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Volume 51, Issue 5
Displaying 1-28 of 28 articles from this issue
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Regular Articles
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Lawrence Onyango Arot Manguro, Ivar Ugi, Peter LemmenArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 479-482
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSFrom the resins of Commiphora kua a novel bisabolene; 6-hydroxy-2-methyl-5-(5′-hydroxy-1′(R),5′-dimethylhex-3′-enyl)-phenol together with two new dammarane triterpenes, 3β,16β,20(S),25-tetrahydroxydammar-23-ene and 3β-acetoxy-16β,20(S),25-trihydroxydammar-23-ene, have been isolated. In addition, being reported are known compounds identified as 2-methyl-5-(4′(S)-hydroxy-1′(R),5′-dimethylhex-5′-enyl)-phenol, 2-acetoxyfuranodienone, 2-methoxyfuranodienone, 3β,16β,20(R)-trihydroxydammar-24-ene and its acetate derivative, 3β-acetoxy-16β,20(R)-dihydroxydammar-24-ene, and β-amyrin and its acetate derivative. 2-Methyl-5-(4′(S)-hydroxy-1′(R),5′-dimethylhex-5′-enyl)-phenol displayed fungicidal activity against Cladosporium cucumernum on TLC assay.View full abstractDownload PDF (74K) -
Lawrence Onyango Arot Manguro, Ivar Ugi, Peter LemmenArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 483-486
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSFractionation of a steam distilled residue of Commiphora confusa resin has yielded four novel dammarane triterpenes characterised as (20S)-3β-acetoxy-12β,16β-trihydroxydammar-24-ene, (20S)-12β,16β-trihydroxydammar-24-ene-3β-O-β-glucopyranoside, (20S)-3β-acetoxy-12β,16β,25-tetrahydroxydammar-23-ene, and (20S)-3β,12β,16β,25-pentahydroxydammar-23-ene. The known compounds β-amyrin, 3β-amyrinacetate, 2-methoxyfuranodienone, 2-acetoxyfuranodienone, (20R)-3β-acetoxy-16β-dihydroxydammar-24-ene, (20R)-3β,16β-trihydroxydammar-24-ene, 3β-acetoxy-16β-hydroxydammar-24-ene, 3β-hydroxydammar-24-ene, 3β-acetoxydammar-24-ene, and β-sistosterol were also isolated from the same extract. The structures of the compounds were determined using spectroscopic, physical, and chemical methods.View full abstractDownload PDF (79K) -
Motonori Kidokoro, Kaoru Sasaki, Yasuo Haramiishi, Norio MatahiraArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 487-493
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSThe objective of this study was to investigate the effect of the crystallization behavior of Macrogol 6000 (polyethylene glycol 6000; PEG 6000), used as a binder, during the solidification process on the properties of mononucleic granules prepared by the fluidized hot-melt granulation (FHMG) technique. Crystallization of PEG 6000 from molten liquid was investigated using differential scanning calorimetry (DSC) and hot stage microscopy. The results obtained from the measurement of isothermal crystallization demonstrated that crystallization of PEG 6000 was either slow or rapid. Analysis based on solid-state decomposition showed that slow crystallization was due to the two-dimensional growth of nuclei mechanism, while rapid crystallization was due to the three-dimensional growth of nuclei mechanism. Observation of the crystallization of PEG 6000 by hot stage microscopy supported the existence of two different crystallization mechanisms. Granules containing PEG 6000 that underwent rapid crystallization during FHMG showed a significantly higher fraction powder under 150 μm in diameter. This was caused by the loss of powder particles from the surface of mononucleic granules during the solidification process, because many cracks were observed after crystallization of PEG 6000 with a short isothermal crystallization time (ICT) due to the reduced of sticking of particles. The results of this study suggested that the crystallization behavior of the binder during the solidification process of FHMG can influence the properties of the resultant granules, such as particle size distribution, content uniformity or taste masking. It was also indicated that measuring the ICT using DSC was a useful method to classify PEG 6000.View full abstractDownload PDF (292K) -
Lin Yang, Dongliang Tao, Xiaoli Yang, Yongfang Li, Yuming GuoArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 494-498
