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Volume 61, Issue 6
Displaying 1-13 of 13 articles from this issue
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Regular Articles
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Huifang Wang, Liqiao Wei, Hong Yan, Xianghua Gao, Bingshe Xu, Ning Tan ...2013 Volume 61 Issue 6 Pages 599-603
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
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Supplementary materialThe binding mode and affinity of isoeuxanthone (1,6-dihydroxyxanthone) (1) and its piperidinyl derivative (1-hydroxy-6-(2-(1-piperidinyl)ethoxy)xanthone) (2) with calf thymus DNA were studied using absorption spectroscopy, fluorescence spectroscopy, circular dichroism (CD) spectroscopy and viscosity measurements. Results indicate that the two xanthones can intercalate into the DNA base pairs by the plane of xanthone ring and the binding affinity of the piperidinylethoxy substituted xanthone 2 is stronger than 1. In addition, the cytotoxic effects of both compounds were evaluated with the human cervical cancer cell line (HeLa) and human hepatocellular liver carcinoma cell line (HepG2) using acid phosphatase assay. Analyses show that the piperidinylethoxy substituted xanthone exhibits more effective cytotoxic activity than isoeuxanthone against the two cancer cells. The effects on the inhibition of tumor cells in vitro agree with the studies of DNA-binding.View full abstractDownload PDF (874K) Full view HTML -
Chung-Yi Lo, Hsueh-Ling Cheng, Jue-Liang Hsu, Ming-Hui Liao, Rong-Lang ...2013 Volume 61 Issue 6 Pages 604-610
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
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Supplementary materialThree phenyl derivatives of butyrate, 2-phenylbutyrate (2-PB), 3-phenylbutyrate (3-PB) and 4-phenylbutyrate (4-PB), were evaluated in terms of their antibacterial and cytotoxic activities. Our results indicated that PBs demonstrated specific inhibitory activity against Helicobacter pylori and Escherichia coli but did not influence the growth of Bifidobacterium bifidium and Lactobacillus reuteri. PBs also exhibited synergistic effects on H. pylori ATCC 43504 especially at pH 5.5. In the protein expression profiles in H. pylori treated by phenylbutyrates, we also found that three protein spots identified as oxidative stress-related proteins were significantly up-regulated, confirming the response of H. pylori when exposed to PBs. Due to their antibacterial activities and low or slight cytotoxicities, PBs are potential candidates for the treatment of H. pylori infection. This is the first study to discover the antibiotic effects of 2-PB, 3-PB and 4-PB (Buphenyl).View full abstractDownload PDF (1382K) Full view HTML -
Mukkara Swapna, Chokkappagari Premakumari, Sanapalli Nagi Reddy, Adivi ...2013 Volume 61 Issue 6 Pages 611-617
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
JOURNAL FREE ACCESS FULL-TEXT HTMLA variety of sulfonamidomethane linked 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were prepared and tested for antioxidant activity. The methyl substituted arylsulfonylaminomethyl-1,3,4-oxadiazole 9b showed excellent antioxidant activity.View full abstractDownload PDF (645K) Full view HTML -
Tsunetake Motai, Akihiro Daikonya, Susumu Kitanaka2013 Volume 61 Issue 6 Pages 618-623
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
JOURNAL FREE ACCESS FULL-TEXT HTMLSix new sesquiterpene coumarin derivatives, fukanefuromarin H–M (1–6), were isolated from an 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated on the basis of spectroscopic evidence, particularly heteronuclear multiple-bond connectivity (HMBC) and high-resolution MS. The sesquiterpene coumarin derivatives inhibited nitric oxide (NO) and inducible NO synthase (iNOS), interleukin-6 (IL-6), and tumor necrosis factor-α (TNF-α) gene expression in a murine macrophage-like cell line (RAW264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-γ (IFN-γ).View full abstractDownload PDF (504K) Full view HTML -
Thi My Lien Do, Anh Vu Truong, Travis George Pinnock, Lawrence Michael ...2013 Volume 61 Issue 6 Pages 624-630
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
