A new cacospongionolide derivative from the sponge Fasciospongia cavernosa

被引:22
作者
De Rosa, S [1 ]
Crispino, A [1 ]
De Giulio, A [1 ]
Iodice, C [1 ]
Amodeo, P [1 ]
Tancredi, T [1 ]
机构
[1] CNR, Ist Chim Mol Interesse Biol, I-80072 Arco Felice, Napoli, Italy
来源
JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 09期
关键词
D O I
10.1021/np990125l
中图分类号
Q94 [植物学];
学科分类号
071001 [植物学];
摘要
Cacospongionolide F (4a), a new bioactive cacospongionolide-related sesterterpene, has been isolated from the Northern Adriatic sponge Fasciospongia cavernosa. The structure was proposed on the basis of spectroscopic data and chemical transformations. The absolute configuration was established using the modified Mosher's method. A molecular mechanics study of the dehydrodecalin ring explained the observed differences in dynamic behavior between cacospongionolide F and mamanuthaquinone, a related compound. Antimicrobial activity, brine shrimp and fish lethalities of this new compound are reported.
引用
收藏
页码:1316 / 1318
页数:3
相关论文
共 16 条
[1]
Alcaraz M.J., 1996, Pat. Application Spain, Patent No. 9600884
[2]
THE LUFFARINS (A-Z), NOVEL TERPENES FROM AN AUSTRALIAN MARINE SPONGE, LUFFARIELLA-GEOMETRICA [J].
BUTLER, MS ;
CAPON, RJ .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (10) :1705-1743
[3]
CHEMISTRY OF SPONGES .3. MANOALIDE MONOACETATE AND THORECTOLIDE MONOACETATE, 2 NEW SESTERTERPENOIDS FROM THORECTANDRA-EXCAVATUS [J].
CAMBIE, RC ;
CRAW, PA ;
BERGQUIST, PR ;
KARUSO, P .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (02) :331-334
[4]
A new cacospongionolide inhibitor of human secretory phospholipase A2 from the Tyrrhenian sponge Fasciospongia cavernosa and absolute configuration of cacospongionolides [J].
De Rosa, S ;
Crispino, A ;
De Giulio, A ;
Iodice, C ;
Benrezzouk, R ;
Terencio, MC ;
Ferrándiz, L ;
Alcaraz, MJ ;
Payá, M .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (07) :931-935
[5]
FURTHER BIOACTIVE DERIVATIVE OF AVAROL FROM DYSIDEA-AVARA [J].
DEGIULIO, A ;
DEROSA, S ;
DIVINCENZO, G ;
STRAZZULLO, G .
TETRAHEDRON, 1990, 46 (23) :7971-7976
[6]
BIOLOGICAL EFFECTS OF PRENYLATED HYDROQUINONES - STRUCTURE-ACTIVITY RELATIONSHIP STUDIES IN ANTIMICROBIAL, BRINE SHRIMP, AND FISH LETHALITY ASSAYS [J].
DEROSA, S ;
DEGIULIO, A ;
IODICE, C .
JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (12) :1711-1716
[7]
CACOSPONGIONOLIDE - A NEW ANTITUMORAL SESTERTERPENE, FROM THE MARINE SPONGE CACOSPONGIA-MOLLIOR [J].
DEROSA, S ;
DESTEFANO, S .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) :5020-5023
[8]
Cacospongionolide B, a new sesterterpene from the sponge Fasciospongia cavernosa [J].
deRosa, S ;
Crispino, A ;
deGiulio, A ;
Iodice, C ;
Pronzato, R ;
Zavodnik, N .
JOURNAL OF NATURAL PRODUCTS, 1995, 58 (11) :1776-1780
[9]
THE LUFFARIELLINS, NOVEL ANTIINFLAMMATORY SESTERTERPENES OF CHEMOTAXONOMIC IMPORTANCE FROM THE MARINE SPONGE LUFFARIELLA-VARIABILIS [J].
KERNAN, MR ;
FAULKNER, DJ ;
JACOBS, RS .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (14) :3081-3083
[10]
BRINE SHRIMP - A CONVENIENT GENERAL BIOASSAY FOR ACTIVE-PLANT CONSTITUENTS [J].
MEYER, BN ;
FERRIGNI, NR ;
PUTNAM, JE ;
JACOBSEN, LB ;
NICHOLS, DE ;
MCLAUGHLIN, JL .
PLANTA MEDICA, 1982, 45 (01) :31-34