New anti-inflammatory aromatic components from Antrodia camphorata

International Journal of Molecular Sciences

Volumn 14, Issue 3, 2013, Pages 4629-4639

  Chen, Yu Chang ^a   Chiu, His Lin ^a   Chao, Che Yi ^b   Lin, Wen Hsin ^a   Chao, Louis Kuoping ^a   Huang, Guan Jhong ^a   Kuo, Yueh Hsiung ^a  

^a CHINA MEDICAL UNIVERSITY   (Taiwan)

^b ASIA UNIVERSITY   (Taiwan)

Author keywords

Anti inflammatory; Antrodia camphorata; Benzenoid; Polyporaceae

Indexed keywords

2 HYDROXY 4,4' DIMETHOXY 3.3' DIMETHYL 5.6.5',6' BIMETHYLENEDIOXYBIPHENYL; 2,3 METHYLENEDIOXY 4 METHOXY 5 METHYLPHENOL; 2,3,6 TRIMETHOXY 5 METHYLPHENOL; 3 ISOPROPENYL 2 METHOXY 6 METHYL 4,5 METHYLENEDIOXYPHENOL; 4,4' DIHYDROXY 3,3' DIMETHOXY 2,2' DIMETHYL 5,6,5',6' BIMETHYLENEDIOXYBIPHENYL; ANTIINFLAMMATORY AGENT; AROMATIC COMPOUND; INDOMETACIN; NITRIC ACID; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; ANTRODIA CAMPHORATA; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CELL VIABILITY; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG DETERMINATION; DRUG ISOLATION; DRUG POTENCY; DRUG STRUCTURE; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; IC 50; INFRARED RADIATION; MOUSE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 84875077777     PISSN: 16616596     EISSN: 14220067     Source Type: Journal    
DOI: 10.3390/ijms14034629     Document Type: Article

References (33)

