Synthesis of ceratinamine and moloka'iamine:: Antifouling agents from the marine sponge Pseudoceratina purpurea

被引：20

作者：

Schoenfeld, RC ^{[1
]}

Ganem, B ^{[1
]}

机构：

[1] Cornell Univ, Baker Lab, Dept Chem, Ithaca, NY 14853 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 24期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(98)00771-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Syntheses of the title compounds (4 and 5, respectively) are described together with a biogenetic hypothesis that rationalizes the origin of ceratinamine's unique cyanoformamide functionality. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4147 / 4150

页数：4

共 22 条

[11]

Martin E. L., 1971, ORG SYNTH, V51, P70

[12]

MARTIN EL, 1987, ORG SYN COLL, V6, P268

[13]

Ohhira S, 1996, VET HUM TOXICOL, V38, P206

[14] STRUCTURE OF THE PSAMMAPLYSINS [J].

ROLL, DM ;

CHANG, CWJ ;

SCHEUER, PJ ;

GRAY, GA ;

SHOOLERY, JN ;

MATSUMOTO, GK ;

VANDUYNE, GD ;

CLARDY, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (10) :2916-2920

[15] 2 NEW ANTIBIOTICS FROM THE RED-SEA SPONGE PSAMMAPLYSILLA-PURPUREA - TOTAL C-13-NMR LINE ASSIGNMENT OF PSAMMAPLYSIN-A AND PSAMMAPLYSIN-B AND AEROTHIONIN [J].

ROTEM, M ;

CARMELY, S ;

KASHMAN, Y ;

LOYA, Y .

TETRAHEDRON, 1983, 39 (04) :667-676

[16]

SCHNABEL E, 1971, LIEBIGS ANN CHEM, V743, P69

[17] POLY(CROWN ETHER) CATALYZED DECARBOXYLATION OF 6-NITROBENZISOXAZOLE-3-CARBOXYLATE [J].

SHAH, SC ;

SMID, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (05) :1426-1432

[18] PEPTIDE SYNTHESIS VIA 2-(PARA-DIPHENYL)-ISOPROPYLOXYCARBONYL (DPOC)-AMINO PROTECTING GROUPS [J].

SIEBER, P ;

ISELIN, B .

HELVETICA CHIMICA ACTA, 1968, 51 (04) :622-&

[19] SELECTIVE ACIDOLYTIC CLEAVAGE OF ARALKYLOXYCARBONYL-AMINO PROTECTING GROUPS [J].

SIEBER, P ;

ISELIN, B .

HELVETICA CHIMICA ACTA, 1968, 51 (04) :614-&

[20] Ceratinamine: An unprecedented antifouling cyanoformamide from the marine sponge Pseudoceratina purpurea [J].

Tsukamoto, S ;

Kato, H ;

Hirota, H ;

Fusetani, N .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (09) :2936-2937

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