Melophlins A and B, novel tetramic acids reversing the phenotype of ras-transformed cells, from the marine sponge Melophlus sarassinorum

被引：77

作者：

Aoki, S

Higuchi, K

Ye, Y

Satari, R

Kobayashi, M

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka 5650871, Japan

[2] LIPI, Res & Dev Ctr Oceanol, Jakarta 11048, Indonesia

来源：

TETRAHEDRON | 2000年 / 56卷 / 13期

关键词：

tetramic acid; ras transformed cell; marine metabolite; marine sponge;

D O I：

10.1016/S0040-4020(00)00092-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two novel tetramic acids named melophlins A (1) and B (2) were isolated from the marine sponge Melophlus sarassinorum, and the absolute stereostructures were elucidated on the basis of chemical and physicochemical evidence. Melophrins A (1) and B (2) induced reversion of the tumorous phenotype of res-transformed NIH3T3 cells to normal at the concentration of 5 mu g mL(-1). (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：1833 / 1836

页数：4

相关论文

共 15 条

[1] Myrmekiosides A and B, novel mono-O-alkyl-diglycosylglycerols reversing tumor cell morphology of ras-transformed cells from a marine sponge of Myrmekioderma sp. [J].

Aoki, S ;

Higuchi, K ;

Kato, A ;

Murakami, N ;

Kobayashi, M .

TETRAHEDRON, 1999, 55 (52) :14865-14870

[2] Reversal of multidrug resistance in human carcinoma cell line by agosterols, marine spongean sterols. [J].

Aoki, S ;

Setiawan, A ;

Yoshioka, Y ;

Higuchi, K ;

Fudetani, R ;

Chen, ZS ;

Sumizawa, T ;

Akiyama, S ;

Kobayashi, M .

TETRAHEDRON, 1999, 55 (49) :13965-13972

[3] ACTIVATED PROTO-ONC GENES - SUFFICIENT OR NECESSARY FOR CANCER [J].

DUESBERG, PH .

SCIENCE, 1985, 228 (4700) :669-677

[4] A nonempirical method using LC/MS for determination of the absolute configuration of constituent amino acids in a peptide: Elucidation of limitations of Marfey's method and of its separation mechanism [J].

Fujii, K ;

Ikai, Y ;

Mayumi, T ;

Oka, H ;

Suzuki, M ;

Harada, K .

ANALYTICAL CHEMISTRY, 1997, 69 (16) :3346-3352

[5] ACYLATION OF PYRROLIDINE-2,4-DIONES - A SYNTHESIS OF 3-ACYLTETRAMIC ACIDS - X-RAY MOLECULAR-STRUCTURE OF 3-[1-(DIFLUOROBORYLOXY)ETHYLIDENE]-5-ISOPROPYL-1-METHYL-PYRROLIDINE-2,4-DIONE [J].

JONES, RCF ;

BEGLEY, MJ ;

PETERSON, GE ;

SUMARIA, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (07) :1959-1968

[6]

KOBAYASHI M, 1991, CHEM PHARM BULL, V39, P2867

[7] DETERMINATION OF D-AMINO ACIDS .2. USE OF A BIFUNCTIONAL REAGENT, 1,5-DIFLUORO-2,4-DINITROBENZENE [J].

MARFEY, P .

CARLSBERG RESEARCH COMMUNICATIONS, 1984, 49 (06) :591-596

[8] FR901228, a potent antitumor antibiotic, is a novel histone deacetylase inhibitor [J].

Nakajima, H ;

Kim, YB ;

Terano, H ;

Yoshida, M ;

Horinouchi, S .

EXPERIMENTAL CELL RESEARCH, 1998, 241 (01) :126-133

[9] STRUCTURAL INVESTIGATIONS OF 3-ACYLPYRROLIDINE-2,4-DIONES BY NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY AND X-RAY CRYSTALLOGRAPHY [J].

NOLTE, MJ ;

STEYN, PS ;

WESSELS, PL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (05) :1057-1065

[10] CHARACTERIZATION OF THE FUSARIUM TOXIN EQUISETIN - THE USE OF PHENYLBORONATES IN STRUCTURE ASSIGNMENT [J].

PHILLIPS, NJ ;

GOODWIN, JT ;

FRAIMAN, A ;

COLE, RJ ;

LYNN, DG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (21) :8223-8231