Antitrypanosomal Cyclic Polyketide Peroxides from the Australian Marine Sponge Plakortis sp.

被引：38

作者：

Feng, Yunjiang ^{[1
]}

Davis, Rohan A. ^{[1
]}

Sykes, Melissa ^{[1
]}

Avery, Vicky M. ^{[1
]}

Camp, David ^{[1
]}

Quinn, Ronald J. ^{[1
]}

机构：

[1] Griffith Univ, Eskitis Inst, Brisbane, Qld 4111, Australia

来源：

JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 04期

关键词：

TRYPANOSOMA-BRUCEI; SLEEPING SICKNESS; DIOL ANALOGS; INHIBITORS; HALICHONDRIOIDES; EFLORNITHINE; METABOLITES; DISCOVERY; SIMPLEX; TBCATB;

D O I：

10.1021/np900535z

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Bioassay-guided fractionation of the crude extract from the Australian marine sponge Plakortis sp. led to the isolation of two new cyclic polyketide peroxides, 11,12-didephydro-13-oxo-plakortide Q(1) and 10-carboxy-11,12,13,14-tetranor-plakortide Q(2). Antitrypanosomal studies showed that compound 1 had an IC(50) value of 49 nM against Trypanosoma brucei brucei, and compound 2, where a carboxylic acid is present in the side chain, had a 20-fold reduction of activity. 11,12-Didehydro-13-oxo-plakortide Q(1) is the most active peroxide isolated so far against T. b. brucei, and it indicates the potential therapeutic value of this class of compounds.

引用

页码：716 / 719

页数：4

共 20 条

[1]

[Anonymous], 2009, Dictionary of Natural Products Version 18.2

[2] New bioactive cyclic peroxides from the Caribbean marine sponge Plakortis zyggompha [J].

Berrué, F ;

Thomas, OP ;

Bon, CFL ;

Reyes, F ;

Amade, P .

TETRAHEDRON, 2005, 61 (50) :11843-11849

[3] TRUNCULIN-A AND TRUNCULIN-B, NORSESTERTERPENE CYCLIC PEROXIDES FROM A MARINE SPONGE, LATRUNCULIA-BREVIS [J].

CAPON, RJ ;

MACLEOD, JK ;

WILLIS, AC .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (03) :339-342

[4] New types of potentially antimalarial agents:: Epidioxy-substituted norditerpene and norsesterpenes from the marine sponge Diacarnus levii [J].

D'Ambrosio, M ;

Guerriero, A ;

Deharo, E ;

Debitus, C ;

Munoz, V ;

Pietra, F .

HELVETICA CHIMICA ACTA, 1998, 81 (07) :1285-1292

[5] Activity against Plasmodium falciparum of cycloperoxide compounds obtained from the sponge Plakortis simplex [J].

Fattorusso, E ;

Parapini, S ;

Campagnuolo, C ;

Basilico, N ;

Taglialatela-Scafati, O ;

Taramelli, D .

JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2002, 50 (06) :883-888

[6] Metabolites from the sponge Plakortis simplex.: Part 3:: Isolation and stereostructure of novel bioactive cycloperoxides and diol analogues [J].

Fattorusso, E ;

Taglialatela-Scafati, O ;

Di Rosa, M ;

Ianaro, N .

TETRAHEDRON, 2000, 56 (40) :7959-7967

[7] Cyclic polyketide peroxides and acyclic diol analogues from the sponge Plakortis lita [J].

Harrison, B ;

Crews, P .

JOURNAL OF NATURAL PRODUCTS, 1998, 61 (08) :1033-1037

[8] NORSESTERTERPENE PEROXIDES FROM THE SPONGE LATRUNCULIA SP [J].

HE, HY ;

FAULKNER, DJ ;

LU, HSM ;

CLARDY, J .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (06) :2112-2115

[9] CONTINUOUS CULTIVATION OF TRYPANOSOMA-BRUCEI BLOOD STREAM FORMS IN A MEDIUM CONTAINING A LOW CONCENTRATION OF SERUM-PROTEIN WITHOUT FEEDER CELL-LAYERS [J].

HIRUMI, H ;

HIRUMI, K .

JOURNAL OF PARASITOLOGY, 1989, 75 (06) :985-989

[10] Plakortides M and N, bioactive polyketide endoperoxides from the Caribbean marine sponge Plakortis halichondrioides [J].

Jiménez, MD ;

Garzón, SP ;

Rodríguez, AD .

JOURNAL OF NATURAL PRODUCTS, 2003, 66 (05) :655-661

← 1 2 →