Synthesis of ceratinamine and moloka'iamine:: Antifouling agents from the marine sponge Pseudoceratina purpurea

被引:20
作者
Schoenfeld, RC [1 ]
Ganem, B [1 ]
机构
[1] Cornell Univ, Baker Lab, Dept Chem, Ithaca, NY 14853 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(98)00771-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Syntheses of the title compounds (4 and 5, respectively) are described together with a biogenetic hypothesis that rationalizes the origin of ceratinamine's unique cyanoformamide functionality. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4147 / 4150
页数:4
相关论文
共 22 条
[1]   PSYCHOPHARMACOLOGICAL ACTIVITY OF RING-SUBSTITUTED AND SIDE CHAIN-SUBSTITUTED BETA-PHENETHYLAMINES [J].
BENINGTON, F ;
MORIN, RD ;
CLARK, LC ;
FOX, RP .
JOURNAL OF ORGANIC CHEMISTRY, 1958, 23 (12) :1979-1984
[2]   ELECTROLYTE EFFECTS ON CATIONIC MICELLE CATALYZED DECARBOXYLATION OF 6-NITROBENZISOXAZOLE-3-CARBOXYLATE ANION [J].
BUNTON, CA ;
MINCH, MJ ;
HIDALGO, J ;
SEPULVED.L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (10) :3262-3272
[3]   BIOSYNTHESIS OF BROMINATED TYROSINE METABOLITES BY APLYSINA-FISTULARIS [J].
CARNEY, JR ;
RINEHART, KL .
JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (07) :971-985
[4]   METABOLISM IN PORIFERA .1. SOME STUDIES ON BIOSYNTHESIS OF FATTY-ACIDS, STEROLS AND BROMO-COMPOUNDS BY SPONGE VERONGIA-AEROPHOBA [J].
DEROSA, M ;
MINALE, L ;
SODANO, G .
COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY, 1973, 45 (4B) :883-893
[5]   SYNTHESIS AND QUANTITATIVE STRUCTURE-ACTIVITY-RELATIONSHIPS OF ANTIALLERGIC 2-HYDROXY-N-1H-TETRAZOL-5-YLBENZAMIDES AND N-(2-HYDROXYPHENYL)-1H-TETRAZOLE-5-CARBOXAMIDES [J].
FORD, RE ;
KNOWLES, P ;
LUNT, E ;
MARSHALL, SM ;
PENROSE, AJ ;
RAMSDEN, CA ;
SUMMERS, AJH ;
WALKER, JL ;
WRIGHT, DE .
JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (04) :538-549
[6]  
GRUNANGER P, 1991, CHEM HETEROCYCLIC CO, P298
[7]   BIOGENETICALLY DIVERSE, BIOACTIVE CONSTITUENTS OF A SPONGE, ORDER VERONGIDA - BROMOTYRAMINES AND SESQUITERPENE-SHIKIMATE DERIVED METABOLITES [J].
HAMANN, MT ;
SCHEUER, PJ ;
KELLYBORGES, M .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6565-6569
[8]   HIGH ACCUMULATION OF TOXIC BUTYLTINS IN MARINE MAMMALS FROM JAPANESE COASTAL WATERS [J].
IWATA, H ;
TANABE, S ;
MIZUNO, T ;
TATSUKAWA, R .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1995, 29 (12) :2959-2962
[9]  
KEMP DS, 1988, INT J PEPT PROT RES, V31, P359
[10]  
MALACHOWSKI R, 1951, ROCZNIKI CHEM, V25, P35