New biologically active metabolites from Chinese higher fungi

Current Organic Chemistry

Volumn 10, Issue 8, 2006, Pages 849-871

  Gao, Jin Ming ^a,b,c  

^a NORTHWEST A F UNIVERSITY   (China)

^b State Key Laboratory of Phytochemistry and Plant Resources in West China   (China)

^c National Engineering Research Center for Phytochemistry in West China   (China)

Author keywords

Angiogenesis inhibitors; Bioassay guided fractionation; Ganoderma lucidum; Ganodermanondiol; Phytopathogenic fungi; Sesquiterpenes; Sphingolipids; Triterpene

Indexed keywords

BIOASSAY; LIPIDS; METABOLITES;

ACTIVE METABOLITES; ANGIOGENESIS INHIBITORS; BIOASSAY-GUIDED FRACTIONATION; CHEMICAL CONSTITUENTS; GANODERMA LUCIDUM; GANODERMANONDIOL; PHYTOPATHOGENIC FUNGI; SESQUITERPENES; SPHINGOLIPIDS; TRITERPENES;

FUNGI;

BETA GLUCOSIDASE; CONCANAVALIN A; DITERPENE; ERGOSTEROL; FUSCOPORIANOL A; FUSCOPORIANOL B; FUSCOPORIANOL C; GANODERIC ACID A; GANODERIC ALDEHYDE A; GANODERIOL F; GANODERMANONDIOL; GANOLUCIDIC ACID A; LUCIDENIC ACID N; LUCIDUMOL A; LUCIDUMOL B; MORELORIOL; NATURAL PRODUCT; PERYLENE; PIPERAZINEDIONE; PROTEIN FARNESYLTRANSFERASE; QUINOLONE DERIVATIVE; RESENONOLACTONE; SESQUITERPENOID; SPHINGOLIPID; STEROID; TERPENOID DERIVATIVE; TERPHENYL DERIVATIVE; TRITERPENOID; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; APOPTOSIS; ASCOMYCETES; BASIDIOMYCETES; CANCER INHIBITION; CHINA; CHINESE MEDICINE; CONCENTRATION RESPONSE; DRUG DETERMINATION; DRUG INDICATION; DRUG ISOLATION; DRUG MECHANISM; DRUG STRUCTURE; ENZYME INHIBITION; FUNGAL STRAIN; GANODERMA LUCIDUM; HUMAN; LIVER CELL CARCINOMA; LIVER PROTECTION; MUSHROOM; NEUROLOGIC DISEASE; NONHUMAN; REVIEW;

EID: 33646512659     PISSN: 13852728     EISSN: None     Source Type: Journal    
DOI: 10.2174/138527206776894393     Document Type: Review

References (120)

