Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
51 巻, 10 号
選択された号の論文の24件中1~24を表示しています
Regular Articles
  • Toshihiro Shimizu, Masae Sugaya, Yoshinori Nakano, Daisuke Izutsu, Yos ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1121-1127
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    Lansoprazole fast-disintegrating tablets (LFDT) are a patient-friendly formulation that rapidly disintegrates in the mouth. LFDT consist of enteric-coated microgranules (mean particle size, approximately 300 μm) and inactive granules. In the design of the inactive granules, mannitol was used as a basic excipient. Microcrystalline cellulose, low-substituted hydroxypropyl cellulose (L-HPC), and crospovidone were used as binders and disintegrants. A new grade of L-HPC (L-HPC-33), with a hydroxypropoxy group content of 5.0—6.9%, was developed and it has no rough texture due to a decrease in water absorption. It was clarified that L-HPC-33 could be useful as a binder and disintegrant in rapidly disintegrating tablets. LFDT contain enteric-coated microgranules in tablet form. The enteric-coated microgranule content in LFDT affect qualities such as tensile strength, disintegration time in the mouth, and dissolution behavior in the acid stage and in the buffer stage of LFDT. The 47.4% content of the enteric-coated microgranules was selected to give sufficient tensile strength (not less than 30 N/cm2), rapid disintegration time in the mouth (not more than 30 s), and dissolution behavior in the acid stage and buffer stage similar to current lansoprazole capsules. Compression force affected the tensile strength and the disintegration time in the mouth, but did not affect the dissolution behavior in the acid and buffer stages.
  • Ioanna Andreadou, Anna Tsantili-Kakoulidou, Eleni Spyropoulou, Theodor ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1128-1131
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    We have previously reported on the synthesis of novel indole derivatives containing an amine-triazole moiety (1a—d, 2a—c), and their antioxidant activity on in vitro non-enzymatic rat hepatic microsomal lipid peroxidation. Some of the compounds showed protective activity against oxidative injury of ischemic myocardium. In the present paper we investigated the interactions of these derivatives with reactive oxygen species, in order to find a mechanism of their antioxidant capacity and to identify structural characteristics responsible for these properties. These interactions were compared with melatonin, which is also an indole derivative. The antioxidant profiles of the compounds were established by different in vitro protocols as follows: 1) by the interaction of the compounds with the 1,1-diphenyl-2-picrylhydrazyl (DPPH) stable free radical, 2) their scavenging effects on superoxide anions using an enzymic system of xanthine–xanthine oxidase, 3) their inhibitory effects on xanthine oxidase and 4) their ability to scavenge hydroxyl radicals by comparison with dimethyl sulfoxide (DMSO) for ·OH. All compounds were found to interact with DPPH, most of them to be superoxide anion scavengers and to be strong hydroxyl radical scavengers. Derivatives 1a and 1d substituted on the nitrogen of the indolic nucleus were found to have better antioxidant properties than the reference compounds used and melatonin.
  • Eugene Bratoeff, Elena Ramírez, Eugenio Flores, Norma Valencia, ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1132-1136
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    The in vitro inhibitory activity of five new progesterone derivatives: 17α-hydroxy-16β-methylpregna-1,4,6-triene-3,20-dione 1; 16β-methyl-17α-toluoyloxypregna-1,4,6-triene-3,20-dione 2; 17α-hydroxy-6-methylenepregn-4-ene-3,20-dione 3; 6-methylene-17α-toluoyloxypregn-4ene-3,20-dione 4 and 17α-(p-bromobenzoyloxy)-6-methylenepregn-4-ene-3,20-dione 5 was determined. These compounds were evaluated as 5α-reductase inhibitors as well as antagonists for the androgen receptor. Compounds 1, 2, 3, 4 and 5 showed the following inhibitory activity for the 5α-reductase enzyme with IC50 values of: 1 (1.65 μM), 2 (10 μM), 3 (19 nM), 4 (100 nM) and 5 (100 nM). The results of this study also showed the effect of increasing concentrations of the novel steroids upon [3H]dihydrotestosterone binding to androgen receptors from male hamster prostate. The Ki values for compounds 1, 2, 3, 4, 5 and dihydrotestosterone showed the following order of affinity for the androgen receptor: 4>5>dihydrotestosterone>2>3>1. The overall data indicated that all synthesized compounds 1, 2, 3, 4 and 5 are inhibitors of the 5α-reductase enzyme present in the hamster prostate. In addition compounds 1, 2, 3, 4 and 5 also presented an affinity for the androgen receptor.
  • Anshu Dandia, Meha Sati, Kapil Arya, Rekha Sharma, André Loupy
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1137-1141
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    Microwave activation coupled with dry media technique as a green chemistry procedure has been applied to synthesis of a series of some new title compounds. They have been obtained by the reaction of in situ synthesized 1,3-dihydro-3-[2-(phenyl/4-fluorophenyl)-2-oxoethylidene)-indol-2(1H)-one (4a, b) with substituted aminobenzenethiols (5a—d). The key intermediates 4a, b were also prepared in one step by this improved technique by reacting isatin and substituted acetophenones (2a, b). The results obtained under microwave irradiation when compared with that following conventional method demonstrate the versatility of the process. The title compounds 7a—e have also been screened for their antifungal and antitubercular activity, 7a and 7e showing maximum inhibition of growth of Alternaria alternata and Fusarium oxysporium and 7b, c, e revealing significant antitubercular activity.
