base such as regulating the humidity of the exudation and controlling the release of antibiotics formulated in the ointment, co-formulating effects of various additives to MO were evaluated. The sustained release function of the ointment base was obtained by adding hydrophilic petrolatum (HP) to MO. However, the resultant ointment was found to have a poor humidity regulating property. On the other hand, MO containing 5% of hydroxypropyl cellulose (HPC) showed both the humidity regulating and the controlled drug releasing properties. It was considered that HPC particles dispersed in the ointment could be swelled by absorbing water to form a gel network. The curd tension meter tests for the ointments prepared with the various polymers showed that the MO-HPC base, which showed the highest sustained drug releasing property, was found to have the highest hardness. This result means that HPC formulated into the base forms the most rigid gel structure to resist the erosion of the ointment and to control the drug release.View full abstractDownload PDF (76K) -
Tatsuya ISHIKAWA, Baku MUKAI, Shuji SHIRAISHI, Naoki UTOGUCHI, Makiko ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 134-139
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSTo decrease the sensation of roughness when a tablet, which is rapidly disintegrated by saliva (rapidly disintegrating tablet), is orally taken, we prepared rapidly disintegrating tablets using microcrystalline cellulose (Avicel PH-M series), a new type of pharmaceutical excipient that is spherical and has a very small particle size (particle size, 7-32 μm), instead of conventional microcrystalline cellulose (PH-102) used in the formulation of tablets containing acetaminophen or ascorbic acid as model drugs for tableting study. Tablets (200 mg) prepared using spherical microcrystalline cellulose, PH-M-06, with the smallest particle size (mean value, 7 μm) had sufficient crushing tolerance (approximately, 8 kg) and were very rapidly disintegrated (within 15 s) when the mixing ratio of PH-M-06 to low-substituted hydroxypropylcellulose (L-HPC) was 9:1. Sensory evaluation by volunteers showed that PH-M-06 was superior to PH-102 in terms of the feeling of roughness in the mouth. Consequently, it was found that particle size is an important factor for tablet preparation using microcrystalline cellulose. It is possible to prepare drugs such as acetaminophen and ascorbic acid (concentration of approximately 50%) in the tablet form using PH-M-06 in combination with L-HPC as a good disintegrant at a low compression force (1-6 kN). To solve the problem of poor fluidity in the preparation of these tablets, we investigated the use of spherical sugar granules (Nonpareil®, NP-101 (sucrose and starch, composition ratio of 7:3), NP-103 (purified sucrose), NP-107 (purified lactose) and NP-108 (purified D-mannitol)). Rapidly disintegrating tablets can be prepared by the direct compression method when suitable excipients such as fine microcrystalline cellulose (PH-M-06) and spherical sugar granules (NP) are used.View full abstractDownload PDF (68K) -
Regine THIES, Peter KLEINEBUDDEArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 140-146
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSMelt pelletization experiments with sodium valproate as a hygroscopic drug were performed in a laboratory scale high shear mixer. In the current part, the effect of altering the binder liquid properties (using different binders, varying the temperature, or adding highly dispersed silicon dioxide to the molten binder) on the pellet size, size distribution and the growth rate was studied. Three meltable binders, namely glycerol monostearate (GMS), hydrated castor oil (HCO), and polyethylene glycol (PEG), were included in the study. Two series of experiments with GMS or HCO showed a higher granule growth rate with decreasing binder viscosity. Also, increases in the granule growth rate were observed for all meltable binders tested, when the binder amount and the impeller speed were increased. Factorial designs with all three binders were performed under the same conditions. In these experiments, no correlation existed between the granule growth rate and the viscosity of the different binders. The different granule growth rate, however, was mainly attributed to the different solubility of sodium valproate in the binder liquid used. Higher solubility increased the volume of the binder liquid and, accordingly, the granule growth rate. Taking the amount of dissolved drug into account, the granule growth rates of GMS and PEG were comparable. However, HCO displayed a lower granule growth rate, which might be related to its low adhesion tension. During melt pelletization in a high shear mixer the solubility of the drug in the molten binder strongly influences the pelletization process.View full abstractDownload PDF (91K) -