1. Sauter, H.; Steglich, W.; Anke, T. Angrew. Chem., Int. Ed. Engl., 1999, 38, 1328.
2. Shu, Y.-Z. J. Nat. Prod., 1998, 61, 1053.
3. Popsavin, V.; Beric, O.; Popsavin, M.; Radic, L.; Csanádi J.; Cirin-Novta, V. Tetrahedron, 2000, 56, 5929.
4. Liu, J.-K. Heterocycles, 2002, 57, 157.
5. Min, B.S.; Gao, J.J.; Nakamura, N.; Hattori, M. Chem. Pharm. Bull., 2000, 48,1026.
6. Lee, S.K.; Park, S.Y.; Oh, J.W.; Yang, C.H. Planta Med., 1998, 64, 303.
7. Kim, D.H.; Shin, S.B.; Kim, N.J. Jang, I.S. Biol. Pharm. Bull., 1999, 22, 162.
8. Lin, S.B.; Li, C.H.; Lee, S.S.; Kan, L.S. Life Sci., 2003, 72, 2381.
9. Koyama, K.; Imaizumi, T.; Akiba, M.; Kinoshita, K.; Takahashi, K.; Suzuki, A.; Yano, S.; Horie, S.; Watanabe, K.; Naoi, Y. Planta Med., 1997, 63, 224.
10. Ma, J.; Ye, Q.; Hua, Y.; Zhang, D.; Cooper, R.; Chang, M.N.; Chang, J.Y.; Sun, H.H. J. Nat. Prod., 2002, 65, 72.
11. Min, B.S.; Nakamura, N.; Miyashiro, H.; Bae, K.W.; Hattori, M. Chem. Pharm. Bull., 1998, 46, 1607.
12. Gao, J.J.; Min, B.S.; Ahn, E.M.; Nakamura, N.; Lee, H.K. Chem. Pharm. Bull., 2002, 50, 837.
13. Wu, T.-S.; Shi, L.-S.; Kuo, S.-C. J. Nat. Prod., 2001, 64, 1121.
14. Lin, C.-N.; Tome, W.-P.; Won, S.-J. Phytochemistry, 1990, 29, 673.
15. Wang, F.S.; Cai, H.; Yang, J.S.; Zhang, Y.M.; Hou, C.Y.; Liu, J.Q.; Zhao, M.J. Acta Pharm. Sin., 1997, 32, 447.
16. Luo, J.; Zhao, Y.Y.; Li, Z.B. J. Asian Nat. Prod. Res., 2002, 4, 129.
17. Lin, C.N.; Tome, W.P.; Won, S.J. J. Nat. Prod., 1991, 54, 998.
18. Wang, F.S.; Cai, H.; Yang, J.S.; Zhang, Y.M.; Zhao, Y.J. Acta Pharm. Sin., 1996, 31, 200.
19. Su, C.Y.; Shiao, M.S.; Wang, C.T. Biochem. Pharmacol., 1999, 58, 587.
20. El-Mekkawy, S.; Meselhy, M.R.; Nakamura, N.; Tezuka, Y.; Hattori, M.; Kakiuchi, N.; Shimotohno, K.; Kawahata, T.; Otake, T. Phytochemistry, 1998, 49, 1651.
21. Min, B.S.; Gao, J.J.; Hattori, M.; Lee, H.K.; Kim, Y. H. Planta Med., 2001, 67, 811.
22. Chen, R.Y.; Yu, D.Q. Acta Pharm. Sin., 1991, 26, 430.
23. Chen, R.Y.; Yu, D.Q. Acta Pharm. Sin., 1991, 26, 267.
24. Gan, K.H.; Kuo, S.H.; Lin, C.N. J. Nat. Prod., 1998, 61, 1421.
25. Lin, C.-N.; Fann, Y.-F.; Chung, M.-I. Phytochemistry, 1997, 46, 1143.
26. Su, H.J.; Fann, Y.F.; Chung, M.I.; Won, S.J.; Lin, C.N. J. Nat. Prod., 2000, 63, 514.
27. Gan, K.-H.; Fann, Y.-F.; Hsu, S.-H.; Kuo, K.-W.; Lin, C.-N. J. Nat. Prod., 1998, 61, 485.
28. He, J.; Feng, X.Z.; Lu, Y.; Zhao, B. J. Asian Nat. Prod. Res., 2001, 3, 55.
29. Chen, C.H.; Yang, S.W.; Shen, Y.C. J. Nat. Prod., 1995, 58, 1655.
30. Shen, C.C.; Kuo, Y.C.; Huang, R.L.; Lin, L.C.; Dong, M.J.; Chang, T.T.; Chou, C.J. J. Chin. Med., 2003, 14, 247.
31. Shen, Y.C.; Wang, Y.H.; Chou, Y.C.; Chen, C.F.; Lin, L.C.; Chang, T.T.; Tien, J.H.; Chou, C.J. Planta Med., 2004, 70, 310.
