Subscribe to RSS
DOI: 10.1055/s-2000-8647
New Lanostanoids from Ganoderma lucidum that Induce NAD(P)H:Qui-none Oxidoreductase in Cultured Hepalclc7 Murine Hepatoma Cells
Publication History
Publication Date:
31 December 2000 (online)
Abstract
Two new lanostanoids were isolated from the basidiocarp of Ganoderma lucidum and were identified as 26,27-dihydroxy-5α-lanosta-7,9(11),24-triene-3,22-dione (1) and 26-hydroxy-5α-lanosta-7,9(11),24-triene-3,22-dione (2) by their respective spectral data. Crude extracts and the isolated compounds were tested for their potential to induce NAD(P)H:quinone oxidoreductase (QR), a phase 2 drug-metabolizing enzyme, as an approach to detect potential cancer chemopreventive activity. Compound 2 doubled the specific activity of QR at a concentration of 3.0 μg/ml, whereas compound 1 was significantly less active (1.7-fold induction at 20 μg/ml). In addition, both compounds weakly inhibited sheep vesicle cyclooxygenase 1 activity at a test concentration of 40 μg/ml.
References
- 1 Jong S C,, Birmingham J M.. Medicinal benefits of the mushroom Ganoderma. . Advances in Applied Microbiology. 1992;; 37 101-34
- 2 Hyun J W,, Choi E C,, Kim B K.. Studies on constituents of higher fungi of Korea (LXVII). Antitumour components of the basidiocarp of Ganoderma lucidum. . Korean Journal of Mycology. 1990;; 18 58-69
- 3 Kim B K,, Cho H Y,, Kim J S,, Kim H W,, Choi E C.. Studies on constituents of higher fungi of Korea (LXVIII). Antitumor components of the cultured mycelia of Ganoderma lucidum. . Korean Journal of Pharmacognosy. 1993;; 24 203-12
- 4 Lin C N,, Tome W P.. Novel cytotoxic principles of Formosan Ganoderma lucidum. . Journal of Natural Products. 1991;; 54 998-1002
- 5 Toth O,, Luu B,, Ourisson G.. Les acides ganodériques T à Z: triterpènes cytotoxiques de Ganoderma lucidum (Polyporaceae). Tetrahedron Letters. 1983;; 24 1081-4
- 6 Jacobs H,, Singh T,, Reynolds W F,, McLean S.. Isolation and 13C-NMR assignments of cucurbitacins from Cayaponia angustiloba, Cayaponia racemosa, and Gurania subumbellata. Journal of Natural Products. 1990;; 53 1600-5
- 7 Kubota T,, Asaka Y,, Miura I,, Mori H.. Structures of ganoderic acid A and B, two new lanostane type bitter triterpenes from Ganoderma lucidum (Fr) Karst. Helvetica chimica Acta. 1982;; 65 611-9
- 8 Nishitoba T,, Sato H,, Kasai T,, Kawagishi H,, Sakamura S.. New bitter C27 and C30 terpenoids from the fungus Ganoderma lucidum (Reishi). Agricultural and Biological Chemistry. 1984;; 48 2905-7; New bitter C27 and C30 terpenoids from the fungus Ganoderma lucidum (Reishi). 1985; 49: 1793 - 8
- 9 Nishitoba T,, Sato H,, Sakamura S.. New terpenoids from Ganoderma lucidum and their bitterness. Agricultural and Biological Chemistry. 1985;; 49 1547-9; New terpenoids, ganoderic acid J and ganolucidic acid C, from the fungus Ganoderma lucidum. 49: 3637 - 8; New terpenoids, ganolucidic acid D, ganoderic acid L, lucidone C and lucidenic acid G, from the fungus Ganoderma lucidum. 1986; 50: 809 - 11
- 10 Hirotani M,, Furuya T,, Shiro M.. A ganoderic acid derivative, a highly oxygenated lanostane-type triterpenoid from Ganoderma lucidum. . Phytochemistry. 1985;; 24 2055-61
- 11 Kikuchi T,, Matsuda S,, Kadota S,, Murai Y,, Ogita Z.. Ganoderic acid D, E, F, and H and lucidenic acid D, E, and F, new triterpenoids from Ganoderma lucidum. . Chemical and Pharmaceutical Bulletin. 1985;; 33 2624-7
- 12 Kikuchi T,, Matsuda S,, Kadota S,, Ogita Z.. Ganoderic acid G and I and ganolucidic acid A and B, new triterpenoids from Ganoderma lucidum. . Chemical and Pharmaceutical Bulletin. 1985;; 33 2628-31
- 13 Kikuchi T,, Matsuda S,, Kadota S,, Murai Y,, Tsubono K,, Ogita Z.. Constituents of the fungus Ganoderma lucidum (Fr.) Karst. I. Structures of ganoderic acids C2, E, I, and K, lucidenic acid F and related compounds. Chemical and Pharmaceutical Bulletin. 1986;; 34 3695-712
- 14 Kikuchi T,, Matsuda S,, Murai Y,, Kadota S,, Tsubono K,, Ogita Z.. Constituents of the fungus Ganoderma lucidum (Fr) Karst. II. Structures of ganoderic acids F, G, and H, lucidenic acids D2 and E2, and related compounds. Chemical and Pharmaceutical Bulletin. 1986;; 34 4018-29; Constituents of the fungus Ganoderma lucidum (Fr.) Karst. III. Structures of ganolucidic acids A and B, new lanostane-type triterpenoids. 1986; 34: 4030 - 6
- 15 Hirotani M,, Furuya T.. Ganoderic acid derivatives, highly oxygenated lanostane-type triterpenoids, from Ganoderma lucidum. Phytochemistry. 1986;; 25 1189-93
- 16 Nishitoba T,, Sato H,, Sakamura S.. Triterpenoids from the fungus Ganoderma lucidum. . Phytochemistry. 1987;; 26 1777-84
- 17 Shiao M S,, Lin L J,, Yeh S F.. Triterpenes in Ganoderma lucidum. . Phytochemistry. 1988;; 27 2911-4
- 18 Hirotani M,, Ino C,, Furuya T.. Comparative study on the strain-specific triterpenoid components of Ganoderma lucidum. . Phytochemistry. 1993;; 33 379-82
- 19 Prochaska H J,, Santamaria A B.. Direct measurement of NAD(P)H: quinone reductase from cells cultured in microtiter wells: a screening assay for anticarcinogenic enzyme inducers. Analytical Biochemistry. 1988;; 169 328-36
- 20 Talalay P,, Fahey J W,, Holtzclaw W D,, Prestera T,, Zhang Y.. Chemoprotection against cancer by phase 2 enzyme induction. Toxicology Letters. 1995;; 82 - 83 173-9
- 21 Gerhäuser C,, You M,, Liu J,, Moriarty R M,, Hawthorne M,, Mehta R G, et al.. Cancer chemopreventive potential of sulforamate, a novel analogue of sulforaphane that induces phase 2 drug-metabolizing enzymes. Cancer Research. 1997;; 57 272-8
- 22 Prochaska H J,, Talalay P.. Regulatory mechanisms of monofunctional and bifunctional anticarcinogenic enzyme inducers in murine liver. Cancer Research. 1988;; 48 4776-82
Dr. Thi Bang-Tam Ha
Laboratoire de Pharmacognosie Faculté des Sciences Pharmaceutiques
35 chemin des Maraîchers
31062 Toulouse Cedex
France
Email: bvthlv@club-internet.fr.
Phone: 33 562 17 16 46