1. Tsai, Z.T.; Liaw, S.L. The Use and the Effect of Ganoderma; Sang-Yun Press: Taichung, Taiwan, 1982; p. 116.
2. Shen, Y.C.; Chou, C.J.; Wang, Y.H.; Chen, C.F.; Chou, Y.C.; Lu, M.K. Anti-inflammatory activity of the extracts from mycelia of Antrodia camphorata cultured with water-soluble fractions from five different Cinnamomum species. FEMS Microbiol. Lett. 2004, 231, 137-143.
3. Shen, Y.C.; Wang, Y.H.; Chou, Y.C.; Chen, C.F.; Lin, L.C.; Chang, T.T.; Tien, J.H.; Chou, C.J. Evaluation of the anti-inflammatory activity of zhankuic acids isolated from the fruiting bodies of Antrodia camphorata. Planta Med. 2004, 70, 310-314.
4. Cheng, J.J.; Yang, C.J.; Cheng, C.H.; Wang, Y.T.; Huang, N.K.; Lu, M.K. Characterization and functional study of Antrodia camphorata lipopolysaccharide. J. Agric. Food Chem. 2005, 53, 469-474.
5. Chen, J.J.; Lin, W.J.; Liao, C.H.; Shieh, P.C. Anti-inflammatory benzenoids from Antrodia camphorata. J. Nat. Prod. 2007, 70, 989-992.
6. Chien, S.C.; Chen, M.L.; Kuo, H.T.; Tsai, Y.C.; Lin, B.F.; Kuo, Y.H. Anti-inflammatory activities of new succinic and maleic derivatives from the fruiting body of Antrodia camphorata. J. Agric. Food Chem. 2008, 56, 7017-7022.
7. Yang, S.S.; Wang, G.J.; Wang, S.Y.; Lin, Y.Y.; Kuo, Y.H.; Lee, T.H. New constituents with iNOS inhibitory activity from mycelium of Antrodia camphorata. Planta Med. 2009, 75, 512-516.
8. Wu, S.J.; Leu, Y.L.; Chen, C.H.; Chao, C.H.; Shen, D.Y.; Chan, H.H.; Lee, E.J.; Wu, T.S.; Wang, Y.H.; Shen, Y.C.; et al. Camphoratins A-J, potent cytotoxic and anti-inflammatory triterpenoids from the fruiting body of Taiwanofungus camphoratus. J. Nat. Prod. 2010, 73, 1756-1762.
9. Huang, G.J.; Huang, S.S.; Lin, S.S.; Shao, Y.Y.; Chen, C.C.; Hou, W.C.; Kuo, Y.H. Analgesic effects and the mechanisms of anti-inflammation of ergostatrien-3β-ol from Antrodia camphorata submerged whole broth in mice J. Agric. Food Chem. 2010, 58, 7445-7452.
10. Chen, Y.C.; Liu, Y.L.; Li, F.Y.; Chang, C.I.; Wang, S.Y.; Lee, K.Y.; Li, S.L.; Chen, Y.P.; Jinn, T.R.; Tzen, J.T.C. Antcin A, a steroid-like compound from Antrodia camphorata, exerts anti-inflammatory effect via mimicking glucocorticoids. Acta Pharmacol. Sin. 2011, 32, 904-911.
11. +-ATPase by antcins, unique steroid-like compounds in Antrodia camphorate. Am. J. Chin. Med. 2012, 40, 953-965.
12. Huang, G.J.; Deng, J.S.; Huang, S.S.; Shao, Y.Y.; Chen, C.C.; Kuo, Y.H. Protective effect of antrosterol from Antrodia camphorata submerged whole broth against carbon tetrachloride-induced acute liver injury in mice. Food Chem. 2012, 132, 709-716.
13. Shen, Y.C.; Chen, C.F.; Wang, Y.H.; Chang, T.T.; Chou, C.J. Evaluation of the immuno-modulating activity of some active principles isolated from the fruiting bodies of Antrodia camphorata. Chin. Pharm. J. 2003, 55, 313-318.
14. Geethangili, M.; Fang, S.H.; Lai, C.H.; Rao, Y.K.; Lien, H.M.; Tzeng, Y.M. Inhibitory effect of Antrodia camphorata constituents on the Helicobacter pylori-associated gastric inflammation. Food Chem. 2010, 119, 149-153.
15. Chen, C.C.; Shiao, Y.J.; Lin, R.D.; Shao, Y.Y.; Lai, M.N.; Lin, C.C.; Ng, L.T.; Kuo, Y.H. Neuroprotective diterpenes from the fruiting body of Antrodia camphorata. J. Nat. Prod. 2006, 69, 689-691.
16. Lee, I.H.; Huang, R.L.; Chen, C.T.; Chen, H.C.; Hsu, W.C.; Lu, M.K. Antrodia camphorate polysaccharides exhibit anti-hepatitis B virus effects. FEMS Microbiol. Lett. 2002, 209, 63-67.
17. Huang, R.L.; Huang, Q.; Chen, C.F.; Chang, T.T.; Chou, C.J. Anti-viral effects of active compounds from Antrodia camphorata on wild-type and lamivudine-resistant mutant HBV. Chin. Pharm. J. 2003, 55, 371-379.
