Pinnamine, an alkaloidal marine toxin, isolated from Pinna muricata

被引：27

作者：

Takada, N ^{[1
]}

Iwatsuki, M ^{[1
]}

Suenaga, K ^{[1
]}

Uemura, D ^{[1
]}

机构：

[1] Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 33期

关键词：

pinnamine; Pinna muricata; acute toxicity; alkaloid; dihydropyrone; structure determination;

D O I：

10.1016/S0040-4039(00)00931-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pinnamine, a novel marine alkaloid, was isolated from the Okinawan bivalve Pinna muricata. Pinnamine was determined to be an alkaloid containing a dihydropyrone ring by spectroscopic analysis. The relative stereostructure of pinnamine was determined by an analysis of coupling constants and NOE experiments; the absolute stereostructure was determined by an analysis of the circular dichroism spectrum. Pinnamine exhibited significant acute toxicity against mice. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6425 / 6428

页数：4

共 9 条

[1] Isolation and structure of pinnatoxin D, a new shellfish poison from the Okinawan bivalve Pinna muricata [J].

Chou, T ;

Haino, T ;

Kuramoto, M ;

Uemura, D .

TETRAHEDRON LETTERS, 1996, 37 (23) :4027-4030

[2] Relative stereochemistry of pinnatoxin A, a potent shellfish poison from Pinna muricata [J].

Chou, T ;

Kamo, O ;

Uemura, D .

TETRAHEDRON LETTERS, 1996, 37 (23) :4023-4026

[3] ANATOXIN-A, A TOXIC ALKALOID FROM ANABAENA-FLOS-AQUAE NRC-44H [J].

DEVLIN, JP ;

EDWARDS, OE ;

GORHAM, PR ;

HUNTER, NR ;

PIKE, RK ;

STAVRIC, B .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (08) :1367-1371

[4]

Djerassi C., 1962, J AM CHEM SOC, V84, P870

[5] THE BIOGENESIS OF ALKALOIDS .12. THE MODE OF FORMATION OF THE TROPINE BASE OF HYOSCYAMINE [J].

LEETE, E ;

MARION, L ;

SPENSER, ID .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1954, 32 (12) :1116-1123

[6] CIRCULARDICHROISMUS .8. MODIFIZIERUNG DER OCTANTENREGEL FUR ALPHA,BETA-UNGESATTIGTE KETONE - THEORIE [J].

SNATZKE, G .

TETRAHEDRON, 1965, 21 (02) :413-&

[7] CIRCULARDICHROISMUS .9. MODIFIZIERUNG DER OCTANTENREGEL FUR ALPHA,BETA-UNGESATTIGTE KETONE - TRANSOIDE ENONE [J].

SNATZKE, G .

TETRAHEDRON, 1965, 21 (02) :421-&

[8] CIRCULARDICHROISMUS .10. MODIFIZIERUNG DER OCTANTENREGEL FUR ALPHA,BETA-UNGESATTIGTE KETONE - CISOIDE ENONE DIENONE UND ARYLKETONE [J].

SNATZKE, G .

TETRAHEDRON, 1965, 21 (02) :439-&

[9] PINNATOXIN-A - A TOXIC AMPHOTERIC MACROCYCLE FROM THE OKINAWAN BIVALVE PINNA-MURICATA [J].

UEMURA, D ;

CHOU, T ;

HAINO, T ;

NAGATSU, A ;

FUKUZAWA, S ;

ZHENG, SZ ;

CHEN, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (03) :1155-1156

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