32. Witthaker, R.H. Science, 1969, 163, 150.
33. Vidari, G.; Che, Z.; Garlaschelli, L. Tetrahedron Lett., 1998, 39, 6073.
34. Tan, J.W.; Dong, Z.J.; Dong, Z.H.; Liu, J.K. Helv. Chim. Acta, 2000, 83, 3191.
35. Tan, J.W.; Dong, Z.J.;. Liu, J.K. Z. Naturforsch, 2002, 57c, 963.
36. Wang, H.B.; Yang, G.H.; Wu, S.H.; Wang, S.F.; Li, G.Y.; Xu, W.K.; Meng, L.S.; Li, Z.Y. Acta Pharm. Sin., 1994, 29, 39.
37. Yue, J.-M.; Chen, S.-N.; Lin, Z.-W.; Sun, H.-D. Phytochemistry, 2001, 56, 801.
38. Kawagishi, H.; Katsumi, R.; Sazawa, T.; Mizuno, T.; Hagiwara, T.; Nakamura, T. Phytochemistry, 1988, 27, 2777.
39. Koyama, K.; Akiba, M.; Imaizumi, T.; Kinoshita, K.; Takahashi, K.; Suzuki, A.; Yano, S.; Horie, S.; Watanabe, K. Planta Med., 2002, 68, 284.
40. Bok, J.W.; Lermer, L.; Chilton, J.; Klingeman, H.G.; Towers, G.H.N. Phytochemistry, 1999, 51, 891.
41. Lin, C.-Y.; Ku, F.-M.; Kuo, Y.-C.; Chen, C.-F.; Chen, W.-P.; Chen, A.; Shiao, M.-S. J. Lab. Clin. Med., 1999, 133, 55.
42. Chen, X.M.; Yang, J.S.; Guo, S.X. Acta Pharm. Sin., 2000, 35, 367.
43. Wu, S.H.; Luo, X.D.; Ma, Y.B.; Liu, J.K.; Wu, D.G.; Zhao, B.; Lu, Y.; Zheng, Q.T. J. Nat. Prod., 2000, 63, 534.
44. Qin, X.-D.; Liu, J.-K. J. Nat. Prod., 2004, 67, 2133.
45. Chen, D.-H.; Qiu, D.-C. Chinese Traditional and Herbal Drugs, 1987, 18, 28.
46. Wang, X.-X.; Gao, L.-M.; Zheng, S.-Z. Edible Fungi of China, 1999, 18, 30.
47. Gao, J.M.; Chen, A.L.; Wang, Y.X.; Liu, H.Q. J. Northwest Forestry Univ., 2002, 17, 64.
48. Hashimoto, T.; Asakawa, Y. Heterocycles, 1998, 47, 1067.
49. Abraham, W.-R. Curr. Med. Chem., 2001, 8, 583.
50. Zhang, J.; Feng, X. Z. Phytochemistry, 1997, 46, 157.
51. Zhang, J.; Feng, X. Z. Chin. Chem. Lett., 1996, 7, 1097.
52. Lin, H.; Liu, J.-K. Z. Naturforsch., 2002, 57c, 571.
53. Tan, J.W.; Dong, Z.J.; Hu, L.; Liu, J.K. Helv. Chim. Acta, 2003, 86, 307.
54. Wang, Y.; Yang, S.-P.; Yue, J.-M.; Chow, S.; Kitching, W. Helv. Chim. Acta, 2003, 86, 2424.
55. Kawagishi, H.; Ishiyama, D.; Mori, H.; Sakamoto, H.; Ishiguro, Y.; Furukawa, S.; Li, J.-X. Phytochemistry, 1997, 45, 1203.
56. Gao, J.; Yue, D.C.; Cheng, K.D.; Wang, S.C.; Yu, K.B.; Zheng, Q.T.; Yang, J.S. Acta Pharm. Sin., 1992, 27, 33.
57. Yang, J.S.; Su, Y.L.; Wang, Y.L.; Feng, X.Z.; Yu, D.Q.; Liang, X.T. Acta Pharm. Sin., 1990, 25, 24.
58. Yang, J.S.; Chen, Y.W.; Feng, X.Z.; Yu, D.Q.; Liang, X.T. Planta Med., 1984, 50, 288.
59. Yang, J.S.; Chen, Y.W.; Feng, X.Z.; Yu, D.Q.; He, C.H.; Zheng, Q.T.; Yang, J.; Liang, X.T. Planta Med., 1989, 55, 479.
60. Yang, J.S.; Su, Y.L.; Wang, Y.L.; Feng, X.Z.; Yu, D.Q.; Liang, X.T.; He, C.H.; Zheng, Q.T.; Yang, J.J.; Yang, J. Acta Pharm. Sin., 1990, 25, 353.