18. Nakamura, N.; Hirakawa, A.; Gao, J.J.; Kakuda, H.; Shiro, M.; Komatsu, Y.; Sheu, C.C.; Hattori, M. Five new maleic and succinic acid derivatives from the mycelium of Antrodia camphorata and their cytotoxic effects on LLC tumor cell line J. Nat. Prod. 2004, 67, 46-48.
19. Liu, J.J.; Huang, T.S.; Hsu, M.L.; Chen, C.C.; Lin, W.S.; Lu, F.J.; Chang, W.H. Antitumor effects of the partially purified polysaccharides from Antrodia camphorata and the mechanism of its action. Toxicol. Appl. Pharmacol. 2004, 201, 186-193.
20. Lee, T.H.; Lee, C.K.; Tsou, W.L.; Liu, S.Y.; Kuo, M.T.; Wen, W.C. A new cytotoxic agent from solid-state fermented mycelium of Antrodia camphorata. Planta Med. 2007, 73, 1412-1415.
21. Yeh, C.T.; Rao, Y.K.; Yao, C.J.; Yeh, C.F.; Li, C.H.; Chuang, S.E.; Luong, J.H.; Lai, G.M.; Tzeng, Y.M. Cytotoxic triterpenes from Antrodia camphorata and their mode of action in HT-29 human colon cancer cells. Cancer Lett. 2009, 285, 73-79.
22. Deng, J.Y.; Chen, S.J.; Jow, G.M.; Hsueh, C.W.; Jeng, C.J. Dehydroeburicoic acid induces calcium and calpain-dependent necrosis in human U87MG glioblastomas. Chem. Res. Toxicol. 2009, 22, 1817-1826.
23. Tsai, W.C.; Rao, Y.K.; Lin, S.S.; Chou, M.Y.; Shen, Y.T.; Wu, C.H.; Geethangili, M.; Yang, C.C.; Tzeng, Y.M. Methylantcinate A induces tumor specific growth inhibition in oral cancer cells via Bax-mediated mitochondrial apoptotic pathway. Bioorg. Med. Chem. Lett. 2010, 20, 6145-1648.
24. Hsieh, Y.C.; Rao, Y.K.; Wu, C.C.; Huang, C.Y.F.; Geethangili, M.; Hsu, S.L.; Tzeng, Y.M. Methyl antcinate A from Antrodia camphorata induces apoptosis in human liver cancer cells through oxidant-mediated cofilin and Bax-triggered mitochondrial pathway. Chem. Res. Toxicol. 2010, 23, 1256-1267.
25. Shi, L.S.; Chao, C.H.; Shen, D.Y.; Chan, H.H.; Chen, C.H.; Liao, Y.R.; Wu, S.J.; Leu, Y.L.; Shen, Y.C.; Kuo, Y.H.; et al. Biologically active constituents from the fruiting body of Taiwanofungus camphoratus. Bioorg. Med. Chem. 2011, 19, 677-683.
26. Hsieh, Y.C.; Rao, Y.K.; Whang-Peng, J.; Huang, C.Y.F.; Shyue, S.K.; Hsu, S.L.; Tzeng, Y.M. Antcin B and its ester derivative from Antrodia camphorata induce apoptosis in hepatocellular carcinoma cells involves enhancing oxidative stress coincident with activation of intrinsic and extrinsic apoptotic pathway. J. Agric. Food Chem. 2011, 59, 10943-10954.
27. Yu, C.C.; Chiang, P.C.; Lu, P.H.; Kuo, M.T.; Wen, W.C.; Chen, P.; Guh, J.H. Antroquinonol, a natural ubiquinone derivative, induces a cross talk between apoptosis, autophagy and senescence in human pancreatic carcinoma cells. J. Nutr. Biochem. 2012, 23, 900-907.
28. Tu, S.H.; Wu, C.H.; Chen, L.C.; Huang, C.S.; Chang, H.W.; Chang, C.H.; Lien, H.M.; Ho, Y.S. In vivo antitumor effects of 4,7-dimethoxy-5-methyl-1,3-benzodioxole isolated from the fruiting body of Antrodia camphorata through activation of the p53-mediated p27/Kip1 signaling pathway. J. Agric. Food Chem. 2012, 60, 3612-3618.
29. Lee, Y.P.; Tsai, W.C.; Ko, C.J.; Rao, Y.K.; Yang, C.R.; Chen, D.R.; Yang, M.H.; Yang, C.C.; Tzeng, Y.M. Anticancer effects of eleven triterpenoids derived from Antrodia camphorata. Anticancer Res. 2012, 32, 2727-2734.
30. Lin, T.Y.; Chien, S.C.; Kuo, Y.H.; Wang, S.Y. Distinguishing between R-and S-antcin C and their cytotoxicity. Nat. Prod. Commun. 2012, 7, 835-836.
31. Huang, H.C.; Liaw, C.C.; Yang, H.L.; Hseu, Y.C.; Kuo, H.T.; Tsai, Y.C.; Chien, S.C.; Amagaya, S.; Chen, Y.C.; Kuo, Y.H. Lanostane triterpenoids and sterols from Antrodia camphorata. Phytochemistry 2012, 84, 177-183.
32. Silverstein, R.M.; Webster, F.X.; Kiemle, D.J. Spectrometric Identification of Organic Compounds, 7th ed.; John Wiley & Sons, Inc.: Hoboken, NJ, USA, 2005; p. 223.
33. Chiu, H.L.; Wu, J.H.; Tung, Y.T.; Lee, T.H.; Chien, S.C.; Kuo, Y.H. Triterpenoids and aromatics from Derris laxiflora. J. Nat. Prod. 2008, 71, 1829-1832.