BIOACTIVE BROMOPYRROLE METABOLITES FROM THE CARIBBEAN SPONGE AGELAS-CONIFERA

被引:173
作者
KEIFER, PA
SCHWARTZ, RE
KOKER, MES
HUGHES, RG
RITTSCHOF, D
RINEHART, KL
机构
[1] UNIV ILLINOIS,ROGER ADAMS LAB,URBANA,IL 61801
[2] DUKE UNIV,MARINE LAB,BEAUFORT,NC 28516
[3] VARIAN INSTRUMENT GRP,DIV D298,PALO ALTO,CA 94304
[4] NEW YORK STATE DEPT HLTH,ROSWELL PK MEM INST,BUFFALO,NY 14263
关键词
D O I
10.1021/jo00009a008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Biologically active extracts of the Caribbean sponge Agelas conifera have yielded, in exhaustive studies, the diacetate salts of seven new bromopyrroles (1, 3-8), as well as that of the known debromooroidin dimer sceptrin (2). These compounds were found to be antiviral and antibacterial and were active in barnacle settlement and biochemical prophage induction assays. The structures assigned were based on spectroscopic comparisons to sceptrin and two-dimensional NMR data. Synthetic bromopyrroles were used to verify bromine substitution patterns. The oxysceptrins (4, 5) are characterized by their aminoimidazolinone group, the ageliferins (6-8) by a unique cyclohexene-based skeleton.
引用
收藏
页码:2965 / 2975
页数:11
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