New C21 Δ20 pregnanes, inhibitors of mitochondrial respiratory chain, from Indopacific octocoral Carijoa sp.

被引：26

作者：

Ciavatta, ML

Gresa, MPL

Manzo, E

Gavagnin, M

Wahidulla, S

Cimino, G

机构：

[1] CNR, Ist Chim Biomol, I-80078 Pozzuoli, Na, Italy

[2] Natl Inst Oceanog, CSIR, Panaji 403004, Goa, India

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 41期

关键词：

octocoral; Carijoa; biological activity; natural substances;

D O I：

10.1016/j.tetlet.2004.08.061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new compounds, pregnanes 1 and 2, the known pregnane 3 and a series of known chlorinated prostanoids (4-9) have been isolated from the Indian octocoral Carijoa sp. Their structures have been elucidated by spectroscopic methods, mainly by 1 D and 2D NMR. The new compounds were potent inhibitors of the mitochondrial respiratory chain. (C) 2004 Elsevier Ltd. All rights reserved.

引用

收藏

页码：7745 / 7748

页数：4

相关论文

共 13 条

[1] Steroids from sponges: Recent reports [J].

Aiello, A ;

Fattorusso, E ;

Menna, M .

STEROIDS, 1999, 64 (10) :687-714

[2] PUNAGLANDINS - HALOGENATED ANTITUMOR EICOSANOIDS FROM THE OCTOCORAL TELESTO-RIISEI [J].

BAKER, BJ ;

OKUDA, RK ;

YU, PTK ;

SCHEUER, PJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (10) :2976-2977

[3] THE PUNAGLANDINS - 10-CHLOROPROSTANOIDS FROM THE OCTOCORAL TELESTO-RIISEI [J].

BAKER, BJ ;

SCHEUER, PJ .

JOURNAL OF NATURAL PRODUCTS, 1994, 57 (10) :1346-1353

[4] Marine natural products [J].

Blunt, JW ;

Copp, BR ;

Munro, MHG ;

Northcote, PT ;

Prinsep, MR .

NATURAL PRODUCT REPORTS, 2004, 21 (01) :1-49

[5] Unusual chlorinated pregnanes from the eastern Pacific octocoral Carijoa multiflora [J].

Dorta, E ;

Díaz-Marrero, AR ;

Cueto, M ;

D'Croz, L ;

Maté, JL ;

San-Martin, A ;

Darias, J .

TETRAHEDRON LETTERS, 2004, 45 (05) :915-918

[6] Steady-state kinetics of the reduction of coenzyme Q analogs by complex I (NADH:Ubiquinone oxidoreductase) in bovine heart mitochondria and submitochondrial particles [J].

Fato, R ;

Estornell, E ;

DiBernardo, S ;

Pallotti, F ;

Castelli, GP ;

Lenaz, G .

BIOCHEMISTRY, 1996, 35 (08) :2705-2716

[7] 5-ALPHA-PREGNA-1,20-DIEN-3-ONE AND RELATED COMPOUNDS FROM A SOFT CORAL [J].

HIGGS, MD ;

FAULKNER, DJ .

STEROIDS, 1977, 30 (03) :379-388

[8]

Kingston J.F., 1977, TETRAHEDRON LETT, V49, P4261

[9] MARINE NATURAL-PRODUCTS - NOVEL C-21 DELTA-20 PREGNANES FROM THE SEA RASPBERRY (GERSEMIA-RUBIFORMIS) [J].

KINGSTON, JF ;

GREGORY, B ;

FALLIS, AG .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (08) :2064-2068

[10]

Ortega MJ, 2002, EUR J ORG CHEM, V2002, P3250