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Supplementary materialFrom the aerial part of Boerhaavia erecta L., three new rotenoids (3, 8, 10) and two new coumaronochromonoids (6, 11) were isolated, together with ten known compounds. The structure of the new compounds was established by one dimensional (1D)- and 2D-NMR spectroscopy, as well as high resolution-electrospray ionization (HR-ESI)-MS analysis. The absolute configuration of compound 11 was determined by UV circular dichroism spectroscopy. Compounds were evaluated for their cytotoxic activity against HeLa (human epithelial carcinoma), NCI-H460 (human lung cancer) and MCF-7 (human breast cancer) cell lines at the concentration of 100 µg/mL. Rotenoids 3, 4 and 5 showed a strong cytotoxic activity against HeLa cell line and rotenoids 5 and 8 showed good activity against MCF-7 cell line.View full abstractDownload PDF (574K) Full view HTML -
Kai-jun Shou, Jie Li, Yi Jin, Yan-wen Lv2013 Volume 61 Issue 6 Pages 631-636
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
Advance online publication: April 05, 2013JOURNAL FREE ACCESS FULL-TEXT HTMLA novel series of quinolone derivatives (6a–n) were designed and synthesized, and their biological activities were evaluated as potential antitumor topoisomerase I (Top I) inhibitors. Among these compounds, 6j exhibited the most potent antitumor activities against multiple cancer cell lines. Docking simulation was performed to insert compound 6j into the crystal structure of DNA-Top I to determine the probable binding model.View full abstractDownload PDF (910K) Full view HTML -
Manal Kandeel, Mohammed Kamal Abdelhameid, Kamal Eman, Madlen Berty La ...2013 Volume 61 Issue 6 Pages 637-647
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
Advance online publication: March 29, 2013JOURNAL FREE ACCESS FULL-TEXT HTMLA variety of novel thieno[3,2-d]pyrimidines with different decorating functional groups were synthesized as a part of a study aiming to enrich the arsenal of chemotherapeutic agents for the treatment of cancer. The design of synthetic molecules based on DNA-interchelating properties by hydrogen bond formation. The reported compounds herein are: 4-aminothienopyrimidine derivatives 4a, b and their 4-substituted phenylamino analogues 8a, b; 4-thienopyrimidin-4-ones 5a, b; N-alkyl thienopyrimidin-4-ones 6a–g; 4-chlorothienopyrimidines 7a, b and thienopyrimidoquinazolinones 9a, b which are the structural mimics of 8a, b. The synthesized molecules were evaluated for their in vitro cytotoxic activity against human breast cancer cell line (MCF-7). Biological screening revealed varying cytotoxic potencies of the tested molecules compared with Doxorubicin as a reference drug. The cytotoxicity results from the study suggested that the synthesized molecules are potential antitumor agents and compound 4a was the most potent with an IC 50 2.04 nm.View full abstractDownload PDF (1069K) Full view HTML -
Kazunori Ueda, Mitsuaki Yamashita, Koichi Sakaguchi, Harukuni Tokuda, ...2013 Volume 61 Issue 6 Pages 648-654
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
JOURNAL FREE ACCESS FULL-TEXT HTMLA concise method for the synthesis of heterocycle-fused naphthoquinones such as naphtho[2,3-b]-furan-4,9-dione, 1H-benz[f]indole-4,9-dione, and naphtho[2,3-b]thiophene-4,9-dione was developed. This method employed Sonogashira coupling and tandem addition-elimination/intramolecular cyclization, and it enabled the preparation of versatile heterocycle-fused naphthoquinones from one substrate.View full abstractDownload PDF (618K) Full view HTML -
Jiang Liu, Seikou Nakamura, Yan Zhuang, Masayuki Yoshikawa, Ghazi Moha ...2013 Volume 61 Issue 6 Pages 655-661
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
JOURNAL FREE ACCESS FULL-TEXT HTMLSix dihydroisocoumarin glycosides, florahydrosides I and II, thunberginol G 8-O-β-d-glucopyranoside, thunberginol C 8-O-β-d-glucopyranoside, 4-hydroxythunberginol G 3′-O-β-d-glucopyranoside, and thunberginol D 3′-O-β-d-glucopyranoside, have been isolated from the flowers of Hydrangea macrophylla Seringe var. thunbergii Makino (Saxifragaceae) together with 20 known compounds. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. Among the constituents, acylated quinic acid analog, neochlorogenic acid, was shown to substantially inhibit aldose reductase [IC50=5.6 µm]. In addition, the inhibitory effects on aldose reductase of several caffeoylquinic acid analogs were examined for structure–activity relationship study. As the results, 4,5-O-trans-p-dicaffeoyl-d-quinic acid was found to exhibit a potent inhibitory effect [IC50=0.29 µm].View full abstractDownload PDF (711K) Full view HTML