Terushi HARADAHIRA, Ming-Rong ZHANG, Jun MAEDA, Takashi OKAUCHI, Takay ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 147-150
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESS4-Acetoxy derivative (1) of L-703, 717, a high-affinity (IC50=4.5 nM) antagonist for the glycine site of NMDA receptors, was synthesized and its brain uptake was examined using a carbon-11 labeled analog ([11C]1). Initial radioactivity in the brain after intravenous injection of [11C]1 was a 2-fold that of [11C]L-703, 717 in mice. Rapid bioconversion of [11C]1 into [11C]L-703, 717 was demonstrated by metabolite analyses of rat brain after [11C]1 injection. Ex vivo autoradiography of [11C]1 in rat brain showed the same cerebellar localization of radioactivity as [11C]L-703, 717. These results indicate that 1 is a promising pharmacological tool as a prodrug of L-703, 717 with improved BBB permeability.View full abstractDownload PDF (132K) -
Kayo DOI, Takashi KOJIMA, Mitsuko MAKINO, Yumiko KIMURA, Yasuo FUJIMOT ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 151-153
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSTwo novel prenylflavanes (1, 2) and a glycoside (3) of 1 were isolated along with six known compounds, isoquercitrin (4), astragalin (5), scopolin (6), skimmin (7), roseoside II (8) and benzyl D-glucopyranoside (9), from the leaves of Morus alba. The inhibitory activities of compounds 1, 2 and 3 on the oxidation of human low density lipoprotein (LDL) were investigated.View full abstractDownload PDF (53K) -
Emi OKUYAMA, Tetsuya HASEGAWA, Takamitsu MATSUSHITA, Haruhiro FUJIMOTO ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 154-160
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSBy activity-oriented separation using the writhing method in mice, the analgesic components of Saposhnikovia root (Saposhnikovia divaricata Schischkin; Umbelliferae) were identified to be chromones, coumarins, polyacetylenes and 1-acylglycerols. Two new components, divaricatol and (3'S)-hydroxydeltoin, were also isolated. The most potent analgesia was observed in chromones such as divaricatol, ledebouriellol and hamaudol, which inhibited writhing inhibition at an oral dose of 1 mg/kg in mice. Acylglycerols also showed inhibition significantly at a dose of 5 mg/kg. In some pharmacological tests using sec-O-glucosylhamaudol, the compound showed analgesia by the tail pressure and the Randall & Selitto methods, and its writhing inhibition was not reversed by naloxone.View full abstractDownload PDF (136K) -
Xing-Hua ZHU, Jun ANDO, Masanao TAKAGI, Tsuyoshi IKEDA, Toshihiro NOHA ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 161-164
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSSix new withanolide-type steroids, designated cilistols v, t, i, j, y and w (1-6, respectively), were obtained from the leaves of Solanum cilistum. Their respective structures were characterized by spectroscopic means as follows: Cilistol v (1) was (22R, 24Z)-1α, 3β, 22, 26-tetrahydroxyergost-5, 24-diene 26-O-β-D-glucopyranoside, which is regarded as the precursor of other withanolide-type steroids included in this title plant. Cilistol t (2) was (22R, 24S, 25R, 26S)-24, 25;22, 26-diepoxy-1α, 3β, 26-trihydroxyergost-5-ene 26-O-β-D-glucopyranoside, and cilistols j (3) and i (4) corresponded to the substances probably formed by the cleavage of the epoxy ring at C-24 and 25 of 2. Cilistol y (5) was 3-O-sulphonyl (22R, 24S, 25R, 26R)-1-oxo-24, 25; 22, 26-diepoxy-3β, 17α, 26-trihydroxyergost-5-ene 26-O-β-D-glucopyranoside, and cilistol w (6) corresponded to the substance obtained by the fission of the epoxy ring at C-24 and 25 of 5. The occurrence of these withanolide type steroids from Solanum genera is rare and worthy of note.View full abstractDownload PDF (59K) -
