Structure-activity relationship of polyisoprenyl benzophenones from Garcinia pyrifera on the tubulin/microtubule system

被引：71

作者：

Roux, D

Hadi, HA

Thoret, S

Guénard, D

Thoison, O

Païs, M

Sévenet, T ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

[2] Univ Malaya, Dept Chem, Kuala Lumpur 59100, Malaysia

来源：

JOURNAL OF NATURAL PRODUCTS | 2000年 / 63卷 / 08期

关键词：

D O I：

10.1021/np0000872

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Microtubule disassembly inhibitory properties have been established for the known polyisoprenylated benzophenones xanthochymol (1a) and guttiferone E (1b). The compounds were isolated from the fruits of Garcinia pyrifera collected in Malaysia. A structure-activity relationship study, including natural and semisynthetic derivatives, delineated some structural features necessary for the interaction with tubulin within this compound class.

引用

收藏

页码：1070 / 1076

页数：7

相关论文

共 23 条

[1] XANTHONES FROM 3 GARCINIA SPECIES [J].

AMPOFO, SA ;

WATERMAN, PG .

PHYTOCHEMISTRY, 1986, 25 (10) :2351-2355

[2] XANTHONES FROM GUTTIFERAE [J].

BENNETT, GJ ;

LEE, HH .

PHYTOCHEMISTRY, 1989, 28 (04) :967-998

[3] CHEMICAL INVESTIGATION OF THE GENUS RHEEDIA .5. BIFLAVONOIDS AND XANTHOCHYMOL [J].

BOTTA, B ;

MACQUHAE, MM ;

DELLEMONACHE, G ;

DELLEMONACHE, F ;

DEMELLO, JF .

JOURNAL OF NATURAL PRODUCTS, 1984, 47 (06) :1053-1053

[4] EXTRACTIVES FROM GUTTIFERAE .34. KOLAFLAVANONE, A NEW BIFLAVANONE FROM NUTS OF GARCINIA-KOLA HECKEL - APPLICATIONS OF C-13 NUCLEAR MAGNETIC-RESONANCE IN ELUCIDATION OF STRUCTURES OF FLAVONOIDS [J].

COTTERILL, PJ ;

SCHEINMANN, F ;

STENHOUSE, IA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (06) :532-539

[5] HIV-inhibitory natural products.: 49.: Guttiferone F, the first prenylated benzophenone from Allanblackia stuhlmannii [J].

Fuller, RW ;

Blunt, JW ;

Boswell, JL ;

Cardellina, JH ;

Boyd, MR .

JOURNAL OF NATURAL PRODUCTS, 1999, 62 (01) :130-132

[6] HIV INHIBITORY NATURAL-PRODUCTS .8. THE GUTTIFERONES, HIV-INHIBITORY BENZOPHENONES FROM SYMPHONIA-GLOBULIFERA, GARCINIA-LIVINGSTONEI GARCINIA-OVALIFOLIA AND CLUSIA-ROSEA [J].

GUSTAFSON, KR ;

BLUNT, JW ;

MUNRO, MHG ;

FULLER, RW ;

MCKEE, TC ;

CARDELLINA, JH ;

MCMAHON, JB ;

CRAGG, GM ;

BOYD, MR .

TETRAHEDRON, 1992, 48 (46) :10093-10102

[7] LACTONES, FLAVONOIDS AND BENZOPHENONES FROM GARCINIA-CONRAUANA AND GARCINIA-MANNII [J].

HUSSAIN, RA ;

WATERMAN, PG .

PHYTOCHEMISTRY, 1982, 21 (06) :1393-1396

[8]

Iinuma M, 1996, BIOL PHARM BULL, V19, P311, DOI 10.1248/bpb.19.311

[9]

KARANJGOAKAR C G, 1973, Tetrahedron Letters, V50, P4977

[10] RELATIONSHIPS BETWEEN THE STRUCTURES OF TAXOL AND BACCATINE-III DERIVATIVES AND THEIR INVITRO ACTION ON THE DISASSEMBLY OF MAMMALIAN BRAIN AND PHYSARUM AMEBAL MICROTUBULES [J].

LATASTE, H ;

SENILH, V ;

WRIGHT, M ;

GUENARD, D ;

POTIER, P .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1984, 81 (13) :4090-4094