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSEight new solid complexes of pipemidic acid (PPA) with trichlorizated rare earth metals LaCl3, CeCl3, PrCl3, NdCl3, SmCl3, TbCl3, DyCl3, and YCl3 have been synthesized. The complexes were characterized by elemental analyses, IR, NMR, and molar conductance measurements. The general formulas of the complexes are [M(PPA)4]Cl3 (M=Ce(III), Pr(III), Nd(III), Sm(III), Tb(III), Dy(III), Y(III)), and [La(PPA)4Cl]Cl2. At the same time, the antibacterial activities of PPA and four of its complexes were tested. The results show that PPA and its complexes all have inhibitory action against bacteria of Escherichia coli, Bacillus subtilis, Streptococcus pneumoniae, and Pseudomonas aeruginosa but not Staphylococcus aureus. We compared their antibacterial activities and found that the antibacterial activity of [La(PPA)4Cl]Cl2 against S. pneumoniae is much stronger than that of PPA and the other complexes.View full abstractDownload PDF (85K) -
Nian-He Wang, Masahiko Taniguchi, Daisuke Tsuji, Kimiye BabaArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 499-501
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSFour new guaianolides, sinodielides E—H (1—4), were isolated from the root of Sinodielsia yunnanensis WOLFF. Their structures were established by spectral evidence.View full abstractDownload PDF (57K) -
Kunihiko Mohri, Katsumi Yokoyama, Hiroaki Komiya, Yuhya Watanabe, Yuki ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 502-507
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSTwo new dioxopyrrolines (1-aryl-4-methoxycarbonyl-1H-pyrrole-2,3-dione 6 and the 5-methoxycarbonyl isomer 8) behaved as good dienophiles to some kind of 1,3-dienes examined. In most cases, the products were explained by the reaction where the largest lobe of HOMO of dienes reacted to the larger LUMO of dienophiles in an expected cis-endo manner. However, in the reactions of 8 with alkylbutadienes, piperylene and isoprene, abnormality in the reaction was observed, which was well explained by taking account of steric factors.View full abstractDownload PDF (102K) -
Li-Hua Xie, Teruaki Akao, Kenjiro Hamasaki, Takeshi Deyama, Masao Hatt ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 508-515
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSBy anaerobic incubation of pinoresinol diglucoside (1) from the bark of Eucommia ulmoides with a fecal suspension of humans, eleven metabolites were formed, and their structures were identified as (+)-pinoresinol (2), (+)-lariciresinol (3), 3′-demethyl-(+)-lariciresinol (4), (−)-secoisolariciresinol (5), (−)-3-(3″, 4″-dihydroxybenzyl)-2-(4′-hydroxy-3′-methoxybenzyl)butane-1, 4-diol (6), 2-(3′, 4′-dihydroxybenzyl)-3-(3″, 4″-dihydroxybenzyl)butane-1, 4-diol (7), 3-(3″-hydroxybenzyl)-2-(4′-hydroxy-3′-methoxybenzyl)butane-1, 4-diol (8), 2-(3′, 4′-dihydroxybenzyl)-3-(3″-hydroxybenzyl)butane-1, 4-diol (9), (−)-enterodiol (10), (−)-(2R, 3R)-3-(3″, 4″-dihydroxybenzyl)-2-(4′-hydroxy-3′-methoxybenzyl)butyrolactone (11), (−)-(2R, 3R)-2-(3′, 4′-dihydroxybenzyl)-3-(3″, 4″-dihydroxybenzyl)butyrolactone (12), (−)-(2R, 3R)-3-(3″-hydroxybenzyl)-2-(4′-hydroxy-3′-methoxybenzyl)butyrolactone (13), 2-(3′, 4′-dihydroxybenzyl)-3-(3″-hydroxybenzyl)butyrolactone (14), 2-(3′-hydroxybenzyl)-3-(3″, 4″-dihydroxybenzyl)butyrolactone (15) and (−)-(2R, 3R)-enterolactone (16) by various spectroscopic means, including two dimensional (2D)-NMR, mass spectrometry and circular dichroism. A possible metabolic pathway was proposed on the basis of their structures and time course experiments monitored by thin-layer chromatography. Furthermore, a bacterial strain responsible for the transformation of (+)-pinoresinol to (+)-lariciresinol was isolated from a human fecal suspension and identified as Enterococcus faecalis strain PDG-1.View full abstractDownload PDF (135K) -
Sanghee Kim, Sun Young Min, Sang Kook Lee, Won-Jea ChoArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 516-521
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSA series of 43 stilbene derivatives that showed cytotoxicity against human lung carcinoma (A549) was analyzed using comparative molecular field analysis (CoMFA) for defining the hypothetic pharmacophore model. The polyoxylated stilbenes were found to be active inhibitors of tubulin polymerization. Several cis-stilbenes are structurally similar to combretastatins. However, the trans-stilbenes are assumed to be close to resveratrol found in grapes and have been reported to be potential cancer chemopreventive agents by modulating the initiation, promotion, and progression of the carcinogenic process. With several synthesized