61. Yang, J.S.; Su, Y.L.; Wang, Y.L.; Feng, X.Z.; Yu, D.Q.; Liang, X.T. Acta Pharm. Sin., 1991, 26, 117.
62. Yang, J.S.; Chen, Y.W.; Feng, X.Z.; Yu, D.Q.; He, C.H.; Zheng, Q.T.; Yang, J.; Liang, X.T. Planta Med., 1989, 55, 564.
63. Obuchi, T.; Kondoh, H.; Watanabe, N.; Tamai, M.; Omura, S.; Yang, J.S.; Liang, X.T. Planta Med., 1990, 56, 198.
64. Yang, J.S.; Su, Y.L.; Wang, Y.L.; Feng, X.Z.; Yu, D.Q.; Liang, X.T. Planta Med., 1991, 57, 478.
65. Ding, Z.H.; Dong, Z.J.; Liu, J.K. Helv. Chim. Acta, 2001, 84, 259.
66. Yang, W.-M.; Liu, J.-K.; Qing, C.; Liu, Y.-D.; Ding, Z.-H.; Shen, Z.-Q.; Chen, Z.-H. Planta Med., 2003, 69, 715.
67. Qing, C.; Liu, M.-H.; Yangi, W.-M.; Zhang, Y.-L.; Wang, L.; Liu, J.-K. Planta Medica, 2004, 70, 792.
68. Kolter, T.; Sandhoff, K. Angrew. Chem., Int. Ed. Engl., 1999, 38, 1532.
69. Hannun, Y.A.; Bell, R. M. Science, 1989, 243, 500.
70. Tan, R.X.; Chen, J.H. Nat. Prod. Rep., 2003, 20, 509.
71. Gao, J.M.; Dong, Z.J.; Liu, J.K. Lipids, 2001, 36, 175.
72. Gao, J.M.; Yang, X.; Wang, C.Y.; Liu, J.K. Fitoterapia, 2001, 72, 858.
73. Gao, J.-M.; Zhang, A.-L.; Zhang, C.-L.; Liu, J.-K. Helv. Chim. Acta, 2004, 87, 1483.
74. Gao, J.M.; Hu, L.; Dong, Z.J.; Liu, J.K. Lipids, 2001, 36, 521.
75. Gao, J.M.; Shen, J.; Zhang, A.L.; Zhu, W.; Zhang, X.; Liu, J.K. Chin. J. Org. Chem., 2003, 23, 853.
76. Qi, J.; Ojika, M.; Sakagami, Y. Bioorg. Med. Chem., 2001, 9, 2171.
77. Qi, J.; Ojika, M.; Sakagami, Y. Tetrahedron, 2000, 56, 5835.
78. Yue, J.-M.; Fan, C.-Q.; Xu, J.; Sun, H.-D. J. Nat. Prod., 2001, 64, 1246.
79. Tan, J.W.; Dong, Z.J.; Liu, J.K. Lipids, 2003, 38, 81.
80. Liu, J.-K.; Hu, L.; Dong, Z.-J. Lipids, 2003, 38, 669.
81. Zhan, Z.-J.; Sun, H.-D.; Wu, H.-M.; Yue, J.-M. Acta Bot. Sin., 2003, 45, 248.
82. Zhan, Z.J.; Yue, J.M. J. Nat. Prod., 2003, 66, 1013.
83. Liu, J.K.; Tan, J.W.; Dong, Z.J.; Ding, Z.H.; Wang, X.H.; Liu, P.G. Helv. Chim. Acta, 2002, 85, 1439.
84. Gao, J.-M.; Wang, C.-Y.; Zhang, A.-L.; Liu, J.-K. Lipids, 2001, 36, 1365.
85. Wu, H.-M.; Lao, X.-F.; Wang, Q.-W.; Lu, R.-R.; Shen, C.-Y.; Zhang, F.-X.; Liu, M.-F.; Jia, L.-Z. J. Nat. Prod., 1989, 52, 948.
86. Tong, Y.; Zhang, X.; Zhao, W.; Zhang, Y.; Lang, J.; Shi, Y.; Tan, W.; Li, M.; Zhang, Y.; Tong, L.; Lu, H.; Lin, L.; Ding, J. Eur. J. Pharmacol., 2004, 494, 101.
87. Ou, Z.-Z.; Chen, J.-R.; Wang, X.-S.; Zhang, B.-W.; Cao, Y. Chem. Lett., 2001, 838.
88. Liu, W.-Z.; Shen, Y. X.; Liu, X. F.; Chen, Y. T.; Xie, J. L. Chin. Chem. Lett., 2001, 12, 431.
89. Liu, W.-Z.; Ma, L.-Y.; Li, C.; Chen, Y.-T.; Xie, J.-L. Acta Pharm. Sin., 2001, 36, 313.
90. Dong, J.-Y.; Zhang, K.-Q.; Zhao, Z.-X.; Liu, W.-Z.; Li, Q.-Y. Mycosystema, 2001, 20, 515.
