Using jasplakinolide to turn on pathways that enable the isolation of new chaetoglobosins from Phomospis asparagi

被引:76
作者
Christian, OE
Compton, J
Christian, KR
Mooberry, SL
Valeriote, FA
Crews, P [1 ]
机构
[1] Univ Calif Santa Cruz, Dept Chem & Biochem, Santa Cruz, CA 95064 USA
[2] Univ Calif Santa Cruz, Inst Marine Sci, Santa Cruz, CA 95064 USA
[3] SW Fdn Biomed Res, San Antonio, TX 78245 USA
[4] Henry Ford Hlth Syst, Dept Internal Med, Div Hematol & Oncol, Detroit, MI 48202 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2005年 / 68卷 / 11期
关键词
D O I
10.1021/np050293f
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The isolation and structure elucidation of three new secondary metabolites, chaetoglobosin-510 (1), -540 (2), and -542 (3), are described. These compounds were produced by cultures of the marine-derived fungus Phomopsis asparagi, challenged with the known F-actin inhibitor jasplakinolide. Chaetoglobosin-542 (3) displayed antimicrofilament activity and was cytotoxic toward murine colon and leukemia cancer cell lines.
引用
收藏
页码:1592 / 1597
页数:6
相关论文
共 51 条
  • [1] Structures and cytotoxic properties of trichoverroids and their macrolide analogues produced by saltwater culture of Myrothecium verrucaria
    Amagata, T
    Rath, C
    Rigot, JF
    Tarlov, N
    Tenney, K
    Valeriote, FA
    Crews, P
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (20) : 4342 - 4350
  • [2] Avantaggiato G, 1999, NAT TOXINS, V7, P119, DOI 10.1002/(SICI)1522-7189(199905/06)7:3<119::AID-NT49>3.0.CO
  • [3] 2-P
  • [4] CYTOCHALASANS - NEW CLASS OF BIOLOGICALLY-ACTIVE MICROBIAL METABOLITES
    BINDER, M
    TAMM, C
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1973, 12 (05) : 370 - 380
  • [5] Bode HB, 2002, CHEMBIOCHEM, V3, P619, DOI 10.1002/1439-7633(20020703)3:7<619::AID-CBIC619>3.0.CO
  • [6] 2-9
  • [7] Effects of jasplakinolide on the kinetics of actin polymerization -: An explanation for certain in vivo observations
    Bubb, MR
    Spector, I
    Beyer, BB
    Fosen, KM
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (07) : 5163 - 5170
  • [8] Marine-derived fungi: a chemically and biologically diverse group of microorganisms
    Bugni, TS
    Ireland, CM
    [J]. NATURAL PRODUCT REPORTS, 2004, 21 (01) : 143 - 163
  • [9] New chaetoglobosins from maize infested by Phomopsis leptostromiformis fungi.: Production, identification, and semi-synthesis
    Burlot, L
    Cherton, JC
    Convert, O
    Correia, I
    Dennetiere, B
    [J]. SPECTROSCOPY-AN INTERNATIONAL JOURNAL, 2003, 17 (04): : 725 - 734
  • [10] THE GENETICS OF CHEMICAL DIVERSITY
    CERDAOLMEDO, E
    [J]. CRITICAL REVIEWS IN MICROBIOLOGY, 1994, 20 (02) : 151 - 160