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Constituents from the Fruiting Bodies of Ganoderma applanatum and Their Aldose Reductase Inhibitory Activity  

Lee, Sang-Hyun (Department of Applied Plant Science, College of Industrial Science, Chung-Ang University)
Shim, Sang-Hee (Natural Products Research Institute and College of Pharmacy, Seoul National University)
Kim, Ju-Sun (Natural Products Research Institute and College of Pharmacy, Seoul National University)
Kang, Sam-Sik (Natural Products Research Institute and College of Pharmacy, Seoul National University)
Publication Information
Archives of Pharmacal Research / v.29, no.6, 2006 , pp. 479-483 More about this Journal
Abstract
Eight compounds were isolated from the fruiting bodies of Ganoderma applanatum, and were identified as 2-methoxyfatty acids (1), 5-dihydroergosterol (2), ergosterol peroxide (3) $3{\beta},7{\beta},20,23{\zeta}-tetrahydroxy-11,15-dioxolanosta-8-en-26-oic$ acid (4), $7{\beta},20,23{\zeta}-trihydroxy-3,11,15-trioxolanosta-8-en-26-oic$ acid (5), cerevisterol (6), $7{\beta},23{\zeta}-dihydroxy-3,11,15-trioxolanosta-8,20E(22)-dien-26-oic$ acid (7), and $7{\beta}-hydroxy-3,11,15,23-tetraoxolanosta-8,20E(22)-dien-26-oic$ acid methyl ester (8) by spectral analysis. All compounds were isolated for the first time from this fruiting bodies, and their effect on rat lens aldose reductase (RLAR) activity was tested. Among these eight compounds, ergosterol peroxide (3) was found to exhibit potent RLAR inhibition, its $IC_{50}$ value being $15.4\;{\mu}g/mL$.
Keywords
Ganoderma applanatum; Polyporaceae; Ergosterol peroxide; Aldose reductase activity;
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1 Domínguez, X. A., Butruillr, D., Zamudio, A., Reyes, C., and Castillo, J., Ergosterol et L-mannitol dans des champignons parasites. Phytochemistry, 11, 2616 (1972)
2 Haraguchi, H., Ohmi, I., Sakai, S., Fukuda, A., Toihara, Y., Fujimoto, T., Okamura, N., and Yagi, A., Effect of Polygonum hydropiper sulfated flavonoids on lens aldose reductase and related enzymes. J. Nat. Prod., 59, 443-445 (1996)   DOI   ScienceOn
3 Jinming, G., Lin, H., and Jikai, L., A novel sterol from Chinese truffles Tuber indicum. Steroids, 66, 771-775 (2001)   DOI   ScienceOn
4 Lee, H.-S., Rat lens aldose reductase inhibitory activities of Coptis japonica root-derived isoquinoline alkaloids. J. Agric. Food Chem., 50, 7013-7016 (2002)   DOI   ScienceOn
5 Matsuda, H., Murakami, T., Yashiro, K., Yamahara, J., and Yoshikawa, M., Antidiabetic principles of natural medicines. IV. Aldose reductase and alpha-glucosidase inhibitors from the roots of Salacia oblonga Wall. (Celastraceae): structure of a new friedelane-type triterpene, kotalagenin 16-acetate. Chem. Pharm. Bull., 47, 1725-1729 (1999)   DOI   ScienceOn
6 Matsuda, H., Morikawa, T., Toguchida, I., and Yoshikawa, M., Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity. Chem.Pharm. Bull., 50, 788-795 (2002)   DOI   ScienceOn
7 Shimizu, M., Horie, S., Arisawa, M., Hayashi, T., Suzuki, S., Yoshizaki, M., Kawasaki, M., Terashima, S., Tsuji, H., Wada, S., Ueno, H., Morita, N., Berganza L. H., Ferro, E., and Basulado, I., Chemical and pharmaceutical studies on medicinal plants in Paraguay. I. Isolation and identification of lens aldose reductase inhibitor from 'tapecué,' Acanthospermum australe O.K. Chem. Pharm. Bull., 35, 1234-1237 (1987)   DOI   ScienceOn
