Semisynthesis and cytotoxicity of styryl-lactone derivatives

被引：29

作者：

Bermejo, A

Léonce, S

Cabedo, N

Andreu, I

Caignard, DH

Atassi, G

Cortes, D ^{[1
]}

机构：

[1] Univ Valencia, Fac Farm, Dept Farmacol Farmacognosia & Farmacodinam, E-46100 Burjassot, Spain

[2] Inst Rech Servier, F-92150 Suresnes, France

来源：

JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 08期

关键词：

D O I：

10.1021/np990089q

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The cytotoxicity and the cell-cycle action of altholactone (1), goniofufurone (2), and eight altholactone derivatives. (5-12), were determined in vitro on L-1210 cells. Semisyntheses and structure-activity relationships of these compounds are described. The results of this study suggest that the cytotoxicity of altholactone (1), 11-nitro-altholactone (8), and 7-chloro-6,7-dihydroaltholactone (10) is due to the accumulation of the cells in the G2 + M phase of the cell cycle.

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收藏

页码：1106 / 1109

页数：4

相关论文

共 20 条

[1]

Bermejo A, 1999, PHYTOCHEM ANALYSIS, V10, P127, DOI 10.1002/(SICI)1099-1565(199905/06)10:3<127::AID-PCA451>3.3.CO

[2]

2-X

[3] Preparation of 7-alkoxylated furanopyrones:: Semisynthesis of (-)-etharvensin, a new styryl-Lactone from Goniothalamus arvensis [J].

Bermejo, A ;

Blazquez, MA ;

Serrano, A ;

Zafra-Polo, MC ;

Cortes, D .

JOURNAL OF NATURAL PRODUCTS, 1997, 60 (12) :1338-1340

[4] Enantiospecific semisynthesis of (+)-almuheptolide-A, a novel natural heptolide inhibitor of the mammalian mitochondrial respiratory chain [J].

Bermejo, A ;

Tormo, JR ;

Cabedo, N ;

Estornell, E ;

Figadere, B ;

Cortes, D .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (26) :5158-5166

[5] (+)-GONIOTHARVENSIN, A NOVEL STYRYL-LACTONE FROM THE STEM BARK OF GONIOTHALAMUS-ARVENSIS [J].

BERMEJO, A ;

LORA, MJ ;

BLAZQUEZ, MA ;

RAO, KS ;

CORTES, D ;

ZAFRAPOLO, MC .

NATURAL PRODUCT LETTERS, 1995, 7 (02) :117-122

[6] Styryl-pyrones from Goniothalamus arvensis [J].

Bermejo, A ;

Blázquez, MA ;

Rao, KS ;

Cortes, D .

PHYTOCHEMISTRY, 1998, 47 (07) :1375-1380

[7]

BLAZQUEZ MA, IN PRESS PHYTOCHEM

[8] Styryl-lactone derivatives and alkaloids from Goniothalamus borneensis (Annonaceae) [J].

Cao, SG ;

Wu, XH ;

Sim, KY ;

Tan, BKH ;

Pereira, JT ;

Goh, SH .

TETRAHEDRON, 1998, 54 (10) :2143-2148

[9] Synthesis and cytotoxic and antitumor activity of esters in the 1,2-dihydroxy-1,2-dihydroacronycine series [J].

Elomri, A ;

Mitaku, S ;

Michel, S ;

Skaltsounis, AL ;

Tillequin, F ;

Koch, M ;

Pierre, A ;

Guilbaud, N ;

Leonce, S ;

KrausBerthier, L ;

Rolland, Y ;

Atassi, G .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (24) :4762-4766

[10] NOVEL BIOACTIVE STYRYL-LACTONES - GONIOFUFURONE, GONIOPYPYRONE, AND 8-ACETYLGONIOTRIOL FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE) - X-RAY MOLECULAR-STRUCTURE OF GONIOFUFURONE AND OF GONIOPYPYRONE [J].

FANG, XP ;

ANDERSON, JE ;

CHANG, CJ ;

FANWICK, PE ;

MCLAUGHLIN, JL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (06) :1655-1661