Shuji KITAGAWA, Ai IKARASHIArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 165-168
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSThe electron spin resonance (ESR) spectra of alkyl spin labels were observed in the excised guinea pig dorsal skin, its stratum corneum, delipidized skin and stratum corneum model lipid liposomes. The spectrum of 5-doxylstearic acid (5-NS) in the stratum corneum and order parameter obtained from the spectrum, indicated that the spin label was present in highly ordered lipid lamella. On the other hand, the spectrum of methyl ester of 5-NS (5-NMS) and its apparent rotational correlation time calculated from the spectrum, showed only a weakly immobilized component in the stratum corneum as well as in the whole excised skin. The ester spin label seemed to be scarcely present in the rigid lipid lamella, but mainly in the relatively fluid environment. On the other hand, cationic alkyl spin labels showed quite different spectra depending on their alkyl chain lengths. Long-chain 4-(N, N-dimethyl-N-pentadecyl)ammonium-2, 2, 6, 6-tetramethylpiperidine-1-oxyl (CAT-15) seemed to be present in the protein region of the stratum corneum as we recently reported, whereas hydrophilic quaternary ammonium spin label 4-trimethylammonium-2, 2, 6, 6-tetramethylpiperidine-1-oxyl (CAT-1) seemed to be present in the bulk water of the skin, even in delipidized skin. These findings indicated that the different interaction and different localization of the alkyl spin labels depended on their electronic charge as well as their alkyl chain lengths.View full abstractDownload PDF (51K) -
Akiko TOYOTAMA, Shin-ichi KUGIMIYA, Junpei YAMANAKA, Masakatsu YONESEArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 169-172
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSWe report the preparation and characteristics of a novel micellar aggregate of an amphiphilic diblock copolymer, poly(methylglutamate) (PMG)-poly(ethyleneglycol) (PEG), whose terminus was modified by lactose lactone (LA). Due to the terminal LA moiety, this aggregate could be specifically recognized by RCA120 lectin. PMG-PEG-LA was synthesized by polymerizing the N-carboxy anhydride of L-glutamic acid γ-methyl ester with H2N-PEG-LA as a polymerization initiator. By applying a fluorescence method using pyrene as a probe molecule, we found that PMG-PEG-LA could form the aggregate in aqueous solution. Fluorescence measurements showed that the critical aggregation concentration (C.A.C.) was 1.1×10-5 M. The average diameter of the aggregate was 220 nm at 25 °C, as determined by the dynamic light scattering method. Circular dichroism measurements for the aggregate solution showed that the PMG residue took an α-helical structure, and that they associated to constitute the hydrophobic core of the aggregate. By adding RCA120 lectin to the aggregate solution, the turbidity of the solution increased rapidly, due to association of the aggregates. This implies that the aggregate could be recognized by lectin, and also suggests that sugar residues locate at the surface of the aggregates. From these findings, we concluded that the PMG-PEG-LA molecules form an aggregate like a “sugar ball” micelle, whose surface is covered by the sugar moieties. Application of the present aggregate system as a drug carrier is briefly discussed.View full abstractDownload PDF (60K) -
Hiromichi ETO, Yasushi KANEKO, Sunao TAKEDA, Minoru TOKIZAWA, Susumu S ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 173-182
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSNew 1, 2, 4-triazoles (2) having a difluoro(substituted sulfonyl)methyl moiety were designed and synthesized via α, α-difluoro-α-(substituted thio)acetophenones (3). Compounds (2) showed potent antifungal activities against C. albicans, C. krusei, A. flavus and A. fumigatus in vitro and against C. albicans in vivo for oral and i.v. administrations. Especially, (−)-2a, (−)-2b and (−)-2d showed potent antifungal activities.View full abstractDownload PDF (139K) -
Chao-mei MA, Norio NAKAMURA, Byung Sun MIN, Masao HATTORIArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 183-187
