Design and synthesis of highly potent fumagillin analogues from homology modeling for a human MetAP-2

被引:60
作者
Han, CK
Ahn, SK
Choi, NS
Hong, RK
Moon, SK
Chun, HS
Lee, SJ
Kim, JW
Hong, CI
Kim, D
Yoon, JH
No, KT
机构
[1] Chong Kun Dang Res Inst, Cheon An 330830, Chungcheongnamd, South Korea
[2] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea
[3] Soong Sil Univ, CAMD Res Ctr, Seoul 156743, South Korea
[4] Soong Sil Univ, Dept Chem, Seoul 156743, South Korea
关键词
antitumor compounds; molecular modeling/mechanics;
D O I
10.1016/S0960-894X(99)00577-6
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
New fumagillin analogues were designed through structure-based molecular modeling with a human methionine aminopeptidase-2. Among the fumagillin analogues, cinnamic acid eater derivative CKD-731 showed 1000-fold more potent proliferation inhibitory activity on endothelial cell than TNP-470. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:39 / 43
页数:5
相关论文
共 14 条
[1]   EUKARYOTIC METHIONYL AMINOPEPTIDASES - 2 CLASSES OF COBALT-DEPENDENT ENZYMES [J].
ARFIN, SM ;
KENDALL, RL ;
HALL, L ;
WEAVER, LH ;
STEWART, AE ;
MATTHEWS, BW ;
BRADSHAW, RA .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1995, 92 (17) :7714-7718
[2]   TUMOR ANGIOGENESIS [J].
FOLKMAN, J .
ADVANCES IN CANCER RESEARCH, 1985, 43 :175-203
[3]   Methionine aminopeptidase (type 2) is the common target for angiogenesis inhibitors AGM-1470 and ovalicin [J].
Griffith, EC ;
Su, Z ;
Turk, BE ;
Chen, SP ;
Chang, YH ;
Wu, ZC ;
Biemann, K ;
Liu, JO .
CHEMISTRY & BIOLOGY, 1997, 4 (06) :461-471
[4]   SYNTHETIC ANALOGS OF FUMAGILLIN THAT INHIBIT ANGIOGENESIS AND SUPPRESS TUMOR-GROWTH [J].
INGBER, D ;
FUJITA, T ;
KISHIMOTO, S ;
SUDO, K ;
KANAMARU, T ;
BREM, H ;
FOLKMAN, J .
NATURE, 1990, 348 (6301) :555-557
[5]  
KOHN EC, 1995, CANCER RES, V55, P1856
[6]   Structure of human methionine aminopeptidase-2 complexed with fumagillin [J].
Liu, SP ;
Widom, J ;
Kemp, CW ;
Crews, CM ;
Clardy, J .
SCIENCE, 1998, 282 (5392) :1324-1327
[7]  
MARUI S, 1992, CHEM PHARM BULL, V40, P96
[8]  
Nagase T, 1995, DNA Res, V2, P37, DOI 10.1093/dnares/2.1.37
[9]   STRUCTURE OF THE COBALT-DEPENDENT METHIONINE AMINOPEPTIDASE FROM ESCHERICHIA-COLI - A NEW TYPE OF PROTEOLYTIC-ENZYME [J].
RODERICK, SL ;
MATTHEWS, BW .
BIOCHEMISTRY, 1993, 32 (15) :3907-3912
[10]   COMPARATIVE PROTEIN MODELING BY SATISFACTION OF SPATIAL RESTRAINTS [J].
SALI, A ;
BLUNDELL, TL .
JOURNAL OF MOLECULAR BIOLOGY, 1993, 234 (03) :779-815