Paraminabeolides A-F, Cytotoxic and Anti-inflammatory Marine Withanolides from the Soft Coral Paraminabea acronocephala

被引:46
作者
Chao, Chih-Hua [1 ]
Chou, Kuei-Ju [1 ]
Wen, Zhi-Hong [1 ,2 ]
Wang, Guey-Horng [3 ]
Wu, Yang-Chang [4 ]
Dai, Chang-Feng [5 ]
Sheu, Jyh-Horng [1 ,2 ]
机构
[1] Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 804, Taiwan
[2] Natl Sun Yat Sen Univ, Asia Pacific Ocean Res Ctr, Kaohsiung 804, Taiwan
[3] Chia Nan Univ Pharm & Sci, Dept Cosmet Sci, Tainan 717, Taiwan
[4] China Med Univ, Coll Chinese Med, Taichung 404, Taiwan
[5] Natl Taiwan Univ, Inst Oceanog, Taipei 106, Taiwan
来源
JOURNAL OF NATURAL PRODUCTS | 2011年 / 74卷 / 05期
关键词
IMMUNOSUPPRESSIVE ACTIVITY; PHYSALIS-PHILADELPHICA; QUINONE REDUCTASE; CONSTITUENTS; INDUCTION; DUN;
D O I
10.1021/np2000705
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Six new withanolides, paraminabeolides A-F (1-6), along with five known compounds, minabeolides-1, -2, -4, -5, and -8 (7-11), were isolated from a Formosan soft coral, Paraminabea acronocephata. The structures of these compounds were elucidated by extensive spectroscopic analysis and chemical transformation. The absolute configuration of 4 was determined by the application of Mosher's method. Compounds 1 and 7 were cytotoxic toward Hep G2 cancer cells. Compounds 1-4 and 7-10 were found to significantly inhibit the accumulation of the pro-inflammatory iNOS protein. Compounds 7-10 also could effectively reduce the expression of COX-2 protein.
引用
收藏
页码:1132 / 1141
页数:10
相关论文
共 27 条
[1]  
ALLEY MC, 1988, CANCER RES, V48, P589
[2]   ANTI-INFLAMMATORY ACTIVITY OF 3-BETA-HYDROXY-2,3-DIHYDRO-WITHANOLIDE-F [J].
BUDHIRAJA, RD ;
SUDHIR, S ;
GARG, KN .
PLANTA MEDICA, 1984, 50 (02) :134-136
[3]   ANTI-MICROBIAL ACTIVITIES OF SOME ANTI-NEOPLASTIC AND OTHER WITHANOLIDES [J].
CHATTERJEE, S ;
CHAKRABORTI, SK .
ANTONIE VAN LEEUWENHOEK JOURNAL OF MICROBIOLOGY, 1980, 46 (01) :59-63
[4]  
Dutta SK, 1985, INDIAN J CANC CHEMOT, V7, P59
[5]   Total synthesis and evaluation of the actin-binding properties of microcarpalide and a focused library of analogues [J].
Fuerstner, Alois ;
Nagano, Takashi ;
Mueller, Christoph ;
Seidel, Guenter ;
Mueller, Oliver .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (05) :1452-1462
[6]  
Gu JQ, 2003, CHEM PHARM BULL, V51, P530, DOI 10.1248/cpb.51.530
[7]   PLANT ANTICANCER AGENTS .20. CONSTITUENTS OF NICANDRA-PHYSALODES [J].
GUNASEKERA, SP ;
CORDELL, GA ;
FARNSWORTH, NR .
PLANTA MEDICA, 1981, 43 (04) :389-391
[8]   Cytotoxicity and immunosuppressive activity of withanolides from Discopodium penninervium [J].
Habtemariam, S .
PLANTA MEDICA, 1997, 63 (01) :15-17
[9]   Cytotoxic withanolides from Tubocapsicum anomalum [J].
Hsieh, Pei-Wen ;
Huang, Zih-You ;
Chen, Jyun-Hong ;
Chang, Fang-Rong ;
Wu, Ching-Chung ;
Yang, Yu-Liang ;
Chiang, Michael Y. ;
Yen, Ming-Hon ;
Chen, Shu-Li ;
Yen, Hsin-Fu ;
Lubken, Tilo ;
Hung, Wen-Chun ;
Wu, Yang-Chang .
JOURNAL OF NATURAL PRODUCTS, 2007, 70 (05) :747-753
[10]   COTTON EFFECTS AND CONFORMATIONS OF SKELETALLY ISOMERIC SATURATED 3-OXO-STEROIDS [J].
JACOBS, HJC ;
HAVINGA, E .
TETRAHEDRON, 1972, 28 (01) :135-&