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSOne new triterpene, 3β-hydroxy-29-norcycloart-24-one (1), and four new lignans, caruilignans (2-5), together with six known compounds were isolated from the aerial part of Artemisia caruifolia BUCH.-HAM. ex TOXB. Their structures were determined by various spectroscopic means. Most of the isolated lignans were moderately cytotoxic to Meth-A cells with ED50 values of 5-10 μg/ml, but not to Lowis lung carcinoma (LLC) cells. An oxime derivative of 1 showed more potent cytotoxic activity against Meth-A and LLC cells than the original triterpene 1.View full abstractDownload PDF (63K) -
Hirokazu SUZUKI, Hiroyuki SAWANISHI, Kenji YAMAMOTO, Koichi YOKOGAWA, ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 188-191
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSOn the basis of our study on the structure-activity relationships of 1, 3, 7-alkylxanthines and condensed-purines on cAMP-phosphodiesterase 4 (PDE 4) isoenzyme inhibitor, we investigated the synthesis and the inhibitory activity of 3-phenylxanthine and 4-phenyl[i]condensed-purine derivatives. Xanthines and condensed-purines with the phenyl group exhibited potent and selective PDE 4 inhibitory activity.View full abstractDownload PDF (54K) -
Koji ICHINOSE, Yutaka EBIZUKA, Ushio SANKAWAArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 192-196
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESS1, 3, 6, 8-Tetrahydroxynaphthalene (T4HN) is an aromatic polyketide, serving as a general precursor of fungal melanin. Melanin biosynthesis involves two consecutive deoxygenations of T4HN, consisting of the reduction of a phenolic carbon followed by dehydration. The first reduction to produce scytalone was studied in a biomimetic reduction with sodium borohydride. The reduction required a strong alkaline condition, leading to the tautomerization of T4HN to a reactive species whose structure was clarified by NMR spectroscopy.View full abstractDownload PDF (73K) -
Worapan SITTHITHAWORN, Naoe KOJIMA, Ekapop VIROONCHATAPAN, Dae-Yeon SU ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 197-202
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESScDNAs encoding geranylgeranyl diphosphate synthase (GGPPS) of two diterpene-producing plants, Scoparia dulcis and Croton sublyratus, have been isolated using the homology-based polymerase chain reaction (PCR) method. Both clones contained highly conserved aspartate-rich motifs (DDXX(XX)D) and their N-terminal residues exhibited the characteristics of chloroplast targeting sequence. When expressed in Escherichia coli, both the full-length and truncated proteins in which the putative targeting sequence was deleted catalyzed the condensation of farnesyl diphosphate and isopentenyl diphosphate to produce geranylgeranyl diphosphate (GGPP). The structural factors determining the product length in plant GGPPSs were investigated by constructing S. dulcis GGPPS mutants on the basis of sequence comparison with the first aspartate-rich motif (FARM) of plant farnesyl diphosphate synthase. The result indicated that in plant GGPPSs small amino acids, Met and Ser, at the fourth and fifth positions before FARM and Pro and Cys insertion in FARM play essential roles in determination of product length. Further, when a chimeric gene comprised of the putative transit peptide of the S. dulcis GGPPS gene and a green fluorescent protein was introduced into Arabidopsis leaves by particle gun bombardment, the chimeric protein was localized in chloroplasts, indicating that the cloned S. dulcis GGPPS is a chloroplast protein.View full abstractDownload PDF (159K) -
Koji URAKAMI, Atsuya HIGASHI, Kazuichi UMEMOTO, Masayuki GODO, Chuichi ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 203-205
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSRapid and precise compositional analysis of copoly (DL-lactic/glycolic acid) (PLGA) was performed by pyrolysis-gas chromatography/mass spectrometry (Py-GC/MS) combined with one-step hydrolysis and methylation in the presence of tetramethylammonium hydroxide (TMAH). Pyrolysis of PLGA with TMAH gave two characteristic products, derivatives of DL-lactic acid and glycolic acid, which directly reflect the average molar composition of PLGA. The analytical results for PLGA samples with various compositional ratios were in good agreement with those obtained by 1H-NMR spectrometry, and the precision was satisfactory.View full abstractDownload PDF (48K) -
