Isolation and structure of pinnatoxin D, a new shellfish poison from the Okinawan bivalve Pinna muricata

被引：118

作者：

Chou, T

Haino, T

Kuramoto, M

Uemura, D

机构：

[1] SHIZUOKA UNIV, FAC SCI, DEPT CHEM, OHYA, SHIZUOKA 422, JAPAN

[2] SAGAMI CHEM RES CTR, SAGAMIHARA, KANAGAWA 229, JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 23期

关键词：

D O I：

10.1016/0040-4039(96)00753-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new shellfish poison, pinnatoxin D, has been isolated from the Okinawan bivalve Pinna muricata. The planar structure was elucidated by extensive 2D NMR experiments, and the relative stereochemistry was deduced by NOESY data and (3)J(H-H) coupling constants. Pinnatoxin D is a novel amphoteric carbocyclic compound which is composed of a 6,7-spiro ring, a 5,6-bicyclo ring and a 6,5,6-trispiro ketal involving 15 chiral centers. (C) 1996 Elsevier Science Ltd.

引用

页码：4027 / 4030

页数：4

共 10 条

[1] [Anonymous], BIOORGANIC MARINE CH
[2] SENSITIVITY-ENHANCED CORRELATION OF N-15 AND H-1 CHEMICAL-SHIFTS IN NATURAL-ABUNDANCE SAMPLES VIA MULTIPLE QUANTUM COHERENCE
BAX, A
GRIFFEY, RH
HAWKINS, BL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (24) : 7188 - 7190
[3] ASSIGNMENT OF COMPLEX H-1-NMR SPECTRA VIA TWO-DIMENSIONAL HOMONUCLEAR HARTMANN-HAHN SPECTROSCOPY
DAVIS, DG
BAX, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (09) : 2820 - 2821
[4] GRADIENT-ENHANCED PROTON-DETECTED HETERONUCLEAR MULTIPLE-QUANTUM COHERENCE SPECTROSCOPY
HURD, RE
JOHN, BK
[J]. JOURNAL OF MAGNETIC RESONANCE, 1991, 91 (03): : 648 - 653
[5] ISOLATION AND STRUCTURE OF BREVETOXIN-B FROM THE RED TIDE DINOFLAGELLATE PTYCHODISCUS-BREVIS (GYMNODINIUM, BREVE)
LIN, YY
RISK, M
RAY, SM
VANENGEN, D
CLARDY, J
GOLIK, J
JAMES, JC
NAKANISHI, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (22) : 6773 - 6775
[6] STRUCTURE OF PALYTOXIN
MOORE, RE
BARTOLINI, G
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (09) : 2491 - 2494
[7] STRUCTURE OF MAITOTOXIN
MURATA, M
NAOKI, H
IWASHITA, T
MATSUNAGA, S
SASAKI, M
YOKOYAMA, A
YASUMOTO, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (05) : 2060 - 2062
[8] STRUCTURES AND CONFIGURATIONS OF CIGUATOXIN FROM THE MORAY EEL GYMNOTHORAX-JAVA']JAVANICUS AND ITS LIKELY PRECURSOR FROM THE DINOFLAGELLATE GAMBIERDISCUS-TOXICUS
MURATA, M
LEGRAND, AM
ISHIBASHI, Y
FUKUI, M
YASUMOTO, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) : 4380 - 4386
[9] FURTHER-STUDIES ON PALYTOXIN .2. STRUCTURE OF PALYTOXIN
UEMURA, D
UEDA, K
HIRATA, Y
NAOKI, H
IWASHITA, T
[J]. TETRAHEDRON LETTERS, 1981, 22 (29) : 2781 - 2784
[10] PINNATOXIN-A - A TOXIC AMPHOTERIC MACROCYCLE FROM THE OKINAWAN BIVALVE PINNA-MURICATA
UEMURA, D
CHOU, T
HAINO, T
NAGATSU, A
FUKUZAWA, S
ZHENG, SZ
CHEN, HS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (03) : 1155 - 1156

← 1 →