Notes
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Ik-Soo Lee, Il Soon Kim, Yun Mi Lee, Youngseop Lee, Joo-Hwan Kim, Jin ...2013 Volume 61 Issue 6 Pages 662-665
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
JOURNAL FREE ACCESS FULL-TEXT HTMLA new flavonoid, 2,″4″-O-diacetylquercitrin (1), along with six known flavonoids (2–7) were isolated from the aerial parts of Melastoma sanguineum. The structure of the new flavonoid was established by extensive spectroscopic studies and chemical evidence. The inhibitory effects of isolated compounds (1–7) on advanced glycation end-products (AGEs) formation and rat lens aldose reductase (RLAR) in vitro were examined. Of the tested compounds, compound 1 was the strongest inhibitor of AGEs, with an IC50 of 11.46±0.44 µm. In the RLAR assay, all tested compounds exhibited greater inhibitory effects on RLAR than that of a positive control, 3,3-tetramethyleneglutaric acid (IC50=28.8±1.5 µm); compound 1 exhibited the strongest RLAR-inhibitory activity, with an IC50 of 0.077±0.003 µm.View full abstractDownload PDF (393K) Full view HTML -
Yuki Hitaka, Ai Nakano, Kenji Tsukigawa, Hideyuki Manabe, Hideaki Naka ...2013 Volume 61 Issue 6 Pages 666-669
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
JOURNAL FREE ACCESS FULL-TEXT HTMLSeparation and structural determination of the chloroform-soluble components obtained from the peels of the persimmon (Diospyros kaki Thunb.) were performed. β-Carotene, lycopene, β-cryptoxanthin mono-myristic acid ester, zeaxanthin di-myristic acid ester, the latter two of which were accompanied by a small amount of palmitoleic acid in the fatty acid moiety, and oleanolic acid were identified. Among these components, the mono-fatty acid ester of β-cryptoxanthin and the di-fatty acid ester of zeaxanthin were characterized for the first time.View full abstractDownload PDF (431K) Full view HTML -
Ryuta Inagaki, Masayuki Ninomiya, Kaori Tanaka, Kunitomo Watanabe, Mam ...2013 Volume 61 Issue 6 Pages 670-673
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
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Supplementary materialFuronaphthoquinones are promising skeletons for anticancer drug molecules. In particular, methoxylated furonaphthoquinones are characteristic constituents of Tabebuia plants. In this research, we synthesized the furonaphthoquinones by effective one-pot cascade reactions of 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenides with 3-butyn-2-ol in the presence of palladium and cuprous catalysts via Sonogashira coupling and intramolecular cyclization. Furthermore, we demonstrated that the synthetic furonaphthoquinones showed moderate cytotoxicity against human leukemia U937 and HL-60 cells. Our work highlights the importance of furonaphthoquinones as antileukemic agents.View full abstractDownload PDF (483K) Full view HTML -
Yi-Hua Pei, Ok-Kyoung Kwon, Ji-Seon Lee, Hyuk-Jin Cha, Kyung-Seop Ahn, ...2013 Volume 61 Issue 6 Pages 674-677
Published: June 01, 2013
Released on J-STAGE: June 01, 2013
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Supplementary materialTwo new triterpenes, (1α,3β,8α,9β,10α,13α,14β)-9,10-dimethyl-25,26-dinorolean-5-en-1,3-diol (1) and (1α,3β,6β)-olean-12-en-1,3,6-triol (2) were isolated from the leaves of Aleurites fordii, together with five known triterpenes. The structures of isolates were established by one dimensional (1D)- and 2D-NMR spectroscopic data along with MS analysis. Of the isolated compounds, 1, 2 and 4 (daturadiol) displayed moderate cytotoxicities against two or more human cancer cell lines in HepG2 (hepatocellular carcinoma), SK-OV-3 (ovarian carcinoma), A-549 (lung carcinoma) and SNU-1 (gastric carcinoma).View full abstractDownload PDF (370K) Full view HTML
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