Mikiko SODEOKA, Ruriko SAMPE, Sachiko KOJIMA, Yoshiyasu BABA, Naoko MO ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 206-212
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSRK-682 was reported to be a potent protein tyrosine phosphatase inhibitor. We found that (R)-3-hexadecanoyl-5-hydroxymethyltetronic acid (1) was easily converted to its calcium salt during column chromatography on Silica gel 60, and this calcium salt was identical to RK-682 originally isolated from a natural source. Here we report details of the asymmetric synthesis of (R)-1 and its conversion to the calcium salt. Fast atom bombardment mass spectrometric (FAB-MS) analysis of the free and calcium salt forms of RK-682 is also reported.View full abstractDownload PDF (93K) -
Okiko MIYATA, Emi NAKAJIMA, Takeaki NAITOArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 213-224
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSSulfanyl radical addition-addition-cyclization (SRAAC) of unbranched diynes proceeded smoothly to give cyclized exo-olefins, while the sulfanyl radical addition-cyclization-addition (SRACA) of diynes having a quaternary carbon gave cyclized endo-olefins. This method was successfully applied to the synthesis of A-ring fragment of 1α, 25-dihydroxyvitamin D3.View full abstractDownload PDF (143K) -
Takashi HIRANO, Nobuhide KAWASAKI, Hideki MIYATAKA, Mayumi NISHIKI, To ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 225-229
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSNovel bis(4-hydroxy-2, 3, 5-trimethylphenoxy)alkyl derivatives were synthesized and evaluations were made of their inhibiting action on Fe3+-ADP induced lipid peroxidation in rat liver microsome and reducing action on α, α-diphenyl-β-picrilhydrazyl (DPPH), a stable radical, in addition to their inhibiting action on 5-lipoxygenase (5-LO), an enzyme that synthesizes leukotrienes. We performed a structure-activity correlation study on these derivatives. A strong Fe3+-ADP induced lipid peroxidation preventing activity was observed for the derivatives with an odd number of methylene groups including 1, 3-bis(4-hydroxy-2, 3, 5-trimethylphenoxy)propane (3b) and 3a. No change in the DPPH reducing activity was found with change in the number of methylene groups. 5-LO inhibiting activity among the derivatives was the highest for 1, 6-bis(4-hydroxy-2, 3, 5-trimethylphenoxy)hexane (3e). MM2 calculations were performed to find a stable steric structure for the derivatives, and 1, 5-bis(4-hydroxy-2, 3, 5-trimethylphenoxy)pentane (3d) showed a strong activity in both antioxidative action and 5-LO inhibiting action.View full abstractDownload PDF (86K)
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Tatsuya ISHIKAWA, Naoya KOIZUMI, Baku MUKAI, Naoki UTOGUCHI, Makiko FU ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 230-232
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSThe aim of the present study was to evaluate the bioavailability of a drug from rapidly disintegrating tablets prepared using fine spherical crystalline cellulose (PH-M-06®) and spherical sugar granules (Nonpareil®, NP). Rapidly disintegrating tablets containing acetaminophen as the model drug in combination with a mixture of NP-108 (purified D-mannitol) and PH-M-06 were prepared. Plasma concentration profiles and pharmacokinetic parameters of acetaminophen in rabbits were investigated after oral administration of the prepared tablets. No significant difference in Cmax and AUC0-∞ of acetaminophen between rapidly disintegrating tablets and conventional tablets was observed after direct administration of these tablets into the stomach of rabbits. However, tmax (15 min) of acetaminophen from rapidly disintegrating tablets was significantly (p<0.05) shorter than that from conventional tablets (130 min). The same tmax was observed for rapidly disintegrating tablets and solution. When suitable excipients such as fine spherical microcrystalline cellulose (PH-M series) and spherical sugar granules (NP series) were used, rapidly disintegrating tablets could be prepared by the conventional direct compression method. According to the results of moment analysis, the mean residence time (MRT) obtained between both rapidly disintegrating and conventional tablets indicates that the mean absorption time (MAT) from these tablets is approximately 60 and 90 min, respectively. This difference in MAT between the two tablets may be caused by the difference in the sum of the mean dissolution time (MDT) and the mean disintegration time (MDIT) of these tablets. Rapidly disintegrating tablets allow rapid absorption of the drug compared with conventional tablets.View full abstractDownload PDF (50K) -