compounds that were evaluated for antitumor cytotoxicity against human lung tumor cells (A549), the stilbene derivatives were subjected to CoMFA. To perform systematic molecular modeling of these compounds, a conformational search was carried out based on the precise dihedral angle analysis of the lead compound (1p). The X-ray crystallographic structure of combretastatin A-1 was also used for defining the active conformers of the compounds. After determining the energy-minimized conformers of the lead compound (1p), CoMFA was performed using five different alignments. The three dimensional (3D)-quantitative structure–activity relationship study resulted in reasonable cross-validated, conventional r2 values equal to 0.640 and 0.958, respectively.View full abstractDownload PDF (289K) -
Vassiliki Panteleon, Panagiotis Marakos, Nicole Pouli, Emmanuel Mikros ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 522-529
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSA series of novel spiroadamantyl- and spirocyclical substituted pyranoquinolin-2-ones were synthesized and the conformation of the pyran ring was investigated. The free radical scavenging activity of the synthesized compounds was determined by their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH). All compounds tested scavenged the DPPH radical and among them derivatives possessing extended conjugation showed the highest activity.View full abstractDownload PDF (136K) -
Jian-Qiao Gu, Wenkui Li, Young-Hwa Kang, Bao-Ning Su, Harry H. S. Fong ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 530-539
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSAs a result of a bioactivity-guided search for novel, plant-derived cancer chemopreventive agents, ixocarpalactone A (5) was isolated previously as a potent quinone reductase inducer from the leaves and stems of Physalis philadelphica. In the present study, this promising lead compound was reisolated in gram quantities for in vivo biological testing. During the course of this work, four additional minor new withanolides were also obtained and characterized, namely, 2,3-dihydro-3β-methoxyixocarpalactone A (1), 2,3-dihydro-3β-methoxyixocarpalactone B (2), 2,3-dihydroixocarpalactone B (3), and 4β,7β,20R-trihydroxy-1-oxowitha-2,5-dien-22,26-olide (4). However, compounds 1 and 2 were determined using liquid chromatography (LC)-MS-MS to be artifacts generated during the extraction and isolation procedure. Ixocarpalactone A was detected in the fresh fruits (tomatillos) of P. philadelphica by LC-MS-MS analysis at a concentration of 143±4.53 ppb.View full abstractDownload PDF (180K) -
Hideto Miyabe, Chihiro Konishi, Takeaki NaitoArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 540-544
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSStereocontrol in radical reactions of oxime ether anchored to polymer support was studied. Highly diastereoselective solid-phase radical reaction was achieved by using triethylborane and diethylzinc as a radical initiator at low reaction temperature, providing a novel method for the synthesis of the α-amino acid derivatives with excellent diastereoselectivities.View full abstractDownload PDF (88K) -
Takeyoshi Iijima, Yasunori Yaoita, Masao KikuchiArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 545-549
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSThe aerial parts of Erigeron annuus (L.) PERS., E. philadelphicus L. and E. sumatrensis RETZ. (Compositae) have been investigated chemically. A new sesquiterpenoid, 6β,14-epoxyeudesm-4(15)-en-1β-ol (1), and a new diterpenoid, philadelphinone (6), have been isolated from E. philadelphicus. Four new sesquiterpenoids, (7R*)-opposit-4(15)-ene-1β,7-diol (2), 11-methoxyopposit-4(15)-en-1β-ol (3), 15-methoxyisodauc-3-ene-1β,5α-diol (4) and 10α-hydroxycadin-4-en-15-al (5), have been isolated from E. annuus. Compounds 2 and 4 were also isolated from E. sumatrensis. The structures of the new compounds were elucidated on the basis of their spectral data.View full abstractDownload PDF (87K) -
Naganori Numao, Hisashi Fujii, Yoshiyuki Fukazawa, Ken Yoshioka, Mayum ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 550-559