8 Shin, K. H., Kang, S. S., Kim, H. J., and Shin, S. W., Isolation of an aldose reductase inhibitor from the fruits of Vitex rotundifolia. Phytomedicine, 1, 145-147 (1994)   DOI
9 Ueda, H., Kuroiwa, E., Tachibana, Y., Kawanishi, K., Ayala, F., and Moriyasu, M., Aldose reductase inhibitors from the leaves of Myrciaria dubia (H. B. & K.) McVaugh. Phytomedicine, 11, 652-656 (2004)   DOI   ScienceOn
10 Kawagishi, H., Katsumi, R., Sazawa, T., Mizuno, T., Hagiwara, T., and Nakamura T., Cytotoxic steroids from the mushroom Agaricus blazei. Phytochemistry, 27, 2777-2779 (1988)   DOI   ScienceOn
11 Ming, D., Chilton, J., Fogarty, F., and Towers, G. H. N., Chemical constituents of Ganoderma applanatum of British Columbia forests. Fitoterapia, 73, 147-152 (2002)   DOI   ScienceOn
12 Wright, J. L. C., Minor and trace sterols of Dunaliella tertiolecta. Phytochemistry, 20, 2403-2405 (1981)   DOI   ScienceOn
13 Haraguchi, H., Kanada, M., Fukuda, A., Naruse, K., Okamura, N., and Yagi, A., An inhibitor of aldose reductase and sorbitol accumulation from Anthocepharus chinensis. Planta Med., 64, 68-69 (1998)   DOI   ScienceOn
14 Haraguchi, H., Hayashi, R., Ishizu, T., and Yagi, A., A flavone from Manilkara indica as a specific inhibitor against aldose reductase in vitro. Planta Med. 69, 853-855 (2003)   DOI   ScienceOn
15 Shim, S. H., Ryu, J., Kim, J. S., Kang, S. S., Xu, Y., Jung, S. H., Lee, Y. S., Lee, S., and Shin, K. H., New lanostane-type triterpenoids from Ganoderma applanatum. J. Nat. Prod., 67, 1110-1113 (2004)   DOI   ScienceOn
16 Ishizuka, T., Yaoita, Y., and Kikuchi, M., Sterols from fruit bodies of Grifola frondosa. Nat. Med., 52, 276-278 (1998)
17 Sato, S. and Kador, P. F., Inhibition of aldehyde reductase by aldose reductase inhibitors. Biochem. Pharmacol., 40, 1033- 1042 (1990)   DOI   ScienceOn
18 Yoshikawa, M., Shimada, H., Nishida, N., Li, Y., Toguchida, I., Yamahara, J., and Matsuda, H., Antidiabetic principles of natural medicines. II. Aldose reductase and ${\alpha}$-glucosidase inhibitors from Brazilian natural medicine, the leaves of Myrcia multiflora DC. (Myrtaceae): structures of myrciacitrins I and II and myrciaphenones A and B. Chem. Pharm. Bull., 46, 113-119 (1998)   DOI   ScienceOn
19 Kobayashi, M., Krishna, M. M., and Anjaneyulu, V., Marine sterols. XXIV. Isolation of 24-methylenecholestane-1${\alpha}$,3${\beta}$,5${\alpha}$, 6${\beta}$,16${\beta}$-pentol from Sinularia sp. of soft coral. Chem. Pharm. Bull., 40, 2845-2846 (1992)   DOI
20 Aida, K., Tawata, M., Shindo, H., Onaya, T., Sasaki, H., Yamaguchi, T., Chin, M., and Mitsuhashi, H., Isoliquiritigenin: a new aldose reductase inhibitor from Glycyrrhizae radix. Planta Med., 56, 254-258 (1990)   DOI   ScienceOn
21 Kim, H. W. and Kim, B. K., Biomedicinal triterpenoids of Ganoderma lucidum (Curt.: Fr.) P. Karst (Aphyllophoromycetideae). Int. J. Med. Mushr., 1, 121-138 (1999)   DOI
22 Lee, S., Shim, S. H., Kim, J. S., Shin, K. H., and Kang, S. S., Aldose reductase inhibitors from the fruiting bodies of Ganoderma applanatum. Biol. Pharm. Bull., 28, 1103-1105 (2005)   DOI   ScienceOn
23 Yoshikawa, K., Nishimura, N., Bando, S., Arihara, S., Matsumura, E., and Katayama, S., New lanostanoids, elfvingic acids A-H, from the fruit body of Elfvingia applanata. J. Nat. Prod., 65, 548-552 (2002)   DOI   ScienceOn
24 Hayman, S. and Kinoshita, J. H., Isolation and properties of lens aldose reductase. J. Biol. Chem., 240, 877-882 (1965)