NOVEL MARINE SPONGE DERIVED AMINO-ACIDS .13. ADDITIONAL PSAMMAPLIN DERIVATIVES FROM PSAMMAPLYSILLA-PURPUREA

被引:94
作者
JIMENEZ, C
CREWS, P
机构
[1] UNIV CALIF SANTA CRUZ,DEPT CHEM,SANTA CRUZ,CA 95064
[2] UNIV CALIF SANTA CRUZ,INST MARINE SCI,SANTA CRUZ,CA 95064
关键词
D O I
10.1016/S0040-4020(01)96120-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An investigation of a sponge rich in psammaplin derivatives provides some insight into the biogenesis of this group of amino acid derivatives. Accompanying psammaplin A (1) were a new cysteine dimer, prepsammaplin A (2), and three new bromotyrosine-cysteine derivatives, psammaplins B (3), C (4), and D (5). Two other compounds were isolated including (3-bromo-4-hydroxy) benzaldehyde (6) and (3-bromo-4-hydroxyphenyl)-acetonitrile (7) which appear to be bromotyrosine derivatives. Psammaplin D (5) showed antimicrobial and mild tyrosine kinase inhibition activity.
引用
收藏
页码:2097 / 2102
页数:6
相关论文
共 21 条
  • [1] NOVEL SPONGE-DERIVED AMINO-ACIDS .11. THE ENTIRE ABSOLUTE STEREOCHEMISTRY OF THE BENGAMIDES
    ADAMCZESKI, M
    QUINOA, E
    CREWS, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01) : 240 - 242
  • [2] BROMINATED TYROSINE METABOLITES FROM AN UNIDENTIFIED SPONGE
    ARABSHAHI, L
    SCHMITZ, FJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (16) : 3584 - 3586
  • [3] BERGQUIST PR, 1983, MARINE NATURAL PRODU, V5, P17
  • [4] BERGQUIST PR, 1978, SPONGES
  • [5] CHANG CWJ, 1977, TETRAHEDRON LETT, P4005
  • [6] A SESQUITERPENE THIOCYANATE AND 3 SESQUITERPENE ISOTHIOCYANATES FROM THE SPONGE TRACHYOPSIS-APLYSINOIDES
    HE, HY
    FAULKNER, DJ
    SHUMSKY, JS
    HONG, K
    CLARDY, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2511 - 2514
  • [7] NOVEL MARINE SPONGE AMINO-ACIDS .10. XESTOAMINOLS FROM XESTOSPONGIA SP
    JIMENEZ, C
    CREWS, P
    [J]. JOURNAL OF NATURAL PRODUCTS, 1990, 53 (04): : 978 - 982
  • [8] JIMENEZ C, IN PRESS J ORG CHEM
  • [9] TWO-DIMENSIONAL NMR-SPECTROSCOPY - BACKGROUND AND OVERVIEW OF THE EXPERIMENTS
    KESSLER, H
    GEHRKE, M
    GRIESINGER, C
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (04): : 490 - 536
  • [10] TUMOR INHIBITORS .82. BRUCEANTIN, A NEW POTENT ANTILEUKEMIC SIMAROUBOLIDE FROM BRUCEA-ANTIDYSENTERICA
    KUPCHAN, SM
    BRITTON, RW
    ZIEGLER, MF
    SIGEL, CW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (01) : 178 - 179