91. Ji, H.; Liu, K.; Meng, S.; Chu, Z.-Y. Acta Pharm. Sin., 2000, 35, 663.
92. Watanabe, N.; Obuchi, T.; Tamai, M.; Araki, H.; Omura, S.; Yang, J.S.; Yu, D.Q.; Liang, X.T.; Huan, J.H. Planta Med., 1990, 56, 48.
93. Xiong, J.; Huang, J. Acta Pharm. Sin., 1998, 33, 175.
94. Yu, J.G.; Chen, R.Y.; Yao, Z.X.; Zhai, Y.F.; Yang, S.L.; Ma, J.L. Acta Pharm. Sin., 1990, 25, 612.
95. Hu, L.; Tan, J.W.; Liu, J.K. Z. Naturforsch, 2003, 58c, 659.
96. Yang, J.J.; Yu, D.Q. Acta Pharm. Sin., 1990, 25, 555.
97. Nakamura, N.; Hirakawa, A.; Gao, J.-J.; Kakuda, H.; Shiro, M.; Komatsu, Y.; Sheu, C.-C.; Hattori, M. J. Nat. Prod., 2004, 67, 46.
98. Zhang, J.; Feng, X.Z. Chin. Chem. Lett., 1997, 8, 135.
99. Ding, Z.H.; Li, J.P.; Liu, J.K.; Lu, Y.; Wang, C.; Zheng, Q.T. Helv. Chim. Acta, 2002, 85, 882.
100. Takahashi, C.; Yoshihira, K.; Natori, S.; Umeda, M. Chem. Pharm. Bull., 1976, 24, 613.
101. Kawada, K.; Arimura, A.; Tsuri, T.; Fuji, M.; Komurasake, T.; Yonezawa, S.; Kugimiya, A.; Takechi, S.; Taishi, T.; Kishino, J.; Ohtani, M. Angrew. Chem., Int. Ed. Engl., 1998, 37, 973.
102. Belofsky, G.N.; Gloer, K.B.; Gloer, J.B.; Wicklow, D.T.; Dowd, P.F. J. Nat. Prod., 1998, 61, 1115.
103. Takahashi, A.; Takemoto, A.; Nozoe, S. Chem. Pharm. Bull., 1992, 40, 3194.
104. Hu, L.; Gao, J.M.; Liu, J.K. Helv. Chim. Acta, 2001, 84, 3342.
105. Hu, L.; Liu, J.K. Z. Naturforsch., 2001, 56c, 983.
106. Hu, L.; Liu, J.K. Z. Naturforsch., 2003, 58c, 452.
107. Hu, L.; Dong, Z.J.; Liu, J.K. Chin. Chem. Letts., 2001, 12, 335.
108. Yang, W.-M.; Liu, J.-K.; Hu, L.; Dong, Z.-J.; Wu, W.-L.; Chen, Z.-H. Z. Naturforsch., 2004, 59c, 359.
109. Liu, J.-K.; Hu, L.; Dong, Z.-J.; Hu, Q. Chemistry & Biodiversity, 2004, 1, 601.
110. Mo, S.Y.; Yang, Y.C.; He, W.Y.; Shi, J.G. Chin. Chem. Lett., 2003, 14, 704.
111. Mo, S.; Wang, S.; Zhou, G.; Yang, Y.; Li, Y.; Chen, X.; Shi, J. J. Nat. Prod., 2004, 67, 823.
112. Wang, Y.; Mo, S.-Y.; Wang, S.-J.; Li, S.; Yang, Y.-C.; Shi, J.-G. Org. Lett., 2005, 7, 1675.
113. Mo, S.Y.; Yang, Y.C.; Shi, J.G. Acta Chim. Sin., 2003, 61, 1161.
114. Qian, F.G.; Xu, G.Y.; Du, S.J.; Li, M.H. Acta Pharm. Sin., 1990, 25, 522.
115. Tan, J.-W.; Xu, J.-B.; Dong, Z.-J.; Luo, D.-Q.; Liu, J.-K. Helv. Chim. Acta, 2004, 87, 1025.
116. He, J.; Fen, X.-Z. Chinese Traditional and Herbal Drugs, 2001, 32, 4.
117. Son, B.W; Jensen, P.R.; Kauffman, C.A.; Fenical, W. Nat. Prod. Lett., 1999, 13, 213.
118. Chen, Y.; Zhang, Y.X.; Li, M.H.; Zhao, W.M.; Shi, Y.H.; Miao, Z.H.; Zhang, X.W.; Lin, L.P.; Ding, J. Biochem. Biophys. Res. Commun., 2005, 329, 1334.
119. Kaemmerer, A.; Besl, H.; Bresinsky, A. Plant Syst. Evol., 1985, 150, 101.
120. Keller, A.-C.; Keller, J.; Maillard, M.P.; Hostettmann, K. Phytochemistry, 1997, 46, 963.