Amphimic acids, novel unsaturated C28 fatty acids as DNA topoisomerase I inhibitors from an Australian sponge Amphimedon sp.

被引：25

作者：

Nemoto, T ^{[1
]}

Ojika, M ^{[1
]}

Sakagami, Y ^{[1
]}

机构：

[1] NAGOYA UNIV,GRAD SCH BIOAGR SCI,CHIKUSA KU,NAGOYA,AICHI 46401,JAPAN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 32期

基金：

日本学术振兴会;

关键词：

D O I：

10.1016/S0040-4039(97)01234-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Amphimic acids A (1) and B (2), novel unsaturated long-chain fatty acids possessing a cyclopropylidene group and inhibiting DNA topoisomerase I, have been isolated from an Australian sponge Amphimedon sp. Their structures were elucidated by spectroscopic analysis and chemical degradation. The enantioselective synthesis of 1 was carried out to determine the absolute configuration. (C) 1997 Elsevier Science Ltd.

引用

页码：5667 / 5670

页数：4

共 12 条

[1]

BARNATHAN G, 1996, J LIPIDS, V31, P193

[2] THE STEREOCONTROLLED HORNER-WITTIG REACTION - SYNTHESIS OF DISUBSTITUTED ALKENES [J].

BUSS, AD ;

WARREN, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (11) :2307-2325

[3]

BUSS AD, 1991, J CHEM SOC CHEM COMM, P100

[4] UNUSUAL LIPIDS IN THE CARIBBEAN SPONGES AMPHIMEDON-VIRIDIS AND DESMAPSAMMA-ANCHORATA [J].

CARBALLEIRA, NM ;

SHALABI, F .

JOURNAL OF NATURAL PRODUCTS, 1994, 57 (08) :1152-1159

[5] THE FATTY-ACIDS OF THE SPONGE HYMENIACIDON SANGUINEA FROM THE BLACK-SEA [J].

CHRISTIE, WW ;

BRECHANY, EY ;

MAREKOV, IN ;

STEFANOV, KL ;

ANDREEV, SN .

COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY B-BIOCHEMISTRY & MOLECULAR BIOLOGY, 1994, 109 (2-3) :245-252

[6] REDUCTIVE RING OPENINGS OF ALLYL-ALCOHOL EPOXIDES [J].

FINAN, JM ;

KISHI, Y .

TETRAHEDRON LETTERS, 1982, 23 (27) :2719-2722

[7] MODEL STUDIES FOR THE SYNTHESIS OF QUASSINOIDS .1. CONSTRUCTION OF THE BCE RING-SYSTEM [J].

KRAUS, GA ;

TASCHNER, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (06) :1175-1176

[8] SYNTHESIS OF METHYLENE CYCLOPROPANE ANALOGS OF ARACHIDONIC-ACID - POTENTIAL MECHANISM-BASED INHIBITORS OF LEUKOTRIENE BIOSYNTHESIS [J].

MISRA, RN .

TETRAHEDRON LETTERS, 1985, 26 (16) :1973-1976

[9] Novel ceramide 1-sulfates, potent DNA topoisomerase I inhibitors isolated from the Bryozoa Watersipora cucullata [J].

Ojika, M ;

Yoshino, G ;

Sakagami, Y .

TETRAHEDRON LETTERS, 1997, 38 (24) :4235-4238

[10]

SMOLIK S, 1960, COLLECT CZECH CHEM C, V25, P259

← 1 2 →