Rossinones A and B, Biologically Active Meroterpenoids from the Antarctic Ascidian, Aplidium species

被引:50
作者
Appleton, David R. [1 ,2 ]
Chuen, Cheah Shiau [2 ]
Berridge, Michael V. [3 ]
Webb, Victoria L. [4 ]
Copp, Brent R. [1 ]
机构
[1] Univ Auckland, Dept Chem, Auckland, New Zealand
[2] Univ Malaya, Fac Med, Dept Pharmacol, Ctr Nat Prod Res & Drug Discovery, Kuala Lumpur 50603, Malaysia
[3] Malaghan Inst Med Res, Wellington, New Zealand
[4] Natl Inst Water & Atmospher Res NIMA Ltd, Wellington, New Zealand
关键词
RESPIRATORY BURST; MARINE; METABOLITES; DERIVATIVES; INHIBITORS;
D O I
10.1021/jo901846j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rossinones A (1) and B (2), biologically active meroterpene derivatives, were isolated from an Antarctic collection of the ascidian Aplidium species and structurally characterized with spectroscopic methods. The absolute configuration of 1 was deduced by using the modified Mosher method. The rossinones exhibit anti-inflammatory, antiviral and antiproliferative activities.
引用
收藏
页码:9195 / 9198
页数:4
相关论文
共 26 条
[1]   Hydroquinone antioxidants from the Indian Ocean tunicate Aplidium savignyi [J].
Aknin, M ;
Dayan, TLA ;
Rudi, A ;
Kashman, Y ;
Gaydou, EM .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (10) :4175-4177
[2]   MEROTERPENOIDS AND NAPHTHAQUINONES FROM KIGELIA-PINNATA [J].
AKUNYILI, DN ;
HOUGHTON, PJ .
PHYTOCHEMISTRY, 1993, 32 (04) :1015-1018
[3]   Marine natural products [J].
Blunt, John W. ;
Copp, Brent R. ;
Hu, Wan-Ping ;
Munro, Murray H. G. ;
Northcote, Peter T. ;
Prinsep, Michele R. .
NATURAL PRODUCT REPORTS, 2009, 26 (02) :170-244
[4]  
BREITMAIER E, 1987, CARBON 13 NMR SPECTR, P117
[5]   Antioxidant dehydrotocopherols as a new chemical character of Stemona species [J].
Brem, B ;
Seger, C ;
Pacher, T ;
Hartl, M ;
Hadacek, F ;
Hofer, O ;
Vajrodaya, S ;
Greger, H .
PHYTOCHEMISTRY, 2004, 65 (19) :2719-2729
[6]   Palmerolide A, a cytotoxic macrolide from the Antarctic tunicate Synoicum adareanum [J].
Diyabalanage, T ;
Amsler, CD ;
McClintock, JB ;
Baker, BJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (17) :5630-5631
[7]   Novel antihyperglycemic terpenoid-quinones from Pycnanthus angolensis [J].
Fort, DM ;
Ubillas, RP ;
Mendez, CD ;
Jolad, SD ;
Inman, WD ;
Carney, JR ;
Chen, JL ;
Ianiro, TT ;
Hasbun, C ;
Bruening, RC ;
Luo, J ;
Reed, MJ ;
Iwu, M ;
Carlson, TJ ;
King, SR ;
Bierer, DE ;
Cooper, R .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (20) :6534-6539
[8]   SESQUITERPENE HYDROQUINONES FROM THE SOUTH-AFRICAN SOFT CORAL ALCYONIUM-FAURI [J].
HOOPER, GJ ;
DAVIESCOLEMAN, MT .
TETRAHEDRON LETTERS, 1995, 36 (18) :3265-3268
[9]  
HOWARD BM, 1979, TETRAHEDRON LETT, P4449
[10]   Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons [J].
Hoye, Thomas R. ;
Jeffrey, Christopher S. ;
Shao, Feng .
NATURE PROTOCOLS, 2007, 2 (10) :2451-2458