  • Tenji Konishi, Kiyonori Yamazoe, Masahiro Kanzato, Takao Konoshima, Ya ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1142-1146
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    Three new diterpenoids, excoecarins V1—V3 (1—3) and a new flavanone glycoside (7) were isolated from the fresh stem of Excoecaria agallocha L. Their structures were elucidated as: 2α,3α,18-trihydroxy-3β,20-epoxybeyer-15-ene (1), ent-2,3-secokaur-16-en-2,3-dioic acid (2), ent-3,4-seco-16α-hydroxyatis-4(19)-en-3-oic acid (3), and 3,5,7,3′,5′-pentahydroxy-2R,3R-flavanonol 3-O-α-L-rhamnopyranoside (7) on the basis of spectroscopic data, chemical evidence, and/or X-ray analysis.
  • Hiroaki Hayashi, Shui-Li Zhang, Tomoko Nakaizumi, Kumiko Shimura, Misa ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1147-1152
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    A new prenylated flavanone, licoleafol, and a new prenylated dihydrostilbene, uralstilbene, together with four known compounds, 8-dimethylallyleriodictyol, sophoraflavanone B, gancaonin R, and 6-dimethylallyleriodictyol, were isolated from the leaves of Glycyrrhiza uralensis collected in Kazakhstan. HPLC analysis of the leaves of Glycyrrhiza plants collected in Kazakhstan showed that both G. uralensis-specific and Glycyrrhiza glabra-specific compounds were detected in the leaves of the morphologically intermediate-type plants, suggesting that the intermediate-type plant is a hybrid of G. glabra and G. uralensis. In addition, HPLC profiles of leaf extracts from offspring of intermediate-type plants were divided into the three types: the G. uralensis type, G. glabra type, and the intermediate type. From these results, it appears likely that the intermediate-type plant back-crosses with G. glabra and G. uralensis to generate a G. glabra-type plant and a G. uralensis-type plant, respectively.
  • Henry Rapoport, Yuewu Chen, Rafat M. Mohareb, Jin Hee Ahn, Tae Bo Sim, ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1153-1156
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    Enantiomerically pure (1S,3S)- and (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentanes have been efficiently synthesized from L-aspartic acid. The title compounds are isosteres of ribose and may be used to construct nucleoside analogs with important antiviral and antineoplastic activities as demonstrated by a concise total synthesis of (+)-4′-deoxycarbapentostatin nucleoside.
  • Masafumi Goto, Yuuichiro Yamamoto, Masamitsu Sumimoto, Nobuhiro Tsurud ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1157-1162
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    Square-planar complexes with the formula [Pt(L2)(L1)](X)2·nH2O, where L1 is S-2-aminomethylpyrrolidine (S-pyrda) or 2-aminomethylpiperidine (pipda) and L2 is diammine (X=Cl), cyclobutane-1,1-dicarboxylato (cbdca) (X=none), 2,2′-bipyridine (bpy) (X=NO3), or 1,10-phenanthroline (phen) (X=Cl), were prepared and the nature of the coordination of L1 was examined by 1H-NMR spectroscopy and X-ray crystallography. These 2-aminomethylazacycloalkane derivatives form five-membered chelate rings condensed with an azacycloalkane ring in cis- or trans-configurations. The 1H-NMR spectrum of complexes with S-pyrda as L1 were consistent with cis-condensed rings in an S(N) conformation with any of L2 group. However, 1H-NMR spectra of the complexes with pipda as L1 indicated trans-fused successive rings for the diammine and cbdca as L2, but spectra for bpy and phen as L2 were consistent with a conformation having cis-fused successive rings. X-Ray crystallography data for the two complexes with pipda as L1 and cbdca (1) and bpy (2) as L2 confirms the different coordination behavior in the solid state.
  • Hiromitsu Takayama, Kazuaki Katakawa, Mariko Kitajima, Kentaro Yamaguc ...
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1163-1169
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    Ten new alkaloids, lycoposerramines-F (1), -G (2), -H (3), -I (4), -J (5), -K (6), -L (7), -M (8), -N (9), and -O (10), having lycopodine-related structures, were isolated from the club moss Lycopodium serratum THUNB. and their structures were elucidated on the basis of spectroscopic analysis and/or chemical transformation.
  • Naoyuki Suzuki, Sakura Yasaki, Akito Yasuhara, Takao Sakamoto
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1170-1173
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    The sequential Sonogashira reaction and the cyclization reaction of various 2-iodoanilines and terminal alkynes in the presence of a palladium catalyst and tetrabutylammonium fluoride (TBAF) gave the corresponding 2-substituted indoles in good yields.
  • Rong-Tao Li, Quan-Bin Han, Ai-Hua Zhao, Han-Dong Sun
    原稿種別: Regular Article
    専門分野: [not specified]
    2003 年 51 巻 10 号 p. 1174-1176
    発行日: 2003年
    公開日: 2003/10/01
    ジャーナル フリー
    Two novel octanortriterpenoids, micranoic acids A (1) and B (2), along with three known compounds, kadsuric acid (3), 3β-hydroxy-lanost-9(11),24(25)-dien-26-oic acid (4) and schizandronic acid (5), were isolated from the leaves and stems of Schisandra micrantha. The structures of 1 and 2 were determined by 1D and 2D NMR spectroscopic analysis. Micranoic acids A and B represent a new group of triterpenes in which the entire C-17 side chain has lost. This is the first report of octanortriterpenoids isolated from the family Schisandraceae.
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