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Author  |
Su, Z.-Y.; Hwang, L.S.; Kuo, Y.-H.; Shu, C.-H.; Sheen, L.-Y. |
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Title |
Black soybean promotes the formation of active components with antihepatoma activity in the fermentation product of Agaricus blazei |
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Journal Article |
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Year |
2008 |
Publication |
Journal of Agricultural and Food Chemistry |
Abbreviated Journal |
J Agric Food Chem |
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Volume |
56 |
Issue |
20 |
Pages |
9447-9454 |
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Keywords |
Agaricus/chemistry/*metabolism; Antineoplastic Agents/chemistry/*pharmacology; Carcinoma, Hepatocellular/*drug therapy; Cell Line, Tumor; Cell Proliferation/drug effects; Chromatography, High Pressure Liquid; *Fermentation; Humans; Plant Extracts/chemistry/*pharmacology; Soybeans/chemistry/*metabolism |
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Abstract |
The antihepatoma activity and related active components in the fermentation products of Agaricus blazei (AB) cultured in the medium containing soybean (S) or black soybean (BS) were investigated. AB(BS)-pE and AB(S)-pE were the ethanolic extracts from the fermentation products of AB(BS) and AB(S), respectively. According to the IC 50 values, AB(BS)-pE (161.1 and 24.0 microg/mL for Hep 3B and Hep G2 cells, respectively) exhibited stronger cytotoxicities against hepatoma cells than AB(S)-pE (>200 and 99.9 microg/mL for Hep 3B and Hep G2 cells, respectively). AB(BS)-pE was separated by silica gel column chromatography and eluted with n-hexane/ethyl acetate/methanol gradient solvent system into 21 fractions. Fraction 3 [AB(BS)-pE-F3], eluted with n-hexane/ethyl acetate (97:3 and 19:1, v/v), was the most active fraction having inhibitory activity on the proliferation of Hep 3B and Hep G2 cells (IC 50 of 3.6 and 1.9 microg/mL, respectively). Three major compounds, compounds 1- 3, were further isolated from the AB(BS)-pE-F3 fraction by reversed-phase semipreparative high-performance liquid chromatography. Compounds 2 and 3 gave better antihepatoma activity than that of compound 1. The IC 50 values of compounds 2 and 3 were 2.8 and 4.5 microg/mL for Hep 3B cells and 1.4 and 2.0 microg/mL for Hep G2 cells, respectively. The structures of compounds 2 and 3 were identified by UV, IR, electron impact mass spectrometry, and (1)H and (13)C NMR to be blazeispirols A and C, respectively. Blazeispirols A and C existed in the mycelia but not in the broth and were more in AB(BS)-pE (49.9 +/- 8.9 and 14.2 +/- 2.4 mg/g, respectively) than AB(S)-pE (15.9 +/- 1.7 and 3.9 +/- 0.6 mg/g, respectively). Additionally, the result shows that the production of blazeispirols A and C was increased after cultivation in the medium containing black soybean on day 6 and reached the maximum on day 12, and the contents of blazeispirols A and C were negatively correlated with Hep 3B and Hep G2 cell viabilities ( r = -0.84 to -0.93, P < 0.01). It suggests that blazeispirols A and C could be used as biomarkers to produce the fermentation product of A. blazei with antihepatoma activity. |
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Address |
Graduate Institute of Food Science and Technology, National Taiwan University, No. 1, Section 4, Roosevelt Road, 106 Taipei, Taiwan, Republic of China |
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Language |
English |
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Series Volume |
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Edition |
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ISSN |
1520-5118 |
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Notes |
PMID:18808146 |
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Call Number |
refbase @ user @ |
Serial |
20 |
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