Nagelamides K and L, dimeric bromopyrrole alkaloids from sponge Agelas species

被引：37

作者：

Araki, Atsushi ^{[1
]}

Kubota, Takaaki ^{[1
]}

Tsuda, Masashi ^{[1
]}

Mikami, Yuzuru ^{[2
]}

Fromont, Jane ^{[3
]}

Kobayashi, Jun'ichi ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

[2] Chiba Univ, Med Mycol Res Ctr, Chiba 2600856, Japan

[3] Western Australian Museum, Welshpool DC, WA 6986, Australia

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 11期

关键词：

D O I：

10.1021/ol8003904

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new dimeric bromopyrrole alkaloids, nagelamides K (1) and L (2), have been isolated from Okinawan marine sponges Agelas species, and the structures and stereochemistry were elucidated from spectroscopic data. Nagelamide K (1) is a bromopyrrole alkaloid possessing a rare piperidinoiminoimidazolone ring with an aminoimidazole ring and a taurine unit, while nagelamide L (2) is a unique dimeric bromopyrrole alkaloid containing an ester linkage. Nagelamides K (1) and L (2) exhibited antimicrobial activity.

引用

页码：2099 / 2102

页数：4

共 12 条

[1] Nagelamide J, a novel dimeric bromopyrrole alkaloid from a sponge Agelas species [J].

Araki, Atsushi ;

Tsuda, Masashi ;

Kubota, Takaaki ;

Mikami, Yuzuru ;

Fromont, Jane ;

Kobayashi, Jun'ichi .

ORGANIC LETTERS, 2007, 9 (12) :2369-2371

[2] Marine natural products [J].

Blunt, John W. ;

Copp, Brent R. ;

Hu, Wan-Ping ;

Munro, Murray H. G. ;

Northcote, Peter T. ;

Prinsep, Michele R. .

NATURAL PRODUCT REPORTS, 2008, 25 (01) :35-94

[3] Nagelamides A-H, new dimeric bromopyrrole alkaloids from marine sponge Agelas species [J].

Endo, T ;

Tsuda, M ;

Okada, T ;

Mitsuhashi, S ;

Shima, H ;

Kikuchi, K ;

Mikami, Y ;

Fromont, J ;

Kobayashi, J .

JOURNAL OF NATURAL PRODUCTS, 2004, 67 (08) :1262-1267

[4] Two novel pyrrole-imidazole alkaloids from the Mediterranean sponge Agelas oroides [J].

Fattorusso, E ;

Taglialatela-Scafati, O .

TETRAHEDRON LETTERS, 2000, 41 (50) :9917-9922

[5] NEW BROMO-PYRROLE DERIVATIVES FROM SPONGE AGELAS-OROIDES [J].

FORENZA, S ;

MINALE, L ;

RICCIO, R .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (18) :1129-&

[6]

GRACIA EE, 1973, J CHEM SOC CHEM COMM, P78

[7] Tauroacidins A and B, new bromopyrrole alkaloids possessing a taurine residue from Hymeniacidon sponge [J].

Kobayashi, J ;

Inaba, K ;

Tsuda, M .

TETRAHEDRON, 1997, 53 (49) :16679-16682

[8] Konbu'acidin A, a new bromopyrrole alkaloid with cdk4 inhibitory activity from Hymeniacidon sponge [J].

Kobayashi, J ;

Suzuki, M ;

Tsuda, M .

TETRAHEDRON, 1997, 53 (46) :15681-15684

[9] Decomposition of oroidin in DMSO/TFA [J].

Lindel, T ;

Breckle, G ;

Hochgürtel, M ;

Volk, C ;

Grube, A ;

Köck, M .

TETRAHEDRON LETTERS, 2004, 45 (44) :8149-8152

[10] Pseudotheonamides, serine protease inhibitors from the marine sponge Theonella swinhoei [J].

Nakao, Y ;

Masuda, A ;

Matsunaga, S ;

Fusetani, N .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (11) :2425-2431

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