Browse > Article

Steroids and Triterpenoid from the Fruit Bodies of Ganoderma lucidum and Their Cytotoxic Activity  

Lee, Joon-Seok (College of Pharmacy, Catholic University of Daegu)
Lee, Mi-Kyoung (College of Pharmacy, Catholic University of Daegu)
Hung, Tran-Manh (College of Pharmacy, Catholic University of Daegu)
Lee, Ik-Soo (College of Pharmacy, Chungnam National University)
Min, Byung-Sun (College of Pharmacy, Catholic University of Daegu)
Bae, Ki-Hwan (College of Pharmacy, Chungnam National University)
Publication Information
Natural Product Sciences / v.15, no.3, 2009 , pp. 173-179 More about this Journal
Abstract
To determine the cytotoxic activity of natural compounds, chromatographic separation of the hexanesoluble fraction from the fruiting body of Ganoderma lucidum led to the isolation of four steroids and one triterpenoid. They were identified as ergosterol peroxide (1), stella sterol (2), ergosterol (3), 9(11)-dehydroergostrol peroxide (4), and ganodermanontriol (5) based on spectroscopic evidence and physicochemical properties. These compounds were examined for their cytotoxic activity against HL-60, MCF-7, and LLC cancer cell lines. Ganodermanontriol (5) showed cytotoxic activity with IC$_{50}$ values of 24.8 and 22.9 $\mu$g/mL against HL-60 and MCF-7 cancer cell lines, respectively, whereas compounds 1 - 4 were inactive.
Keywords
Ganoderma lucidum; Polyporaceae; Ganoderic acid Sz; Lanostadiene triterpene; Cytotoxic activity;
Citations & Related Records

