Glycoyessotoxin A, a new yessotoxin derivative from cultures of Protoceratium reticulatum

被引:26
作者
Souto, ML
Fernández, JJ
Franco, JM
Paz, B
Gil, LV
Norte, M
机构
[1] Univ La Laguna, Inst Univ Bioorgan Antonio Gonzalez, San Cristobal la Laguna 38206, Spain
[2] CSIC, Inst Invest Marinas, Vigo 36080, Spain
来源
JOURNAL OF NATURAL PRODUCTS | 2005年 / 68卷 / 03期
关键词
D O I
10.1021/np040164j
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The dinoflagellate Protoceratium reticulatum produces toxins of the yessotoxin group currently included in the diarrhetic shellfish poisoning class. In this paper we report on the isolation and structural elucidation of a 32-arabinoside of yessotoxin, G-YTYA (2), obtained from laboratory cultures of P. reticulatum (strain GG1AM) that possesses a pentose unit, beta-arabinofuranose, as a side chain.
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页码:420 / 422
页数:3
相关论文
共 20 条
[1]   C-13 NMR SPECTRAL INVESTIGATIONS .10. C-13 NMR-SPECTROSCOPY OF STEROIDAL SAPOGENINS AND STEROIDAL SAPONINS [J].
AGRAWAL, PK ;
JAIN, DC ;
GUPTA, RK ;
THAKUR, RS .
PHYTOCHEMISTRY, 1985, 24 (11) :2479-2496
[2]   Comparison of oral and intraperitoneal toxicity of yessotoxin towards mice [J].
Aune, T ;
Sorby, R ;
Yasumoto, T ;
Ramstad, H ;
Landsverk, T .
TOXICON, 2002, 40 (01) :77-82
[3]   Yessotoxin, a shellfish biotoxin, is a potent inducer of the permeability transition in isolated mitochondria and intact cells [J].
Bianchi, C ;
Fato, R ;
Angelin, A ;
Trombetti, F ;
Ventrella, V ;
Borgatti, AR ;
Fattorusso, E ;
Ciminiello, P ;
Bernardi, P ;
Lenaz, G ;
Castelli, GP .
BIOCHIMICA ET BIOPHYSICA ACTA-BIOENERGETICS, 2004, 1656 (2-3) :139-147
[4]   Marine natural products [J].
Blunt, JW ;
Copp, BR ;
Munro, MHG ;
Northcote, PT ;
Prinsep, MR .
NATURAL PRODUCT REPORTS, 2004, 21 (01) :1-49
[5]   2-BOND AND 3-BOND C-13-H-1 COUPLINGS IN SOME CARBOHYDRATES [J].
BOCK, K ;
PEDERSEN, C .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1977, 31 (05) :354-358
[6]   C-13-H-1 and C-13-C-13 spin-coupling constants in methyl beta-D-ribofuranoside and methyl 2-deoxy-beta-D-erythro-pentofuranoside: Correlations with molecular structure and conformation [J].
Church, TJ ;
Carmichael, I ;
Serianni, AS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (38) :8946-8964
[7]  
CONSTANTINO V, 2004, J ORG CHEM, V69, P1174
[8]   Arabinofuranosyl oligosaccharides from mycobacteria: Synthesis and effect of glycosylation on ring conformation and hydroxymethyl group rotamer populations [J].
D'Souza, FW ;
Ayers, JD ;
McCarren, PR ;
Lowary, TL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (07) :1251-1260
[9]   Toxic marine microalgae [J].
Daranas, AH ;
Norte, M ;
Fernández, JJ .
TOXICON, 2001, 39 (08) :1101-1132
[10]   VARIATION OF 1J(C1',H1') WITH GLYCOSIDIC BOND CONFORMATION OF PYRIMIDINE NUCLEOSIDES [J].
DAVIES, DB ;
MACCOSS, M ;
DANYLUK, SS .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (08) :536-538