Triterpene Acids from <i>Poria cocos</i> and Their Anti-Tumor-Promoting Effects

Akihisa, Toshihiro; Nakamura, Yuji; Tokuda, Harukuni; Uchiyama, Emiko; Suzuki, Takashi; Kimura, Yumiko; Uchikura, Kazuo; Nishino, Hoyoku

doi:10.1021/np0780001

“…289 One lanostane peroxide 5α,8α-peroxydehydrotumulosic acid 495 was isolated from the epidermis of the sclerotia of Poria coco. 290 Additional two compounds of this type, inoterpenes C 496 and E 497, were discovered from the sclerotia of Inonotus obliquus. 291 The leaves of Melaleuca ericifolia was the source for two antiproliferative norlupane triterpenes 498 and 499.…”

Section: Triterpenesmentioning

confidence: 99%

Peroxy natural products

Liu

¹

,

Liu

²

2013

Nat. Prod. Bioprospect.

View full text Add to dashboard Cite

show abstract

“…8-10) Likewise, lanostane-type triterpenes from alcoholic extracts were shown to possess certain anti-cancer properties, including inhibition of DNA polymerases, 4,11) inhibition of tumor cell growth induced by TPA (12-O-tetradecanoylphorbol-13-acetate), 2,12,13) and inhibition of DNA topoisomerase II.…”

Section: Notesmentioning

confidence: 99%

“…2,3,14) Recently, we have shown that pachymic acid (1), a lanostane-type triterpene found in P. cocos alcoholic extract, is effective in preventing the growth of both androgenresponsive and -insensitive prostate cancer cells by inducing apoptosis in a dose-and time-dependent fashion.…”

Section: Notesmentioning

confidence: 99%

“…

NotesPoria cocos (P. cocos), which is also known as Fu Ling, is often used in Chinese traditional medicine for its diuretic and sedative effects.1) Compounds with anti-cancer properties have been isolated from both the aqueous and alcoholic extracts of P. cocos in various studies.2-7) Polysaccharides from aqueous extracts have also been shown to exhibit various anti-tumor and cytotoxic effects against certain cancer cell lines.8-10) Likewise, lanostane-type triterpenes from alcoholic extracts were shown to possess certain anti-cancer properties, including inhibition of DNA polymerases, 4,11) inhibition of tumor cell growth induced by TPA (12-O-tetradecanoylphorbol-13-acetate), 2,12,13) and inhibition of DNA topoisomerase II.4) Cytotoxicity of lanostane-type triterpenes against certain human cancer cell lines have also been reported. 2,3,14) Recently, we have shown that pachymic acid (1), a lanostane-type triterpene found in P. cocos alcoholic extract, is effective in preventing the growth of both androgenresponsive and -insensitive prostate cancer cells by inducing apoptosis in a dose-and time-dependent fashion.

5) This finding, together with the observation that various lanostane-type triterpenes have been isolated from this plant, have motivated us to conduct further research on P. cocos to identify other pachymic acid-like compounds with equal or greater cytotoxicity.

…”

mentioning

confidence: 99%

“…2,3,14) Recently, we have shown that pachymic acid (1), a lanostane-type triterpene found in P. cocos alcoholic extract, is effective in preventing the growth of both androgenresponsive and -insensitive prostate cancer cells by inducing apoptosis in a dose-and time-dependent fashion.5) This finding, together with the observation that various lanostane-type triterpenes have been isolated from this plant, have motivated us to conduct further research on P. cocos to identify other pachymic acid-like compounds with equal or greater cytotoxicity. We report here the isolation and characterization of one novel and eight known lanostane-type triterpenes from the sclerotia of P. cocos, and the cytotoxic and antioxidant activity of these triterpenes.…”

mentioning

confidence: 99%

See 2 more Smart Citations

Cytotoxic and Anti-oxidant Activities of Lanostane-Type Triterpenes Isolated from Poria cocos

Zhou

¹

,

Yao-chun

²

,

Gapter

³

et al. 2008

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

NotesPoria cocos (P. cocos), which is also known as Fu Ling, is often used in Chinese traditional medicine for its diuretic and sedative effects.1) Compounds with anti-cancer properties have been isolated from both the aqueous and alcoholic extracts of P. cocos in various studies.2-7) Polysaccharides from aqueous extracts have also been shown to exhibit various anti-tumor and cytotoxic effects against certain cancer cell lines.8-10) Likewise, lanostane-type triterpenes from alcoholic extracts were shown to possess certain anti-cancer properties, including inhibition of DNA polymerases, 4,11) inhibition of tumor cell growth induced by TPA (12-O-tetradecanoylphorbol-13-acetate), 2,12,13) and inhibition of DNA topoisomerase II.4) Cytotoxicity of lanostane-type triterpenes against certain human cancer cell lines have also been reported. 2,3,14) Recently, we have shown that pachymic acid (1), a lanostane-type triterpene found in P. cocos alcoholic extract, is effective in preventing the growth of both androgenresponsive and -insensitive prostate cancer cells by inducing apoptosis in a dose-and time-dependent fashion.5) This finding, together with the observation that various lanostane-type triterpenes have been isolated from this plant, have motivated us to conduct further research on P. cocos to identify other pachymic acid-like compounds with equal or greater cytotoxicity. We report here the isolation and characterization of one novel and eight known lanostane-type triterpenes from the sclerotia of P. cocos, and the cytotoxic and antioxidant activity of these triterpenes. Results and DiscussionTo isolate compounds from P. cocos, dry sclerotia of P. cocos were crushed and extracted using 95% ethanol at 60°C under reflux. Subsequently, the alcoholic extracts were dried and fractionated using flash column chromatography. In all, four fractions, PC A-D, were obtained and evaluated for their cytotoxic activity against DU145 and A549 cells. Of these fractions, PCB gave the best response, which, at 37 mg/ml, caused cell viability of DU145 and A549 to decrease to 67.7% and 44%, respectively, after 72 h treatment (data not shown to conserve space). This was followed by PCC, which had slightly lower cytotoxicity against DU145 growth (84.7% vs. 67.7% growth inhibition at 37 mg/ml over a 72 h treatment period) relative to PCB but similar inhibiting activity as PCB on A549 cells (data not shown). PCB and PCC were then subjected to repeated column chromatography to isolate pure compounds. In all, nine lanostane-type triterpenes, including pachymic acid (1), 15) dehydropachymic acid (2), 15) 3-acetyloxy-16a-hydroxytrametenolic acid (3), 16) polyporenic acid C (4), 4) 3-epi-dehydropachymic acid (5), 16) 3-epi-dehydrotumulosic acid (6), 3,17) tumulosic acid (7), 29-hydroxypolyporenic acid C (8), and dehydrotumulosic acid (9) 17) were isolated and identified. Identification of known compounds was conducted by comparison of their physical and spectroscopic data ( 1 H-, 13 C-NMR and MS) with the corresponding compounds reported in the...

show abstract