Himeic acid A:: a new ubiquitin-activating enzyme inhibitor isolated from a marine-derived fungus, Aspergillus sp.

被引:80
作者
Tsukamoto, S [1 ]
Hirota, H
Imachi, M
Fujimuro, M
Onuki, H
Ohta, T
Yokosawa, H
机构
[1] Kanazawa Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan
[2] RIKEN, GEN, Tsuzurumi Ku, Yokohama, Kanagawa 2300045, Japan
[3] Yokohama City Univ, Grad Sch Integrated Sci, Tsuzurumi Ku, Yokohama, Kanagawa 2300045, Japan
[4] Bruker BioSpin KK, Tsukuba, Ibaraki 3050051, Japan
[5] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
关键词
ubiquitin-activating enzyme inhibitor; marine-derived fungus; Aspergillus sp;
D O I
10.1016/j.bmcl.2004.10.012
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new ubiquitin-activating enzyme (E1) inhibitor, himeic acid A, was isolated from a culture of marine-derived fungus, Aspergillus sp. The structure was determined by spectroscopic analysis. The formation of an E1-ubiquitin (Ub) intermediate was 65% inhibited by himeic acid A at the concentration of 50 muM, while two new related compounds, himeic acids B and C, showed little inhibitory activity even at 100 muM. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:191 / 194
页数:4
相关论文
共 16 条
[11]   New polyhydroxy sterols:: Proteasome inhibitors from a marine sponge Acanthodendrilla sp. [J].
Tsukamoto, S ;
Tatsuno, M ;
van Soest, RWM ;
Yokosawa, H ;
Ohta, T .
JOURNAL OF NATURAL PRODUCTS, 2003, 66 (09) :1181-1185
[12]   The structure of the APPBP1-UBA3-NEDD8-ATP complex reveals the basis for selective ubiquitin-like protein activation by an E1 [J].
Walden, H ;
Podgorski, MS ;
Huang, DT ;
Miller, DW ;
Howard, RJ ;
Minor, DL ;
Holton, JM ;
Schulman, BA .
MOLECULAR CELL, 2003, 12 (06) :1427-1437
[13]   Insights into the ubiquitin transfer cascade from the structure of the activating enzyme for NEDD8 [J].
Walden, H ;
Podgorski, MS ;
Schulman, BA .
NATURE, 2003, 422 (6929) :330-334
[14]   Microsphaerones A and B, two novel γ-pyrone derivatives from the sponge-derived fungus Microsphaeropsis sp. [J].
Wang, CY ;
Wang, BG ;
Brauers, G ;
Guan, HS ;
Proksch, P ;
Ebel, R .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (05) :772-775
[15]   Themes and variations on ubiquitylation [J].
Weissman, AM .
NATURE REVIEWS MOLECULAR CELL BIOLOGY, 2001, 2 (03) :169-178
[16]   Phenylglycine methyl ester, a useful tool for absolute configuration determination of various chiral carboxylic acids [J].
Yabuuchi, T ;
Kusumi, T .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (02) :397-404