Times Cited By SCOPUS : 2
연도 인용수 순위
  • Reference
1 Hu, H.B., Ahn, N.S., Yang, X.L., Lee, Y.S., and Kang, K.S., Ganoderma lucidum extract induces cell cycle arrest and apoptosis in MCF-7 human breast cancer cell. Intl. J. Cancer, 102, 250-253 (2002)   DOI   ScienceOn
2 Joachim, R. and Wilfried, A., Constituents of the fungi Daedalea quercina and Daedaleopsis confragosa var. tricolor. Phytochemistry, 54, 757-762 (2000)   DOI   ScienceOn
3 Kimura, Y., Taniguchi, M., and Baba, K., Antitumor and antimetastatic effects on liver of triterpenoid fractions of Ganoderma lucidum: mechanism of action and isolation of an active substance. Anticancer Res., 22, 3309-3318 (2002)   PUBMED
4 Kubota, T., Asaka, Y., and Miura, H., Structures of ganoderic acid A and B, two new lanostane type bitter triterpenes from Ganoderma lucidum (Fr.) Karst. Helv. Chim. Acta., 65, 611-619 (1982)   DOI
5 Lin, Z.B., Modern Research of Ganoderma lucidum (second ed.). Beijing Medical University Press 219-283 (2001)
6 Lu, H.M., Kyo, E., Uesaka, T., Katoh, O., and Watanabe, H., A watersoluble extract from cultured medium of Ganoderma lucidum (Rei-shi) mycelia suppresses azoxymethane-induction of colon cancers in male F344 rats. Oncol Rep., 10, 375-379 (2003)   PUBMED
7 Min, B.S., Nakamura, N., Miyashiro, H., Bae, K.H., and Hattori, M., Triterpenes from the spores of Ganoderma lucidum and their inhibitory activity againsst HIV-1 Protease. Chem. Pharm. Bull., 46, 1607-1612 (1998)   PUBMED   ScienceOn
8 Thyagarajan, A., Jiang, J., Hopf, A., Adamec, J., and Sliva, D., Inhibition of oxidative stress-induced invasiveness of cancer cells by Ganoderma lucidum is mediated through the suppression of interleukin-8 secretion. Intl. J. Mol. Med., 18, 657-664 (2006)
9 Wang, G., Zhao, J., Liu, J.W., Huang, Y.P., Zhong, J.J., and Tang, W., Enhancement of IL-2 and IFN-gamma expression and NK cells activity involved in the anti-tumor effect of ganoderic acid Me in vivo. Int. Immunopharmacol., 7, 864-870 (2007)   DOI   ScienceOn
10 Canjun, L.I., Ganoderic acid Sz, a new lanostanoid from the mushroom Ganoderma lucidum. Nat. Prod. Res., 19, 461-465(2005)   DOI   ScienceOn
11 Sliva, D., Labarrere, C., Slivova, V., Sedlak, M., Lloyd, F.P.Jr., and Ho, N.W., Ganoderma lucidum suppresses motility of highly invasive breast and prostate cancer cells. Biochem. Biophys. Res. Commun., 298, 603-612 (2002)   DOI   ScienceOn
12 Rubinstein, L.J. and Goad, A.D., The 220 MHz NMR spectrum of phytosterols. Phytochemistry, 15, 195-200 (1976)   DOI   ScienceOn
13 Lu, Q.Y., Jin, Y.S., Zhang, Q., Zhang, Z., Heber, D., and Go, V.L., Ganoderma lucidum extracts inhibit growth and induce actin polymerization in bladder cancer cells in vitro. Cancer Lett., 216, 9-20 (2004)   DOI   ScienceOn
14 Fujita, A., Arisawa, M., Saga, M., Hayashi, T., and Morita, N., Two lanostanoids from Ganoderma lucidum. J. Nat. Prod., 49, 1122-1125 (1986)   DOI
15 Wu, Q.P., Xie, Y.Z., Li, S.Z, La Pierre, D.P., Deng, Z., and Chen, Q., Tumor cell adhesion and integrin expression affected by Ganoderma lucidum. Enzyme Microb. Tech., 40, 32-4126 (2006)   DOI   ScienceOn
16 Kobori, M., Yoshida, M., Ohnishi-Kameyama, M., Takei, T., and Shinmoto, H., $5\alpha,8\alpha$-Epidioxy-22E-ergosta-6,9(11),22-trien-$3\beta$-ol from an edible mushroom suppresses growth of HL60 Leukemia and HT29 colon adenocarcinoma cells. Biol. Pharm. Bull., 29, 755-759 (2006)   DOI   ScienceOn
17 Wasser, S.P. and Weis, A.L., Medicinal properties of substances occurring in higher Basidiomycete mushrooms: current perspective (review). Int. J. Med. Mush., 1, 31-62 (1999)   DOI
18 Arisawa, M., Fujita, A., Gaga, M., Fukumura, H., Hayashi, T., Shimizu, M., and Motita, N., Three new lanostanoids from Ganoderma lucidum. J. Nat. Prod., 49, 621 (1986)   DOI   PUBMED
19 Cheung, W.M., Hui, W.S., Chu, P.W., Chiu, S.W., and Ip, N.Y., Ganoderma extract activates MAP kinases and induces the neuronal differentiation of rat pheochromocytoma PC12 cells. FEBS Letters, 486, 291-296 (2000)   DOI   ScienceOn
20 Miyazaki, T. and Nishijima, M., Studies on fungal polysaccharides. XXVII. Structural examination of a water-soluble, antitumor polysaccharide of Ganoderma lucidum. Chem. Pharm. Bull., 29, 3611-3616 (1981)   PUBMED   ScienceOn
21 Jeffrey, L. and Wright, C., Minor and trace sterols of Dunaliella tertiolecta. Phytochemistry, 20, 2403-2405 (1981)   DOI   ScienceOn
22 Mosmann, T.J., Rapid colorimetric assay for cellular growth and survival application to proliferation and cytotoxicicity assays. J. Immunol. Methods, 65, 55-63 (1983)   DOI   ScienceOn
23 Kubo, M., Matsuda, H., Nogami, M., Arichi, S., and Takahashi, T., Ganoderma lucidum Effects on disseminated intravascular coagulation. Immunol. Invest., 32, 201-215 (2003)   DOI   ScienceOn
24 Lin, Z.B., Zhou, J.H., Recent Advances in Chinese Herbal Drugs-Actions and Uses. Scientific Publishing House 133-140 (1991)
25 Wang, S.Y., Hsu, M.L., and Hsu, H.C., The anti-tumor effect of Ganoderma lucidum is mediated by cytokines released from activated macrophages and T lymphocytes. Int. J. Cancer, 70, 699-705 (1997)   DOI   ScienceOn
26 Gao, Y., Zhou, S., Liang, W., and Huang, M., Effects of ganopoly (a Ganoderma lucidum polysaccharide extract) on the immune functions in advanced-stage cancer patients. Immunol. Invest., 32, 201 (2003)   DOI   ScienceOn
27 Chen, N.H., Liu, J.Z., and Zhong, J.J. Ganoderic acid Me inhibits tumor invasion through down-regulating matrix metalloproteinases 2/9 gene expression. J. Pharmacol. Sci., 108, 212-216 (2008)   DOI   ScienceOn