Synthesis and biological evaluation of (-)-laulimalide analogues

被引:49
作者
Gallagher, BM [1 ]
Fang, FG [1 ]
Johannes, CW [1 ]
Pesant, M [1 ]
Tremblay, MR [1 ]
Zhao, HJ [1 ]
Akasaka, K [1 ]
Li, XY [1 ]
Liu, JK [1 ]
Littlefield, BA [1 ]
机构
[1] Eisai Res Inst, Wilmington, MA 01887 USA
关键词
D O I
10.1016/j.bmcl.2003.12.001
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Analogues of the marine natural product (-)-laulimalide were prepared by total synthesis and evaluated in vitro for anticancer activity.
引用
收藏
页码:575 / 579
页数:5
相关论文
共 41 条
[1]   Total synthesis of the microtubule stabilizing antitumor agent laulimalide and some nonnatural analogues:: The power of sharpless' asymmetric epoxidation [J].
Ahmed, A ;
Hoegenauer, EK ;
Enev, VAS ;
Hanbauer, M ;
Kaehlig, H ;
Öhler, E ;
Mulzer, J .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (08) :3026-3042
[2]  
AHMED A, 2001, SYNTHESIS-STUTTGART, P2207
[3]  
ASHLEY G, 2002, Patent No. 02064589
[4]   LAULIMALIDES - NEW POTENT CYTO-TOXIC MACROLIDES FROM A MARINE SPONGE AND A NUDIBRANCH PREDATOR [J].
CORLEY, DG ;
HERB, R ;
MOORE, RE ;
SCHEUER, PJ ;
PAUL, VJ .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3644-3646
[5]  
Crimmins MT, 2002, CURR OPIN DRUG DISC, V5, P944
[6]   Asymmetric total synthesis of (-)-laulimalide: Exploiting the asymmetric glycolate alkylation reaction [J].
Crimmins, MT ;
Stanton, MG ;
Allwein, SP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :5958-5959
[7]   Synthesis of the C15-C27 fragment of the antitumor agent laulimalide [J].
Dorling, EK ;
Öhler, E ;
Mulzer, J .
TETRAHEDRON LETTERS, 2000, 41 (33) :6323-6326
[8]  
Dorling EK, 2001, SYNLETT, P1105
[9]   Macrocyclization via allyl transfer: Total synthesis of laulimalide [J].
Enev, VS ;
Kaehlig, H ;
Mulzer, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (43) :10764-10765
[10]   Total synthesis of microtubule-stabilizing agent (-)-laulimalide [J].
Ghosh, AK ;
Wang, Y ;
Kim, JT .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :8973-8982