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSHere, we first report a novel method in which the “desired cross-spectrum” of the peptides Prp106—126, MSI-78A, and oxaldie 1 with the same biological activities is obtained by the multiplication of two cross-spectra derived from the RNA sequence and from the cognate amino acid sequence by discrete Fourier transform (DFT), respectively. Based on a well-known method reported previously, we investigated the cross-spectrum by the multiplication of two of three desired cross-spectra. As a result, we found that one prominent peak occurring in the three cross-spectra showed the same frequency when a binary scale was used as a parameter of nucleotide or amino acid in the analysis. Moreover, we examined the relationship between a binary scale and other physicochemical ones. Almost the same results could be reproduced when the absolute elctronegativity scale (or the absolute hardness one) was used, but not in the case of the hydrophobic or electron–ion interacting potential scale reported previously. This indicates that either the absolute electronegativity scale (or the absolute hardness one) or a binary scale, or both is very useful in extracting the information desired for various proteins by the present method from the amino acid and the RNA sequence.View full abstractDownload PDF (154K) -
Toru Yagura, Michiho Ito, Fumiyuki Kiuchi, Gisho Honda, Yasuo ShimadaArticle type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 560-564
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSFour new chromone derivatives, 5-hydroxy-6-methoxy-2-(2-phenylethyl)chromone (1), 6-hydroxy-2-(2-hydroxy-2-phenylethyl)chromone (2), 8-chloro-2-(2-phenylethyl)-5,6,7-trihydroxy-5,6,7,8-tetrahydrochromone (3), 6,7-dihydroxy-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromone (4) were isolated from the MeOH extract of withered wood of Aquilaria sinensis, together with seven known constituents of agarwood.View full abstractDownload PDF (81K) -
Tsuyoshi Maekawa, Nozomu Sakai, Hiroyuki Tawada, Katsuhito Murase, Mas ...Article type: Regular Article
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 565-573
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSA novel series of 5-(ω-aryloxyalkyl)oxazole derivatives was prepared and their effects on brain-derived neurotrophic factor (BDNF) production were evaluated in human neuroblastoma (SK-N-SH) cells. Syntheses were performed by construction of an oxazole ring as a key reaction. Most of the 5-(ω-aryloxyalkyl)oxazole derivatives markedly increased BDNF production in SK-N-SH cells. 4-(4-Chlorophenyl)-2-(2-methyl-1H-imidazol-1-yl)-5-[3-(2-methoxyphenoxy)propyl]-1, 3-oxazole, one of the most promising compounds, showed potent activity (EC50=7.9 μM) and the improvement of the motor nerve conduction velocity and the tail-flick response accompanied by a recovery of the brain-derived neurotrophic factor level in the sciatic nerve of streptozotocin (STZ)-diabetic rats.View full abstractDownload PDF (118K)
Notes
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Qingying Zhang, Yuying Zhao, Bin Wang, Guangzhong TuArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 574-578
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSFour new triterpenoid saponins, designated as stelmatotriterpenosides E—H (1—4), together with three known compounds, asterbatanoside B (5), 2α,3β,19α,23-tetrahydroxy-olean-12-en-28-oic acid-3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl ester (6) and 2α,3β,19α,23-tetrahydroxy-urs-12-en-28-oic acid-3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl ester (7), were isolated from the stems of Stelmatocrypton khasianum. On the basis of chemical and spectral evidence, the structures of 1—4 were established as 2α,3β,23-trihydroxy-olean-12-en-28-oic acid-3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (1), 2α,3β,23-trihydroxy-urs-12-en-28-oic acid-3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (2), 2α,3β,19α-trihydroxy-urs-12-en-28-oic acid-3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl ester (3), and 2β,3β,19α-trihydroxy-urs-12-en-24,28-dioic acid-24-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl diester (4).View full abstractDownload PDF (68K) -
Jianniao Tian, Jiaqin Liu, Jiyou Zhang, Zhide Hu, Xinguo ChenArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 579-582
