Revised structure of palau'amine

被引：62

作者：

Buchanan, Malcolm S. ^{[1
]}

Carroll, Anthony R. ^{[1
]}

Quinn, Ronald J. ^{[1
]}

机构：

[1] Griffith Univ, Eskitis Inst Cell & Mol Therapies, Nathan, Qld 4111, Australia

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 26期

关键词：

Palau'amine; revised structure; bioactive natural product; hexacyclic pyrrole-imidazole alkaloid; 2D ROESY NMR; 1D NOESY NMR;

D O I：

10.1016/j.tetlet.2007.04.128

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The structure of palau'amine, a bioactive hexacyclic pyrrole-imidazole alkaloid, from the sponge Stylotella aurantium was revised by detailed analysis of its 2D ROESY and 1D NOESY data. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：4573 / 4574

页数：2

共 13 条

[1] Natural products, stylissadines A and B, specific antagonists of the P2X7 receptor, an important inflammatory Target [J].

Buchanan, Malcolm S. ;

Carroll, Anthony R. ;

Addepalli, Rama ;

Avery, Vicky M. ;

Hooper, John N. A. ;

Quinn, Ronald J. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (07) :2309-2317

[2] New methods of imidazole functionalization - From imidazole to marine alkaloids [J].

Du, Hongwang ;

He, Yong ;

Sivappa, Rasapalli ;

Lovely, Carl J. .

SYNLETT, 2006, (07) :965-992

[3] Spirocycloisomerization of tethered alkylidene glycocyamidines: Synthesis of a base template common to the Palau'amine family of alkaloids [J].

Garrido-Hemandez, H ;

Nakadai, M ;

Vimolratana, M ;

Li, QY ;

Doundoulakis, T ;

Harran, PG .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (05) :765-769

[4] Structural assignment of tetrabromostyloguanidine:: Does the relative configuration of the palau'amines need revision? [J].

Grube, Achim ;

Koeck, Matthias .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (13) :2320-2324

[5] Stylissadines A and B:: The first tetrameric pyrrole-imidazole alkaloids [J].

Grube, Achim ;

Koeck, Matthias .

ORGANIC LETTERS, 2006, 8 (21) :4675-4678

[6] Challenge palau'amine: Current standings [J].

Jacquot, DEN ;

Lindel, T .

CURRENT ORGANIC CHEMISTRY, 2005, 9 (15) :1551-1565

[7] Studies towards the total synthesis of palau'amine. Formation of 4,5-dihydropyrrole-2-carboxylate intermediates by alkene-enamide ring-closing metathesis [J].

Katz, JD ;

Overman, LE .

TETRAHEDRON, 2004, 60 (43) :9559-9568

[8] Palau'amine and its congeners:: A family of bioactive bisguanidines from the marine sponge Stylotella aurantium [J].

Kinnel, RB ;

Gehrken, HP ;

Swali, R ;

Skoropowski, G ;

Scheuer, PJ .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) :3281-3286

[9] PALAUAMINE - A CYTOTOXIC AND IMMUNOSUPPRESSIVE HEXACYCLIC BISGUANIDINE ANTIBIOTIC FROM THE SPONGE STYLOTELLA-AGMINATA [J].

KINNEL, RB ;

GEHRKEN, HP ;

SCHEUER, PJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (08) :3376-3377

[10]

KINNEL RB, 1994, Patent No. 1994302770

← 1 2 →