Yasuhiro NISHIYAMA, Sou ISHIZUKA, Suguru SHIKAMA, Keisuke KURITAArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 233-235
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSA facile and efficient synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine [Boc-Tyr(Chx)-OH] is described. Boc-Tyr-OH was treated with NaH in dimethylformamide and then with 3-bromocyclohexene to give N-Boc-O-(cyclohex-2-enyl)-L-tyrosine [Boc-Tyr(Che)-OH] in 70% yield. Hydrogenation of Boc-Tyr(Che)-OH over PtO2 afforded Boc-Tyr(Chx)-OH in almost quantitative yield. The highest yield was achieved when a side product in the synthesis of Boc-Tyr-OH, Boc-Tyr(Boc)-OH, was not removed, because it was also converted to Boc-Tyr(Che)-OH without any additional manipulations. The new synthetic method described here is convenient for practical use, and would facilitate the widespread use of the Chx group for the hydroxy-protection of Tyr.View full abstractDownload PDF (45K) -
Sopheak SON, Emil B. LOBKOWSKY, Betty A. LEWISArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 236-238
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSThe structure of caffeic acid phenethyl ester [2-propenoic acid, 3-(3, 4-dihydroxyphenyl)-, 2-phenethyl ester] (I), C17H16O4·1/2C6H6, synthesized by base-catalyzed alkylation of caffeic acid salt with β-bromoethylbenzene in HMPA (hexamethylphosphoramide) and recrystallized from benzene, was confirmed by single crystal X-ray diffraction. The crystals are triclinic, space group P¯on;1, Z=2, unit cell dimension a=5.8129 (9) Å, b=11.122 (2) Å, c=13.226 (2) Å, α=97.080 (3)°, β=101.467 (3)°, γ=95.405 (3)°, V=825.4 (2) Å3, Dcalc=1.301 g/cm3, F(000)=342. The packing of the molecule is stabilized by intermolecular O1H…O4 (2.69 Å) and O1…HO2 (2.82 Å) hydrogen bonds.View full abstractDownload PDF (56K) -
Jing HUANG, Xu WANG, Yukio OGIHARA, Noriko SHIMIZU, Tadahiro TAKEDA, T ...Article type: scientific monograph
2001 Volume 49 Issue 2 Pages 239-241
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSTwo new triterpenoid saponins, latifoloside I (1), 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl 3β, 21α, 28-trihydroxy-urs-12-ene 21-O-β-D-glucopyranoside; latifoloside J (2), 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-3β, 21α-dihydroxy-ursolic acid 21-O-β-D-glucopyranoside, along with two known compounds, latifoloside C (3) and latifoloside E (4), were isolated from the bark of Ilex latifolia THUNB. Structure assignments were established on the basis of spectroscopic data and chemical evidence.View full abstractDownload PDF (52K) -
Miwa KUBO, Ih-Sheng CHEN, Yoshiyasu FUKUYAMAArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 242-245
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSTwo new eleven-membered and three new seven-membered vibsane-type diterpenes, named vibsanin L (1) and 14-hydroxyvibsanin F (2), and vibsanin I (3), 14R*, 15-epoxyvibsanin C (4) and 14S*, 15-epoxyvibsanin C (5) respectively, have been isolated from Viburnum odoratissimum collected in Taiwan. Their structures have been elucidated by spectroscopic analyses and comparison of Nuclear magnetic resonance method (NMR) data with those of the previously reported vibsane-type diterpenes. High performance liquid chromatography (HPLC) analyses indicated that the methanol extract of V. odoratissimum collected in Taiwan contained no neovibsanines, characteristic chemicals occurring in V. awabuki.View full abstractDownload PDF (58K) -
Hironobu TAKAHASHI, Yuki NAMIKAWA, Masami TANAKA, Yoshiyasu FUKUYAMAArticle type: scientific monograph
2001 Volume 49 Issue 2 Pages 246-248
Published: 2001
Released on J-STAGE: March 29, 2002
JOURNAL FREE ACCESSA new triterpene glycoside 1 was isolated together with the five known triterpene glycosides 2-6 from the cultures of Phytolacca americana. The structure of 1 was elucidated by analysis of spectroscopic data and comparison of its NMR data with those of 2-7 and chemical degradation.View full abstractDownload PDF (53K)
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