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSThe fluorescence quenching reactions of barbaloin with bovine serum albumin (BSA) in pH 7.20 Tris–HCl buffer solution were studied. The quenching mechanism of BSA by barbaloin was interpreted using the Stern–Volmer (S–V) mechanism. The binding constant K values were 2.78×105 (293 K), 1.87×105 (310 K), 1.25×105 (318 K), and the number of binding sites (n) were 1.18, 1.14, and 1.09, respectively. In addition, the thermodynamic functions enthalpy (ΔH°) and entropy (ΔS°) for the reaction were also calculated according to Vant's Hoff equation were −23.7 kJ/mol and 23.6 J/mol, respectively. Plausible explanations of the quenching mechanism are discussed on the basis of a hydrophobic interaction between barbaloin and BSA.View full abstractDownload PDF (77K) -
Ren Bo An, Byung Sun Min, Min Kyun Na, Hyeun Wook Chang, Kun Ho Son, H ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 583-585
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSTwo new iridoids, named patridoid I (1) and patridoid II (2), were isolated from the whole plant of Patrinia saniculaefolia (Valerianaceae), together with the known one, nardostachin (3). The structures of compounds 1 and 2 were established on the basis of spectroscopic methods, including two dimensional (2D NMR) and high resolution fast atom bombardment mass spectrometry (HR-FAB-MS).View full abstractDownload PDF (57K) -
Xiangjiu He, Jiankuan Li, Hao Gao, Feng Qiu, Xiangmin Cui, Xinsheng Ya ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 586-589
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSSix new andrographolide metabolites M-5—M-10 were isolated from rat urine, feces, and the contents of the small intestine. Three (M-5—M-7) as sulfate ester compounds were identified as new compounds. The structures of these six metabolites were determined to be 14-deoxy-12(R)-sulfo andrographolide 3-sulfate (M-5), 14-deoxy-12(S)-sulfo andrographolide 3-sulfate (M-6), 14-sulfo isoandrographolide 3-sulfate (M-7), 14-deoxy-11,12-didehydroandrographolide (M-8), isoandrographolide (M-9), and 14-deoxy andrographolide (M-10), respectively, based on chemical evidence and spectroscopic analysis.View full abstractDownload PDF (60K) -
Pham Thi Hong Minh, Pham Hoang Ngoc, Dang Ngoc Quang, Toshihiro Hashim ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 590-591
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSA novel ent-kaurane diterpenoid, ent-1α-acetoxy-7β,14α-dihydroxy-kaur-16-en-15-on has been isolated from leaves of Croton tonkinensis GAGNEP. Its structure was determined by a combination of spectroscopy, X-ray crystallographic analysis and the chemical reaction acetylation.View full abstractDownload PDF (57K) -
Xian-Li Zhou, Qiao-Hong Chen, Dong-Lin Chen, Feng-Peng WangArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 592-594
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSThe new compound hemsleyatine (1) was isolated along with four known C19-diterpenoid alkaloids: indaconitine (4), yunaconitine (5), chasmanine (6), and talatisamine (7) from the roots of Aconitum hemsleyanum PRITZ. Structures were established by spectral analysis, including tow dimeusional (2D) NMR spectroscopy and a chemical method. Hemsleyatine (1) is the first C19-diterpenoid alkaloid bearing the 8-amino group. In addition, the assignments of some 13C signals for pseudaconine (3) were revised by comparison with those of hemsleyatine (1).View full abstractDownload PDF (57K) -
Samir Kumar Sadhu, Emi Okuyama, Haruhiro Fujimoto, Masami IshibashiArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 595-598
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSAccording to the traditional usage of the plant for antiinflammation and analgesia, Leucas aspera was tested for its prostaglandin (PG) inhibitory and antioxidant activities. The extract showed both activities, i.e., inhibition at 3×10−4 g/ml against PGE1- and PGE2-induced contractions in guinea pig ileum and a 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging effect. The separation guided by the activities in these dual assay methods provided eight lignans and four flavonoids, LA-1— -12, among which LA-1— -7 and LA-10— -12 were identified as nectandrin B, meso-dihydroguaiaretic acid, macelignan, acacetin, apigenin 7-O-[6″-O-(p-coumaroyl)-β-D-glucoside], chrysoeriol, apigenin, erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propan-1-ol, myristargenol B, and machilin C, respectively. LA-8 was determined to be (−)-chicanine, the new antipode of the (+) compound, by spectroscopic methods including CD and ORD. Chiral-HPLC analysis of LA-9 showed that it was a mixture of two enantiomers, (7R, 8R)- and (7S, 8S)-licarin A. All of these components were first isolated from L. aspera. PG inhibition was observed in LA-1, LA-2, and LA-5, and antioxidant activity in LA-1— -3 and LA-8— -12.View full abstractDownload PDF (75K) -
