Bioactive metabolites from the Caribbean sponge Aka coralliphagum

被引：47

作者：

Grube, Achim

Assmann, Michael

Lichte, Ellen

Sasse, Florenz

Pawlik, Joseph R.

Koeck, Matthias

机构：

[1] Alfred Wegener Inst Polar & Meeresforsch Helmholt, D-27570 Bremerhaven, Germany

[2] Helmholtz Ctr Infect Res, D-38124 Braunschweig, Germany

[3] Univ N Carolina, Ctr Marine Sci, Wilmington, NC 28409 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2007年 / 70卷 / 04期

关键词：

D O I：

10.1021/np0603018

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The chemistry of the burrowing sponge Aka coralliphagum was investigated to identify chemically labile secondary metabolites. The HPLC-MS analysis of the two growth forms typica and incrustans revealed different metabolites. The previously unknown sulfated compounds siphonodictyals B1 to B3 (6-8), corallidictyals C (9) and D (10), and siphonodictyal G (11) were isolated, and their structures were elucidated by NMR and MS experiments. The compounds were tested in a DPPH assay, in antimicrobial assays against bacteria, yeasts, and fungi, and in antiproliferation assays using cultures of mouse fibroblasts. The biological activity was linked to the presence of the ortho-hydroquinone moiety.

引用

收藏

页码：504 / 509

页数：6

相关论文

共 18 条

[1] Sigmosceptrins A-C: New norditerpenes from a southern Australian marine sponge, Sigmosceptrella sp. [J].

Bassett, S ;

Ovenden, SPB ;

Gable, RW ;

Capon, RJ .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1997, 50 (12) :1137-1143

[2] A new approach to sesquiterpene arenes of the 9,11-drimenyl type (=[(1E,2RS,4aRS,8aRS)-octahydro-2,5,5,8a-tetramethylnaphthalen-1(2H)-ylidene] methyl type) [J].

Bernet, A ;

Seifert, K .

HELVETICA CHIMICA ACTA, 2006, 89 (04) :784-796

[3] PROTEIN-KINASE-C INHIBITORS - NOVEL SPIROSESQUITERPENE ALDEHYDES FROM A MARINE SPONGE AKA (=SIPHONODICTYON) CORALLIPHAGUM [J].

CHAN, JA ;

FREYER, AJ ;

CARTE, BK ;

HEMLING, ME ;

HOFMANN, GA ;

MATTERN, MR ;

MENTZER, MA ;

WESTLEY, JW .

JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (11) :1543-1548

[4] STRUCTURAL STUDY OF (-)-8-EPI-11-NORDRIMAN-9-ONE [J].

DASTLIK, KA ;

GHISALBERTI, EL ;

SKELTON, BW ;

WHITE, AH .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1991, 44 (01) :123-127

[5] SOME METABOLITES OF THE MARINE SPONGES SMENOSPONGIA-AUREA AND SMENOSPONGIA (=POLYFIBROSPONGIA) ECHINA [J].

DJURA, P ;

STIERLE, DB ;

SULLIVAN, B ;

FAULKNER, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (08) :1435-1441

[6] Antioxidative meroterpenoids from the brown alga Cystoseira crinita [J].

Fisch, KM ;

Böhm, V ;

Wright, AD ;

König, GM .

JOURNAL OF NATURAL PRODUCTS, 2003, 66 (07) :968-975

[7]

Kang HS, 2003, CHEM PHARM BULL, V51, P1012, DOI 10.1248/cpb.51.1012

[8] NEW QUINONES FROM A DICTYOCERATID SPONGE [J].

KAZLAUSKAS, R ;

MURPHY, PT ;

WARREN, RG ;

WELLS, RJ ;

BLOUNT, JF .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1978, 31 (12) :2685-2697

[9] IDENTIFICATION AND QUANTIFICATION OF LIPID SULFATE ESTERS BY ELECTROSPRAY-IONIZATION MS/MS TECHNIQUES - CHOLESTEROL SULFATE [J].

METZGER, K ;

REHBERGER, PA ;

ERBEN, G ;

LEHMANN, WD .

ANALYTICAL CHEMISTRY, 1995, 67 (22) :4178-4183

[10] The molecular mechanism of bee venom phospholipase A2 inactivation by bolinaquinone [J].

Monti, Maria Chiara ;

Casapullo, Agostino ;

Santomauro, Cosima ;

D'Auria, Maria Valeria ;

Riccio, Raffaele ;

Gomez-Paloma, Luigi .

CHEMBIOCHEM, 2006, 7 (06) :971-980