Yann-Lii Leu, Li-Shian Shi, Amooru Gangaiah DamuArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 599-601
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSThree new compounds, taraxacine-A (1), taraxacine-B (2) and taraxafolin (3) together with twenty-five known compounds, which include two β-carboline alkaloids, two indole alkaloids, two chlorophylls, two flavonoids, one coumarin, two triterpenoids, one monoterpenoid, one ionone, four steroids and eight benzenoids, were isolated and characterized from the fresh aerial parts of Taraxacum formosanum. Structures of new compounds were determined by spectral analysis.View full abstractDownload PDF (55K) -
Tsuyoshi Satoh, Kentaro ImaiArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 602-604
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSThe reaction of the dianion of phenylsulfinylacetone with alkyl halides afforded β-keto sulfoxides, which were first chlorinated with hexachloroethane and then treated successively with KH and t-BuLi to give carboxylic acids in three-steps in moderate overall yields from the alkyl halides. This procedure affords a good method for a synthesis of carboxylic acids from alkyl halides with three-carbon elongation.View full abstractDownload PDF (57K) -
Xing Fu Cai, Guanghai Shen, Nguyen Tien Dat, Ok Hwa Kang, Jin A Kim, Y ...Article type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 605-607
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSA new pimarane-type diterpene compound, acanthokoreoic acid A together with three known compounds, acanthoic acid, acanthol, and sumogaside were isolated from a CH2Cl2 fraction of Acanthopanax koreanum by repeated column chromatography and reversed phase preparative HPLC. Acanthoic acid was isolated in high yields and showed potent inhibitory activity on the IL-8 secretion of the TNF-α-stimulated human colon adenocarcinoma cell line HT-29 and on the TNF-α secretion of the trypsin-stimulated human leukemic mast cell line HMC-1.View full abstractDownload PDF (58K) -
Kazunori Kazaoka, Hironao Sajiki, Kosaku HirotaArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 608-611
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSVarious 6-substituted 9-benzyl-8-hydroxypurines were synthesized in order to investigate the structure–activity relationship at the 6-position of 9-benzyl-8-hydroxyadenine (1), which is a lead compound for the screening of interferon (IFN)-inducing activity. 6-Unsubstituted, mercapto-, methylthio- and hydroxy-9-benzyl-8-hydroxypurines (2—5) were prepared from 5-amino-1-benzyl-4-cyano-2-hydroxyimidazole (9). Synthesis of a 6-methoxy analog (6) was conducted from 5-amino-4-benzylamino-6-chloropyrimidine (13). 6-Alkylamino and acylaminopurines (7 and 8) were also prepared by alkylation and acylation of 1, respectively. Since these compounds (2—8) indicated no activity, it was found that a free amino group of 1 is required for the expression of IFN-inducing activity.View full abstractDownload PDF (83K) -
Yuka Misono, Masami Ishibashi, Akira ItoArticle type: Note
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 612-613
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSBahiensol (1), a new glycerolipid with antimicrobial activity has been isolated from a cultured plasmodium of myxomycete Didymium bahiense var. bahiense and its planar structure was elucidated by spectral data.View full abstractDownload PDF (45K)
Communicatins to the Editor
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Hiroki Munakata, Hiroyasu Imai, Shigeo Nakagawa, Atsuko Osada, Yoshio ...Article type: Communication to the Editor
Subject area: [not specified]
2003 Volume 51 Issue 5 Pages 614-615
Published: 2003
Released on J-STAGE: May 01, 2003
JOURNAL FREE ACCESSWater-soluble porphyrins containing four platinum(II) complexes per molecule, [5α,10β,15α,20β-tetrakis(2-trans-(α,β,α,β-trans-Pt) and cis-(α,β,α,β-cis-Pt) [PtCl(NH3)2]N-2-aminophenylporphyrin)], were synthesized and characterized. The binding of synthetic nucleotide polymers (poly(dG)–poly(dC), poly(dA)–poly(dT)) to the porphyrins was examined spectrophotometrically in aqueous solution. UV–vis spectral data suggested that these porphyrins bind to the nucleic acids by coordinative and Coulomb interactions.View full abstractDownload PDF (64K)
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